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#dean x reader smut
octoberclidan · 18 days
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Stolen Glances
Request: Can you write a smut story with dean in it I was hoping a friends to lovers sort of thing
Pairing: Dean Winchester x Reader
Masterlist
Note: this is 18+ only. Do not read this if you're under 18.
Story:
Glances. That's all she could get of him. She watched from the passenger seat of the Impala while the sun and the wind worked together to scatter highlights through his hair, and she listened as he sang along to his tape as if there was no one in the car with him. She smiled as she watched him enjoy the drive, no monsters to hunt down, no angels or demons after them, just a drive to get supplies for the bunker. He'd come to her room in the early afternoon to see if she wanted to come with him, and she never said no to spending more time with him, to catch more glances, to see small glimpses into what her life would be like if he was hers. He looked over to her after the song ended and she quickly looked away, not wanting to he caught stealing her glances.
"Think they'll have pie?" He asked and she looked back at him, rolling her eyes and laughing.
"Remember how you threatened the poor guy last time they had none? I think they order in twice as many now just in case you come in looking for it".
"Hey, don't bring up bad memories", he gave her a fake glare before looking back out at the road, and he smiled when he heard her quietly giggle to herself.
"Sorry, I forgot how traumatic that experience was for you".
"Worst thing that ever happened to me", he smiled while shaking his head. Although he was joking, [Y/N] sometimes wondered if being disappointed by a store being out of pie was somewhere up there with all of his other traumatic experiences in his head.
"Well, if they don't have pie then we can get the ingredients and I'll make one for you".
"Are you trying to get in my pants? 'Cause that'd do it", he grinned, glancing over for a second to admire the blush he'd created on her cheeks.
"Just drive", she couldn't help but smile, turning her head to look out of the window, hiding how easy it was for Dean to get her flustered. No one had ever given her butterflies with just a smile. Especially not a cocky smile. Then came Dean Winchester, so naturally confident, more attractive than any man she'd ever met. Just one wink from him and her heart would skip a beat, just one gentle brush of his hand against hers and she lost all sense of herself. She could keep her heartbeat and breathing steady when she was in hand-to-hand combat with any monster or demon, but one stolen glance at Dean and she couldn't control it. She didn't know if it was just a crush that she hadn't been able to get over, or if she was actually in love with him. She knew she loved him in some sense, she loved Sam and Cas too, but her feelings for Dean ran much deeper than familial love. She was hesitant to put a label on it though, and she'd never tell him.
Dean pulled into a parking space right in front of the store, and he led the way in, [Y/N] following behind him. "You wanna go grab the toilet paper? I'll get the food", Dean asked and [Y/N] nodded, and the two went their separate ways. She wandered down the aisle where she knew she'd find the toilet paper, but stopped when something caught her eye. Condoms. She couldn't remember the last time she'd needed them, she wasn't into casual sex with strangers like she knew Dean was, or even Sam was on occasion. Living in a bunker and spending most of her time either inside it, or across the country on a case with the boys, didn't really give her much time to build a relationship with anyone other than the boys. She often visited the local bar with Sam and Dean, and she never really liked the lonely trip back to the bunker on the occasion that they both found someone else to go home with. She had been feeling more and more in the mood for it recently though. Her fingers and her imagination, mostly occupied by thoughts of Dean, just weren't cutting it anymore. She wanted to find a man, but she'd been holding herself back, always finding excuses. She figured that maybe if she bought a pack of condoms and kept one in her purse, she'd be giving herself one less excuse to leave their bar alone.
She quickly grabbed a packet and made her way to the toilet paper, grabbing a few other toiletries on the way to hide the condoms. The last thing she wanted was for Dean to see them, raise his eyebrow at her, and make some smart comment on them. She knew she'd probably burn her cheeks with the embarrassment if that happened. She made her way to the checkout and paid for her stuff before heading outside to wait for Dean. She shoved the condoms into her jacket pocket while she held the rest of her things in a bag, waiting by the car for him to come out. In hindsight, she should've taken the keys from Dean so she could sit in the car, she knew he'd take longer if he was the one shopping for food. The air was warm, and she closed her eyes to enjoy the light breeze in her hair.
"Hey Sweetheart", Dean's voice caught her attention, and she opened her eyes to see him walking towards her, his hands full with bags. She could see a familiar box of pie peaking out of the top of one, and she almost felt disappointed. She wondered if she'd had to make one for him, if it would give him a reason to like her more.
"Hey", she smiled, pushing off the car. "They had pie?"
"Yup", Dean chuckled. "Dude scrambled to go get it when he saw me, I didn't even have to say anything".
"I'm telling you, he's terrified", she laughed and Dean shrugged sheepishly at her.
"Hey, could you grab the keys? They're in my pocket", Dean turned to his side and nodded down at his pocket. She nodded and reached into his jacket pocket with her free hand, but Dean cleared his throat when she found his pocket was empty. Looking up at him in confusion, she noticed a light blush across his nose. "Uh, sorry, I meant my jeans".
"Oh", she said, feeling the heat rising in her cheeks. "Right". She took her hand out of his jacket pocket and reached into his jeans pocket, quickly pulling out the keys and unlocking the car. They set their bags down before she silently handed Dean the keys and they got into the car. As soon as the engine was turned on, Dean turned on the music, neither of them making eye contact. She didn't know why it was so awkward, they'd been a lot closer to each other than having a hand in the other's pocket. She'd cleaned and stitched up wounds on his chest, stomach, and back. He'd cleaned and stitched up wounds on her shoulders, thighs, and sides, and it was never awkward.
About halfway back to the bunker, [Y/N] finally stole a glance over at Dean. The sun was starting to set, filling the Impala with a warm orange glow, and it hit Dean's face perfectly. They were coming up to a turn in the road when Dean looked in her direction, meaning to look out her window but catching her staring at him instead. When their eyes met, she jumped slightly and turned to look out the front of the car instead, but she looked back when she heard Dean chuckle. "What?" She asked, and he smirked before nodding down at the space between them, then looking back out onto the road. She looked down and immediately her cheeks felt like they were on fire. Her box of condoms had slipped out of her pocket and were now sitting beside her, fully visible to Dean.
"You seeing someone?" He asked as she quickly stuffed them back into her pocket.
"No", she shook her head, looking out the passenger window, not wanting to catch his eye.
"You planning to?" He asked, glancing over at her. She thought he sounded worried. She looked back at him with furrowed eyebrows.
"Maybe? Why does it matter to you?"
He shrugged as he looked back out the window. "Just think that if you're planning on going home with some guy, then Sam or I should know where you are. You know, for safety".
She scoffed and shook her head. "You don't tell me where you go when you find someone to hook up with. You think I can't look out for myself?"
"No, I do", he said, clearing his throat. "I just didn't know you were into that kind of thing".
"I'm not", she said quietly. Talking about one night stands, or sex in general, while alone with Dean was something she'd managed to avoid so far. She couldn't help but notice that he kept glancing at her as he drove. He quickly looked at her pocket, then back to the road, then to her eyes, then back to the road, then to her chest, then back to the road, then to her lips, then back to the road. It was making her feel a little self conscious, but it was also making her feel warm inside. After a few moments of silence, Dean cleared his throat again.
"So uh, if you're not into it, what's with the condoms?"
"Why are you suddenly so interested in my purchases?" Her cheeks warmed again as she saw his neck turn pink. Why did he look nervous? This was Dean, he didn't get nervous that easily.
"I'm not", he said, and she turned away from him again.
She sighed, contemplating whether it would be more or less awkward to continue the conversation. She didn't want things to be awkward between them later, so she figured it would be best just to get it out of the way now. "It's just... been awhile for me. I'm not into one night stands, but I also have needs, and desires, you know?" She asked, and Dean swallowed, nodding, but kept his eyes on the road. "So I figured, next time I'm at the bar, I'll give myself as few excuses for rejecting a guy as possible".
"Oh", he nodded. He stole another glance before muttering a "fuck this" and pulled over onto the side of the road.
"What are you doing?" She asked in confusion, and Dean turned to fully face her. She noticed that his eyes seemed darker than usual, and his chest showed he was breathing heavily.
"I can't concentrate on driving, I can't concentrate while thinking about you being prepared to go home with some guy, while thinking about you having needs and desires. Fuck [Y/N], do you even realise how hot you are?"
Now she was swallowing nervously. No man had ever looked at her quite like how Dean was looking at her, nothing but desire on his face as he gripped the steering wheel tightly, like he was finding it difficult to restrain himself. She blinked at him, completely speechless, waiting to wake up in her bed. Never in a million years would she ever have thought Dean would look at her like that, that he'd want her like that. Yet, here he was, waiting for her to say something, to give him permission. She glanced down at his lips as he licked them, and she couldn't help herself, she shuffled closer to him, sliding along the front bench. He lifted his arm up and onto the back bench behind her, and took his other hand off the steering wheel and grabbed her thigh, pulling a gasp from her as he angled her to face him. He left his hand on her thigh as he stared down at her, so close she could feel his breath on her face.
They glanced at each other's lips as they leaned in towards one another, finally closing their eyes as their lips touched. Dean almost immediately pushed his tongue into her mouth as he gripped her thigh tighter, and she moaned as his other hand slipped off the bench and into her hair. She slid her hands up his chest, leaving one there feeling his heart beating quickly as her other hand continued up to his face, feeling his stubble under her finger tips. Neither of them cared that they were on the side of the road as Dean's hand left her thigh and slid up under her shirt, his thumb just below her bra and his fingers gripping her side. She giggled as she pulled away from him, looking up and smiling. "That tickles".
He smiled at her as he leaned down for another kiss, pushing her down onto the bench and leaning his elbows either side of her. He pressed himself on top of her and she moaned as he ground against her. He left her lips and kissed along her jaw down to her neck before pushing his hand inside her jacket, pulling it off and letting it fall to floor of the car. He pushed his hand back up her top, feeling her body. "Dean", she whispered. He pecked at her neck once more before pushing himself up to look at her properly.
"Yeah Sweetheart?" He had that smirk on his face, the one she was all too familiar with, the one that made her imagine all sorts of scenarios with him.
"You're wearing too many clothes".
He chuckled before looking up over her head, out the passenger window. Luckily it was a quiet road, there didn't seem to be many people about. "Wanna get in the back? There's more space". He watched her blush as he spoke. "I mean, if you wanna keep going that is".
"Well", she bit her lip as she reached up cup his cheek. "I am prepared and everything".
He grinned as he wrapped his arms around her back and pulled her up, reaching over her to open her door. She laughed at how excited he seemed, his smile making him look like he didn't have a care in the world, like this moment between them was the only thing in existence. He grabbed the condoms out of her discarded jacket, and they quickly got out of the car. Dean used the time to shed his own jacket before they slid into the back seat. Dean immediately grabbed [Y/N] and pulled her onto his lap, making her stradle him. He moaned as she leaned into him, feeling a hardness beneath his jeans. She began kissing at his jawline and neck as his hands found their way back up her top, his thumbs pushing up just under the cups of her bra, his fingers spread around her sides. Dean had large hands, and they made her feel small in his grasp.
"Fuck, that feels good", he groaned as she kissed just below his ear, his skin hot on her lips. "Can I take this off?" He asked, sliding his hands back down and tugging at the hem of her top. She leaned back slightly and nodded, and he grinned as he pulled it up and over her head, tossing it over the bench into the front of the car. "And this?" He asked, his hand running along the shoulder strap of her bra. She nodded again, this time a bit shyly, as he reached around to undo the clasp. Her bra fell away from her chest and he helped her slide the the staps down her arms. "Better than I imagined", he chuckled as he grabbed a breast in each hand, his thumbs flicking over both nipples.
"Imagined?" She asked, her fingers now toying with the hem of his t-shirt.
"Every day", he mumbled, completely distracted by the sight in front of him. "So many quick glances, not enough time to properly look", he said as his hand ran down her side, making her shiver, "and feel", he added.
She started to pull his shirt up and he complained when he had to take his hands off her to get it off, but as soon as it was on the floor, his lips were on hers in an instant. His tongue pushed into her mouth and he breathed heavily through his nose as she trailed her fingers over his stomach and up across his chest to his shoulders. She was taking her time with really feeling just how solid he was, how much muscle had had, how strong he felt under her. Her hands finally found their way back down to his belt, and she quickly unbuckled it. Getting the idea, Dean turned to his side and lay her down on the seat, leaning back to kick off his shoes and push his jeans off. She stared at him and the bulge in his boxers, the little wet patch from his arousal making itself apparent.
She reached down to unbutton her own jeans when his hands landed on hers. "Let me", his tone sounded almost like a plea as he waited for her to say yes, but she was lost in his appearance. Dean Winchester, stripped down to his boxers, a lights sweat on his body, his cheeks flushed, his lips slightly swollen, all because of her. Dean Winchester was looking at her like he'd never seen anything he wanted more. "Hey", he said, leaning over to cup her cheek. "Are you okay? Is this... this is still okay, right?" He asked, and she blinked, swallowing back her amazement and nodding.
"Yes", she said. "God yes, this is okay. I just got lost there for a second... do you even realise how sexy you are? Fuck Dean, look at you". He blushed and looked away from her, concentrating on her jeans again. Once they were undone, he pulled them down her legs, pulling her shoes off as he did so. Once she was left in just her panties, he leaned down to kiss her thighs, but looked up to her to catch her eyes as he did. He started to kiss higher up her legs, skipping over her underwear and kissing just below her belly button. She ran her fingers through his hair as she looked down at him, nervous but excited to watch him explore her body with his mouth.
He pecked her once more before hooking his finger into her panties and pulling them to the side, completely exposing her to him. He groaned as he leaned down, closing his eyes and licking up through her wetness. When he started to circle his tongue around her clit, she immediately clamped her thighs around his head, and gripped his hair tighter in her hand, surprised by how intense the pleasure was. "Fuck... sorry", she breathed out, relaxing her hold on him.
He chuckled and shook his head. "Do whatever you need, I'm into it", he kissed the inside of her thigh before focusing his attention back on her clit, now watching her reaction as he stroked a finger over her entrance. When she bucked her hips towards him, her inserted his finger, smiling to himself as she moaned. He continued to lick and such as he pushed another finger in, pumping in and out.
"Dean, stop, I'm close and I want us to cum together", she said through gritted teeth. He pulled away from her and raised his eyebrows.
"You sure? I can give you more than one".
"No", she shook her head, trying to calm herself. "The first one, I want it to be together".
He smiled at her as he nodded. She was completely lost in the moment, nothing else mattered other than the fact that Dean Winchester wanted to have sex with her in the back of his car, and it was about to happen. She watched with wide eyes as he pushed his boxers down, his cock fully erect, a bead of precum sitting on top. She licked her lips, she hoped they'd find themselves in a similar situation in the future where she could focus all of her attention on that, but right now she wanted him inside her. Dean grabbed the little box of condoms and pulled one out, splitting the wrapper open and pulling the rubber out. She fumbled with getting her panties off as she watched him expertly roll it onto himself.
"You ready?" He asked as he crawled on top of her, and she smiled up at him.
"Yes, I want to feel you", she said as she wrapped her arms around his neck. He positioned himself between her legs and slowly pushed in, holding his breath until he was as far as he could get. He let out a slightly shaky breath as he maneuvered slightly, caging her in between his arms.
"You feel so good", he whispered, leaning down to kiss her lips. He drew out of her slowly, just leaving the head inside, before thrusting back in. Her hands found their way to his shoulders, gripping him tight as he set a steady pace. He kissed her lips, cheeks, jaw, and neck as he continued, and she wrapped her legs around his waist, pulling him closer. Their breathing got heavier the closer they got, and the kisses got sloppy as they both moaned and groaned and gasped at every spike in pleasure.
When Dean felt her tighten around him, it pushed him over the edge, and just like she wanted, they came together. After a moment of catching their breaths, Dean kissed [Y/N]'s lips and pulled out. He discarded the condom and then grabbed [Y/N]'s waist, spinning them so he was lying down on his back with her on top of him. She snuggled into his chest and wrapped her arms around him, and he kissed her hairline and started to stroke up and down her back. "I never thought that would happen", she said quietly, and Dean sighed in content.
"I'm glad it did", he said. "And I hope it will happen again?"
She lifted her head to look at him, and leaned in for a quick kiss. "It's definitely happening again". They both grinned at each other before they went back to cuddling. They knew there would be no more stolen glances, they could just take as many as they liked.
The end
Dean Winchester taglist: @123passwort @janineb86 @k-slla @lyarr24 @candy-coated-misery0731 @jackles010378 @hobby27 @pizzagirlxnsfwx @itburnslikehelltobevega @queenie32 @livingdead-reilly @vmaier12 @littlemadamred @darthysfanfic @dramatic-long-coats @kr804573 @cutiesarah
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alexsoenomel · 1 year
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Play That Zeppelin Tune (Dean Winchester x Reader smut)
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Request: Can I request road head with Dean? I feel like this is a PERFECT concept for him, but I don’t think I’ve ever seen one! 🙏🏼
Summary: You and Dean had a deal - no strings attached. But you both knew that wouldn’t last long.
Pairing: Dean x Reader
Warnings: 18+ MINORS DNI ,road head and vanilla sex in the Impala 
Led Zeppelin songs mentioned in the fic: Ramble On , Since I’ve Been Lovin’ You and I Can’t Quit You Baby
Word count: 3k
Note: This was so fun to write. I’m really happy how it turned out. Like/ reblog or both if you like it :)
And a huge thank you to my wonderful beautiful best friend @ambergoddess444​ for helping me edit the fic and being my QUEEEEEEN! <3
Driving into the evening twilight, not a care in the world, you were happy. It was chilly that day, spring was lingering in the air but was still too shy to show its face. The car was purring smoothly, while the trees around you were just one long colorful stain in your peripheral vision. The road was smooth, with few bumps here and there but still smooth nonetheless.
Leather jackets clung perfectly to your bodies as the wind played with your hair. You both decided it was cold, but not cold enough to keep the windows closed.
After Night Moves by Bob Seger ended, silence entered the car before Dean eventually asked you:
"Zepps or AC/DC?”
“Stupid question, Zepps.” You answered.
***
You and Dean shared a special and profound bond over music. You also shared the same temperament and would constantly argue over who was the greatest guitarist, vocalist, etc of all time.
“It’s Page!” Dean said one Sunday morning while stuffing his face with bacon.
“Dean I know Led Zeppelin is your favorite band and I GET IT, but -”
“Not buts, Page is the greatest guitar player of all time you cannot convince me otherwise.” He said cutting your train of thought.
“You’re impossible!” You said in frustration as you took a slice of your Maple pancakes.
Sam sat in silence that day and watched the two of you bicker with a smile on his face while sipping his morning coffee.
“I’m awesome!” Dean said proudly.
“Ritchie Blackmore exists, Dean!”
“Yeah, and he’s good, but Jimmy is Jimmy!”
“You obviously have never listened to Stargazer.”
“Oh I have but nothing beats Jimmy’s solo in Stairway to Heaven!”  And that was where this whole argument died.
You rolled your eyes and didn’t say anything – there was no point in saying anything since he would just repeat himself.
***
"Which song?" Dean asked.
"Surprise me!"
As he inserted the cassette tape, the familiar tune of Ramble On blasted from the speakers of his beloved car. That was one of your favorite songs, it brought back so many memories, innocent bitter-sweet ones, from childhood. Your dad liked to play that song whenever you would go on a road trip. (Aka on a hunting trip, but as a child, you were only shown what he wanted you to see.  Motel rooms with unlimited TV and junk food were your best friend every few weeks. Later in life, you would find out why he would leave you for hours alone in the motel rooms and, well,  that would be the day you would start going with him and start your journey of becoming a hunter.)
It was Dean’s favorite too, for him it was the melody, the grip it had on him. It also reminded him of his dad, since John loved Zepps too.
“I approve!” You smiled thinking about your father. He was a stone-cold man, sometimes an overprotective controlling asshole, but he had an otherworldly taste in music.  
“Awesome!” Dean said.
You were both enjoying the song – Dean’s eyes fixed on the road, loose grip on the wheel while you were lost in your thoughts, trying not to think about the man in that same car.  
You and Dean were friends but…
“Everything that comes before the word but is bullshit” – was something you read a few years ago in a random romance novel and hasn’t left your mind since.
But…
BUT…
***
You were friends before getting drunk one Sunday afternoon, while Sam was asleep and ended up in his bed…naked. After that day, you both realized you gave each other the best orgasms and that the life you were living wasn’t exactly suitable for a romantic relationship, but since you both had extremely high sex drives you slept together again, and again and again…
Eventually, the deal was made –  no strings attached and don’t tell Sam. The part where you didn't tell Sam didn’t last long. You didn’t need to tell him, the poor man found out for himself one night. The next morning was pretty awkward.
“Guys, next time,” he cleared his throat to find the words, “Don’t be too loud. I couldn’t sleep.”
Silence.
Dean stopped chewing his bacon while your cheeks turned pink and you lost appetite.
“Yeah, I don’t care what you do!” Sam continued trying to make things a little less awkward. It wasn't working. “Just…keep it on the low. Please?”
“I told you, you were too loud.” Dean said, digging back into his bacon and eggs.
“Oh go fuck yourself, Dean!” You said before taking a sip of your coffee.
“No need to sweetheart, you did a bang-up job last night.” He sassed back and winked.
You rolled your eyes while Sam had an evident expression of disgust on his face.
***
Friends…
But…
The connection you and Dean had was genuine, strong, and intoxicating, but one thing you knew – he was the right person but the time was fucking wrong.
With the world constantly going to shit and this life – there was no space for love, no space for being in love. And yet, your heart was telling you the opposite, not just your heart – Dean was showing you the opposite of no strings attached. He, at times, seemed attached – too attached.
No strings attached meant no kisses after sex, and yet he would always kiss your forehead afterward. No strings attached meant no going on dates, and yet you didn't mind going to pubs now and then to have a couple of drinks – without Sam. No strings attached meant not acting like you were dating and yet you did just that. Both of you didn't say anything and no one protested.
***
Dean even got a little protective; a few weeks ago when a guy tried to shoot his shot with you, even though you told him multiple times to leave you alone…
"Nice try pal. Scram!" He said, sipping his beer as he wrapped his arm around your waist.
The guy rolled his eyes, obviously getting the hint and finally leaving you alone. That was the first time you got butterflies because of that man, you didn't know why, you didn't understand it and all you could remember was —it felt nice. But the deal was the deal so you decided to play it cool and cheeky.
"So you're my boyfriend now?" You teased him.
"Hey, I don't share. Plus the guy couldn't take no for an answer." He winked and went back to his table where Sam was as you continued your solo game of darts.
I don't share.
****
"What?" Dean asked, snapping you back to reality. You were completely lost in your mind, reminiscing about every damn moment you spent with that man, overanalyzing every look, kiss, and touch you shared, and thinking about all the possible what-ifs. You didn't even realize that you were staring at him a little too long.
"Nothing." — you started with a lie — "I'm just thinking how hot you are while driving." And ended with the truth.
There was something about a good-looking man in front of the steering wheel that you found attractive. Correction, there was something about Dean in front of the steering wheel that you found attractive.
Dean smiled at your comment. It wasn't the first time you told him that, and it definitely won't be your last, but every time he would hear it, it would wake up something in him… something he didn't know how to identify.  He had experienced it a couple of times, but that was a long time ago. He didn’t know what it was back then, and he didn’t know it now, but he knew one thing – he liked it. He liked the effect your words had on him.
"You know every time you tell me that we end up fucking in the car?" He finally said.
And with that, a light bulb went off in your head. You didn't want to think about what ifs or ponder over what if some things were not left unsaid. You wanted to shake that sorrowful feeling off and have fun.
Lucky for you, he was looking extraordinarily hot that day.
"Yeah I know," you said and undid your seatbelt. "I know you secretly get horny whenever I compliment or praise you."
"That's a lie." He lied as he gripped the wheel tightly, eyes still on the road.
“Yeah sure thing,” you said, brushing it off as you turned to face him. “Let’s play a game, Dean!”
“What game?” He asked, looking at you for a second, before focusing on the road again.
