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sammysmaddy · 4 months

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Normal (Winchesters x Reader) - Part Five

Summary: Growing up as the baby of the Winchester family led you to be constantly guarded. Soon enough, you start to learn what's normal between families and what's not.

Characters: Sam, Dean, mentions of Brother!Dean x Sister!Reader, mentions of Brother!Sam x Sister!Reader, mentions of Dad!John x Daughter!Reader

Warnings: angst, mentions of manipulation, Sammy makes a very big realization, mentions of incest.

W/C: 3k+

Normal Masterlist

Masterlist

Dean was a mixture of angry and confused but above all that, he was scared. Sam hadn't said anything about catching Dean kissing his baby sister and Dean wasn't sure if he wanted that conversation to occur or not.

Dean wasn't sure if Sam would be upset or angry with him, and he wasn't sure if he wanted to figure that out. There was the possibility that maybe Sam thought that Dean had forced himself onto her, but Dean could deal with Sam. Dean, however, wasn't sure if he could handle the wrath of John if he ever found out.

Sam said he didn't care, he didn't even seem too fazed by the entire scene in general, but there was no telling how Sam actually felt.

It could be that Sam said what he said only so that he could get Dean and Y/N to leave the party. Maybe Sam didn't actually mean it. Maybe he was bottling up his emotions, upset for Y/N, maybe he even wanted to kill Dean, but he was hard to read.

Sam was always good at hiding his emotions, all except around Y/N, and nobody really knew how to get through to him. Dean didn't know if he should have left it up in the air, or if Sam was even worried about it in the first place, but Dean felt guilty and he had to stop the truth from reaching John.

John would kill Dean if he were the one to have caught him. Pressing Y/N against the wall, towering over her body, kissing her until his lips went numb, touching all parts of her body with his large hands. John would lose his cool, and Dean was absolutely sure of it.

John would probably scold him for the rest of eternity, tell him how bad of a brother he was- say that he took advantage of her, and Dean couldn't afford anything but praise from John.

Dean had always been the best under pressure, his reflexes were arguably even better than John's, he was the better investigator, the better everything when it came to hunting. That's the way that John had raised him.

John wanted Dean to be like him. Be a hunter. Risk his life every day for the wellbeing of others. And Dean was exactly that. If John ever found out about what Sam saw, Dean was afraid that he would never be looked at the same again.

But, what about John? Where had John been for the past hour? Y/N wasn't home and she's the one who rode with him in the truck.

Y/N was the one who accidentally told Dean, and although he didn't have much information, he knew that something was going on between the two of them.

Was John hurting her? Did Y/N tell him about what Dean had done? Did she know that it wasn't normal to be with your father like that? It wasn't right and as much as Dean's perverted mind wanted for her to stay so innocently unaware, she needed to know the truth.

That started with coming clean to Sam.

"Where are they? It's been over an hour," Dean asked cooly, trailing his way into a very uncomfortable conversation.

Dean felt as though he couldn't openly bring up the situation that had occurred earlier, but he was nervously biting his tongue for Sam to.

"Don't know, man," Sam shrugged his shoulders, eyes glued to some book, and Dean sighed aloud.

Sam was being dry and even though Dean had only made one attempt, he knew that sooner or later he would have to bite the bullet.

"It's late and Dad wasn't exactly sober, you think she's okay?" Dean asked Sam, but he shrugged his shoulders again.

Dean frowned to himself, upset that Sam didn't seem to be too worried, and continued to ask questions.

"What if he got into a car crash or something, Sammy? What if he passed out in the parking lot? Y/N doesn't know how to drive." Dean questioned but he didn't believe any of it was true.

He was almost certain that they were doing other things.

What if John got upset with her? Dean should have never left her alone with him- he should have never even taken her to that party. How could he have been so stupid?

Dean wished he could take it all back, even the kiss that he had been wanting to steal from her for years now. He wished that he could have protected her, that he never got her into trouble.

Dean knows first-hand what happens when John gets angry, especially when drunk, and he would never dream of any of that happening to her. But then again, Y/N never talked about John badly.

Y/N practically viewed John as a God, he's all that she's ever known, and she didn't know any better. Dean was sure that she didn't know that incest wasn't socially or morally acceptable.

Dean figured that because it was beneficial for John, John would probably never tell her the truth.

"Dean, they're fine. Y/N has a phone, she knows when to call us, and for Dad? He's driven so many times drunk that he's forgotten how to drive to drive sober. I'm sure it's nothing, maybe they're getting food." Sam answered, looking up from his book and giving Dean an assuring smile.

Dean's frown deepened, he just wanted for Y/N to be okay. If Sam was hellbent on them being fine, Dean had to address the elephant in the room.

"Can we talk about it?" Dean asked, deepening his voice to seem like it wasn't a big deal.

Dean knew it was. He knew that maybe Sam would never look at them the same again. He knew it was wrong, but God- he had wanted to kiss her for so long.

Sam looked up from his book, looking at Dean nonchalantly, almost like he didn't know what Dean was saying.

"You know what I'm talking about." Dean huffed out, frustrated that Sam hadn't said anything in response.

"For someone wanting to talk about it, you're not very good at admitting what it is," Sam gave him a small, playfully scolding, scoff.

Dean was trying his best to read Sam but with his snarky comment, he didn't even know where to start. Was he condemning Dean? Did he really not care? Dean didn't know and he needed to.

"I, uh, I kissed Y/N," Dean admitted, a deep blush displaying on his cheeks.

Dean held his breath whilst he waited for Sam's response. Sam raised an eyebrow at him, Sam's lips curving into a small smile.

"That was a little more than kissing, dude," Sam laughed lightly, no hints of awkwardness in his tone. "I mean, you were practically groping her, pressed up all on her and-"

"Shut up, Sam. I don't want to hear it, I know what I did," Dean cut him off and Sam gave him a small frown.

Dean didn't want to admit to those things, to the things that made his stomach bubble with an equal amount of guilt and arousal. He didn't want Sam to know that he could think that way about his baby sister.

"I mean, if I hadn't gotten there in time, how far would it have gone?" Sam asked, leaning back into the wooden chair, and Dean gulped nervously.

All the way, was Dean's initial reaction- but he couldn't admit that. Dean didn't want to even admit that to himself.

Sam was practically teasing him at this point, making Dean much more anxious than needed.

"I don't know what got into me. I'm sure it was just the alcohol," Dean played it off, skipping the question completely.

It was a lie, though. Drunk or sober Dean thought about his hands all over her, alcohol just amplified his concepts. Sam shrugged his shoulders, lending Dean a small smile.

"You've never thought about it?" Sam questioned playfully.

Dean's eyebrows furrowed in response, frowning a bit at the inquiry. It was almost painfully evident that Sam was scrutinizing Dean for getting caught in the act and it made Dean's face heat up even more.

"Never thought about what?" Dean asked in return, confused and wondering why Sam didn't seem upset.

"Y/N, I mean, in that way," Sam confirmed, looking at Dean with wide and examining eyes.

Dean frowned, knowing that Sam would only ask that question if he too had thought about it. Dean was also upset by his own answer because he thought about Y/N every second of the day. Dean practically lived in his head which was a sick fantasy land, full of him and Y/N being together in every way possible.

"Are you serious?" Dean scoffed, but the silence that followed after and Sam's gaze made him swallow hard. "No, Sam. I haven't." Dean put his foot down and Sam looked surprised.

"You sure?" Sam questioned with an eyebrow raised and Dean nodded his head. "You're a bad liar, Dean," Sam scolded, a smile sprawled across his face as he looked back down into his book.

"Have you?" Dean asked and Sam shrugged his shoulders in return. "I gave you a real answer, now I deserve the same." Dean huffed out, getting a little agitated by how lightly Sam was taking the entire situation.

"No, you gave me an answer but not a real one," Sam shrugged, looking back up at Dean. "You answer truthfully and I will follow suit." Sam raised his eyebrow at Dean.

Dean knew he wasn't exactly the greatest at hiding things and Sam's inquisitive nature didn't help.

"I don't have to answer to you," Dean rolled his eyes and Sam didn't seem to care as his eyes dipped down once again.