"The game is called “Can you resist me? and it goes like this: I give you head and if you stop the car, I win. If you cum, I win too." You leaned forward, placing a kiss on his neck. Dean looked at you again before looking back at the road. His eyebrows lifted for a second, not expecting that kind of game.
"Well, that's fucking impossible! How do I win then?"
"If we manage to get home while your dick is still in my mouth, you win."
“We still have like half an hour!” He said, knowing damn well he didn’t stand a chance. He loved your mouth too much, but still, he wasn’t about to say no.
“Well, step on it then!” You whispered in his ear and kissed him on his neck, and another one and another one… until your lips reached his cheek. He wasn’t saying a thing, he just gripped the wheel even tighter when your hand reached his already hard bulge.
He knew he was going to lose – he wanted to. You were something he thought he would never experience again. You were his laughter, his lust, his…everything. You kept him grounded, you melted his walls like royal water would melt gold. He would never say it, he would never admit it to himself because if he did, it would make everything real. He swallowed nervously when you undid his belt and zipper. Your hand went into his underwear while your lips were still placing kisses all over his cheek and neck.
“You’re going to lose, handsome,” you whispered, teasing him. “I know how much you love my mouth!”
“Bring it on,” he said in a very unsure tone. He knew you were right but still…Dean Winchester accepting defeat right away? Never.
“Eyes on the road then! Dying with your cock in my mouth sounds fabulous, but I don’t feel like dying…again.”
Dean nodded as you lowered your head to his lap and placed a gentle kiss on his tip. He was already hard and ready for you. Dean shivered when you licked the tip a few times before slowly putting it in your mouth.
“Fuck!” He whispered. Those almost 30 minutes back home seemed even longer now for him.
You started moving your head up and down slowly at first, establishing the pace. Not even two minutes have passed when you felt Dean’s hand tugging your ponytail.
Since I’ve Been Lovin’ You started playing in the car. It was the song you both refused to listen to, especially when you were together and alone. It was the forbidden song, the song that woke up the feelings you desperately wanted to ignore. You and Dean would both just casually skip it whenever it was on, no questions asked, but not this time. This time Dean was too busy telling himself not to cum to switch the damn song.
How I love you, darling
How I love you, baby
Dean’s cock was hitting the back of your throat over and over again, while your saliva was dripping from your mouth. The song mixed with his light moans filled your ears as your pace became faster.
My beloved little girl, little girl
But baby, since I've been loving you, yeah
I'm about to lose my, my worried mind, oh yeah
You were enjoying every minute of it. You loved making him crumble and weak. You loved seeing him come undone because of you.
Everybody trying to tell me
That you didn't mean me no good
I've been trying, Lord, let me tell you
Let me tell you, I really did the best I could
“Baby!” You heard Dean say. He had never called anyone but his beloved car ‘baby’ before. You would claim that nickname later on.
I've been, I've been working from seven to eleven every night
I said, it kinda makes my life a drag, drag, drag, drag
You wanted him to give in, you wanted him to lose, especially because you were growing wetter by the minute. So, you wrapped your hand around his shaft and moved it in sync with your head.  The road seemed hazy, blurry even, as he squirmed in his seat.   
Lord, yeah, that ain't right, now, now
Since I've been loving you
I'm about to lose my worried mind, yeah
Watch out
“Fuck this!” You heard him say and suddenly you almost lost balance and hit your head on the wheel. He stopped the car by the road. He lost.
You lifted your head, covered in your saliva, hair all over the place in a loose and messy ponytail. Dean took your head and crushed his lips on yours, tasting his precum on your lips. You kissed him back, not hiding the fact that you were smiling. Once he completely took your oxygen supplies, you broke the kiss.
“You can’t resist me!” You said.  
“You know I can’t, now get in the back seat!”
“Whatever you say, handsome!” You giggled and did what he told you.
Once you stepped outside, you were hit by a cold breeze. Your skin didn’t even register how cold it was since your horniness was keeping you warm. Dean followed, with his unzipped pants, leaving his jacket in the front seat. You took off your boots, pants (with Dean’s help), and jacket, but were too impatient, too needy and pathetic, so once he was on top of you, you kissed him hungrily. He moaned into the kiss as you took the time to lower his jeans and boxers. You were impatient.
“Fuck me! Now!” You said and pressed your forehead against his as you moved your panties to the side to give him access.
Dean's hand went between your legs as his finger lightly brushed your folds, feeling how wet and ready you were for him.
“Jesus and I haven’t even touched you yet!” He said and licked his finger clean.
“You don’t have to. I get wet just by looking at you!” You said and kissed him again.
“Don’t objectify me!” He said, almost sounding offended. You laughed.
“Yeah, you’re not just a pretty face, Dean!”
“Oh really? How so?”
“You can be okay, sometimes,” you started. “When you’re not being an obnoxious jerk.”
“Sometimes?”
You smirked and started kissing his neck.
“Yeah, sometimes.” You teased.
“Good to know.”
The next song that came on was I Can’t Quit You Baby. Your lips were leaving a gentle trail of kisses on his neck as he entered you slowly. A wave of intense pleasure went through you as you moaned his name, digging your fingers into his shoulder blades and pulling him closer.
I can't quit you baby
So I'm gonna put you down for awhile
I said I can't quit you baby  
Dean started to move, establishing a slow pace at first, letting you adjust to his size. He couldn’t get enough of the sight under him — messy hair, smudged mascara all over your eyes, lost in his. He found you incredibly sexy and alluring — every time you would sleep together, he’d wish it lasted forever.
“God, I love this song!” You managed to say in a whisper.
I guess I gotta put you down for awhile
Said you messed up my happy home
Made me mistreat my only child
Yes sir you did!
“Me too!”  
Said you know I love you baby
My love for you I could never hide
Oh, you know I love you baby
It was getting hot in the car as you both started to sweat.
“Dean!” You whispered his beautiful name into his lips, not breaking eye contact. Something about all of this seemed different. It felt more intimate for you, more gentle. Usually, you would fuck like rabbits, and your sex life with Dean was pretty dirty, chaotic, and so fucking sinful. Dean liked when you would take control, and make him follow ‘sexy rules’ as he would call it, and you…well, you liked being in control. You liked seeing him beg, and be your little puppy.
This time was different. It felt more than just a casual meaningless fuck in the car. Eyes glued on each other, hands exploring already familiar bodies, lips swollen and red like cherries from kisses, and all that while your favorite band was playing in the background.
My love for you I could never hide
Oh when I feel you near me little girl
I know you are my one desire
Your lips formed an O as you felt it.
“I’m gonna –”
“Come on baby!”
His words sent that additional wave of pleasure, making your arch your back as you moaned his name over and over again.
When you hear me moaning and groaning, baby
You know it hurts me deep down inside
When you hear me moaning and groaning, baby
You know it hurts me deep down inside
Your orgasm triggered his and he shut his eyes and bit your shoulder lightly. He came inside you, filling you up, leaving you breathless.
You were both sweaty, panting — a mess.
Oh, when you hear me, honey, baby
You know you're my one desire
Yes, you are
You cupped Dean’s face with your hands, forcing him to look at you. Your reaction was just a smile – a genuine smile.
"Don't smile at me like that." He told you.
"Like what?"
"Like we just broke the deal."
" Dean, I think the deal has been broken for a while now."
1K notes · View notes
literallylexa · 2 months
Text
Dean x Reader: SMUT
“Stopping the Hunt”
Prompt: Dean shows up every time you finally “get over him.” Sam goes to hell and Dean comes to you for refuge. However, you already have a boyfriend. Dean gets jealous and you get angry.
Warning: angst, smut, depression, Dean being jealous
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Dean’s arms just do something to me
💜•••••••••••••••••••••••••••••••••••••••••💜
The hunting life never has been your thing. Ever since you were one of the victims of a vampire attack, you’ve kept an eye out for the supernatural. That’s how you met Dean Winchester. He was everything you wanted in a man. Protective, strong, caring, he’d do anything for you or his brother Sam. However, you knew that you could never have a relationship with Dean, just due to how his life is. He’s always on the road and put into dangerous situations. He’s nothing but a phone call and a fuck buddy every now and then. You always wanted more though. He was irresistible. Little did you know, Dean felt the same way.
You’ve moved on from Dean Winchester though, you think to yourself. Sometimes..well all the time you think about him. Sometimes romantically, sometimes not. After you started dating your current boyfriend, Edward, you decided it was time to move on from Dean. You’d never be able to have a relationship with that man. Never more than just an occasional booty call.
Tonight is date night. You shouldn’t be thinking about Dean Winchester anyways. You’re going out to have fun!
-I’ll be there in 10
Edward- Okay, I’m at the bar meet me there. Usual spot
You sigh and look into the mirror while fixing your hair. Today you decided to have it down, natural. You glance over your body, making sure the little black dress doesn’t have any stains on it. You decided to wear makeup tonight, wispy lashes, eyeliner, and some faint red glossy lipstick. You pucker your lips together, checking for any cracks and then reapplying some more. You rub your lips together making sure they’re covered. You take one more look at yourself before you grab your heels and purse.
The nightlife was always fun. You always like to try a new drink everytime you go, you’re very adventurous. On the day to day life your more to yourself, but once the alcohol comes out you’re very extroverted. Making new friends, meeting new people, dancing and singing the night away. Sometimes a drink fixes your worries, washing them away as the night goes on. Washes away Dean, all the supernatural shit you’ve seen, all their deaths. If you could take it all back, you would. You never wanted to be a hunter, you never wanted to know about the supernatural. You’ve never wanted to meet Dean.
As the night goes on the more progressively drunk you get. Heels come off, and no fucks are given. You grind against Edward in the bar, dancing along with some friends who stopped by. Edward grabs your hips, swaying them side to side against his cock. Maybe other things were taken that night other then alcohol, but it sure as hell felt amazing.
The night always ends in your bed, skin slapping and moans fill the air. Sheets on the mattress had lifted up and pillows fallen off the bed.
The morning always ends the same too. Alone.
You look over next to you in bed and Edward has already left. He never stays around anyways. Life sometimes gets lonely. Your parents aren’t around anymore, few friends live in the same state as you. Before Edward you were hanging out with random girls at the club and bringing home one night stands. Going to work, eating, drinking, fucking, then sleeping. Sometimes you’d occasionally look at a case online, send it to some hunters and go on about your business. People like you..who know what’s out there aren’t meant for happy endings.
You finally get out of bed. Sliding into some ugg slippers and long tee shirt with nothing underneath. You head over to the kitchen and begin to brew some coffee when a knock at your door gets your attention. Heart pounding you head over to the door. You look out your peep hole and gasp. Before you open the door you go to your pantry and grab some holy water along with a silver knife. With shaky hands you unlock the door and open it. Immediately you throw the holy water and cut the person.
“(Y/N)!” Dean yells out, “I’m not a damn demon. Or a shapeshifter. It’s me!”
“Dean what the fuck are you doing here?” You demand. Last time your encounter didn’t go well with him. You were stupid enough to tell him how you felt and he left the next morning. Typical.
“It’s a lot but I promise to explain if you let me in.” Dean says, hope glistening in his eyes.
You could never resist him. As much as you wanted to you couldn’t. “Fine. I’m making coffee. Sit your ass down and tell me what the fuck happened.”
Dean smiles and sits down at the dining room table. “Same as I remembered it. A little updated though. Looks good.” Dean looks around your house.
“Where’s Sam?” You ask Dean, setting down a cup of coffee in front of him. Dean immediately takes a sip, groaning as he swallows, “So good (Y/N).” Dean groans, “I’ve been all over the country but they never make coffee like yours.”
You laugh to yourself. It’s nice for someone to appreciate you once in a while. Even if it’s Dean doing the appreciating. “I let you in so now you have to tell me what’s going on. What did you and Sam get yourselfs into now?”
Dean takes another sip and sets the mug down, his demeanor changing. He begins to tell you the story about letting Lucifer about the cage, Lilith, Sam being Lucifer’s vessel. “Sam is in hell, (Y/N)..with the devil himself.”
You gasp, covering your mouth with your hand. “Oh my god-goodness Dean.” You correct yourself. Maybe God shouldn’t be mentioned in this senerio. “Whats the plan to get him back?”
“There’s no plan.” Dean says looking down.
“Where do you plan on staying?”
“I have Baby.”
“Dean…” You say, placing a hand on his broad shoulder. “Why don’t you just stay with me for a little. I have a comfortable couch, Baby has a parking spot.” You smile down at him. You could have sworn that his emerald eyes were tearing up. Before you could look at him better, Dean turns his head away, wiping his face. “So what’s going on with you?” Dean asks. You weren’t going to admit you already had a boyfriend just yet. “Oh just the same old shit.” You chuckle, looking around nervously.
“Don’t tell me you’ve met someone?” Dean says, “I can tell when you’re lying.” 
“Ok yeah I met somebody. But it’s no big deal.” You say.
Dean seemed almost irritated when you admitting to it. “I shouldn’t stay.”
“Dean, no I insist.” You plead. As much as your and Dean’s relationship is strained, you never want to see him hurt. “How about we get some breakfast?” You ask, trying to change the conversation. Dean thinks for a moment but ultimately said yes.
•••
After breakfast with Dean, everything was back to what it was. Laughing, flirting a little bit, telling stories. Sam wasn’t mentioned during that conversation though. You know Dean will bring it up when he wants to.
“Please make yourself comfortable.” You tell Dean. “And let’s have you take a shower huh?” You squeeze your nose in between your fingers and Dean pushes ur arm jokingly. Dean brings his belongings out of the impala, just two duffle bags and some guns.
“We can buy you a little dresser so you can put all your shit in. Sorry I don’t have another room for you.” You say to Dean as he begins to walk up the stairs.
“No (Y/N), you’ve already done a lot. No need to worry about that…well maybe I could use some soap. I don’t want to smell like flowers and rainbows.” Dean laughs.
“It’s mixed berry, asshole!” You yell at him going up the stairs.
Moments later you hear the water turn on. You smile to yourself. Dean Winchester living in your house. You began to imagine yourself with him, but those thoughts are quickly wiped away when your phone buzzes. Edward. Right. You’re dating Edward, you have been dating Edward for the last couple months. Edward is normal. Edward has a future for himself. A stable job, family, friends, a home. Edward is good for you. You sigh out loud, frustrated with yourself thinking about Dean. Dean will eventually leave anyways. Unless he’s done hunting. But he won’t ever stop hunting. Your mind races back and forth. You decide to answer your phone.
“Hello?”
“Hey baby. The bar is having some event tonight, rock and roll music and shit. Want to come? Just meet me there.” Edward says.
“Oh sure. I’ll be there tonight.” You say and end the phone call. Fuck. Maybe you can just leave Dean here and go out.
You decide to clean up to distract yourself from thinking about the two men. You hear the stairs creek as Dean comes downstairs. You turn around and look at him. The sight of him made you breathless. Combed, wet hair dripping onto his tight grey shirt. He’s not wearing a flannel, so his large muscular arms are showing, veins going down them to his hands. His jeans fitting him perfectly, you could see every inch of him. Your eyes wander to his groin area, slightly seeing a bulge through the jeans. For once you don’t see him wearing shoes but only white socks.
“I definitely used up all your hot water.” Dean laughs, running a towel through his hair to dry it.
“What a gentleman.” You say to him. Guess you’ll have to wait to take a shower too.
“If you would have joined me you could have had some hot water too.” Dean winks at you.
“Uh huh in your dreams.” (Or maybe yours) “Soo..” You begin to say, “Tonight at the bar they have a rock and roll night. Want to join? Get some drinks, meet some girls?” You say.
Dean thinks for a moment before saying yes. “Is your little boyfriend going to be there?”
“Yeah he is, but he won’t be a bother. He usually talks to his friends anyways.” You say.
The rest of the afternoon is going great. You do some errands with Dean and Baby of course. It was nice not to drive all the time. It felt nice having Dean drive you around, taking you wherever you wanted. You get some burgers for a quick lunch and head back home. Dean turns on the TV while you put away the groceries and clean up around the house. Dean walks over to the porch and looks at to your backyard. “You need to cut the grass. Do you have a lawnmower?” Dean asks.
“I usually just pay somebody to do it. Clearly it’s been neglected.” You say, standing out on the porch with him. Your yard was fenced in, perfect for a dog.
“Guess I’ll just have to do it tomorrow.” Dean says.
A warm feeling goes through your body as Dean says that. You could imagine him cutting the grass, getting all sweaty and you throw him a beer. When he comes inside you make him some food and make love in the shower after-
“If you do that I’m going to pay you.” You say to Dean quickly.
“You’re already letting me live here. That’s the least I can do for you (Y/N).” Dean looks down at you. The sun shines on his skin perfectly, making it golden. His green eyes have little bits of yellow and blue in the suns rays. You notice Dean looking at your lips, traveling down to your collarbone, and down to your breasts. You get embarrassed from him looking. He’s already seen you naked before, many times. Dean licks his lips as he looks back up into your eyes.
“I’m going to get dressed.” You leave him there on the porch. You run back up to your room and shut the room quickly. Your heart races. You cannot get involved with Dean again, at least romantically. He will leave. He always does. Tears begin to form in your eyes but you wipe them away quickly. Maybe you did love Dean, but you could never admit that- not even to yourself. If you did you’d just get hurt.
You put on some makeup once again. Wispy lashes, eye liner, lip gloss, highlighter and blush. You put on a small dress again, with some heels. As you begin to walk down the stairs you get nervous about Dean seeing you. “Are you ready to go Dean?” You yell out as you walk down the stairs.
“Yeah I’m-“ Dean stops in his tracks, mouth wide. You could have sworn to see his bulge grow through his pants. “Goddamn (Y/N).” Dean practically drools. He eye fucks you with his green eyes, not missing a single inch of your body. Your hair to your plump glossy lips, breasts pushed up from your dress, your legs and thick thighs exposed, he was even infatuated with your beautiful feet in those sexy, scandalous heels. Dean gulps multiple times, hands beginning to sweat, increasingly getting aroused by your figure. Dean grabs your purse for you along with his leather jacket. You guys get into the impala and head to the bar.
It was already packed by the time you two got there. Music loud, tables filled. You lead Dean over to your usual spot at the bar and order drinks for the two of you. “(Y/N)!” Edward comes over, obviously already drunk. He slings his arm around your shoulder and slyly squeezes your left boob. You jump in your seat, startled by the sudden grope. Out of the corner of your eye you see Dean’s nostrils flare, lips puckered in annoyance.
“Edward uhm, this is Dean Winchester. He’s my friend from a while back.” You say.
Edward makes an effort to be touching you. He sets his drink onto the bar counter, standing behind you while you sit in the chair. One hand on your shoulder, and one on your thigh, almost completely underneath your already short tight dress. “So you’re the one (Y/N) used to talk about huh.” Edward chuckles.
You mentally face palm. Fuck you forgot you told Edward about how Dean left you once. Dean clenches his jaw, passes a side eye to you. He takes a sip of his drink and sets it back down. “And I haven’t heard anything about you.” Dean pulls an angry grin.
“Ahh alright how about we have some shots!” You yell to the two of them. “3 shots please!” You call out to the bar tender.
“We’re about to start another game of pool. Dean, you wanna join?” Edward asks.
“I’d be happy to.” Dean takes the shot like water. Edward also takes it, slightly grimacing at the taste. You shake your head and take your own shot, immediately ordering another one after.
Edward takes you by the waist and walks you over to the pool table, Dean following behind. Some of Edward’s friends join in, along with some strangers to watch. Rock and Roll plays, Eye of the Tiger starts up, getting the bar riled up. Edward starts first, getting a ball into the hole. He grabs you by the hips afterward, standing behind you he presses his clothed cock against your ass. You intently watch Dean durning his turn. His muscles flex when he moves, shirt fitting him tightly, riding up his back as he leans over the pool table. You knew Edward was no match for Dean playing pool. Dean hit three balls in durning his turn. He turns around, smirking at you and glares at Edward. Edward goes next. Dean stands close to you durning your boyfriends turn. You could smell his cologne, god he always smells so good. The side of your hip brushed against him a couple times as you move around a bit, each time you touched slightly you felt shivers down your entire body. Maybe it was the alcohol hitting.
As they play, the more increasingly angry Edward gets. As they play, the more cocky Dean gets. Edward begins to not notice you anymore. Durning one of Edward’s turns, Dean wraps an arm around your shoulder, pulling you in close. “You’re beating his ass.” You whisper over to Dean, standing on your tippy toes to reach his ear. He chuckles, looking down at you and smiling. “We need to play again sometime.” You laugh and bump him with your hip, causing his hand to fall and wrap around your waist instead. You felt dizzy from Dean’s touch. “I guess you just want me to beat your ass again.” You jokingly tell Dean. Everytime you play, you would always beat him and Sam. They would always say that you’re cheating. Dean slightly squeezes your love handle as he begins to pull away, “How about you grab us some more drinks, huh sweetheart?”
Shivers get sent down to your pussy. His husky voice never fails to make you wet and horny. When you get to the bar, you take two shots of your own, and bring a tray to the pool table. Dean and Edward finish the tray themselves, trying to out do each other.
Everything is blurry at this point. Dean, Edward, and you were clearly wasted. The pool game finishes, and of course, Dean wins. Everyone cheers out for Dean, including you. Without thinking, you jump into his arms and hug him. Dean holds you up by your ass, your legs wrapped around his waist. “Shots for everyone!!” Dean yells. Everyone heads over to the bar. Besides you. When you get off Dean you begin to walk with him and the crowd, however Edward holds you back into the crowd. He grips your wrists tight, causing it to hurt. “What the fuck was that (Y/N)!?” He yells at you.
“Get the fuck off me! You’re drunk!” You yell at him, trying to swat his hands away. His grip only tightens and he begins to pull you to the bathrooms. “Get off me!” You yell at Edward, trying to pull away. He slams you against the wall, head facing it. “Why the fuck are you hanging out with Dean Winchester?” He spits, grabbing your hair into a ponytail. Panic spreads through your body. Fight or flight. Well, you ain’t no bitch, you’re a fighter. You slam your head backwards, head bumping Edward. He falls to the floor dizzy. For a minute you could have sworn his eyes turn black. Doesn’t matter if it was your eyes playing tricks on you, you were out of the bathroom in a second. Hurriedly, you squeeze through the crowd in the bar, trying to find Dean. “Dean!” You yell out. You can’t find him. You exit the bar and begin to call Dean. No answer. Fuck fuck fuck. You take a breath to calm yourself. Putting your hair up into a ponytail, you begin to head back into the bar. Before you even step foot, the door opens, revealing Dean.
“(Y/N)! Where were you? Are you okay?” Dean asks worriedly. He grabs your shoulders and look down at you, scanning your face. He looks down at your wrists and they are red. “That motherfucker.” Dean grits his teeth. He gives you the keys to Baby. “Sit down. I’ll be back okay?”
“I feel like I saw black eyes.” You say.
“I’ll go in there with that expectation.” Dean says, looking at you. He stops for a second before pulling you into a tight embrace. “I’ll be back okay?” He repeats. You nod your head and begin to walk to Baby.
Not even 5 minutes later Dean comes out the bar, fists clenched. A pissed off expression covers his face. He slams the door when he enters the impala.
“Stupid ass fucking piece of shit Edward Cullen is not going to contact you again.” Dean murmurs. He steps on the gas and drives you back home. The car ride was quiet. Somehow along the way Dean had placed a gentle hand on your thigh. You accepted it, placing your hand ontop of his. You let down Baby’s windows, needing to feel the fresh air.
You and Dean enter your house. He helps you take off your heels and makes you sit on the couch. He takes off his jacket and sits next to you. You lay your head down onto his shoulder, sighing. “What is this, Dean? What are you and me?” You ask. The alcohol is still making you bold. Dean must still be feeling the alcohol too. Your glossy eyes look at each other for a little bit too long. “I want you, (Y/N).” Dean says. “Dean…I can’t do this if you are going to leave again.” You whisper. Dean’s eyes shine, a sorrow expression on his face.
“He wasn’t a demon, (Y/N).” Dean says. “For once, I’m thankful it wasn’t. I’m tired, (Y/N). I’m done hunting. I want to start over. I want to start over with you.”