But, Dean needed to know Sam's- he needed to know that Sam wasn't the only perfectly sane person in this family. Based on Sam's steady flow of questions, Dean was almost sure Sam felt the same way about Y/N.

"Seriously, where are they?" Dean questioned, flipping the subject back to John, and sighing frustratedly as he sat down on the edge of the motel bed. "It's three a.m." He added, looking at his watch.

Dean was still dressed from the party, anxiously awaiting for the two of them to get home, and couldn't bring himself to not watch the door. He needed to know that she was okay.

"How much you wanna bet that Y/N fell asleep and he just doesn't wanna wake her up? It's probably nothing," Sam replied, however, Dean noticed how his face contorted.

Dean couldn't read Sam all that well, but he knew at that moment that Sam was hiding something.

"You don't find that weird? He'd never do that for us," Dean said, trying to catch Sam's eyes as they avoided his.

"Yeah, well, we're not Daddy's little girl, are we?" Sam scoffed in return, but it was far from his regular scoff.

Sam's voice shook nervously and Dean was taking whatever he could read off of Sam. Sam was a good liar, but Dean was too desperate to not pick up on every single sign that Sam gave him. Did Sam know about Y/N and John too?

"I mean, if that were true, don't you think he'd be parked in the parking lot?" Dean asked, standing up.

He walked over to the curtains, pulled them open, and found no signs of John's truck anywhere. Dean knew exactly what was happening, obviously not to its full extent, and he found it weird that Sam wasn't more on edge.

"They've got to be up to something," Dean added, looking back at Sam.

"What are you suggesting, Dean?" Sam gulped nervously, frowning at Dean slightly, and it made his blood boil. Sam did know.

"Stop that," Dean growled, turning to face Sam.

Sam's eyebrows crimped immediately at Dean's change of tone, looking more and more anxious as the seconds passed by.

"Stop what?" Sam frowned in return, looking genuinely curious.

Dean knew by this point that it was all just an act. With all of those questions about Y/N and the way Sam didn't seem to care where she was, Dean knew that Sam's story didn't add up. He either knew as much as Dean did or he was trying to cover his tracks.

"Stop acting stupid, Sam. Tell me what's going on," Dean pried, glaring at Sam up and down.

Dean just wanted some clarity from Sam and it was aggravating that he was only getting bits and pieces.

"Look, I'm sure it's nothing," Sam offered, dumbing down the situation, and looking back down to avoid Dean. "Like I said, they're probably getting food or something."

"When is it ever nothing?" Dean scoffed and Sam shrugged his shoulders.

Every part of Dean told him that Sam knew everything, even more so than he knew. After a long few seconds of bitter silence, Dean had to ask.

"Do you know?" Dean asked in a way that Sam could only become confused or simply nod his head 'yes'.

Sam did the latter, looking up with wide eyes at Dean.

"You know too?" Sam asked, his face pale like he had just seen a ghost.

Dean nodded his head and they both struggled to find the words that came next.

"Did Dad tell you?" Dean questioned and Sam shook his head immediately.

"No, I just figured it out," Sam answered honestly. "Did he tell you?"

"Hell no," Dean scoffed, acting like the same question he asked Sam was stupid. "Y/N told me one night." He added on and Sam nodded his head, not knowing what to say. "Have you, uh, ever, you know, with her?" Dean stuttered and Sam continued to nod his head.

Although Dean was being hypocritical, he felt the anger course through his veins. Dean couldn't tell if he was upset because it was immoral or because Sam and John had never mentioned that to Y/N.

"Sammy, you've gotta stop." Dean sighed, turning back to sit on the edge of his bed.

"Dean, it's not like that," Sam frowned, closing his book for good as he decided to face Dean.

"Then what is it like, Sam?" Dean asked, anger lacing his tone as Sam tried his best to come up with a viable answer.

"She, uh, she came on to me," Sam said in a small voice and Dean began to rub his face with his calloused fingers.

"She doesn't know that it's wrong. You're supposed to be the one who tells her these things, you were supposed to be the person protecting her. You know Dad doesn't give a fuck if she doesn't know it isn't normal. That's our job." Dean raised his voice slightly, making Sam scoff in defense.