Your lips crashed against his wet, plump lips. He gently grabs the back of your head, pulling you in closer. You moan into his mouth. Your tongues dance together and you French kiss. Dean lifts you up and places you into his lap. You grind down onto his already hard bulge. Your dress has already lifted up all the way, exposing your black lace thong. Dean moans at the sight of you. He lifts your dress off your body, immediately kissing and licking the top of your breasts. You grind down harder on Dean, needing to feel more friction against your clit. Dean takes your bra off, exposing your breasts to the cold air. He takes one nipple at a time, licking and sucking, swirling it in his mouth getting it hard. He massages your other boob in the process. You beg Dean to take off his shirt. He obliges, exposing his abs and muscles. Dean kisses all over your neck, collarbone, and down to your titties. You needed more of him. “Dean, baby, please I-“ He cuts you off with a kiss, his fingerings beginning to trail down to your soaking wet pussy. “Baby you are so wet for me.” Dean groans. You grind against his fingers, trying not to moan loud. Dean lays you down onto the chaise of the couch, while he is on his knees at the bottom of it. He pulls your thong to the side, exposing your pussy to him. His thumb slowly and gently rubs your hard clit, circling it. He begins to taste you, moaning as he does so, lapping all your juices like he’s thirsty. You swore you could have just come undone by him tongue fucking you. When he adds a finger into your soaking wet hole you scream. “Fuck Dean!” You feel as his thick, long fingers fill your hole. He curls them, hitting your spot. With his other hand he continues to rub your clit. One hand grips onto his dirty blonde locks, while the other is trying to grab onto the couch. Dean chuckles watching you unfold in front of him.
“Dean I’m going to cum.” You cry in urgency, moaning out his name. Dean decides to add another finger inside you, stretching you out with his three fingers. With another flick of your clit, you tense up and shake, and cum with a cry out. He doesn’t stop though, he rides out your orgasm, fucking you with his fingers and playing with your engorged clitrous. You body feels warm, like you’ve been sweating. Dean pulls his fingers out of you and gives you a long lick, your hole to your clit. You shudder.
However Dean is not finished with you. He unbuttons his pants, pulling down them along with his boxers, his cock popping out. Dean gives it a couple strokes, looking at your body. “Come here baby.” Dean instructs. He has you sit up on the couch while he stands. You greedily lick his cock from his balls to his tip, swirling your tongue around the tip of his penis, then planning your lips around it, sucking it to the base of his cock, choking at the length. Dean moans your name and gently holds your hair up for you, out of your face. You massage his balls with your hands, while you fuck him with your mouth. Dean cusses and shivers as you deep throat him. Dean makes you stop, pulling you up to kiss him, tasting his own cock in his mouth. Dean smacks your ass a couple times and swings you unexpectedly over his shoulders. He carry’s you up the stairs and lays you down onto bed, missionary style.
“I’ve missed you.” Dean moans into your ear, stroking his cock. “I’ve missed everything about you.” He kisses you, placing a hand on your neck, holding you in place.
Dean puts your legs over his shoulders and slowly slides his large cock into your vagina. You feel your walls opening up around him, gripping his cock tight. He begins to pump you, whispering sweet nothings into your ear, telling you how sexy, and beautiful you are. How much he cares for you, how much he loves you. He’s making love to you. You moan his name out, his dick pumping deep inside of you, making your toes curl. “Dean you feel so good inside me!” You cry out, your nails trailing down his back making red marks. Dean groans into your neck, leaving sloppy kisses and hickeys along it. “If you keep on talking I’m going to cum.” Dean chuckles, making his pace faster.
“Cum for me Dean. Please cum for me!”
With that, Dean pours his cum straight into your pussy, you could feel his dick twitch strongly inside of you. His pulls out, and his cum leaks out of you. He gets off of you, and lays down behind you, pulling you into an embrace. He snuggles his face into your hair, breathing in your scent. “I won’t leave you, (Y/N).”
•••
The birds chirping in the morning wake you up. You roll over to find the bed empty. You sigh, typical. You throw on an oversized tee and head down the stairs, however a smell of fresh coffee, bacon, eggs, and pancakes fill you senses. There Dean is making some breakfast for the two of you. He didn’t leave.
“Good morning, sweetheart.” Dean smiles at you, bringing you over a fresh cup of coffee. He places a kiss on your forehead as he does so. “So I’m thinking today I can go and buy that lawnmower…”
The end
Or is it?
328 notes · View notes
girls-alias · 1 month
Text
Those Eyes - Dean Winchester P3
Title: Those Eyes - Dean Winchester Part 3
Words: 3,394
Relationship: Dean Winchester X Reader
TW: Strong language. Angst, Sexual Tension, Choking, Dom-Sub, Fingering, Hair-pulling, Spanking.
Taglist: @deans-baby-momma @deans-spinster-witch @pycobutterpie @deans-queen @suckitands33 @pizzagirlxnsfwx @seasoning-spam @cxmitrbl
Part 1 - Part 2
Haha, just realised that every GIF I've used for these parts have all had him licking his lips. I didn't realise before this that I had a thing for it, outing myself haha 😳💜
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Goosebumps formed on my body as his right hand found my waist, I gasped softly at the contact. He smirked as he looked over my body, his hand rubbing a path up my chest, between my breasts and to my neck. I bit my lip, his eyes catching the movement and smirking as he recognised my weakness to his hand on my neck. My knees felt weak as his smirk grew evil. He gripped my neck, squeezing the sides softly to restrict blood flow but not affecting my breathing. I gasped, as he moved closer to me. His lips were less than an inch from mine as he looked into my eyes.
"If you lock that door tonight, there will be hell to pay, got it?" He asked, his lips ghosting over mine. I internally begged for him to kiss me, his lips touching mine and taunting me wasn't enough, I needed to taste his lips, his tongue. All of him. I need it! I nodded quickly as he raised an eyebrow at me, clearly wanting an answer. He smirked softly before his eyes narrowed on me. His grip tightened slightly, I bit my bottom lip, eyes rolling back as I tried controlling my breathing. "Food is waiting for us, you have three minutes to get dressed or you're wearing nothing," He instructed, releasing my neck and stepping back. I gulped as I looked at him. As good as being naked with Dean sounds, I don't think Sam would be pleased. "You're wasting time," He added. I pulled myself back to reality, stepping away to hurry to my clothes. Grabbing the first things I could find to put on.
I threw on my joggers, stumbling slightly as I noticed Dean just watching me dress. Still staying true to his words, looking at me like he wanted to eat me. I believed he couldn't actually be able to look at me that way but somehow he has proven me wrong. I reached for the first cotton fabric I touched, yanking it out of the bag and throwing it on. I looked down as I pulled my shirt down, I was wearing black joggers with a bleached flower design on the sides and a black tank top that was maybe one size too tight but my go-to shirt to show off my boobs and get free drinks in the bars.
I snickered to myself as I realised that Dean had to play pool to earn money for drinks, working hard for it and all I had to do was walk around with flesh showing.
I turned around, flashing Dean a smile as I looked at him. He took his time looking up at my body to meet my eyes. He released his bottom lip from between his teeth to smile at him. Something about the moment felt wholesome to me. I began remembering how I had fallen for Dean. His smile, his positive energy. Sam always complained that he was angry and secretly hated himself but all I could see was a ray of light and joy. Sam and I could never agree on the topic.
Dean's eyes quickly shifted to wanting to eat me, and I felt my neck muscles tighten. "You're going to wear a tank top with no bra?" He asked menacingly. I bit my lip a little nervously. Dean smirked as he advanced towards me. He lifted my chin to look up at him as he looked down on me with dark eyes and that sexy smirk. "Perfect, I'm going to be able to watch your nipples harden when you look at me," His voice was deep and felt like satin. He lowered his lips closer to mine, our noses touching as he used my lips as a microphone. "You know, you still have about a minute," He added, smirking as he watched the thoughts behind my eyes.
We still have a minute, are we going to make out before we have to go to the food? God, I wish he would just hurry up and kiss me.
"I want to use this minute to know what is off limits." He explained slowly, my eyebrows furrowed slightly but Dean smirked. He moved his hand from my chin to pull my hair slightly. I bit my bottom lip as I moaned softly, my eyes rolling to the back of my head. "Is hair pulling okay?" He asked slowly. I quickly nodded as I peered back into his gorgeous green eyes. His hand found my neck. I gasped as he choked me softly. "Is choking okay?" I nodded instantly. He smirked, holding back a chuckle. I smirked at his reaction.
He left goosebumps on my skin, his fingers releasing my neck, slowly trailing down my right breast, over my hardened nipple, across my stomach and playing just beneath the waistband of my joggers. I held my breath in anticipation of his touch.
"Is touching okay?" He smirked, watching my deep breathing as my heart rate quickened. I nodded quickly. I practically whimpered as he moved his hand back.
I gasped as he suddenly pushed and pulled me to move me. I caught my breath as he positioned me in front of him, chest on the bed and my ass against his crotch. I bit my lip as he pushed his hips into mine. "Can I drag you around?" He asked, satisfaction in his tone. I nodded quickly. I bit down harder on my lip as he slapped my ass a little harshly. "Spanking?" I glanced back to see him smile as I nodded my head again. He leaned forward, grabbing both of my wrists and slowly moving them behind my back, my chest pushing into the bed. Dean held my wrists in one large hand. "Restraints?" He asked, I nodded again. "God, we might need more than a minute to find something off-limits," He commented with a chuckle. I smiled at his adorableness, it's such Dean's fashion to make a joke during such a serious situation. I chuckled as I rolled my eyes at him. Damn him for being so cute. "Stand up," He instructed. Not as much harshness to his tone as before. I followed instructions, standing up and turning in his arms to face him. "Kissing?" He asked slowly, he admired my lips as his hand found my check. I gulped as I nodded slowly. I closed my eyes as he leaned in. His lips barely touching mine, I leaned in softly. "We have to go but we're finishing this later," He whispered against my lips. I froze, rolling my eyes slightly at the denial.
"Promise?" I tempted, biting my lip as his eyes devoured me. It was his turn to nod quickly. I smirked seeing that I also have control over Dean. Maybe this isn't just one-sided, maybe he also has a weakness to me. I sucked my teeth slightly as an idea occurred to me. I smirked knowing I had to find the courage to try it.
"Lady's first," He instructed, gesturing with his hand towards the door. I smiled gratefully following his directions, I groaned slightly as he slapped my ass. I glanced back as I walked, his smirk filled out his cheeks as he took large steps to open the door for me.
"Thank you," I smirked, waiting and smiling as Dean smacked my ass again. He chuckled as he walked beside me.
We walked into Sam distributing the food onto the coffee table as he watched the TV. He glanced up at us with a smile. We all watched TV as we ate, occasionally commenting on the movie but mainly relaxing after quite a drive this morning and then working on the case. Dean and I would make eye contact but usually, it was stealing glances.
After a while, Dean must have gotten bored with the movie and decided to watch me instead. I clenched my thighs together instinctively as his eyes watched me intently. I took a second to compose myself before committing to the idea I had earlier. I have proof that I affect Dean as well, might as well test out the extent. I sucked my teeth, mentally preparing myself before looking at Dean. He smirked once we made eye contact. I bit my lip, looking him up and down, no longer hiding the fact I love to check him out. He's just too hot not too.
He looked surprised when my eyes met his again. He gulped, nervousness seeming to creep onto his features. I smirked as I bit my bottom lip, his eyes watched my lips intently as his breath quickened. I smirked a little wider now understanding why Dean loved to mess with me and get me flustered. I grew wetter and more confident as I watched him. He took a deep breath, his eyes moving down to my breasts. He practically growled as he realised his breath. I smirked as Sam looked at him confused.
"You good?" Sam asked, clearly concerned by the noise. I bit back a chuckle.
"Yeah," Dean nodded, I watched as he struggled to take his eyes off me. I smirked, biting my lip to stop myself from laughing as Sam looked at him like he was crazy and went back to watching the movie.
"Anyone want a beer?" I asked, purposely leaning forward to put something on the coffee table. I smirked as I could feel Dean's eyes on my cleavage. Though I looked innocent, placing something on the table, Dean and I both knew it was purposeful.
What's the point in having boobs if not for Dean to gawk at?
The boys both agreed to a beer, I stood, Dean's eyes watching my every move. I smirked as I swayed my hips temptingly as I walked to the kitchen. I opened the fridge, now out of sight of the boys. I took the time to take a deep breath to compose myself and fan of some of the cold air from the fridge onto my burning skin. I heard shuffling around and peeking around the corner. Dean was collecting the trash from food, something that was usually done by Sam.
"Thanks," Sam commented, slightly confused as Dean grabbed Sam rubbing. I hurried to grab the beers out and put them on the counter. Dean's only clearing up so he can join me in the kitchen.
"Turn it up, I don't want to miss it," Dean commented, I bit my lip as the volume of the movie went up. I focused on slowly opening the beers, purposely taking my time to be alone with Dean. Dean practically threw the trash on the counter beside me, I gasped as he grabbed my shoulder, spinning me around to face him. I smirked preparing myself to have snarky remarks and teasing words but the words never fell from his lips.
His hand found my neck, the other on my waist. He rushed to kiss me, his lips crashing onto mine as he squeezed my neck slightly. I hurried to kiss him back, the months of anticipating this moment making the kiss all the more needy. His tongue entered my mouth as our lips moved in sync. I snaked my arms around his neck as he dropped his hands to my thighs, pulling me up to sit me on the kitchen counter. I gasped against his lips, his mouth hungry for me as he pulled my body against his. His lips felt like electricity and tasted exactly how I'd hoped.
He held the back of my neck, deepening the kiss as he grabbed my ass. I moaned softly, my need for him multiplying by tenfold. He smirked against my lips, and a hand found my hair, grabbing a handful as he pulled it slightly to disconnect our lips. I breathed heavily as he glared at me. My lips felt bruised from the force we were kissing, his lips begged to be kissed again. I whimpered as I bit my lip. Watching as he smirked, his eyes devouring me. I quivered internally. I gasped as his left hand trailed down my waist, I held my breath as his hand ventured into the waistband of my joggers. Dipping inside to draw patterns on my hip bone. I gulped, eyes rolling to the back of my head.
"You're going to go back." He explained slowly, his hand teasingly inching towards my wetness. My breath caught in my throat as my eyes met his. I breathed deeply as his fingers circled my clit. He pulled on my hair a little harder. "You're going to say goodbye and go to your room," He continued, I nodded quickly gulping as his fingers circled my clit slowly. "You're going to leave your door unlocked and wait for me naked on the bed," He bit his lip as his fingers slid down, and he groaned quietly. "Fuck, you're so wet," He seemed to wince before he pulled me back to his lips. Kissing his lips hungrily before he pushed two fingers inside me. He used his tongue to silence my moans. Once his fingers were as deep as he could get them he curled them inside me, pushing on the spot that made my hips automatically rotate against him. He smirked against my lips. His tongue danced with mine before he bit my bottom lip. Pulling back a little to look me deep in my eyes. My breath quivered as his fingers were relentless. He released my bottom lip, breathing heavily as he admired me. His eyes have never looked so hungry.
He breathed heavily, seeming to just be enjoying kissing me and fingering me. I bit my lip, whining slightly that I had to remain silent, something I was majorly struggling with.
"Fuck, I can't wait," He growled, his lips back on mine, tongue entering my mouth instantly. I moaned against him, his fingers moving faster, practically begging for me to cum on his hand. I clenched my thighs together, the familiar feeling of building up churned my insides. He pulled my neck closer, the kiss more needy as his lips moved with mine as if they had kissed for years. His tongue expertly dominated mine as my mind clouded with the thought of sitting on his face, his tongue working on my pussy just like how he was kissing me.
He pulled back, lips instantly finding my neck as I held my head back, giving him full access to me. He made out with my neck, his fingers finding a fast rhythm that made cuming hard to avoid. I bit my lip, silencing myself as he bit my neck.
"Biting, okay?" He whispered breathlessly. I nodded quickly. He grinned against my neck before biting on my neck between kisses. I breathed heavily. My muscles tightened as my mouth dropped open, God, I want to moan so loudly but I have to be quiet, he's still messing with me. My eyes rolled back as I gulped. A powerful orgasm is just seconds away.
"Dean," I practically whimpered.
"I know, baby." He spoke softly as his lips quickly found mine, his tongue entering my mouth to silence me. His fingers curled a little faster, pushing deeper inside me. I wanted to scream. The feeling of such intense pleasure and knowing it was Dean pleasing me, only made the orgasm harder to postpone. "Cum for me, baby," He spoke against my lips. A small moan escaped my mouth before his tongue silenced me. I breathed through my nose as the orgasm hit me like a train. His fingers worked harder through my orgasm, prolonging it as he kissed me deeply. He seemed to listen to my breathing, slowing his pace as my orgasm subsided.
My brain turned to mush as he slowly pulled his fingers out of me. His lips leaving mine to bite his bottom lip, his eyes watching mine closely as he sucked his fingers clean. Moaning quietly as his eyes rolled back at the taste. I practically gawked at his reaction, my breath stumbling to leave my chest. He opened his eyes, desire riddling them without doubt. He pulled his fingers from his mouth slowly, he raised an eyebrow at me as he moved his fingers closer to me. I opened my mouth as I stuck my tongue out. He groaned softly at the action. He pushed his fingers into my mouth slowly. Watching intently as I didn't flinch the deeper his fingers got. He bit back a moan as his knuckles reached my lips.
"I hope you slept well last night, you're going to need as much energy as you can," He commented, his voice deep with desire. His fingers quietened my moan. He slowly pulled them out. I sucked my juices from them before they left my mouth. Dean's breath quickened. "Fuck," He growled, his eyes darkening before his hand gripped my neck. His lips hovering in front of mine. "Wait in your room," He instructed before kissing me. I hurried to taste him more, knowing I would have to stop kissing him only made me crave him more. He seemed to melt into my lips, clearly not wanting to stop kissing me either. He seemed to find some self-control as he pulled back, breathing heavily and glaring at me with lust-filled eyes. "Don't even say goodbye, I can't wait that long." He instructed his lips finding mine again. He grabbed my ass with both hands. Pulling me off of the counter and holding me against him. He slowly walked to the door, still out of Sam's sight as he kissed me. His tongue pushed my tongue aside as he seemed to lose all his self-control and pushed my back against the wall. His hips pushed into mine as he squeezed my ass a little tighter.
I moaned against his lips, his throbbing erection pushing against me, driving me crazy to feel him inside me, to taste more of his skin.
"What are you doing?" Sam called into the kitchen. I gasped, forgetting Sam was here but Dean didn't care to stop kissing me straight away. His lips moved from mine to my neck. I rested my head against the wall, biting my lip to silence my moan. His hips pushed into me again.
"Y/N's going back to her room," Dean explains, his voice slightly muffled by my neck.
"Everything okay?" Sam asked, concern in his tone and I knew I had to reply. God, I don't think I can. Dean smirked against my neck.
"Yeah," My voice trembled as Dean purposely pushed into me again. I glared at him as he smirked. He moved back, lips hovering over mine as he grinned triumphantly. My breathing halted as his unquivering strength continued to hold me up. His eyes watched my lips intently, clearly wanting to kiss me again. I never want him to stop kissing me.
"Okay," Sam spoke uneasily. Obviously unconvinced by my answer. Dean smirked as he remained close to me.
"I'm going to just head out, see you tomorrow," I explained, raising an eyebrow at Dean. He smirked as he slowly kissed me. It took my breath away, he was kissing me like he was in love with me, not like he was desperate to fuck me. The passion and meaning made my insides churn. The kiss alone was enough to remind me exactly why I had fallen for him before he started teasing me.
"See you tomorrow," Sam called back. Dean smiled against my lips, moving slowly as he pulled away. His eyes made my knees weak. He smiled at me as he placed me down. Holding onto me as I straightened up, making sure not to let go as my legs were shaking from the orgasm. He leaned in, lips ghosting my ear. Breath fanning my neck and sending shivers down my spine.
"I'll be there in a few minutes," He whispered, his lips kissing my cheek before pulling back to smile at me. He seemed so innocent and sincere. I gulped, nodding softly as he grinned. He kissed me again before stepping back. Opening the door for me and slapping my ass while I walked out. I giggled to myself as he closed the door behind me.
I practically ran to my room, anticipation riding my skin.
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crushedbyhyperbole · 1 month
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Cherry Pie Kiss
Slice Three
Pairing: Dean Winchester x Reader
Summary: You're cornered and chased by Bartholomew's minions. Separated from Sam and Cas, you and Dean make a run for it. Lust finds you both when you're finally safe. Dean rocks your world.
Words: 3.4k
A/N: This is smutty part 3 of what's now looking like a longer series since I've settled on a cute, fluffy and smutty part 4. At this point I don't think I'll ever be sated in my need for this man but Im so not sorry about it 😂
I do hope you enjoy part 3. If you haven't read parts 1 and 2 check out the Cherry Pie Kiss Masterlist. As always, I value your comments and feedback. Drop a dime and let me know what you think.
Warnings: Smut. Canon-typical action/adventure. Running for your lives. Bit of angst.
*** 18+ Minors Do Not Read or Interact ***
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Dean Winchester.  You hate him.  His stubbornness and stoic grace.  His tenacity and faith that, no matter what, you guys will get it done if you stick together.  The way his eyes pierce you down to your soul when he stares.  At least that’s what you try to tell yourself, hoping that others will believe it too.  Truth is, you’re just as stubborn as he is, holding onto this façade when hatred is so far from what you feel.
Dean sits behind Baby’s wheel, having stormed away from the Gas’n’Sip in frustration.  His eyes follow your every move and your body language as you and Sam try to convince Cas, for the umpteenth time, to come with you.  Dean had taken it personally when Cas had refused, and after several attempts at reasoning, bargaining, and begging, Dean had given up, choosing to sit out any further attempts at persuasion.
You look over at the black Impala with its radiant chrome and glossy darkness.  The man inside looks away out to road not wanting the hurt, so plain on his face, to be seen.
“I’ll be back in a sec,” you say to Sam, touching his forearm gently as he continues to reason with the fallen Angel.
You feel compelled to at least try to comfort Dean.  Since you two had talked that night in the dingy room-only motel out in Crocker, you had maintained a stable yet strained connection.  You had still been pissed at him for using you and Sam as bait so you had sent him back to his room with another kiss and the promise of “when I’m ready”.  Since then, you two had never been alone for more than a few minutes; there was always Sam, or witnesses, or monsters.
Dean’s head snaps your way when you pull the door open, his face schooled into that smooth mask he wears when he’s hurt but unwilling to be vulnerable.  Cas’s decision has really hit him hard.
Sliding in the passenger side, you angle yourself towards him and reach to take one of his hands which is picking at the fingernails of his other.  Ordinarily, you wouldn’t risk such a gesture but with Sam a couple of hundred meters away and the height of the dash to obscure it, you’re not worried.
Dean allows the contact, his head hanging.  “Cas made his choice.”  His voice is low and gravelly with emotion.
“Doesn’t mean he can’t change his mind.”  You reason, trying not to throw fuel on the fire.
“He knows where I am if he does.”  He states, matter of fact.  “I’m not wasting another breath on him.”
“He’s your best friend.”
“You’re my best friend.”  Dean looks at you and squeezes your hand which is entwined with his, resting on his thigh.  “You and Sam.”
“I’m just some girl you want to fuck.”  You chuckle, and Deans lips quirk a subtle smirk briefly before he replies.
The words don’t come out, however.  Dean catches movement at the side of the Gas’N’Sip, and he drops your hand to turn over the engine, thrusting the heel of his other hand on Baby’s horn as he does so.
Sam and Cas look in your direction and then see the four figures walking quickly and with purpose, coming between them and the Impala.  Shit!  Angels.  Bartholomew’s minions, no doubt.  How have they found you again?
“Son of a bitch!”  Dean hisses, cranking the car into drive, kicking up stones in the gravel lot as the wheels spin, gaining traction to take you to Sam and Cas.
You fumble your seatbelt, sliding on the seat and right into Dean with a grunt as he swerves to avoid a blacked-out Escalade that grinds to a halt between you and your friends.
Sam and Cas are already on the move, running fast towards the gold Lincoln pimpmobile Cas had somehow acquired, Sam waving Dean off as they scramble into the car and peel out of the lot before the Angels could reach them.  You, however, are stuck.  With the Escalade and four fallen angels between you and the lot exit, Dean turns the wheel, locking it out and put his foot on the gas, spinning the car around with an horrific noise from the tyres.  At the back of the lot is a chainlink fence with a gate that leads to a dirt road which split in two, one branch heading to the highway, the other into scrubland that precedes a dense-looking woodland.  You can lose them in the trees.
Dean winces as he ploughs baby through the chainlink gate, lamenting the damage that is sure to be done, and turns the car towards the highway.
“We can lose them in the trees,” you cry, point to the woods.
“Baby doesn’t have the ground clearance for it,” Dean says roughly, manoeuvring the car through a side-on skid with the heel of his hand on the wheel and his other hand gripping the side of the seat to stop himself from sliding as the car spins.  Once straight, he slams his food on the gas and burns rubber onto the tarmac, heading in the opposite direction to Sam and Cas.
You know he’s right about the car.  The Escalade is 4x4 and sits high which gives it the advantage off road in the woods when the trail inevitably turns to a glorified hiking path.  You’re not even sure the highway is a much better option given that Baby is an older, classic car, but you know Dean keeps her in tip-top shape and she’s got a lot of power under her hood.  That being said, the Escalade could be seen in the rearview, weaving through traffic to catch up to you.
The shrill ring of your phone makes you jump as you try to focus on the road and on what’s behind.  You need to be a second set of eyes for Dean while he’s pushing Baby to create some distance from the Escalade.
“Hey, Sam!”  You sigh with relief, reading his name on your display, putting him on speaker.
“This is Castiel,” the former Angel’s flat tone carries from the phone.  “Sam is driving.  He said I’m too slow.”
You grin big.  That’s a classic Winchester brother thing to do.  From the corner of your eye you see Dean smirk.
“Just tell them we’re headed west and haven’t been followed.”  Sam sighed with mild frustration.
“Damn it’s good to hear your voice, Sammy!”  Dean spoke loudly in that extra deep tone he uses when he is running on adrenalin.  You know he left Cas out because he is still hurt, but you also know he’s glad Cas is safe too.
“We’re headed in the opposite direction,” you explain.  “The vehicle followed us and we’re trying to shake them but they’re keeping up.”
“Pretty soon we’ll run out of traffic, and on the open road we’ll never lose them.”  Dean frowns as he hunts in the rearview for your pursuers.
“Maybe you can head into the wilderness, hole up and set traps.”  Sam offers.  “We can turn around and try to catch up.”
“No!”  Dean snaps.  “You’re both safe.  I want you to stay that way.  Get someplace and lay low.  We’ll get this done and I’ll call you, ok?”
“Dean…”  Cas begins to speak but Dean is having none of it.
“I said No!  Okay?  For once, just do what I say.  We’ve got this.”
You hang up the phone without waiting for a response.  You can see how worked up Dean is, his brain running overtime as he tries to figure out a plan while he’s trying to evade Bartholomew’s lackies on a road full of other cars.
The satellite map on your phone shows a complex set of junctions several miles up ahead where this road meets and crosses with two interstates, branching off in multiple places to service a small city surrounded by a cluster of smaller towns.  It looks promising and Dean agrees.
The junction of the roads has raised on and off ramps that weave in and around the support structures of the main interstate, with frontage roads servicing the branches at intervals.  Traffic is heavy and Dean follows a newer model black Cady onto the interstate by one of the on-ramps, only to cut across the lanes harshly and slip onto a skewed off-ramp, hoping the Escalade will follow the newer Cady.  Slowing down at the end of the off-ramp, he turns to take the frontage road in the opposite direction, heading slowly up the on-ramp for the interstate carriage way going back in the direction from which you had come, so as not to rejoin too soon and be spotted on the other side.
You check all around as soon as you crest the on-ramp back onto the road, praying you don’t see the black government-style vehicle.  Dean doesn’t wait to find out, he puts his foot down and puts a few eighteen wheelers between you and whatever is behind you.
“I think we’re clear,” you say after about fifteen minutes of hypervigilance.
“Don’t jinx it, sweetheart.”  Dean keeps his eyes on the road, the wheel clasped in two white-knuckled fists.
Switching from the interstate to a smaller road and then to another road but still taking you away from where Sam and Cas had headed, Dean starts to relax.  He chances a look at you, to find you looking right back.  The tension in his neck and jaw haven’t melted away yet but he doesn’t have that hard look of focused fury that he usually does when in fight or flight mode.  He doesn’t say anything and neither do you, but the glances between you become more frequent as though you’re both checking on each other to make sure the other is okay, needing to visually check each time.
A sign by the side of the road identifies the beautiful landscape to your left as Black Water Natural Forest, and with the sun beginning to set behind the mountains in the distance, it seems a good place to wait out the sunset.  You point to the sign and Deans nods.  He doesn’t argue, knowing you need a place to park-up off road away from prying eyes to get your bearings and make a plan to meet up with your friends.
As the road gets narrower and the trees get more dense, Dean slows the car, casting furtive glances at you.  It’s making your skin burn, the way he looks at you now, with that hunger in his eyes.  You feel it too.  Weeks of tension built between you, and todays threat to your lives now culminating in a deep need for some kind of release.  You lick your lips, breathing shallow and quick as you try to regain your composure, but Dean isn’t doing much better.  You look at him fully and he all but moans when he sees the look in your eye.
A turn off presents itself that leads to a small muddy lot where hikers can park their cars when they venture out into the forest.  Dean brings Baby to a stop so hard your seatbelt catches you, then he yanks it into park and fumbles for the seal lever.  You unclip your belt as the front seat slides back fully and he reaches for you, helping you straddle his lap.
You waste no time, kissing him fervently as you unbutton your shirt while he tries to push it from your shoulders before it’s open.  Breaths are gasps released between kisses, tongues touching, tasting and tempting more passion, and you succumb to the frenzy of heat that’s born of your need to feel something other than fear.  Your need to feel him.
You’re both a mess of fumbling hands and sloppy kisses as clothes are shucked and skin exposed.  You try to stand, your legs either side of his as you unbutton your jeans and he unclasps his belt.
The loud sound of the Impala’s horn echoes out amongst the trees, startling birds so they take wing and both of you into stillness and silence.
Dean looks at you with panic but then grins and laughs, reaching to tug your jeans down your legs until they’re bunched up around your boots.
It’s awkward but you can still straddle him like this and, as you kneel back onto the black leather seat, he lifts his hips to grind himself impatiently against you.  The desperation in your eyes is matched by the eagerness in his.  He is rapt, eyes absorbing the sights and sounds of your body and of your pleasure as you grind yourself against him.  Your slicked pussy drenching his cock as you slide yourself along his length but deny him entry just when his tip catches at your entrance.
Dean fondles your breasts, trailing open-mouthed kisses across your skin until he reaches your hardening peaks.  His kisses become more suckling then, nibbling them and flicking them firmly with his tongue until you’re almost shaking above him.
“You ready for me?”  You ask, breathless.
“Sweetheart,” he treats you to his classic sultry smirk, “I’ve been ready for you since you moved in.”
You grin, knowing he’s been jonesing for you for that long.  Truth be told, you’d wanted him for longer but the hate you made yourself feel for him was an adequate distraction from it.
Biting your lip, you reach between you, taking his wet shaft in hand and positioning it at your entrance.  Your eyes meet as you begin to skink down on him, inching down in a shallow rocking motion with Dean stroking your hips and waist as you work at it.  He resists the urge to thrust up into you at first, allowing you to get accustomed to him.
When you bottom him out, he presses down on your hips firmly, lifting his just enough to give you a deep pleasurable pressure that has you groaning and your eyes rolling back.
You are tight despite being very wet, and the way you squeeze him has him twitching heavily against your walls.
“Fuck…”  he groans as you begin to move, leaning back slightly so he hits all the right spots inside you.
“I’m not going to last long,” you laugh breathily.
“No problem,” Dean says, his hands gripping your hips hard, helping you ride him a little faster now.  “We’ll get you for two.”
He doesn’t even have to reach down to stroke your clit, you come all by yourself, grinding on him with a sexy roll of your hips he knows should be good for you, your clit rubbing against his soft hair.  He can feel you spasming and clenching around him and it feels like heaven, even better than warm cherry pie hitting his taste buds.
“You feel freaking amazing.”  He growls, pulling you forward to suckle on the delicate skin of your neck.
“Right back at’cha,” you sigh against pleasure.
He rolls you to the side, and lays you on your back on the seat, still buried in you to the hilt.  Looking down at your heated face, your skin glowing from your orgasm, Dean thinks you are the most beautiful thing he has ever seen, with a possible exception of Baby.  Okay, you’re the most beautiful living thing he’s ever seen.
Looking up at Dean, his brow creased in concentration, his eyes dark with lust, you don’t think you have ever been turned on by anyone as much as this man.  Damn, he’s hot!  Riding the adrenaline of the chase, you had been desperate for an outlet.  Now that is out of your mind, you lose yourself in the man between your thighs, you’re focused solely on the feeling of him buried deep, and the rising tide of pleasure.  The windows steam up as you grind and roll your bodies together, and you think you might combust from the heat of him.
When he meets and holds your gaze, your heart almost stops.  There you see more than just lust, more than just the passion between you.  It’s deep and hidden, secret almost, and it surfaces as affection that softens his eyes.  You reach up to stroke his face as his grinding hips keep their measured pace and he leans into your touch, kissing the palm of your hand, closing his eyes with a tender sigh.
His vulnerability in that moment lances electricity to your core and you spasm powerfully around him.  His eyes flash open and he sees you’re close again but he doesn’t grin cockily like he might have done earlier, instead he leans down to kiss you, leaning his forehead on yours as you grip the back of his neck and look into his gorgeous eyes.  With your other hand on his hip, sliding round to his ass you guide the speed and depth of his thrusts and you roll your hips to meet his.
As you guide him to slow down he thinks he’ll lose the pleasure he’s cultivated so far but he can now feel more of you and it’s more intense because it’s slow and prolonged.  He almost laughs at how it changes everything and he gasps with surprise when he starts to feel his orgasm coming.  He knows he needs to pull out but you hold him on place with your hands and your heels.
“Give me everything,” you moan as you feel him swell.  “I need to feel you, nice and deep.”
Dean groans with pleasure watching your eyes sparkle with heat for him.
“I want it,” you almost beg.  “Want you.”
He nods, biting his lip as bends to your desire.
Spurred on by your permission, Dean thrusts deeper until he bottoms out, moaning your name as he comes deep inside you.  Your walls contract as he fills you, your climax a deep rolling pleasure that courses your whole body.  Everything feels so right, he feels right.  The way you two fit, the way he makes you feel.  It’s like a low-key destiny you’re more than willing to succumb to.
Dean doesn’t just pull out and get off you once you’re both done, he flips you so your lay on his chest.  There he holds you and strokes you back and hips, your hair and your face until you lift your head to look at him.  Then he smirks cockily and you swat his chest.
“You don’t have to look so smug about it,” you chastise him.
“Hey, I keep my promises,” he says with that trademark smirk playing on his plush lips.  “Would’a give you more but we’re kinda on the run here, sweetheart.”
“You can owe me, how ‘bout that?”  You push yourself up and try to find your clothes.
He grins at the confirmation that this isn’t just a one-time deal.  “Hell yeah!  Sign me up.”
You clean up with wipes from your travel bag as Dean calls Sam.  You watch the relieved interaction from the front fender of Baby while Dean paces in the dirt a few meters away.  You apply some flavoured lip balm to your kiss bruised lips as he works out the logistics of meeting up and what to do about Bartholomew.
After the call, Dean beelines straight for you, sliding his hands around your waist and burying his face in your neck, kissing playfully.
“I take it we’ve got a few hours at least until we can meet Sam and Cas.”  You thread your fingers through his messy hair, trailing your fingernails over his scalp which he seems to really like.
“Several.”  He says against your delicate skin.
“Whatever are we gonna do to pass the time?”  You smile as you picture the pair of you fucking all over his car.
“I can think of a few things,” he surfaces with a hungry look, leaning back in to kiss you.
Your soft lips claim his once more as you melt into his arms, the kiss heated and full of need.  Dean kisses you with such force it steals your breath and makes your knees weak, and when he pulls back he looks at you thoughtfully.  Licking his lips and tasting you on them, he grins.
“Cherry,” his eyes go to your lips again, “I like it.”
Dean’s talented tongue makes you forget any quip you might have said, as he lifts you onto Baby’s hood and keeps his promise.
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1000roughdrafts · 3 months
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Dean Winchester X Reader Masterlist
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Some of my works are 18+, which I'll write as such here, but please heed the warnings on the individual posts as well - All under the cut :)
One Shots xx
Angst
💙 Us - request: Can you do a deanxreader songfic to the song us by Regina spektor
💙Goodbye ~ After Dean takes on the mark, his relationship with Y/N starts to fall through the cracks. She’s had enough of him taking out his stress on her, and after years of silencing her pain, she finally lets him know why  it’s time to say goodbye.
💙How Do I Become Enough ~Reader and Dean right about her doubts, she feels somewhat isolated and annoyed. No cheating, necessarily, but think along the lines of Dolly Parton’s Jolene  
💙Intrusive Thoughts ~Dean was supposed to visit Y/N while she was at work, but when he didn’t show, she got worried. After finally getting ahold of him, she was relieved to know that he was alive. But when another full day passes by without a word, her mind goes into overdrive about what could have happened to him.
💙Voicemails ~ this is a small, angsty thing, and it is 100000% self indulging so please feel free to just ignore it.
💙 Illicit Affairs - Request from anon based on Taylor Swift’s song Illicit Affairs &lt;3
💙  Promise Me This Is Forever -  this is for @allywritesblog and #allyswriting event, and im using the quote "promise me this is forever" :)
Fluff
💙 Phone Calls With Dean ~ just a random thing I wrote for a story that didn’t pan out, no real plot to this.
💙Shooting With Dean ~ Dean takes you out for target practice, but something else is on his mind.
💙Time ~Soulmate AU, Y/N has had the ability to pause and unpause time for likely her whole life, believing she was the only person with such a power. One day, she learns that not only is that not true, but the other person is her soulmate. 
💙 Salted Baseball Bat - Anon Request: "'They said that gluing salt to a baseball bat to fight ghosts was a stupid idea, but who's laughing now?' you say as you whack the ghost again."
💙 Criminal - DeanxReader request from @rileynicole1967 based on the song Criminal by Britney Spears
💙 Cat-astrophe Written for @spnfanficpond​‘s unfic challenge with the prompt “I may have accidentally sort of adopted 5 cats.”fluff, stern!Dean, 
💙  Baby Winchester 2021 - Reader finds out she's pregnant, and tells Dean in a cute, fluffy way.
💙  Just Another Day - Fluffy Dean x female!reader Valentine's Day post
Flangst
💙 We're Gonna Get You Through This - reader is triggered back to a horrible memory and explains to Dean why waiting to have sex is best for her. 
💙Currently untitled ~ Request: could you do a deanxreader fic where she goes out on a date (maybe to a bar) for drinks with a guy and towards the end of the night, the guy (you pick the name) starts being rough with her cause he’s drunk and hurts her, then dean finds out somehow and comes over to kick his ass then admits his feelings for her?
💙 A Boring Holy Cross Tattoo - A Fic inspired by Cards Against Supernatural with the cards “Dean has 99 problems but ____ ain’t one.” and “A boring holy cross tattoo”.
💙 Amnesia - Request from @rileynicole1967​ : Deanxreader one shot or series ;) based off the song “amnesia” by 5 seconds of summer but in the readers pov and at the end he comes back for her and it’s all fluffy and cute.
💙 Half a Man - Follow up to the Amnesia request from @rileynicole1967​ - this one takes place the same night as Amnesia, but in Dean’s perspective and based on the song Half a Man.
18 + / Smut One Shots
💙Downtime ~ 18+, smut; After weeks of hunting the same witch, you and Dean decide to take a weekend break, but you didn’t expect what was in store for that weekend.
💙Punishment ~ 18+, smut; After embarrassing Dean at an important dinner, he punishes you with a cold shower.
💙 Size Matters - 18+ Smut DeanxReader request from anon, where reader has a size kink
💙 Poison  -  DeanxReader request from @kaitlaitlaitl​ based on the song Poison by Alice Cooper
Mini Series xx
💙 Movie Monsters Part One | Part Two ~ You’re teamed up with Dean, a man you’ve always found obnoxious, to find out the path of a new monster. Of course, things don’t always go as planned. (Complete)
💙 Never Have I Ever Part One | Part Two  ~ Part Two is pure smut; College!AU - Dean gets jealous of the attention he thinks you’re receiving from Cas during a small party at your house and doesn’t know what to do with it, so he leaves the room to keep drinking. 
💙 Hope is a Dangerous Thing... Part One | Part Two ~ The renowned author of a best-selling crime novel, Y/N Y/L/N, was thrown into a whole new world after her parents were brutally murdered. Their killer never found, Y/N took things into her own hands, meeting the Winchesters in her journey for justice. Even years later, she struggles to let anyone close in fear they’d leave or worse.
💙  i hate u, i love u (1) Slowburn au/Y/N has been in a relationship with Nick for the last 5 years. They’ve had a rough go. There’s been good and bad times, but she finally realizes that the man she thought she loved has been abusing her. Dean offers her a safe haven when she feared she had nothing else. (this may be abandoned, but we will see)
💙Reverse Supernatural  ~ request; “Hi!! I have been tossing an idea around for a bit… What if… Now hear me out… What if the Reader was the experienced hunter and she/he has to save Dean and/or Sam who have never known the supernatural existed…?” (only part one is out right now / ongoing / might also become abandoned)
Series xx
💙Family Secrets ~ 18+ ; Your uncle Bobby, and adoptive father Rufus, had a secret. A secret they never wanted the Winchester’s to find out. They had done a good job of keeping you from crossing their path, but now that they've both passed away there is nothing they can do about the brothers finding out their secret; you. (ongoing BUT I really want to and am seriously considering taking it down to rewrite it - this was the first thing I ever wrote and it's... it shows lol) 2/22/24 A/N: I want to return to this series, but since it was pretty much my first fic ever, I really want to rewrite some of the episodes and make it pace better. I understand that that might not be the best solution, however, so maybe I’ll just add inbetweeners or something. Just know I want to come back to finish it and may change some things along the way 😊
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pamelasmuse · 5 months
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The outside
Dean Winchester x fem!reader
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Summary: You recently break up with your long time boyfriend. Dean helps you forget about him.
Warnings: Graphic descriptions of smut, smut, daddy kink… i think thats it.
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“Pay up boys.” You motion to a group of bikers who had just lost their 4th round of pool. He handed you a wad of 20s and you stuffed it in your bra.
You walked back over to the boys, slapping the money on the table. “Next rounds on me.” You announced before sitting down at the table. “You seem to be doing better.” Sam commented. “Winning will do that.”
Just a few days ago your long time, long distance boyfriend had just broken up with you. He had called and told you he couldn’t do this anymore, that he was a man with needs. And you had moped around the motel for the last week. You cried most nights and cried during the day. He was someone you thought was the one, and it was hard to admit it was over.
But then the boys offered to take you out for a fun night. Dean even mentioned you could bring a guy back to forget about Rilee. And so far it was going very well. You had one hundreds of dollars from pool and darts and you felt like a million dollars.
“Well.” Sam started. “I think ill head back, im a little tired.” “Oh Sammy!” you whined. “Maybe im still sad, will you stay?” Sam laughed “No Dean will stay here you’ll be fine.” Sam left and Dean got you another round.
After a few more shots, the sadness had come back. You were swirling your beer in circles when Dean interrupted you’re thoughts. “So what is it?” He asked. “Whats what?” “What is so special about this guy? Ive seen him, he’s not that special.” “I dont know, he was just good.” Dean laughed. “No hes not, remember the nights you cried because he wasn’t there for you, hes not that good.” “Dean.” You start. “Not that kind of good.” You start to blush, trying to not make it so obvious. “No fucking way.” He slapped his hand on the table. “He fucked you that good? God damn.” He laughed so hard. He leaned in closer to you. “So what was it exactly, like what? He was that good?” “I dont know, he just made me feel good.” “But how?” He asked. “Why do you want to know so bad?” “Im good, but fuck, I’ve never got a girl to stay cause the sex was that good.” You hide your face in your hands. “He was one of my first.” You mumble. “No, you, what!” Dean yells pure shock on your face. “I just, we got together in high school.” Dean laughs. “God you need to catch some good dick.” You look around the near empty bar. “Like who? Not most guys, make me…” you trail off. “Cum? I make every girl cum.” Dean does his cocky smirk. “No” you say in disbelief. “Every one?” “Why are you so shocked? I am hot, and good.” You shake your head.
“Do you need me to prove it to you?” He asks. Something took over your body. And even though this was something you wanted to happen for a long time, but would never admit it. But somehow you gained the courage to. “Yes.” It came out so cool and confidante. “Bathroom now.” Dean ordered. And suddenly you were on your feet walking to the bathroom in the back. His hand on your back, guiding you.
As soon as you opened the door, Dean pushed you against the wall. Attacking your mouth. His hands pushed you up and your legs wrapped around his torso.
“How long have you wanted this?” He asked. “A long time.” You mumbled. Soon Dean began moving down your chest. “It was a big reason he broke up with me.” Dean stopped kissing your chest and looked up at you. “Why?” Was all he said. “He could tell, that I liked you, not to mention I may have said your name on night.” Dean shook his head smiling. “Oh baby, you’re going to be saying it a lot tonight.”. His words made your thighs clamp hard together.
Dean works on your chest kissing the tops of your boobs. Soon after he helps you remove your shirt, the your bra. “God damn your beautiful.” Your blush, never having someone say that to you before. “Mmm” is all you can muster.
Somehow Dean moves you so you’re sitting on the sink and he begins to remove his clothes. You hop off the sink to help him. You grab the hem of his shirt pulling up and off him, never breaking eye contact.
Then he starts to unbutton your pants. You slide them off and then his are next. He kisses you and pushes you to the wall. “Dean.” You whimper. “I know baby.” Dean discards your underwear and places a finger in your folds. “Oh baby” he coos. “You’re so wet already, and I havent even touched you.”his hands start to dip into your folds and you moan out. “Oh your so pretty.” He complimented you. His fingers continue to do gods work and you moan out in pleasure. “Tell me how bad you want it.” “Oh dean” you moan. “I-i please” dean dosent make you wait long before he gave your release.
Dean finally removes his pants. You stare at him, your mouth wide. He holds you tight and pushes into you. You begin to moan and he covers your mouth. “ I know baby, shhh.” He coos. this thickness is stretching you out in the most amazingly painful way.
“So how is it?” Dean asks. Your so caught up in your own pleasure that you cannot even muster any words. “Ahh” “Am I better?” You can only nod not being able to say anything.
Dean continues to slam into, turning your brain into mush. “Whats his name?” He slams into you hitting your g spot. You can feel your orgasm soon approaching. “Dean i-im close.” You moan out. “Come on baby, whats his name.” He laughs “oh you cant even remember his name, your so fucked.”
“Dean, please.” “Baby beg for it.” “Dean” “come on” “d-dea daddy please. I-i need it.” That was all dean needed and he pumped into you hard. Your walls squeezed around him and he let his load into you, hot white load coating you.
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k-slla · 3 months
Note
I see your requests are open. 🙏🏼
Can you write something where reader is a hunter and she and dean aren’t particularly friendly. Maybe she thinks he’s a bit of a dick. Reader wears baggy clothes and doesn’t really dress like anything other than a hunter. There’s a case where she needs to look feminine and sexy and dean says she can’t do it and she proves him wrong obviously and ends up turning him on ridiculously in the process. So much that he ends up mastabating in front of her and it’s super hot!!! 🥵 🙏🏼
Minute Past Midnight
A/N: Hi, anon, thank you for this request, I hope you'll like it!
Warnings: 18+ONLY, enemies to lovers, mutual pining, mutual masturbation, fingering, implied unprotected PinV, car sex, teasing (takes place around se10-11, so possible spoilers)
WC: ~5k | My Masterlist
All mistakes are mine! Feedback is appreciated!
Enjoy!