"So, tonight was normal? Kissing her at a party and pressing her against a wall is normal? I know my sister, Dean, and she wasn't sober, so you tell me who's more screwed up: You or Dad? Because at least she initiated it with me." Sam raised his voice in return.

"How can you be fine with this? I'm not justifying what I did tonight, Hell, I'll even apologize for it- but you? How can you sit there and explain to me that it was okay? Don't you feel guilty?" Dean continued to scrutinize.

"Sam, I kissed her, touched her up and down, and lord knows what you've done to her. This stuff isn't okay. Especially with her, she barely even knows what sex is." Dean frowned, wondering why he seemed to be the only one who felt guilty.

Sam was a smart kid, he should probably feel more guilty than Dean did, but Sam didn't seem to care.

"But she let you," Sam reasoned and Dean raised an eyebrow. "She let you kiss her. She wanted it, Dean." Sam made up for Dean's actions, seemingly trying to get Dean to loosen up.

"It's not about that and you know it," Dean growled, growing more upset with Sam with each little comment.

Dean closed his eyes for a second, attempting to collect his cool because he was sure that Sam didn't think about how she didn't know any better. Sam wasn't the type to purposefully manipulate people, especially Y/N.

Dean knew that Sam loved Y/N more than anything in the world, and he knew that Sam would never hurt her.

"It's not your fault, Sammy. She came on to you- I get it, but if you continue, you better make sure she knows. You can't keep using her like that. She doesn't know it's wrong."

"I'm sorry," Sam apologized in a small voice, looking ashamed of himself.

Sam was calming down too, starting to finally understand where Dean was coming from.

"It's not your fault, I told you that. It's Dad, he's the one who should have told her if he started all that stuff. You just didn't think about it that way, did you?" Dean sighed and Sam shook his head, beginning to look upset.

Now, just like Dean, Sam was beginning to feel sick within himself. He felt guilty for all of his times with her in the shower, all of the mornings when John would be on a hunt and Dean would be out getting breakfast, and, especially, the nights when John and Dean were on hunts.

When Y/N was the one to advance on Sam, Sam didn't think twice about whether it was immoral or not because of how much he loved Y/N. All of those months of being ignorant were catching up to Sam.

When Sam did finally question, going back and forth between feeling guilty and soaking up the pleasure he felt with Y/N, he justified that Y/N must have known the implications behind their relationship. Sam just figured that it was common knowledge, but maybe he had learned it in school somewhere. Y/N never got that opportunity.

By the time the whole sex and incest jokes were being passed around, Y/N was 'homeschooled' and only stayed at the motel. She never got the chance to socially develop- find out the difference between right and wrong, and Sam should have realized that.

As Sam and Dean sat in silence, contemplating their own acts, Dean began to plan a course of action.

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sammysmaddy · 2 years

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The Kiss (Demon!Dean x Reader)

Summary: Being a demon, Dean has gotten almost everything he's ever wanted, but he still hasn't reached the end of his bucket list. That all changes when he spots someone out of the ordinary at a bachelorette party.

Pairing(s): Demon!Dean x Virgin!Reader

Warnings: Noncon, p in v, oral sex (male receiving), kissing, angst, degradation, loss of virginity, painful sex, crying, creampie, slight breeding kink, slight size kink, biting, choking, there's one slap, this is some serious stuff...

W/C: 5,200+

A/N: This is very dark and heavy, please do not read if you don't like this kind of stuff and/or can't handle it. I haven't written a one shot in forever. Very excited for this ❤️ Sorry if your name is Melissa or Karen, you'll see why 🤣

Masterlist

There were many perks involved with being a demon. Dean could eat whatever he wanted, even though he never really felt hungry. Sleeping was an option, not an obligation. He could get any girl he wanted to with his newfound confidence and lack of fucks. In particular, Dean loved that he could drink as much as he wanted without feeling too drunk.

The girls were great at first, sweet if he wanted them to be, aggressive if he pleased, but he had gotten to a point where it all just felt the same. Not that 'the same' was bad, sex was amazing no matter how often Dean chose to partake, it had just begun to feel redundant. They could get him off, but nothing about them was special. Dean supposed that having to work to get a girl to suck him off and the high of cumming in their mouths was the thing he missed most about being human. Now, he didn't have to try.