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“What do you mean by “Y/N will get it done”? Have you actually seen her?” Dean took a mean jab at you. You couldn’t help but scoff. “Gee, thanks, Dean, for the word of confidence.” You snarled at him as you got up from the library table, where you and the boys were putting together your next game plan for stealing the Compass from Jacob Styne. The one and only device that could help you to find the Book of the Damned to remove the Mark from Dean’s arm. Because, well, you had to be honest with yourself - Dean had changed a lot with it. It was expected of course, with the Mark it being a curse and all. At least you didn’t have to deal with him when he was still a demon. That would have been the last drop for you, so you were very grateful that Sam and Cas got that handled on their own.
“Of course she can do it, Dean! We’ll just have to find a way to get to him.” Sam turned the laptop towards Dean and you, nervously pacing around behind Dean’s chair. “And I’ve done it already. His family will be hosting some kind of gala, for marrying off their daughter, which..I don’t know..sounds kind of.. actually a lot of weird to me.” Sam said, lightly grimacing at the screen. 
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“So, we’ll have to gatecrash their party.. Don’t you think they’ll recognize us?” You were a little skeptical. Sam gave a quick look over your clothes. “I think we’ll be safe, if we just look the part.” You groaned, knowing what this will lead to. You’d have to wear a gown. Yuck. There was a reason for you why you dressed the way you dressed, baggy jeans and oversized sweaters were your go to, and that reason was comfortability and practicality. That was important for you on hunts. 
“Well, I’ll be looking for a gown then. When’s it happening?” You sat atop the table next to the one boys were sitting at. Sam focused on the computer for a minute, looking for the exact info on the party. 
“It’s..in two days.” Sam finally said slowly. You gulped comically loudly. Two days to find a dress, shoes, and figure out the whole situation with your hair and make up. It..will be great.
Dean suddenly got up from the table. “Well, we’re screwed then.” He sighed loudly and turned to leave to the kitchen. “What do you mean?” Sam asked curiously. Dean turned around and looked back at you two. “Sorry, but look at her. She hasn’t seen a dress for once in her life. What makes you think she can seduce Styne AND steal the Compass from him? We might as well accept the fact that the Mark is not coming off my arm. We’re screwed!” Exasperated yell left his lips, making him push some books off the shelf next to the door he was standing. 
“Jesus fucking Christ, honestly, Dean! Is there anything you can do and not throw a fit like a six year old with it? Have I ever let you down in the past five years that we’ve known each other? Have some fucking faith in me. I'll get it done. And even if we don't get the Compass, we'll find some other way then.” Now you had lost your temper too, and your breathing quickened when you saw Dean storming back to stand in front of you. “I’m sorry, sweetheart.” He said with a feigned sweetness. “But as long as you look like this?” His eyes ran over your outfit, and he didn't even need to say anything specific about it, you knew exactly what he meant with that look. Who would ever look at you? “I will have a hard time trusting that you can seduce anybody. So yeah, I'll start thinking of plan B.” He turned to leave again, walking straight past the books he'd pushed off before.
You glared after him angrily. It got personal for you, and you were determined to prove him wrong.
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For the whole next day you were looking for a dress for the gala. It was exhausting. The plan was for you and the boys to attend the gala, and while they were keeping an eye out for anything suspicious, you were “entertaining” Jacob Styne, because he was probably the one who's possession the Compass was in. 
But you did it. You found the perfect dress. Silk black spaghetti strapped A-line gown with a deep neckline and a slit running dangerously high up your thigh. You were nervously pacing in your room, before going out to Sam and Dean. You were so out of your comfort zone. You couldn't have any weapons on you, if you wanted to get really close to Styne. If anything goes wrong, you have to trust the boys to get you out. 
“Y/N, come on! We'll be late!” You heard them call you. You stopped on your doorway and took a few deep breaths to calm your nerves. “Here goes nothing.” You whispered quietly.
Walking into the War Room, where Sam and Dean were waiting for you, you suddenly got self-conscious, but you couldn't show it out. You felt naked. Dean choked a little on his whiskey.
“I know, I know. I look ridiculous. He's not gonna fall for it.” You mocked him annoyingly and grabbed your phone from the table. 
“Actually..you look…nice..really nice.” Dean said slowly, shifting in his chair uncomfortably.  “Thanks..you do too.” You said carefully as your eyes traveled down his body. He really did look good in a tuxedo. You noticed that Sam wasn't dressed. “Wait, why aren't you dressed?” 
“I'm not going. You two are.” Sam smirked. “Come on, you really thought it would work if you marched in there with both of us in tow?” He asked when he saw your suddenly blank face. Those bastards played you. Sam knew you would never agree to go there with Dean alone, and he waited until the last minute to tell you that. Now that you're dressed to the nines, you had no other choice. What was supposed to be maybe even a little bit of a fun night for you, just got awkward. You did not want to be alone with Dean. Not at all. He was too big of a dick for that. And with that revelation, the last bit of your good mood was gone.
“Whatever. Let's just go.” You turned around quickly, so that the skirt of your dress twirled in the movement, revealing your leg from the slit. You heard a groaning behind you, followed by a low “fuck” from Dean. He got up from the chair and you looked back to see if he followed you. Instead, he held his tux jacket in front of his crotch and was really flustered. “I- ahem, I forgot something..uhh, in my room. Be back in 10. Mmm.. actually..make it 15.” You rolled your eyes at him “Is this a joke?” You asked incredulously. He looked back over his shoulder. “I can't go out like this! I'll have to take care of it.” He hurried towards his room. 
“For fuck’s sake, Dean! Hurry up!” You yelled after him, not bothering to hide your annoyance. “Fucking joke..” a quiet mumble, meant only for yourself, slipped past your lips.
Sam stifled a laugh. “Good luck, Y/N, you'll need it.” 
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About an hour later, you and Dean walked into the manor. Both grabbed a glass of champagne and tried to keep a low profile for a while to gather some information on Styne.
“So, I'll go find Jacob and get the Compass from him. I'll call you when it's done or when I'll need some back up. Go and “mingle”, I guess..” You smiled at Dean and started to make your way to the other side of the room to the bar, where you saw Jacob sitting a bit earlier. 
You clumsily “stumbled” when trying to sit down and caught yourself at Jacob's shoulder, pouring a little Champagne onto his lap. “I'm so so sorry, sir!” You quickly grabbed some napkins from the top of the bar and started to pat his pants dry. “I am really sorry.” You looked at him, batting your eyelashes. “It's alright, miss. All's good.” Smiling at him widely, you managed to sit down next to him, lightly brushing your bare leg against his. He flagged down the bartender, who didn't leave him waiting. “Let me buy you a drink. What would you like?” he smiled at you charmingly, making warm blush climb up your cheeks and you almost forgot why you were there in the first place. He was handsome, you couldn’t deny that. You turned to the bartender and said the first drink that hopped into your mind. “French 75, please.” 
“You heard the lady, and Whiskey for me. Neat.” 
Both of your eyes were dancing on each other's faces. For you, that was just an act, but you had no idea what he was thinking. Your mind was occupied with Dean and some lucky girl who he probably had with him already, but you had to get that sight out of your mind immediately.
“I haven't introduced myself yet. Jacob Styne.” He said and took your hand to place a kiss on it. “Irene Rivera.” 
“My pleasure, Miss Rivera. What would you say, if I suggest taking these drinks to my room?” 
You bit your lower lip teasingly. “Mm, I’d say “lead the way”.”
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You walked through the maze of hallways, remembering your path for later to send directions to Dean in case you needed some rescue.
You got up to his room and as soon as he closed the door, he put away your drinks and his lips crashed onto yours and hands started to feel up your body. You knew he was searching for any hidden knives or a gun. He wasn't stupid, and you definitely weren't stupid to take weapons with you. In turn you moved your hands over his chest, feeling something possibly resembling the Compass in his jacket's pocket.  As you faked your pleasure of his hands on your body, you pulled away from his kiss, panting hard. “May I- may I use the restroom quickly?” He pointed towards the right of you. 
You shut the door behind you and exhaled deeply.
After getting your phone out, you shot a quick text to Dean. 
“In his room. He has the Compass. 2nd floor, left hallway from main staircase, last door to the right. Be here in 10!” 
You stared at yourself in the mirror, giving a little pep talk. “You can do this. Just a little sleight of hand. Probably a little more kissing. Nothing you haven’t done before.” You took a deep breath and walked out of the bathroom.
He was sitting down on the couch already, with your drinks in hand. 
“Join me.” You sat down close to him and took your drink from him, but you didn't dare to take another sip from that. Instead, you put the glass to the side table and went to straddle his hips, kissing him carnally. “I think we were in the middle of something.” You whispered against his lips, cringing on the inside from how desperate you made yourself sound, but it was all just part of the job. With intention to slip the Compass out of it, you started to push his jacket off his shoulders. His kisses moved down to your chin, drawing low moans out of you, and then up again along your jawline.
“Tell me, Miss Irene, how stupid do you think I am? Did you really think that I would fall for your little scheme?” He whispered into your ear and caught your hands to keep you strongly in place. You started to struggle with desperation to get off of him. “Fuck! Let go of me!” When you saw he had no intention to release your hands, you kneed him hard to his balls and got off his lap.
“You stupid bitch!” He groaned out of pain and quickly tripped you with his leg to stop you from getting away. “No! Dean!” He pinned you down to the floor, one hand holding your wrists while the other one closed around your neck. “Dean! Help!” You screamed out before he cut off your air. “Dean? Not as in Dean Winchester?” Your eyes started to water quickly, you still tried your best to fight him off, squirming under him as much as you could. Where was he? “Please.. don’t..” But Styne clearly enjoyed the view of you squirming under him, slowly starting to give up the fight. “Oh, sweetheart, it’s too late to start begging now. If Dean finally decides to join us, this party will be really fun!” he grinned down at you.
“I don't think so.” Dean had stormed into the room and hit Styne in the head with his gun. It had no effect on him and his hand was still around your neck. “You have to try harder than that if you want to sav-” Dean suddenly pushed him off of you and held against the floor while five shots rang through the air. You gasped loudly and coughed hard to normalize your breathing again.
Your ears were ringing loudly from the shots fired close to your head. Dean helped you up from the floor and pulled you into a quick hug. “Are you alright?” You gathered yourself before nodding at him. Dean let go of you and squatted down to search Styne’s pockets for the compass. After securing it in his hands, he guided you out of the room. You heard quick steps coming up the stairs, from more than one pair of feet. You had no gun and there was no way that Dean could take all them on alone.
“We have to hide.” You whispered and pulled him towards a door, you were happy to discover it to be an empty closet. “In here.” Both of you held your breaths, as you stood in the small space, your bodies pressed tight together, and you waited for them to pass your door.
You felt something hard press into your thighs, and while you knew that he wouldn’t even see it because you were backed against him, you still felt the need to lift your eyes up. “Dean..” You said slowly. “What?” he whispered back. “Please..please tell me that it’s not your boner pressing at my thigh?” you blurted out, without thinking. Dean started to choke on air after your question. “Wha- uhh..it’s not..just uh..my gun...”
Not knowing what had just possessed you to make you this bold, you turned around as quickly as you managed in the small room and palmed his dick through the pants. You had never been this forward with a man before so you blamed it on the adrenaline rush from the fight before. “Really? Is that the same “gun” you’re holding in your left hand, or one for backup? Because..” you looked up at him through your lashes and continued rubbing his cock. “..this one’s much bigger…and thicker.” You squeezed him tightly, making a trembling breath escape from his lips. “Don’t do this, Y/N..please, not now. Don’t tease me like that.” he begged quietly, trying to back away from you. Squinting your eyes, you smiled at him. “What? You don’t like being teased? Am I too mean to you?” You let the words roll slowly off your lips, enjoying the strained expression on Dean’s face. “Heh, ahem, just a little, yeah..” He gasped out as you let go of him. You brushed your thumb over his full bottom lip. “Take it as retaliation. You’ve been a complete dick to me for the past five years. Payback’s a bitch, isn’t it?” You smirked at his speechless face and opened the door slightly, to check if it’s safe to go out again.
You heard yelling coming from downstairs, as Jacob’s family tried to find whoever was responsible for his death. “If we do it quickly, I think we can sneak out of here.” You whispered over your shoulder to Dean and slipped out of the door, checking your left and right before motioning Dean to follow. You quietly snuck through the hallways, trying to avoid getting caught. Unfortunately it didn’t go that well.
As soon as you got downstairs, you were spotted and under direct fire. Dean started covering you, but it still wasn’t enough and you got grazed by a bullet in the shoulder. “Ow, fuck!” You shouted and ducked down immediately. “Are you okay?” Dean asked between shots. “Yeah, just a graze. I’ll be fine.” You were almost at the front door and when Dean pulled it open, both of you bolted towards Baby.
Safely in the car, Dean pulled away from the spot with the squeal of the tires. “Let’s get onto the main road, then we’ll make a little stop and I’ll help you with your shoulder, alright?” He took a quick glance at you. “Okay, yeah, thanks.” you said quietly, looking only at the road. 
You were driving in silence, only sounds coming from you were occasional groans, when you moved your arm. Luckily it seemed to you that the cut wasn’t that deep that you’d need stitches, although you knew you'd let Dean make the final decision. 
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After a few minutes he pulled aside from the road, got out of the car and walked to the trunk to get the first aid kit. You followed his lead and climbed out of the car. Sitting on the hood, you kept the pressure on your wound until he finally joined you. 
“We only have some vodka here to clean your wound, it’s not the best, but it’ll do until we get back to the Bunker.” He gently removed your hand from your shoulder to take a closer look at the wound. “I think you won’t need stitches. But it’ll hurt like hell.” You only managed to nod a little, knowing very well that it’s going to hurt. 
“Wait, wait, wait.” You stopped Dean from cleansing the gash. His proximity and smell of his spicy, leathery cologne made you slightly dizzy and...needy. “I need a sip of that.” you reached out your hand and waited for him to hand you the bottle. “Uh..okay.” He couldn’t hold back his surprise. You chugged three big gulps from the bottle, enjoying the warmth of alcohol spreading inside you.
That's what you thought it was. Or it was just the effect of Dean on you. You handed the bottle back to him, and the last of the vodka left in there, he poured onto your shoulder, making you bite down on your fist. “Son of a-!” Dean immediately applied pressure on the wound, slightly lessening the stinging sensation with that. “Shit, that hurt!” You couldn't hold back a light laugh. 
“Told you.” he said with a small smile while he dried your skin around the graze before applying a bandage over it. “All done. You'll live.” He leaned onto the hood of the car next to you.
Your eyes locked into his and you smiled fondly at him, gratitude clear on your face. You tried to remember the exact moment you actually fell for that man. Was it at the first sight, when he had saved your life? Was it just after he invited you to live and hunt with them a few years back? Or maybe it was the moment when you saw how desperately Dean was ready to fight for his loved ones. He was always ready to save his baby brother, no matter what it took from him. He may seem like a complete dickhead at first glance, but in reality Dean was the most selfless, most compassionate man you had ever met.
“Thank you, Dean.” He looked at you with a surprised expression, as if he didn't believe you had really said those words. “Hey, no worries. We were caught in the fire, I'd patch you up again if needed to. We did it though. Got the Compass.” Comfortable silence fell around both of you as you sat there on the hood, enjoying the brisk air around you. You were admiring the stars in the clear night sky when Dean suddenly broke the silence. “You did good today, Y/N.” You snorted loudly. “Yeah, right. I wouldn't be here if it weren't for you saving me from him.” You said quietly and kicked your eyes down to the ground. “Damn it, woman, take the compliment. You know that I don't usually give them lightly. You did good. You're a good hunter.” 
You rolled your eyes at him. “Really? So that's why you've been a jackass to me for the past years?” 
“No. Not because of that.” You raised your eyebrow in confusion.  
“It's because..well.. you're…you.” He suddenly seemed nervous. “Dean, you're not making much sense.” 
He took a deep breath and held it for a moment before continuing. “You're you, Y/N, amazing and beautiful in your most natural way. I’ve thought all these years that if I was just an asshole to you, it would be easier for you to push me away and for me to not think about you all the time. But I was wrong. It is not easy for me to get you from my mind.” You turned away your gaze from him, to hide one tear that freely ran down your cheek. You had no idea. You had no idea that your feelings for him were reciprocated. All this time you've been thinking that he really sees you just as a hunter, not even as a woman.
“Dean, I-” He cut in before you could finish the sentence. “Yeah, I know. You don't feel the same and don't know what to say. You don't have to say anything. Honestly. I get it. I know that I'm not the easiest to be around, not to speak of being someone you'd ever fall for.” He sighed and got back into the Impala. “Dean, wait!” You hurried after him, climbing into his lap as soon as you got into the car.
“Stop it!” You panted, slightly out of breath. You turned his chin up, face towards you and looked him straight into his eyes, that were glimmering even in the darkness. “You can't just say all those things and then run away from me without letting me answer, because..” you got lost in his eyes and the warm breaths leaving from his slightly parted lips started to intoxicate you with the way they were flowing over your skin. You knew that no words could really give away the feelings you had for him, so you gathered the courage and just kissed him hard.
At first you felt like Dean didn't know how to react to your kiss, but as soon as you started to nibble on his lip, asking permission to enter his mouth, he deepened the kiss and his fingers slipped under your dress, with blunt nails digging into your hips he pulled you closer. You chuckled against his lips, feeling his erection through his pants again. “Really? You're hard again?” He bit your lip teasingly. “Mm, not again sweetheart, since we were in the closet actually. Haven't really gotten time to do anything about it.” You shimmied backwards on his lap, leaning against the dashboard. You knew you were both waiting to release some of your past sexual frustration, but you were pretty sure neither of you had protection. “I'm not on the pill, do you have a condom on you?” 
“Ah, fuck. No, I don't.” Dean sighed defeatedly, running a hand over his face. You leaned back in to kiss him.
“Well, no worries, we can still have some fun, you know?” Your hand started to work on his belt buckle, to free his dick from the restraining boxers. You took his hand into yours and spat into his palm before guiding it down to his cock and slowly started to move it up and down. “I want you to jerk off.” His laughter rang through the car. “And what are you going to do?”
Without another word you moved back on his lap, leaving as much as free space between you as you could. You lifted both of your legs on the seat on either side of him, opening yourself completely to him, revealing your drenched lace underwear.
Your dress was moved up enough so it was just resting around your waist, thanks to the long slit it had. With a devilish smile, you hooked your fingers into your underwear and started to pull them away.
Due to the position you sat in, when they reached your knees, they were pretty much into Dean's face and you were not expecting what he did next. Dean lifted your left leg from his right and slightly bit down on your inner thigh, making you yelp, before pulling your underwear off with his teeth. “Ugh, fuck…you're delicious.” He muttered quietly, your panties still in his mouth. He pulled them out of his mouth and threw on the seat next to you. “Can't wait to eat you out. Can I please?” He looked at you with bright green puppy dog eyes. “Not now.” You whispered and slowly slid your fingers between your glistening folds, teasing Dean.
“Well, I'm going to play with myself. I hope you're not just going to watch?” You cocked an eyebrow at him and pushed one finger into your dripping pussy, making Dean groan at the sight of you. He began to slowly stroke his cock, catching a bead of precum with his thumb and spread it along his shaft, with deep sighs leaving his lips.
“Fuck, you're so beautiful. Big. Thick.” You moaned yearningly, wishing he'd be inside you right now instead of your fingers. The sight of him slowly massaging his dick, head resting on the seat, sighing and groaning softly, made you even more aroused, and you knew you wouldn't last very long.
“Did I really turn you on before we left for the gala?” you whispered, breathing slowly getting heavier from the pleasure slowly building deep in your core. “Yeah..you really did.” He offered a half-smile, as his eyes fell down between your legs, where you had your middle and ring fingers sunk as deep as possible into your pussy, while your other hand rubbed your clit. “What were you thinking of when you were masturbating then?” You had your eyes closed and you imagined him in his room, jerking off earlier in the evening.
“Look at me, Y/N, then I'll tell you.” He said quietly and you immediately locked your eyes with him, still fucking yourself with your fingers. “I was imagining having you in there with me. Feeling your beautiful lips around my cock, sucking hard, almost choking on it, or having you spread out on my bed, screwing all the hate you have against me out of you.. making you cum on my cock..” You ran your thumb again over his lips. “Oh, Dean, I don't hate you..never have..never will, but if hate-sex is what turns you on, I can always pretend.”
“Please..I need to taste you more, Y/N, so bad..” he begged and you pulled out your fingers, clenching around nothing when Dean lifted your hand to his mouth, closed his eyes, and began sucking hard on them. With one hand still rubbing himself, the other one found his way to your pussy, not letting you be empty for long, his long fingers filled you perfectly. That angle was so much better for him to finger you while you went back to rubbing your clit. You clenched around him hard, moaning and whimpering when his moves sped up, hitting the sweet spot deep inside you. “Oh, fuck, Dean, I'm-!” He was still sucking onto your fingers, and you had to brace yourself on the roof of the car with your other hand, when an intense orgasm overpowered all your senses. You had forgotten what words were and only whimpers were leaving your mouth when he continued fingerfucking you through your climax. You had now completely ruined his pants with your juices, but he clearly didn't mind, as he watched you coming off your high while he started to jerk himself off. “You're so fucking beautiful right now.” You were squirming in his lap, as he continued rubbing your clit, all sweaty and breathless from your orgasm. “The view I have right now.. fucking hell, you're..” he gasped and shut his eyes as he finally came hard, cum spurting onto your stomach. “Fuckk..!”He continued to stroke himself until he was all out. Both of you were out of breath, when you leaned into him to close the gap between you.
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Your kisses now were much sweeter, slower. “I ruined your dress, babe.” He whispered. You smiled against his lips. “I ruined your pants, so I guess we're even.” Your fingers ran through his hair, gently scratching his scalp, making him moan softly. “Thank God you always make us pack up some extra clothes for the hunts. Wouldn't want to explain this to Sammy.” 
You reluctantly pulled away from his arms and sat next to him, both of you still half-naked and not bothering to cover yourselves. “I think he'll be happy for us. Or at least that much, that he doesn't have to be afraid that we'll jump each other's throats.” For some time, you sat there in silence, still not able to think clearly. Even after that intense orgasm that you had, there was still desire burning inside you for his cock. “Dean…” you started, slowly moving your hand up his thigh again. “What if we make a little detour before going home?” You looked up at him with big doe eyes. “What do you mean?” He smirked at you. Your smile widened. “What if you fuck me right now like you imagined and afterwards we buy some morning-after pill and hope for the best?” You were clearly blinded by the arousal, but as you learned, so was Dean, when he hungrily pulled you back into his lap.
“Are you really sure about this, Y/N?” He purred against your neck. “Yes, I'm sure.”
Basking in the afterglow, you were both again breathless and speechless. “Oh...uhm..fuck..that was..yeah.” Dean had a hard time finding words to describe what you both just experienced. “Yeah..I know.” You smiled at him, totally satisfied with yourself now and you knew Dean was too.
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Taglist: @jackles010378 @cevansbaby-dove @deanwinchestersgirl87 @alternativeprincess94 @il0vebeingdelulu
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path777 · 1 year
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blessing and a curse: #DEAN_SWEEP + s1 dean winchester covered in blood (not his) + an unexplained fuck or die curse. i love the world
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it was alarming to see dean pull into the parking lot of the motel like a maniac, the impala nearly scratching the next car over as he swerves and parks head-in. something was very wrong - even in the most urgent of emergencies you’ve never seen him treat that car this way. before you knew it he was kicking the door open, hand encircling your wrist tightly.
“dean, what-“ you start, noting the unruly state of his hair- even more than usual- the blood on his face and hands, and a panicked and fussy demeanor that was unlike the dean you knew. “are you hurt? should i-“
at that moment, dean makes a noise that the people in the rooms next to yours definitely heard. it didn’t even seem possible that it came from the man in front of you, a pained but nevertheless obscene moan, his eyes shut tightly as he clutches onto you. it’s then that you notice the tent in the crotch of his jeans, stretching the fabric there tightly. dean looks flushed, pupils dilated and lips parted. he doesn’t quite look embarrassed, just- in a state of unabashed arousal. heat shoots up your spine and your pussy starts to pulse palpably- both of which you ignore.
“listen to me carefully,” dean swallows. his voice is more gravelly than usual, almost hoarse, and laced with desperation. “i’ve been cursed. i’ve been cursed, and-“ he rubs his hand over his mouth, “and i need to fuck you. now.”
“what?” the curse part of it registers, of course it does, but at that moment the gravity of the situation escapes you - you feel hot, you’re in a tank top and sleep shorts but it’s suddenly really, really warm in the room, with dean crowding all up on you and his proposition- no, plea- lingering in the air. is a person supposed to smell this good covered in blood and dirt? and has his neck always looked like that? like- impossibly thick and- inviting?
his grip on your wrist tightens. “are you- are you okay with that, or- i mean, if i don’t come inside someone in, like, 20 minutes, i’m going to die, but you know i-“ he groans, low and guttural, “i don’t-“
“how do you want me,” you say in lieu of an answer, with maybe more conviction than necessary. dean’s eyes are shut tight, and he’s breathing heavily. “dean. how do you-“ but before you can even finish, he’s lifting the hand that he was holding, pinning it above your head against the door. and god, he’s so close to you, and the sweat- it’s so intense and overwhelming, like an aphrodisiac rising from his body, the smell of him enveloping you from all sides.
“is that a yes?” dean says, body pressed flush against yours now. you feel so heady, and his weight on you, hot and heavy, feels crushingly good- “i need a yes. please. please.” he’s looking right into your eyes, the tips of your noses nearly touching. but though he’s asking, you can feel his hips moving- twitching, almost, like it’s out of his control.
a beat passes and his hips jerk upwards, dragging his cock against your thigh. dean moans, though he stops himself almost immediately, biting down on his lip hard enough that you think it might start bleeding. “fuck- i’m sorry, it’s-“
“dean, stop- yes. god, yes- please,” you interrupt him to answer, tugging at the waist of his jeans with your free hand. he lets go of you briefly to unbuckle his belt. you couldn’t help but stare at his underwear then, at the wet spot on the front of it and the string of something sticky connecting the fabric and tip of his cock as he pulled the garment off.
you feel his cock between your thighs, the head of it so wet that he isn’t worried about chafing. it ruins your shorts, now sticky with dean’s precome, and he buries his face in your neck mouth open- tongue laving over your scent and sweat. he licks his lips- he seems more like himself now.
“should i- um, finger myself, or-“ you start, voice too breathless for your liking. next thing you know, after all this, he’s gonna accuse you of falling in love with him.
“i don’t have any lube- is that-“ he stops abruptly as his hand reaches into your underwear. his fingers swipe over your pussy- soaking through the fabric- and a self-satisfied look washes over his face, “i mean, obviously.” you almost roll your eyes but his lips are crashing against yours for the first time- you’re so painfully aware of everything about it; you want to brand this memory into your mind- the feeling of those lips, that impeccable cupid’s bow, perfect, full, pink, plush-
his lips are parted now, tongue darting into your mouth wickedly, and how he’s managing to do that in a situation like this is beyond you.
then your panties are at your ankles and there’s two fingers in you, thick and skilled- it draws a gasped whine out of you, the sudden stretch of him inside, twisting and curling at all the right spots.
“that’s it, sweetheart, come on- loosen up for me,” he says, almost under his breath. you can feel his impatience, rightfully there. but somehow he doesn’t feel rushed- just desperate, a little sloppy, and maybe even needy. “you’re so fucking wet.”
“dean,” you whimper, squirming under his touch. “dean, just fuck me, come on-“ it’s too soon and you know it, but the begging escapes you anyway- you feel white-hot, and the sensation of his fingers inside you are somehow electrifying, reverberating through your whole body. it’s something about his desperation, the fact that he needs you, needs his cock inside of your cunt-
“this whole thing is bad enough for you, i don’t want to hurt y-“
“and if i want you to?”
his lips quirk up, the first thing closest to a smile you’ve seen since he kicked open that door. “is that how it is?” his fingers start to move faster, your slick by now surely dripping down from the tips of his fingers if the lewd, wet sounds of squelching are anything to go by. “didn’t know that about you.”
you bristle. “there’re lots of things-“
“-i don’t know about you. yeah, alright, princess,” dean finishes for you. “let’s focus on me, now, yeah?”
but you can’t even let that simmer in infuriation because he immediately adds another finger, making it three digits that are readying your cunt for his cock, that are brushing the spot inside you that make your toes curl. it’s not long before dean decides that’s all you were gonna get - he has a deadline to meet, after all.
he pulls his digits out of you, coated in slick. he licks at it a little, just a dart of the tip of his tongue on his skin. god, the cheek, it’s just unbelievable- dean grins, lines his cock up, and-
he bottoms out in one thrust, the stretch hurting for a split second before it dissolves into a tautness in your cunt from being stretched too wide, too fast. you gasp, fingers splayed on the back of his neck. “dean, dean-“ you whimper, “that’s- oh- slow down, slow-“ he’s relentless; after the first thrust in, he sets an impossible rhythm and it’s driving you crazy. the noises falling from your lips are constant, an endless stream of moans and whines, begging for him to have mercy, or perhaps to make you come already.
“fuck, you’re tight,” he sounds wrecked now, “fuck.” and he keeps pounding into you fast, like he’s trying to go even deeper with every single thrust. the grip he has on your waist is bruising, the pain adding to the pleasure of his cock.
“this is,” dean pants, “such a bad time to have incredible stamina.” oh, this is so not the time.
“dean fucking winchester, i’m going to-“
“oh yeah, that’s it, talk dirty to me-“ but this only goads you,
“-put a gag in your fucking mouth!“ your voices overlap and you’re both breathing so heavily; you feel his hips stutter ever so slightly at your words, before he shuts his mouth and returns to his original rhythm.
“oh, you fucking freak,” you whisper, “you wanna be gagged? can’t ever shut your goddamn trap so you need a bit to drool around, isn’t that right?”
dean falters then, but he’s red, so red, so you take it as a good sign. “next time, princess.” you say scathingly, teasingly- the same way he said it to you just earlier. “next time, i’ll shove my panties in that hole of yours, how’s that sound?”
those green eyes are burning into yours, with equal parts desire and anger. he opens his mouth to say something, then shuts it again. his mouth opens again, but-
“fuck, dean- you’re bleeding,” you reach your hand up to his face, thumb brushing gently under his nose, smearing his blood over your fingertip.
dean lifts his finger to his philtrum. he stares at the blood for a beat, and that intense look that was in his eye dissipates. “are you on the pill?” he asks you suddenly. it beings you back to reality a little.
“right, you- right.” you swallow. “yeah, it’s fine.” he nods.
“just so you know… i’d like that.” dean looks away, his hips picking up speed again. “or. i’m not opposed to it. i guess.”
oh, this is just precious. “sorry, i’m not following. is this still about the- the gagging, with my-“
“shut up,” he hisses, licking his top lip clean where a drop of blood had reached from his nose.
“ask for it properly,” you say, breathless- because after all, he’s still the one driving into your cunt like there’s no tomorrow - literally. “use your words, dean.”
dean groans. “i- i-“ his thrusts are irregular now, chasing his high, “want you to gag me, shut me up-“ his noises aren’t stopping, now, either, driving you both to the crest. “i’m close, i’m close- fuck-! want- in my mouth-“ he says brokenly, still unable to get all the words out.
“they’re gonna get wet with your spit, dean, and then i’m gonna make you wear them-“ and dean comes right then with a cry, pressing hard up against your ass, cock spurting hot inside of you. your cunt squeezes around him, spasming as you come down from the high.
his face is buried in your neck again, but you don’t need to see his face to feel the embarrassment radiating off of him.
you both start at the same time,
“at least you’re not dead.” “not. a. word.”
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kdogreads · 1 year
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Happy Birthday, Dean
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Dean x Reader smut
Summary: It’s Dean’s birthday and you’re celebrating by doing his favorite things: drinking beer and having sex.
Warnings: 18+ only content, very little plot just smut lol, please let me know if anything needs added here
Word count: ~1300
A/N: I can’t promise I’ll keep posting content this frequently, but right now I am on a smutty roll lol. For now, please enjoy our birthday boy’s gift ;)
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Dean never wanted to make a big deal about his birthday, but you just couldn’t resist. You surprised him with some beer and snacks, and a few small wrapped gifts. A Kit Kat bar, Slim Jim, thrifted silver candlestick (to melt down into bullets), and a 5-pound bag of salt. He said he didn’t want anything but giggled like a school boy the whole time.
Sam and Eileen left the bunker shortly after the festivities concluded, adding a few gifts of their own. They were smart enough to know you two wanted some alone time.
As soon as the door shut, Dean walked over to you, took your beer out of your hand to set it down, and planted a warm, hungry kiss on your lips. You smiled into his mouth.
“Happy birthday to you,” You began while you worked on the buttons of his shirt. Dean’s eager hands grabbing your hips.
“Happy birthday to you,” You slid his shirt down his shoulders while he slid his hands under your own and pulled it quickly over your head.
“Happy birthday dear Dean,” He made quick work of the clasp on your bra and discarded the thin garment to the floor, pushing you up against the large table in the library. His rough hands lifting you easily to sit on the cool, wooden surface, pausing only to squeeze your round ass.
His hands moved to your breasts while he exhaled a sharp breath, cupping them and kneading them in his large hands. You crashed your lips to his and tugged the waistband of his jeans.
Moving frantically and sloppily you undid the button and unzipped the fly, shoving his jeans and boxers down in one swift motion. Dean followed suit and undid your jeans in record speed, his lips never leaving yours, and lifted you slightly with one strong arm so you could slide your pants and panties off and onto the floor.
Your folds were already dripping in anticipation, wanting Dean inside you filling your walls with his rock-hard cock. No other man could make you so desperately horny and wet without even touching you. The looks he gave you and dirty thoughts he whispered into your ear throughout the whole party had you biting your lip to keep from crying out all night.
Dean grabbed your hips and pulled you to him, his hard cock rubbing against your already throbbing clit. His hot breath danced down your neck and you threw your head back in ecstasy as he nibbled on the soft spot just above your collarbone.
He lined himself up with your entrance, one hand guiding it into your core and the other tangled in your flowing y/h/c hair. Your hands grabbing at his shoulders and the short hairs at the base of his neck.
He slowly slid himself into you, filling your wet center with his large member. He moved so slowly your body started aching for more of him. You gasped and let out a low moan as his hips met the inside of your thighs. A deep groan escaped from Dean’s throat.
“Happy birthday to you,” You sighed out as he pulled himself almost all the way out, leaving only his throbbing tip inside. You met his emerald gaze and dropped a hand to brace yourself on the table.
“Happy birthday to me, indeed,” Dean hissed as he slammed back into you. You inhaled sharply as the force of his hardness made your warm walls shutter.
He began thrusting in and out of you strong and steady. His arm held onto your waist so he could keep pounding into you while the other yanked on your hair, tugging your head back with it.
He sucked and kissed your neck leaving little red marks and pulling rhythmic moans out of your throat.
Dean let you out of his strong grip and pushed your stomach back until your back was flush with the table. He threw your legs over his shoulders before looping his arms around them to grab on both hips with a strong, powerful grip.
This was your favorite way to take him and he knew it. The new position made him fill you in an almost unbearable way. With each thrust he slammed into your sweet spot making you see stars and feel your walls begin clenching around him.
Within seconds you felt the white hotness of the most intense orgasm take over your senses. Dean smiled a wicked smile and began circling your clit with his thumb, never breaking his demanding pace. You shook in his grasp and rode the waves of pleasure through each thrust before coming back down and gathering your senses again.
“Fuck, Dean,” You finally breathed out, “God you fuck me so good.”
Dean let out a primal grunt in response and grabbed your right leg, sliding it back down to rest on the table so he could have easier access to your clit.
He continued plowing roughly into you, smiling as he watched your face twitch in intense pleasure.
“Cum for me, daddy, please,” you begged, wanting to feel Dean’s warm liquid spill out inside of you.
“Fuck,” Dean grunted, “Gladly, baby. But not yet.”
You dropped your head to the table while Dean worked eagerly on your clit. He circled it with his fingers and moved you in all the right directions.
“Dean,” you moaned, “Dean please I can’t- I’m s-so close.” You had barely recovered from the first one before you felt your walls tighten again, another wave of pleasure coursing through your veins.
You let out a loud moan and yelled Dean’s name over and over until the spasms inside you finally slowed down. He fucked you through the waves and dragged your intense pleasure out as long as he could. You could barely tell which way was up by the time your fingers stopped clawing into Dean’s strong forearms, and you let out a raspy, “Fuck.”
“That’s my good girl,” Dean cooed into your ear, pulling you up from the table and holding you close to him, “Such a good girl cumming all over daddy’s dick.” Still thrusting himself into you, just slower and more methodically.
You tangled his hair in your hand and ran the other down his back, scratching him with your nails the whole way down.
“Please, daddy. Please cum inside me,” You breathed into his ear, “Fill me up, daddy, please.”
Dean’s pace wavered for the first time as you felt his muscles tense up. He growled into your neck and let out a string of curse words. He tightened his grip around your waist as you felt him spill out inside you, filling your walls with his sticky warmth. You gasped into his ear as the new sensation sent shivers up your spine.
“Fuck, y/n,” He hissed, “God I love your tight pussy, baby” He kept thrusting into you, slowly tapering his pace, trying to ride every wave of pleasure he could deep inside you.
You sighed as he slid himself out of your sore, throbbing folds. His eyes met yours and he pulled you into a deep, passionate kiss. He held you tight as if he wanted to savor every single moment his skin felt yours.
You smiled contently as Dean grabbed his discarded t-shirt to clean you both up and plant another warm kiss on your lips.
“Happy birthday, Dean,” You whispered into his mouth, a smile creeping onto your face
“God, I love birthdays,” Dean exhaled and smiled.
“But you’re supposed to let me take care of you on your birthday!” You responded in protest, wrapping your arms around his shoulders.
“We’ve got all night for that, baby,” Dean bit playfully at your neck and you let out a squeal in surrender.
Dean stepped back and extended his hand to help you off the table. It took a moment before you regained your balance.
“I’m gonna take a shower,” you told Dean before turning in the direction of the bathroom. You kissed his lips one more time and squeezed his arm.
“I’ll meet you there, sweetheart,” Dean responded with a wink. You laughed lightly and headed on your way.
It was going to be a long night and you couldn’t wait.
Join my tag list! Thank you so much for the love ❤️ @this-is-me19
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octoberclidan · 7 months
Text
Doing Something About It
Pairing: Dean Winchester x Reader
Request: Hi love your stories btw!!! I was wondering if you could do a request… on where the reader constantly teases dean with naughty texts and finally does something about like hard core smut please and thank you 🖤🖤
Note: 18+ only. Do not read this if you're under 18.
Masterlist
Story:
[Y/N] was sitting at a table in a motel room, flicking through a book on vampires. She was currently on a hunt with Sam and Dean, a large vampire nest, but she was stuck in the motel after spraining her ankle the day before. She had her leg propped up and had her phone on the table, waiting for one of the guys to ask for some lore info. She was bored out of her mind. Vampires were her speciality, and yet she was reduced to acting as nothing more than a source of information for the time being. She hadn't even sprained her ankle while hunting, she'd tripped over a rock while getting out of the car in the motel's parking lot. A rock. Dean had made himself red in the face from laughing at her while Sam had carried her into the motel room. Sam was always sweet to her, while Dean constantly teased her. She teased him too, he was her best friend after all. If she was seriously injured she knew he'd be at her side in a heartbeat. He'd even tried to sell his soul to save her once. She knew he loved her. She loved him too. Being laughed at for having a sore ankle wasn't always appreciated though.
Neither Sam nor Dean had needed to call her for anything. Why would they? They must have taken down hundreds of vampires at this point; they knew what they were doing. She sighed, turning over another page with some more information that she already had catalogued away in her mind, when she glanced over at her phone. She smirked to herself and grabbed it, settling back in the chair and deciding that she was going to have a little bit of fun. She quickly opened her messages and went to her text history with Dean, laughing to herself as she read back over a recent conversation they'd had about Sam's defensiveness over kale.
[Y/N]: Guess what I'm doing right now in our motel room?;)
She didn't have to wait long for Dean to respond.
Dean: [Y/N], I'm in the middle of staking out a warehouse, not now.
[Y/N]: I got bored, so I decided to try on some of your clothes. That red flannel of yours feels very nice on my skin...
She waited a moment for a response. This was a common game for her, she loved teasing him. It was only teasing, they'd never actually done anything. Dean also, surprisingly, wasn't one to tease back. He'd flirt with random girls in bars but he didn't flirt with [Y/N]. She figured she just wasn't his type, and although she'd had a crush on him when they first met, she was content with friendship now. She did still like to tease though.
Dean: You better be joking [Y/N], I only brought one extra flannel on this case.
[Y/N]: It's so soft. It feels really nice. It's so long, it covers me completely, I don't even need to wear underwear with it...
She giggled as she watched a little 'Dean is typing' text pop up, but was confused when it suddenly stopped with no text. Her confusion didn't last long when a notification from Sam came in.
Sam: Whatever you're texting Dean, quit it. He's all flustered and distracted and I need him focused. We're about to head into the nest, I'll text you when we're on our way back. Behave.
She sighed but texted him back to wish them luck, then set her phone down and decided to try and hobble over to the bed and try to relax until they were finished with the hunt.
***
Sitting across from both of the Winchesters in a diner after yet another successful hunt, [Y/N] was nodding along to something Sam had started ranting about. Something to do with how the witch had messed up a certain line from a certain spell, but she wasn't really listening. They'd just spent the last week stuck in a small town, endlessly researching how to kill this particular witch; the last thing she wanted was more witch-talk. She glanced over to Dean, and she tried to hide a smile when she saw his vacant expression. He was also nodding along mindlessly as Sam went on, staring at the food that had just been placed on the counter that was almost certainly destined for their table. She wouldn't be surprised if he drooled when the waiter grabbed it and started to head towards them. He eagerly took his plate from the waiter, staring at the burger in front of him like he'd been starved for days. As Sam continued to ramble on, [Y/N] looked down at the phone she had on her lap beneath the table.
[Y/N]: Jesus Dean, wish someone would look at me like you look at that thing
Dean felt a buzz in his pocket just as he was about to pick up the burger, pulling him from his trance. He huffed and set the burger back down, reaching into his pocket to pull his phone out. He quickly read the text and glanced up at [Y/N], immediately trying to decipher her expression. She was clearly trying not to laugh, so he settled on glaring at her and shoving the phone back into his pocket. Before he could be interrupted again, he grabbed the burger and took a bite, moaning into it. [Y/N] stared at him, a sudden flash of heat spreading through her lower stomach down through her thighs. Is that what he sounded like in bed? What would that moan feel like against her neck? Her lips? Her inner thighs? Her...
"[Y/N]?" She blinked and looked to Sam. "Are you okay?"
"Yeah". He voice came out as a whisper and she cleared her throat. "Yeah, why?"
"You seemed zoned out". He shrugged and took a sip from the smoothie he'd ordered. "So I was thinking about this one word she said in that spell where she..." Sam continued to ramble on about the witch as [Y/N] heard Dean moan into his burger for a second time, this time pulling back to lick his lips. She looked down at her phone again.
[Y/N]: Do you want some alone time with it? Those noises you're making, I feel kinda jealous
Dean's phone buzzed and he looked up at [Y/N], maintaining eye contact as he pulled his phone out again and unlocked it. He glance down to read the text before looking back at her, but this time, her face was serious, no hint of a joke. He glanced sideways at Sam, who was oblivious to their private conversation, and began typing something back.
Dean: Think you could pull those noises from me Sweetheart?
She looked at her phone as soon as the message came in and felt her cheeks heat up. She liked to tease Dean a lot, but him teasing back was new and unexpected. He usually just rolled his eyes and told her to 'keep dreaming'. She quickly put the phone away and tried her best to ignore Dean and listen to Sam, but she was concentrating so hard that she couldn't keep up with what he was saying, and she kept having to force herself not to look over at Dean. She knew he'd be smirking at her.
***
It was late when the three of them arrived back to the bunker from a run in with a demon. It hadn't gone overly well, and the three hour drive back had been silent. As soon as they got out of the car, both Sam and Dean excused themselves to their bedrooms. [Y/N] decided she needed a bath to try and destress, and quickly made her way to the bathroom. She pulled out a basket that she kept in a cupboard under the sink, placing a few candles around the bath and lighting them, enjoying the floral scent they gave off. She turned off the lights to enjoy the dimness of the room, and once the bath was full of steaming water, dropped a bath bomb into it, momentarily mesmerised by the fizzing and colours. She set her toiletries down on the side of the bath and shrugged out of her clothes, setting them on a counter before stepping into the bath and letting herself be absorbed by bubbles and heat. She leaned her head back and rested it on the edge of the bath, and was just about to close her eyes when her phone buzzed. She reached out to grab it, and was surprised to find a text from Dean.
Dean: Where are you?
[Y/N]: Bath, why? Is everything okay?
Dean: Bath? And you choose now not to be a tease? Come on Sweetheart, I expected more from you
She stared at the text and frowned at it. Was he being serious or sarcastic? She couldn't tell. He'd been in a bad mood since the hunt, she didn't expect him to be up for any teasing or flirting this evening, she didn't think he'd even want to talk at all until the next day. Maybe it was the heat and bubbles going to her head, but she prepared what was going to be the most forward message she'd ever sent him. She sent him a photo of her knees sticking out from the bubbles. She didn't send any text with it, because she felt like whatever she said, it could be too forward. She felt nervous as she waited for a response, and a cold shiver ran through her when she saw he'd opened the message. Only moments later, the bathroom door opened.
"Dean!" She gasped, covering her breasts as he quickly stepped into the room and closed the door behind him, hoping the bubbles would cover the rest of her. He stared at her with an unmistakable hunger in his eyes and slowly began to walk towards her, daring her to break eye contact first. "What are you doing in here?"
"What am I doing in here? I'm finally doing something about it". His eyes finally fell away from hers, only to land on her hand which was covering her chest.
"Doing something about what?" Her cheeks were heating up under his stare, she felt very exposed but admitedly excited at the same time. She never imagined Dean doing something like this. Well, she had actually imagined a situation like this, but she never thought it would actually happen. Dean Winchester was staring at her naked body, and he wanted her.
"The teasing, the flirting, the desire. I've had enough, I cannot keep ignoring it. You thought I'd be satisfied with a photo when the real thing is just down the hall from my room?" He chuckled, pulling the hem of his t-shirt up and off over his head. She allowed herself to look at his shirtless body. She'd stared at Dean's bare chest and stomach plenty of times before. She'd touched him while stitching him up after hunts, but this was different. He wasn't showing himself to her out of need, this was something he wanted. He unbuckled his belt and pulled it out, dropping it to the floor before pushing his jeans down and stepping out of them. She couldn't keep her eyes off him as he slowly hooked his boxer briefs with his thumbs and pulled them down, letting his cock slap up against his lower stomach. Now, this was something that [Y/N] had never seen. He was putting on a show and she was giving him her full attention.
She'd assumed he was well endowed judging from the looks she'd seen from girls leaving his car in the early hours of the morning whenever he hadn't come back to the motel room. It was different actually seeing him though, already hard and knowing it was because of her. "If you want to come clean and tell me you don't want this, and that all the teasing meant nothing, then now is the time". She finally looked back to his eyes and shook her head at him, suddenly feeling shy under his gaze as he leaned over her. He knelt down beside the bath, and reached out to tuck her hair behind her ear, his gaze softening. "I want to kiss you". He almost whispered, and she swallowed nervously, conscious that the bubbles were slowly starting to disappear. "The teasing, do you know what it does to me? Do you know how many cold showers I've needed to take because of you? How many embarrassing situations you've put me in with your texts while I'm out somewhere?"
"No". She shook her head. "I didn't think you liked me in that way".
"Are you kidding? Look at you, you're gorgeous [Y/N]. You're my best friend, I don't want to fuck that up, believe me. But I can't take it anymore, I want you. Please tell me you want me too". His hand dropped to her neck, his thumb lightly stroking her jaw. His green eyes were sparkling, reflecting the bubbles and flickering of the candles, and she found herself completely lost in them. She didn't even realise that she was leaning in towards him until his eyes closed and their lips touched. He brought his other hand up to grab the other side of her neck and he quickly deepened the kiss. She could feel the desire from him, it was like he just couldn't get close enough to her. She dropped her arms from around her chest and grabbed his face, water splashing back into the bath as she did so. The sound caught Dean's attention and he pulled away from her to look down and her now completely exposed body. He groaned and slid a hand down to lightly pinch one of her nipples before he began to grab and grope at her, listening to her moans and watching as she closed her eyes and leaned back against the side of the bath.
He suddenly let go and stood up, and she opened her eyes to see him reaching for her shoulders, pushing her forwards gently to give him room to step into the bath behind her. He carefully grabbed either side of the bath and lowered himself in behind her, slotting her in between his legs. Once he was seated, he wrapped his arms around her, either hand grabbing a boob each and pulling her back to lay against his chest. She lay her hands on his thighs either side of her and leaned her head back onto his shoulder, moaning as he leaned in to kiss her neck from behind. She could feel him hard against her lower back, and he slowly ground against her, the water in the bath rippling back and forth as he did so.
"Dean". She moaned as one of his hands started to glide down over her stomach, sinking beneath the water.
"Shhh, just let me take care of you". He mumbled into her neck. Her grip on his thighs tightened as his finger flicked over her clit and began stroking up and down over her entrance. He began to nibble at her neck and continued to massage her breasts with one hand as he slipped a finger inside her, groaning when he heard her gasp. "Fuck". He mumbled before grabbing her thigh and lifting it up, hooking it over his own to give him better access as he slipped another finger in and began to circle her clit with his thumb. Only a few minutes had passed but she could already feel that she was close. He kept pumping his fingers in and out at a steady pace while keeping his thumb on her clit and his other hand alternating between her nipples, his tongue and lips exploring her neck and shoulder. There were so many sensations at once and it was all Dean. He was everywhere, and before she knew it her orgasm released waves of pleasure throughout her body, the heat from the water only prolonging it. As he felt her tighten around his fingers he murmured encouraging words to her, trying to get it to last as long as possible.
"You ready for me?" He asked after she relaxed back into his arms. He pecked her shoulder and ran his hands up and down her arms.
"Yes. God, yes Dean".
"Come here then". He manhandled her, though gently, turning her around and ignoring the water splashing over the side of the bath. She straddled him as he sat up and grabbed her hips, grinding her against him as she dropped her forehead against his. "Ride me [Y/N], I want you to ride me". His voice was deep but there was a slight whine to it, like he was begging while trying to keep an authoritive tone. He helped to lift her up in the water and she reached down to grab him, revelling in his moan as she slowly stroked him a few times before lining him up with her. She slowly sat down on him, both of them holding their breaths until the backs of her thighs hit the tops of his again. They both sighed in relief; it was a perfect fit. She held onto his shoulders as she lifted up slightly before sitting back down, the feeling of the water around her waist tickling slightly as the last of the bubbles popped against her skin. Dean was moaning as she lifted up again, he held her hips and pulled her forwards before pushing her back as she sat back down, trying to maximise the feeling of being inside her as much as possible.
He let his head fall back, leaning against the back of the bath and pulling her down on top of his chest as she continued to ride him. She let her hands drop from his shoulders and began exploring his arms, his chest, and his stomach, feeling the muscles underneath his skin tense as she moved. They were slow for a several minutes until he gripped her hips more tightly, stopping her and holding her in place before he thrusted into her, both of them groaning at the harder sensation. She lay down on his chest, pressing her breasts against him and began to kiss his neck and jawline as he continued to thrust into her. "Fuck, I'm close".
"So am I". She whispered into his ear and kissed him again as he reached back down to her clit and started circling it again. She could feel another orgasm building up, and although Dean kept his thumb on her clit steady, he was starting to chase his own orgasm with his thrusts becoming sloppier and firmer. Once she came again and moaned into his neck, he could feel her squeezing him, and he came inside her. He didn't think he'd ever cum that hard before and it lasted longer than he thought was possible, the sensation filling his entire body as he stopped moving and closed his eyes, trying to catch his breath. She could feel him softening inside her as she kissed his cheek and he wrapped his arms around her waist, just holding her. "That was..." She trailed off, not knowing exactly how to describe what had just happened.
"Yeah. Yeah, it was". He opened his eyes and looked up at her, tucking a loose strand of hair behind her ear and gazing into her eyes. He reached up to press another kiss to her lips and then kissed her nose, pulling a giggle from her. "We're definitely doing that again".
The end
Dean taglist: @123passwort @janineb86 @k-slla @lyarr24 @candy-coated-misery0731 @jackles010378 @hobby27 @pizzagirlxnsfwx @angelwiththeshotgun
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alexsoenomel · 6 months
Text
Agent's Sin (Dean Winchester x Reader smut)
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Summary: A handsome FBI agent walks into a bar where you work.
Pairing: Dean x Reader
Warnings: reader had a shitty childhood and trauma (no details), alcohol consumption, age gap (Reader is 23 and Dean is 41), cheesy flirting and sexy times
Word count: 3.2k
Note: I had a block but not anymore? This happened. Hope you enjoy, I sure did writing it.
Like/ reblog or both if you like it :)  
A Sleazy bar wasn’t your first choice but you had to start somewhere. You were a broke college student with no savings, far away from home and you had to feed yourself. Dealing with drunks was easy, considering your dad was one until he had his last bottle of vodka that killed him one Friday night. The pent-up rage you buried deep inside your soul would resurface every now and then whenever someone decided to be a mean drunk like your late father. You would never get violent, you could never hit a man, but cursing and telling them to leave before you would call Karl to throw some punches – you could and you did that. He was a gentle 6′ 8″ giant; security guard; nicest guy to be around, but a damn beast whenever someone decided to get too touchy with you or just straight up be a dick.
Every day was the same: you would wake up, go to classes and after classes straight to work. You had the same three meals every day, slept for six hours max and didn’t have any time for yourself. The money was okay; tips coming left and right considering the amount of creepy, old men visiting the joint and getting drunk after clocking out. They would tell you how beautiful you were, and you would just give them a fake smile and pour them another one. Your smile wasn’t a million-dollar smile in Hollywood, but it certainly brought in some extra cash. It was exhausting to act like you were flattered by the comments, but considering the state of your bank account, you had no other choice. 
Wednesday was coming to an end and you were ready to clock out when a tall, very good-looking man walked in and sat right in front of you at the counter. He was gorgeous; hedgehog-like hair, freckles scattered all over his face like stars in the sky and hypnotizing green eyes. You swallowed thickly as soon as you saw him eyeing you with a smirk on his face. You told Karl to leave early that day. Poor dude almost got stabbed after trying to defend a woman from a very drunk individual who didn’t understand the meaning of the word no. 
Men made you nervous, you didn’t trust them, but something was telling you that this one was harmless. 
“What can I get you?” You asked. You were a little annoyed since it was almost closing time but chose to stay silent.  The bar was empty anyways, hopefully he would have his drink and leave after a few minutes.
“Whiskey. Any kind. Neat,” he said, before he bit his lower lip, his gaze fixed on you.
His voice was deep and raspy, covering your body in goosebumps almost immediately, before your brain told you to snap out of it and pour him the damn drink. 
“Coming right up!” You smiled forcefully. 
You poured him the best whiskey you had – Rittenhouse Rye Whiskey. You weren’t much of a drinker, but you knew that its distinct and spicy flavor was top notch. You had gotten drunk a couple of times on the job. Dealing with sleazy bastards would sometimes get too much for your brain, so alcohol was the antidote. The handsome stranger immediately took a sip and sighed in satisfaction. 
“Rittenhouse?” 
“Yeah,” you answered him. 
“Good choice.” 
“My favorite,” you lied with a soft smile. It wasn’t your favorite. You hated hard liquor. You would only drink it when you wanted to get drunk – no joys in that whatsoever.
Watching him take another sip you noticed a couple of things: he was much older than you; he looked tired and had a small cut on his lower lip. His red flannel was perfectly wrapped around his frame while the rolled-up sleeves made it hard to look away. Correction, your fascination with vascular arms made it hard to look away. 
He wasn’t subtle either. His eyes scanned your face; he was searching for something. Feeling like the whole world was watching, you decided to turn around and focus on getting the rest of freshly washed shot glasses polished and ready for tomorrow’s shift. Your cheeks were burning as your hands became slippery; your body felt foreign. You felt your fingers go numb as the shot glass you took slipped and hit the floor shattering everywhere.  
“Ugh, crap!” You mumbled. 
“Rough day at work?” You heard him say. 
“You have no idea,” You turned around to face him. His eyes were dark, illuminating in dimmed lights, still watching you. 
You ignored his gaze and went in the back to get a broom and clean the mess you made. When you came back you noticed his glass was empty. 
“Another round?” 
He nodded and raised his glass for you to pour another one. 
“Make it double.”
You registered his demand, but stayed silent. You had a feeling he wasn’t leaving anytime soon. The familiar riff of Don’t Fear the Reaper by Blue Öyster Cult started playing when the whiskey bottle touched his glass. Your head followed the rhythm, moving left and right as you started to hum the lyrics. 
“You look too young to know the lyrics of this song,” he said, taking a sip of his drink. 
“And how old do you think I am?” 
“You’re old enough to serve alcohol, so 21?” 
“Nice guess, but no. I’m 23.” 
The handsome stranger didn’t expect you to be almost 20 years younger than him. His brows shot up in surprise before he said: “Awesome!” 
“There’s nothing awesome about being a broke college student dealing with creepy drunks every night, old man!” You said, not really knowing where the old man comment came from. You desperately wanted to spark-up the conversation with the man in front of you, but you were never the one to break the ice and actually talk to strangers. So far this was great.
“You think I’m old?” He asked with a soft smile on his face. He didn’t seem bothered by your comment. 
“You are definitely older than me so yeah, kinda.” 
“How old?” 
“In your early 40s.” 
The lines around his eyes coming through whenever he would smile and freckles covering his face were a dead giveaway. He probably once was a beautiful young boy – you thought. Once that innocence was taken away, he grew up, but his beauty stayed intact. He was now a beautiful and tormented man.
“41,” he said.
You then exchanged your names. His name was Dean. He was just passing by after finishing a job in Lincoln. 
“What kind of job?” You asked. 
His hand went to the right pocket on his flannel and he showed you his credentials. FBI it said.
“Special agent has a nice ring to it,” you commented and decided, since you were closing soon, to lock the front door. “I promise you I’m going to let you go, I just don’t want any new customers.” 
“When do you close?”
You took your phone from the back pocket of your jeans before answering: “In about 10 minutes.” 
“Have a drink with me then! I promise I won’t tell your boss,” He winked. 
You were taken aback by his invitation that sounded more like a demand. You could feel the tension in the air rising; something about Dean was luring you in even though deep down you knew it was wrong. You had been dating your boyfriend, Dan, for sometime now, but it didn’t seem right. You got along just fine, but something was missing. He was sweet, too sweet sometimes, and yet you didn’t have a sweet tooth. You met through a mutual friend and after a few months of boring dates and sex you were over it. Eventually you told him you needed a break from it all, lying through your teeth, saying you wanted some time alone to focus on upcoming exams. You didn’t have the heart to break his. He was sad but decided to respect your decision.
That was two weeks ago. He would text you every day and you would simply ignore it.
A sigh left your lips before you went behind the counter and decided to pour yourself a glass of whiskey. 
I’m going to regret this.
“Cheers!” Dean said, lifting his glass.
“Cheers, agent!”
Click!
The hard liquor was burning your throat and you pretended to like it and not show how much it actually hurt. Right now you wanted to get drunk as fast as possible; you wanted to feel comfortable around him even though he was a complete stranger.
“You’re going to get me fired, Dean!” You said and chugged the rest of the whiskey from your glass. 
“Woah, you really had a rough day, huh?” 
You wasted no time and poured yourself another. Your throat was on fire, but your brain was slowly becoming numb. It was working. 
“More like rough life! Cheers!” You lifted your glass and took a sip.
The more you drank, the more details you noticed about Dean. His eyes crinkling, his long thick fingers gently holding the glass, his pink lips pressed against the glass… There was a need waking up inside of you with each sip you took. The liquor was dissolving away your sense of restraint and any sanity you had left; all you wanted to do was to crash your drunken lips on his.
“How rough?” Dean asked you. 
“Abusive alcoholic father and a deadbeat mother rough,” you said, now feeling tipsy wanting to sit. You moved an empty wooden crate that was on your left and turned it upside down so you could use it to climb the counter and sit next to Dean. He was fallowing your every move, admiring your legs. 
“So, daddy and mommy issues? That is rough!” 
You shared a look. Up close, he was even more beautiful. You could see every line on his face, around his eyes, lips, and cheek. Every line had a story and perfectly melted into his skin. You quickly looked away, refusing to show him you were completely under his spell.
“Do you work in the Behavior analysis unit? Can you tell I'm chronically searching for approval and acceptance from people but at the same time not giving a shit and trusting no one?”
You weren’t familiar with the branches of the FBI; you just watched too many Criminal Minds episodes.
Dean chuckled. “Not really.”
His hand suddenly went to your thigh as your legs were dangling from the counter. Your heartbeat was in your throat, but at the same time you felt a sense of calm. You knew it was wrong; he was twice your age; FBI agent and yet this was the most excited you had ever been. Your soon to be ex didn't even cross your mind. Something about this man was pulling you in and not letting go.
You finally got the courage you needed to look at him and not look away. He seemed sober, more sober than you at least… 
“Your hand is on my thigh, agent,” you finally said, forcing the last drop of confidence out of yourself. Your walls were crumbling and your desires were resurfacing.
“Tell me to fuck off then,” he suddenly stood up, equalizing the height difference. His other hand went to your other thigh as he gently pulled your legs apart, standing between them. His face was inches away from you, even if you wanted to, you couldn’t look away. 
“You make it hard to, though,” your skin was on fire, burning for the man you met almost two hours ago. You only knew his first name, his occupation and that he had an awesome taste in music. He was a stranger and yet felt so familiar.
Your words weren’t necessary anymore. You knew what you needed and realized he, too, craved the same thing. The life he was living was exhausting and full of lies; he wanted to forget about his fake badge and lies that he told over the years. He cupped your face with his hands and gently pressed his lips on yours. It was a soft kiss at first, which quickly deepened and grew with lust and want. You wrapped your hands around his neck pulling him closer as your legs were wrapped around his torso. You wanted him impossibly close. Light groans and moans filled the bar as you didn’t break away until breathing became a necessity. Panting and red around your mouth from his stubble, you rested your forehead against his.
“I’d invite you to my place, but I don’t think my roommate would appreciate me coming home with an FBI agent.” 
His eyebrows went up before he asked: “Right here?” 
“If you knew how much puke I had to clean just this week…”
Dean’s nose wrinkled slightly. He chugged the rest of his whiskey, feeling a pleasant burn in his throat.
“My car! Now!” He demanded, taking your hand as you jumped off the counter. 
You unlocked the door and saw the only car that was parked, right in front of the bar – black, shiny and beautiful Chevy Impala. You hadn’t seen cars like this for a long time.
You opened the back door and went in. Immediately, you were hit with the smell of leather. Dean followed you and shut the door behind him.  
“Nice ride, agent!” You commented and decided to get up and straddle him. He wasn’t protesting, letting you settle on his lap.
“Thank you!” He sounded almost proud.
You kissed him, feeling the exhale through his nose on your face before he opened his mouth giving you permission to deepen the kiss. The taste of whiskey was still in his mouth and in a strange way you felt like you were getting drunk and losing control with each and every kiss. Dean’s hand went into your hair, pulling it lightly and making knots you’d have to take care of tomorrow. You kissed for a while, your hands roaming, desperately searching for naked skin to touch and explore. Naturally, as you started to grow impatient, your hips started to move, grinding against him. You could feel him getting hard underneath you; he was bigger than you expected. When you couldn't breathe, your lips moved lower, kissing his neck and your fingers started to unbutton his shirt.
"Too bad you're not wearing a suit," you told him, between kisses. "I bet you look hot as fuck while chasing the bad guys." 
Dean chuckled at your comment, not wanting to admit he was flattered. He undid the bottoms of your jeans and his two fingers slid inside feeling your already wet cunt dripping with pleasure. His two fingers slid inside with ease. Your lips parted as you moaned his name. "I bet you look hot as fuck moaning my name, sweetheart."
This man was different. His scent, a light mix between pine trees, whiskey and leather; eyes so green you would think they were little gemstones staring at your soul in the dark; his age…It was a fatal mix, worth potentially getting fired or hurt for.
After taking your sweet time to unbutton his shirt, you could touch his bare skin. His fingers were still there, between your legs, slowly pumping in and out, but you wanted more. 
"Fuck me!" You whimpered. "Please!"
"Needy!" He said, placing kisses above your jaw. 
"Desperate," you corrected him.
It has been too long since you last had good sex. Too fucking long. You forgot what it was like to orgasm without your favorite toy. Your soon to be ex did absolutely nothing for your body and soul. No matter how hard you tried, how much you talked – he just wasn't working for you.
Dean liked the words coming from your mouth, so he decided to stop playing games. He pulled his hand out of your pants and licked his fingers clean. 
"Almost as sweet as you," he exclaimed. 
You felt your cheeks burn. He took off your shirt and soon after, your bra. Your chest was completely bare but you weren't worried about someone seeing you. It was dark outside and the only light that you had were from the street lights surrounding you. He placed gentle kisses on both of your breasts before he told you to lay down. You said nothing and did what he told you. He took off his shirt before pulling your pants down, taking them off without you lifting your hips.
"Damn baby, you're gorgeous," he said in awe. 
He was the one to talk; his upper body was carved by the highest of the Gods and his angelic, yet rough facial features made it hard to not stare. The universe created Leonardo da Vinci's Vitruvian man a couple of centuries later and sent it straight to you. The man undoubtedly had perfect face and body proportions.
"You're making me blush, agent."
He took off his jeans, struggling to find room before kissing you again. It was getting cold in the car since it was late October but his body was now pressed against yours, keeping you warm and safe. Your hand went to feel his fully hard cock before letting him put it in you.
"Please!" You begged again, feeling the desperation in your voice, but not being embarrassed about it. 
"Okay, okay!" He whispered, finally ready to give you what you want.
He moved your panties to the side, being too eager to take them off, and let his cock free as he lowered his boxers. Without warning he entered you, stretching your walls and making you gasp in a weird mix of pleasure and pain. He was big, so getting used to his size was going to take a couple of seconds. Your fingers dug into his shoulder blades as he started to move slowly. 
"Am I hurting you?" He asked worriedly. 
You whispered a no and kissed him as he started to move again. Soon enough, pleasure took over completely and you couldn't leave the sound of his name out of your mouth. His kisses became messy, slowly losing control over his body and movements as his pace became frantic. His right hand wrapped around your neck putting just enough pressure for you to completely fall apart.
The air in the car was hot and stuffy, and steam started to form on the windows. The sound of your wet cunt taking him over and over again mixed with Dean's moans and grunts; you knew you were going to cum. 
"I- I" you tried to speak but nothing could come out. 
Dean's eyes locked with yours in a moment, both completely consumed with each other…
"Come on baby!" He told you, his voice raspy and sexy. You couldn't get enough of it.
Soon enough you came all over his cock, biting his shoulder, trying to muffle the scream of pleasure. He hissed but didn't say anything as he came soon after. You felt his hot seed filling you up completely as you thanked the universe you were on birth control.
You were both panting, sweaty and speechless. Dean rested his forehead on yours, trying to calm down. 
"So…can I get your number?" He asked.
"Only if you wear a suit the next time we see each other."
"Roger that!" He smiled.
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literallylexa · 3 months
Text
DEAN X READER:
FOREVER AFTER ALL
IMAGINE SMUT
Imagine: You die and your life flashes before your eyes, how you met Dean Winchester. You wait for Dean to finally arrive in heaven. CONTAINS SMUT
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💜•••••••••••••••••••••••••••••••••••••••••💜
BEFORE:
Scenes of your past flash before your eyes as you lay dying. The first time you met Dean Winchester you had already fallen in love with him.
“Hello this is my partner Agent Smith and I am also Agent Smith..uh no correlation.” Dean smiles at you. “We are following up on a missing persons case. Your friend, or uh roommate?”
The night before you had come home to your friend slaughtered. Fingers chopped off and a slit neck. “Yes, how can I help you?” You ask, a sad tone in your voice.
“Did your friend have any enemies? Anyone who would want to hurt her?” Dean asks.
“No. She was a very friendly person. However…I don’t know you might think I’m crazy but the nights leading up to her..murder.” You choke, “She was saying that she saw her ex boyfriend. But he’s been dead for almost 2 months now.”
“What was the name of her ex?”
••
You’re stuck in a salt circle. The ghost trying to get through to kill you. You clutch onto Dean’s jacket tightly, legs shaking. Even though you’ve only known him for a day, you trusted him. He was strong, handsome, confident, and comforting. “I got you. Nothing will happen to you. Sammy should be done any moment now.” Dean looks down at you with a soft smile. His green eyes making contact with yours, making you blush. The next second, the ghost burns away into thin air. Everything was quiet. You hug Dean, standing on your tippy toes to reach his neck. His thick, muscular arms wrapping around your small frame, holding your waist.
Sam and Dean leave town after that. “So ghosts, vampires, and just monsters are real, huh?” You ask Dean.
“Unfortunately…But hey, here’s my number. In case you see or hear anything. Call me immediately.” Dean grabs your phone and puts his number in. You blush even harder. “You can’t stay for longer?” You ask Dean, hope gleaming in your eyes.
“I’m sorry sweetheart but no. We gotta hit the road. Take care of yourself okay?”
You grab Dean by his shirt and pull him down to your lips. He’s taken by surprise by your actions, but ultimately pulls you in closer, grabbing your hips and grinds against his. His lips are soft and wet, crashing against yours you feel out of breath. “For the road.” You say breaking apart, face hot and red. Dean bites his lips and says goodbye, getting into Baby and driving away.
••
After that encounter, you started to hunt on your own, mostly giving hunters tips of locations and the possible supernatural creatures. “Glad you could make it.” You say to Dean. “You called, I answered.” He chuckles. You guys hug, you take a deep breath. It feels like the whole in your heart was filled again. Excitement, love, and arousal filled your body. Dean was the sexiest man you’ve ever seen. Not to mention having an amazing personality too. If only he wasn’t a hunter, maybe you’d have a chance to actually be together. His eyes linger for a little bit too long on your lips and breasts. As you walk in front of him to your apartment you can feel him staring at your ass too. “You want a beer?” You ask opening the fridge. “Always.” Dean looks around your apartment, picking up old pictures of you and your deceased dog. The room is silent, however the sexual tension between you two did not go unnoticed.
“So!” You exclaim tapping the table top. “What have you been up to?”
Dean takes a gulp of his beer and sets it down. “Oh you know the same old stuff. Hunting.”
“Speaking of hunting. Thats why I called you here. I’m pretty sure a demon is possessing my neighbor.” You say quickly, trying not to make the conversation even more awkward than it already is.
“What?!” Dean yells, walking over to you. “Nah uh you’re not about to have a demon next door. Pack up your things, we are staying at a motel until we get this figured out.”
••
Unfortunately for the bed, but fortunately for you, the motel only had one bed- no couch. “We can just share the bed.” You say sheepishly. Dean smirks, “There’s a lot of things we can share on the bed.” You giggle and punch his shoulder. He’s not lying though. There’s many things that you’d like to share with him on that bed. Many things.
You and Dean end up exorcising the demon. Luckily the person was still alive, you call the ambulance to have them picked up. “Good job back there.” Dean says, looking at you up and down.
You know that things would never get that far with Dean, but it didn’t stop you from being so incredibly attracted to him. Maybe he felt the same way. Dean steps closer to you, lifting up your chin to look at him, brushing hair out of your face. He crashes his lips against yours, picking you up and setting you on the counter. With your legs wrapped around his waist, he grinds up against you. Dean groans from the friction, a bulge growing in his pants. His hands run up and down your body, caressing your curves. He finds his way under your shirt, massaging your breasts. You moan from his touch, oh very badly did you crave it. You unbutton your shirt and he grins, taking your bra off exposing your breasts, the coldness of the room hardening your nipples. Dean licks his lips and begins to take one nipple in his mouth, kissing, licking, and biting it while his hand twists and massages the other. You put a hand through his soft short hair, needing more of him. You tug at his flannel to take it off. He obliges, removing his flannel and shirt, leaving you both naked from the waist up. “You’re beautiful.” Dean says in between kisses.
“Want to take this to the bedroom?” You ask Dean. He picks you up and carries you to the bedroom. He lays you gently down on the bed, he kisses from your breasts down to your belly, stopping at the hem of your pants. He unbuttons them, lifting your legs up to take them off. “You’re already soaking wet for me baby.” Dean groans, seeing your wet panties. He takes them off greedily, drooling at the sight of your pussy. His stubble brushes across your inner thighs as he begins to lick at your folds. You gasp when he sticks his warm tongue inside you. “(Y/N) you taste so good.” Dean says. He continues to tongue fuck you until the point you can’t take it anymore. However, before you can orgasm he stops. He couldn’t handle anymore foreplay. He needs his cock to be inside of you. He begins to unbutton his pants and you wait in anticipation to see what he’s been hiding. His cock pops out from his boxes, already leaking pre cum from his long dick. You squirm, desperately needing him inside you. “Please Dean.” You cry. “Not yet. You need to get it wet first.” Dean manages to say. He helps you sit up facing his cock. He strokes it a couple times, massaging his balls in the process. You grab his cock and lick him from the base to the tip, swirling it around on your tongue. Then, slowly putting the tip in your mouth, down the shaft, to the base of his large cock, getting use to the length. Dean moans almost embarrassingly loud, twitching at your movements. You lick up and down his long cock, tasting every inch of him. His balls were hanging low, you get off the bed and onto your knees, you grab his balls and put them both in your mouth, his dick hitting your forehead has you do so. Dean grips your hair into a ponytail, moaning out your name. “Fuck (Y/N).” Dean groans, then throwing you onto the bed, your ass facing him. Before you both even have time to think about putting on a condom, his dick rubs against your pussy lips becoming slippery. “Please fuck me Dean!” You cry out, becoming sexually frustrated, you need him inside you.
He slowly slides his cock into your pussy, “Baby you’re so tight.” You feel every inch of Dean as he slides into you, taking his length in full. With your pussy already leaking wet, Dean starts off with a slow pace, grabbing you by the hips, getting a rhythm. He is already hitting all the sweet spots, something no other man could do for you. “Dean you feel so good inside me.” You moan out, clutching the blankets beneath you. Dean had already wanted to cum the second he went inside you, so nice and tight, so wet for him. He speeds up his rhythm, slamming his cock deep inside your pussy, making you cream all over his cock. Your moans, screams, skin slapping, and the wetness from your pussy fill the air as he ruthlessly fucks you.
Dean pushes your head down onto the bed, grabbing your ass and smacking it leaving red hand marks. Dean has never been this horny in his life before, you are just so irresistible to him. Dean was in a trance by hearing your moans for him, taking all of his dick inside your pussy. “You’re taking my cock so good baby.” Dean moans out, feeling like he’s going to cum soon. Dean stops and pulls out, turning you over on your back, legs up in the air resting on his shoulders. Once again he slams into you, filling you up whole. He leaves lingering kisses along your breasts and neck as you moan out his name. Dean didn’t want this to end, he could go all night with you, and you could do the same. “Fuck I’m about to cum!” Dean yells, pulling out and squirting his hot cum all over your pussy lips. You giggle looking down at his mess. You’re still horny, needing to cum. You start to play with your clit, massaging his hot cum all over your pussy lips. Dean gasps as he sees you doing so, gently sticking one finger inside you as you play with your clit. You moan out as he rubs your g-spot, adding in another finger as he continues. This was all too much for you to handle, after a couple minutes of doing so, you cream all over his fingers and he gladly licks it off his fingers.
The night continues of you and Dean not getting enough of each other, fucking and cumming until you fall asleep for the night.
••
After that night, Dean invited you to stay at the bunker with Sam and him. Sometimes Cas showed up. “I just want to keep you safe.” Dean admits. You’ve known each other for a couple years now, texting back and forth and exchanging phone calls and stories, occasionally seeing each other once a month or so. You pack up all your things and move into the bunker with the boys. You and Dean end up being official a couple weeks after that. You buy new furniture and decor for the boys room, “Trying to make it more homey.” You say.
Life seemed to be almost perfect. Until one faithful day.
💜•••••••••••••••••••••••••••••••••••••••••💜
NOW:
“Dean!” You scream out, the demon grabbing you by the neck, choking you.
“Let her go, now.” Dean spits, raising a gun.
The demon stabs your gut, letting you fall to the ground. “I let her go.” The demon snickers.
By the time Dean gets over to you and the demon, they vanish. Dean holds you as you lay dying. “No baby please stay with me.” Dean says in desperation.
“I love you, Dean.” You choke out, blood flowing down your face. Your eyes meet his for one last time, and then you see bright white.
••
“I can’t leave.” You say to the reaper, looking at Dean as he’s sobbing over your body. “It’s too early, we didn’t get to spend our life together. We didn’t get out the life, we didn’t have any children or animals together.” You cry, a pain in your heart, too unbearable to deal with anymore.
“You know what will happen if you stay.” The reaper puts a cold hand on your sunken shoulders. “All those angry spirits you hunt, you will become one.”
“Will I see him again, wherever I go?” You ask.
“I can’t tell you that.” The reaper smiles, “It’s okay to go.”
You leave Dean a cold kiss on his forehead, he looks up shocked. “(Y/N)?” He says, looking around. He could feel your presence.
“Goodbye, Dean.” You say as you walk through the light.
••
Heaven. On the other side it’s beautiful. Mountains covered with large pine trees. A river flows underneath a bridge. The echoing of birds chirping fill the air. A small house, perfect as you could ever imagined lives on the top of the hill, watching over the river. You enter it, pictures of your family, friends, and Dean hang on the walls. Tears fills your eyes, you miss Dean. A knock at the door brings you back to your senses. You open the door, revealing John and Mary Winchester. Both smiling as they hold housewarming gifts. You’ve never met either of them before, but they seemed to know who you were, as they were always watching over Dean.
“Dean will be here soon.” Mary comforts you, placing a gentle hand on your back.
••
You spend the next couple weeks doing the things you love the most. Cooking all your favorite foods, swimming in the always warm water, drinking your favorite liquor. Everyone’s heaven is together. Sometimes you’d go up to the Winchesters house and have dinner, sometimes you’d go fishing with Bobby. Ellen and Joe were there sometimes too; along with all the other hunters you’ve lost along the way.
One day, you were walking down to the lake as you always do. Towel and a book in hand. From afar you notice a tall figure, you immediately knew who it was. “Dean!” You scream out, dropping everything and run to him. He turns around in shock, running towards you also. He picks you up and twirls you around, pulling you in for a long kiss after. Tears flow down Dean’s face as he looks at you. “I love you too.” Dean cries, brushing your hair out of your face, finding it hard to be real that he’s able to see your beautiful self again. “I’ve been waiting for you.” You say, pressing your face into his shoulder, breathing him in. Your heart felt full again. You and Dean take hands and walk up the hill to the bridge, there sits Baby parked. Dean squeals in excitement, immediately jumping in the drivers seat. You laugh and get into the passengers seat. “Head up to that house over there. I have a surprise for you.” You say. Dean obliges.
You knock at the Winchesters door. Mary answers. “Mom?!” Dean cries, hugging her. John walks up too, pulling Dean into an embrace. “We are just waiting for Sam now.” You say to Dean. “Time will go by fast.”
Eventually Sam joins everyone in heaven. Everything was complete. You and Dean had your own house, and got married. Dean enjoys mowing the lawn while you tend to the garden. On the weekends you guys host BBQ’s with all of your friends and family in heaven.
Maybe somethings last forever after all.
💜•••••••••••••••••••••••••••••••••••••••••💜
“A cold beer's got twelve ounces
A good truck's got maybe three hundred thousand
You only get so much until it's gone
Duracells in a Maglite
A needle drop on a forty-five
Are the kinda things that only last so long
When the new wears off and they get to getting old
Sooner or later, time's gonna take its toll
They say nothing lasts forever
But they ain't seen us together
Or the way the moonlight dances in your eyes
Just a t-shirt in the kitchen
With no make-up and a million
Other things that I could look at my whole life
A love like that makes a man have second thoughts
Maybe some things last forever after all
FM station on the outskirts
Blue jeans after years of shift work
All fading out like I always knew they would
The strings on this guitar
The first love lost on a young heart
Those things are gonna break after the getting's good
'Cause the new wears off and they get to getting old
Yeah, sooner or later, time's gonna take its toll
They say nothing lasts forever
But they ain't seen us together
Or the way the moonlight dances in your eyes
Just a t-shirt in the kitchen
With no make-up and a million
Other things that I could look at my whole life
A love like that makes a man have second thoughts
Maybe some things last forever after all
They say nothing lasts forever
But they ain't seen us together
Or the way the moonlight dances in your eyes
And I know there'll be that moment
The good Lord calls one of us home and
One won't have the other by their side
But heaven knows that that won't last too long
Maybe some things last forever after all”
💜•••••••••••••••••••••••••••••••••••••••••💜
AUTHORS NOTE: I will never forgive SPN writers making that ending so rushed and short. I would have absolutely LOVED for Sam and Dean to see their parents again, Bobby, and just everyone that they’ve lost in heaven together. I wish they would have had an episode “feel good” episode of just everyone being happy in heaven, throwing parties and bbq’s, and just drinking until they’re too drunk. Let me know how you think SPN should have ended!
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welldonebeca · 1 year
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The Pump - Masterlist
Summary: When you start producing milk too early into your pregnancy, you and Dean are introduced to a special piece of equipment. And a new kink. Pairing: Dean Winchester x F!Reader Warnings: A/B/O Dynamics. Vaginal fingering. Dirty talk. Smut. Degrading kink. Lactation kink. Masturbation. People watching porn. Vaginal sex. Praising kink. Knotting.
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Chapter 1 / Chapter 2
The Pack
Summary: Sam and Jess decide to spend Spring Break with you and Dean and finally - after a good night together - join your pack. And you all mate. Of course. Pairing: Dean x F!Reader x Jessica Moore x Sam Winchester Warnings: A/B/O dynamics. Tension. Hurt/Comfort. Flirting. Lactation kink. Masturbation. Spanking. Degrading kink. Foursome. Exhibitionism. Praising kink. Alpha/Omega Mating and Omega/Omega Mating. Smut. Vaginal sex. Oral sex. Breeding kink.
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Chapter 1 / Chapter 2
The Farm
Summary: After dropping Sam and Jess at Stanford, Dean surprises you with a visit to Shurley Farms. Pairing: Alpha!Dean Winchester x Omega!Reader. With a side of A!Dean x O!Cassie, A!Castiel x O!Reader, A!Dean x O!OC and A!Castiel x O!OC Warnings: A/B/O Dynamics. Oral sex, dirty talking, degrading kink, lactation kink, exhibitionism.
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Chapter 1 / Chapter 2
The Family
Summary: When Sam and Jess move back into your home, you can finally sate a craving you’d been hiding since you left her in Stanford to fuck her silly. Pairing: Alpha!Dean x Omega!F!Reader, Alpha!Sam x Omega!F!Reader, Omega!Jessica x Omega!F!Reader, Alpha!Dean x Omega!Jess Warnings: Pregnancy. Lactation kink. Oral sex. Smut. Overstimulation. Teasing. Degrading kink. Praising kink. Frottage. Knotting. Fluff.
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Chapter 1 / Chapter 2 on Patreon
"The Pump" is the first part of "The Milk series". To read its sequels "The Pack" - a Sam x Reader x Dean x Jess foursome - "The Pack" - a Castiel x Reader x Dean - and "The Family" - a Jess x Reader & Sam x Reader - subscribe to my page! It's just $2 a month and helps me a lot through these hard times.
The Sequels have no date to come to Tumblr., but you can click on the link and check their summary and warnings without the need of subscribing! Just click on the link.
Tag list is open and +18.
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crushedbyhyperbole · 2 months
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Cherry Pie Kiss Masterlist
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Pairing: Dean Winchester x Female!Reader
Series Trope: Frenemies to lovers - please read individual chapter warnings.
Slice One ® - The pie thief has struck again. You know who it is but how to prove it? The answer is on the tip of his tongue.
Slice Two ® * - Out on the hunt, out of state and out of options; with your life on the line, Dean makes a call you're not happy with. Just when you thought you couldn't take any more, he brings a peace offering.
Slice Three ® + - You're cornered and chased by Bartholomew's minions. Separated from Sam and Cas, you and Dean make a run for it. Lust finds you both when you're finally safe. Dean rocks your world.
Slice Four - Coming Soon
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A/N:  + denotes 18+ smut  |  * denotes violence, death or disturbing themes  |  ® is a reader insert  |  ~ denotes a WIP
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Lady In Red
Dean Winchester x plus size reader
She immediately caught his eye, a bright red dress in a sea of dulled colours. Tonight, she would be his.
Warnings: season 1 Dean (I think that deserves a warning), set between Asylum and Scarecrow, smut, oral (f receiving), hookup, role-play (you’ll see 😏), we all know Dean has a pain kink, sub!Dean, Dean POV, mommy kink, cumming in pants, breathplay?
A/N: I really started this with the intent of having like regular smut but then it turned into this, I’m not sorry
WC: 2.3k
Minors DNI
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Dean groaned as he settled into the slightly sticky booth towards the back of the bar, shoving two opened beer bottles onto the wood in front of him. He was dead tired from driving somewhere close to twelve hours as Sam constantly complained about everything. He rolled his eyes as his little brother sat down across from him, a grimace coming over his baby face at the unclean state of the table.
“Loosen up Sammy. Not everywhere is going to be as nice as your fancy little college.” He leaned back against the sickly green faux leather, his broad shoulders slumping as the knot at the bottom of his spine released. “I’m not asking for fancy, I’m just asking for basic hygiene practices. Is that too much to ask?” “Yes.”
Instead of retaliating, Sam just narrowed his eyes and pulled his laptop from his bag, planting it on the table, immediately diving into another round of research, sipping from his beer every once in a while, but otherwise remaining unmoving. Dean’s green eyes scanned the sea of people steadily flowing into the building.
College students on a night out, a group of girls obviously celebrating a bachelorette party, some spattering of men still in construction gear and one or two loners. He had eye contact with the bride, a pretty woman with dark skin that still seemed to glow in the dim lighting of the bar, and gave her a wink, sending the whole table into a round of giggles.
The crooning of Marvin Gaye played through the jukebox, Dean absentmindedly hummed along to a few notes, his deep voice remaining a whisper, fingers pulling on the paper label on the beer bottle. But then, the world stopped.
The bar doors swung open once more and a woman stepped over the threshold, all eyes immediately falling to her. She was regal, generous curves hidden beneath a skin tight blood-red dress that made the hunter’s jeans tighten considerably. Her head was held high, h/c hair tied up in intricate braids that exposed her delicate neck and collarbones, where a thin silver chain lay. She had an air of power and confidence around her that made the crowd part before her, her extremely high black heels clacking on the dirty hardwood.
Dean couldn’t help but be hypnotised by the way she moved, how her plump flesh jiggled with each step, the hem of her dress riding up her chubby thighs, threatening to show what lay beneath. She was enchanting, mesmerising. She was everything.
With measured steps, she took a seat at the bar, leaning her chest over the wood to speak to the bartender, who’s eyes constantly flicked down to her cleavage as she ordered. Dean longed to hear her voice, confident that it would be as beautiful as her. Slamming his palm on the table, he slipped from the booth, throwing the motel keys at his brother.
“Don’t wait up for me.” He didn’t wait for a response before stalking off, like a predator, his prey caught in his sights. He slicked back his short hair and flipped up the collar on his leather jacket, a charming smile adorned his chilled jaw.
He stood next to her in the space that had been conveniently left open, like she was waiting for him to join her. Her long red nails tapped against the glass of whiskey before her, and Dean couldn’t help but wonder how they would feel scratching down his back. “What can I get for ya?” Pulling a few clinked bills from his wallet, he placed them on the counter. “I’ll have whatever the lady’s having and a refill for her.”
The woman turned to him and Dean was struck by the deep e/c of her eyes. Her lips pulled up in a smirk, her matte red lipstick slightly smudged at the corner of her mouth and he was conflicted whether he wanted to wipe it away or mess it up even more as she drained the last of the spirit in her glass. “So, does a name come with this drink, handsome?” He was right, her voice was perfect.
He took her offered hand within his own, planting a kiss to her knuckles. “Dean.” His smile widened as her body trembled before him, a shiver rolling down her spine. “Do I get to have the pleasure of your name, beautiful?” 
“Oh you’re going to have to work a lot harder than that sweetheart.” She winked, taking a sip from her newly poured glass. Dean placed a hand on her thick waist and stepped closer so he was towering over her, gazing down into her eyes, purposely avoiding looking down the front of her dress.
He squeezed her warm side. “I’m willing to put in the time, especially for a woman as enticing as you.” The air was thick with tension as he waited for her consent, watching as she finished her glass. “The question isn’t whether or not you’re motivated, but if you can handle me?” She slipped from the stool and leaned into him, her hands resting on his strong chest, her lips pressed against his ear. “Can you handle me Dean?”
Dean moved his palms to the small of her back, drawing her closer. “I can handle everything you give me, baby.” He growled, pushing his clothed cock into her plush stomach, showing her just how ready he was. She bit down on his earlobe, and he wasn’t ashamed to admit that it made his knees buckle. “Finish your drink.” She ordered, already stepping away to readjust her dress.
Dean skulled the remainder of the whiskey, which did little to add to the fire that was already coursing through his veins at her touch. “So, your place or mine?”
——————
Her lips were better than any drink Dean had ever had. They were so soft and intoxicating and he could already feel them beginning to swell from his desperate kisses as they stumbled from the bar.
Her room was closer than his and no matter how much he liked tormenting his brother, Dean would rather not have Sam watch him rail this goddess. He couldn’t keep his hands to himself as she unlocked the door, he nipped and sucked at her neck, leaving huge blotchy marks in his wake.
“Fuck sweetheart. This ass is deadly.” He groaned, pinning her against the door as soon as it shut behind them, pressing her soft body onto the painted wood, his throbbing cock, still trapped behind the rough denim of his jeans, slotting perfectly between her plump cheeks. “Oh Dean.” She whimpered, hand wrapping around the back of his neck to keep him in place as he continued to nip at the sensitive skin of her neck.
His hips bucked forward as her nails dug painfully into his scalp, a deep groan escaping his lips. “Do you like that baby? Do you like when I make you hurt?” She cooed, pushing back into the taller man, his fingers tightened on her love handles in response. “Then why don’t you get me out of this dress and I’ll make you scream?” “Yes ma’am.” He growled. 
Dean was surprisingly gentle as he pulled down the small zipper on the back of the red fabric, kissing his way down her spine as more skin was revealed to his green eyes. His lips touched every scar, every stretch mark he could see until he was kneeling behind her, fitting his thumbs into the two little dimples at the base of her back. She looked over her shoulder at him, looking down at the hunter as he worshiped her body.
She turned in his grip, bending down to cup his scruffy cheek, the sleeves of her dress slipping off her shoulders, exposing even more of her to him. “Gonna make me feel good Dean?” He nodded blankly, intoxicated by this woman’s power as she stood before him. “Finish undressing me.” 
Frantically pulling down the rest of her clothes, Dean felt like he couldn’t breathe. She had been completely naked underneath, so now she was completely exposed to his gaze. She was, by far, the most beautiful woman he had ever seen. With soft curves and a tummy, she was a living statue. The definition of grace and beauty.
She smirked and nudged his face up. “Dean, I won’t ask again. Get to work.” “Fuck yes ma’am.” With one quick movement, Dean hoisted her thick leg over his shoulder, his huge palms coming to rest on her ass, giving the plump cheeks a squeeze before he dove forward, nosing his face into the heaven between her thighs. She was practically dripping, she was so wet.
Dean groaned, his wide tongue lapping up as much of her sweet slick as he could, his nose grinding into her clit. Already her legs were trembling, the vibrations of her moans echoing through her chest, encouraging the man to slip the tip of his tongue inside her. She threw her head back, almost toppling over if Dean’s hands hadn’t been firmly planted on her backside.
His head moved in small circles as he fucked his tongue into her, groaning at the tightness around the muscle, her pussy fluttering violently. “S-such a good boy Dean.” His eyes slammed shut, cock growing impossibly harder. He pulled her even closer, more determined than ever to have this goddess fall apart above him. 
Slick dripped down her leg, a combination of her own wetness and Dean’s saliva. He was ravenous for her cunt, eating her out like he was starving and she was the only thing that could nourish him. His fingers were digging into her ass, most certainly leaving bruises as he pulled her cheeks apart, kneading the soft fat. 
Her nails were almost embedded in his skull. She was gripping so hard but he couldn’t bring himself to care, not when she was clamping down tightly onto his tongue and her clit throbbing at the tip of his nose. Dean tipped his head forward so he could apply more pressure to the small bundle of nerves and was rewarded with an almost pornographic moan and her legs shaking violently.
“Oh did you like that, you like me calling you my good boy Dean?” He responded with a deep moan, refusing to pull away. “Fuck baby, ‘m so close. You want mommy to cum on your tongue, soak your face.” Her breath was coming out in huffs now, her large chest heaving as she struggled to breathe, her necklace bouncing with the force of her inhales. 
“Please mommy.” He whimpered into her cunt, and evidently, the vibrations from his pathetic plea, sent her over the edge. Her body practically collapsed onto the hunter as she trembled and moaned, chanting into the air. “Yes baby! My good boy! So good for mommy!” Her hips rolled, trying desperately to ride out her high.
Dean was slowly suffocating but he kept going, his eyes rolling back into his skull as his air was cut off. The mixture of her praises, the pain of her long acrylic nails and the lack of oxygen sent a violent spark of pleasure up his spine. He lifted from his knees as his pelvis bucked up, his balls drawing up as one last violent tremor ran through him and he came.
“Ooooooooo fuuuuuck. Moooooommmmy.” He groaned into her cunt, the last of his orgasm fading. The woman released him from between her legs, slumping to the ground in front of Dean as he sat back on his heels, a wet spot darkening the front of his jeans, gulping for air. His eyes were hooded, exhaustion quickly setting in but he still smiled at her. She leaned forward to cup his cheek again, pecking his swollen lips, tasting herself on the soft pillows.
She chuckled when Dean whimpered as she pulled away, chasing her affection. “That was really good baby. I don’t think I’ve ever made you cum without touching you before.” He shook his head, fingers tracing up her curves, briefly cupping her breast before grazing the wedding and engagement ring hanging from her necklace. “What about that time in Reno?”
“Don’t talk about Reno unless you want to go another round, you know how hot it makes me.” He smirked. “Give me a few minutes to catch my breath and I’ll take care of you mommy.” Her eyes fluttered and a little moan escaped past her lips. “Don’t play with fire my love. Now, let’s get you cleaned up and you can catch me up on everything I missed.”
——————
Once they were dressed and cleaned (with a quickie in the shower), she dragged him to the large motel bed and tucked him against her under the covers, his hands immediately latching to her hips as he put his head on her chest.
He had pulled his own wedding ring from his wallet, slipping it onto his finger as she did the same for her own, the cold metal of his ring resting on her hip bone. “So hunting with Sam again?” Dean grunted, tightening his hold. “We’re fighting again, I think he’s gonna leave.” She sighed, running her fingers through his hair, soothing the burn from her pulling. “You two just need to talk.” Dean opened his mouth to retort. “A real talk, not the bs your dad always said. And maybe you should start with telling him you’ve been married for over a year.”
Dean chuckled but snuggled closer. “Ok but tomorrow, right now I just wanna stay like this.” She kissed the top of his head. “Anything you want.” She muttered, sleep quickly overcoming the both of them, finally able to be in the arms of the person they loved most.
Sam did not appreciate that Dean left him alone in a bar to go hookup with his wife that Sam never knew he had. Made for a fun story though.
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