Of course, that didn't mean that he would stop seeking another desperate whore every night. He contemplated waiting a day or two, enjoying other perks of being a demon, like eradicating worthless monsters, but little Dean disagreed. It's almost as if Dean had become addicted to tight little holes and wet mouths- sometimes he just wished that he had to put in a little effort and use his charm.

It was only eleven before a group of particularly loud party girls rolled into the bar that Dean was sitting at. He had been working on his tenth beer and began to chug the rest, maybe the noise wouldn't be so bothersome if his buzz got stronger. He eyed all of them, getting a few suggestive looks from two of the girls- both the type of girl he could easily see himself buried in later that night- and eventually, when the bride-to-be walked in wearing a sash, he found out that it was a bachelorette party. Surely they were bar hopping, or at the very least they had pregamed a bit before entering the bar, Dean could practically smell the alcohol on their breaths ten feet away.

Dean watched as they stumbled toward a vacant table, admiring all the different shapes, sizes, and colors of the women and deciding in his head which one he'd like to take home the most. There was a curvy blonde that he could easily imagine burying himself between her thighs, but he could see the dazzling diamond ring from a mile away. Maybe she was special enough, he couldn't resist a cheating woman begging for his cock. There was a petite brunette, but along with the size came the easily getting drunk. If she weren't passed out in the next twenty minutes, Dean would be surprised.

Then there was the girl who hadn't even looked in his direction. She was gorgeous no doubt, but she was out of place. She was much younger than the rest of the girls pushing thirty, maybe still in her teens, and she didn't seem exactly thrilled to be there. Dean watched as the bartender brought the girls eight shots of pungent, cheap vodka, but she didn't even reach to grab one before they were all gone. Sober and young sounded exactly like the challenge Dean desperately needed.

Dean couldn't interject into their party if he wanted her, he needed to wait until she was alone or at least a little less surrounded. So, he waited, and as hard as he tried to think of a game plan- nothing came. He let an hour turn into two and last call was imminent. The petite brunette had proved her worth, still downing shots like there was no tomorrow, but Dean had already made up his mind on who he wanted. The truth was, he was having fun thinking about all of the ways he could ruin her.

Every time he turned his head, there'd be a few girls from the party that would giggle in his direction. He'd smirk back in true gentleman's fashion and hear the way they squealed when he turned his head, but he didn't have the attention of the one girl he wanted. She sat there, staring at the other girls, occasionally laughing at their drunkness, but for the most part, she played on her phone. He wondered if she had a sweet little high school boyfriend who couldn't tell an elbow apart from a clit, leaving her unsatisfied every time, oh the things he'd show her. Dean wanted to devour every part of her, he could taste how sweet she'd be on the tip of his tongue.

Dean watched the clock as it hit 1:15 am and cursed at himself for not having a plan yet. He was on his fifteenth beer now, still not even close to feeling the buzz he needed in order to get up and pursue her. He wasn't like this, not since he's become a demon at least, that's how he knows that she's perfect for the taking. As much as Dean hated when Sam would try to pry some humanity out of him, he quite enjoyed the way that she did. For once being a little like the old Dean didn't bother him so much.

"Excuse me, sir?" Dean hadn't been paying attention but the quiet little voice brought his focus back to the room. He was pleasantly surprised to see the young girl standing next to him with wide eyes, maybe he wouldn't need to think of a game plan.

"Well, hello sweetheart," Dean smirked and he saw the way her cheeks heated up, something about her was intoxicating as he felt his buzz get a tiny bit stronger.

"I have a bit of a strange request," She added on with a small smile following. Dean would do anything if it meant that she'd be on her knees later, he was ready for whatever task she had in mind. He nodded his head curiously and she continued, "After a few minutes of talking can you kiss me?" She asked cautiously and Dean immediately coughed back a scoff. He was surprised by her somewhat confident demeanor, he really hadn't expected her to be so upfront. "I know how silly it sounds, but my sister says I'm not allowed in the cab ride to the hotel unless it happens."

"She'd really do that to you?" Dean chuckled, sipping on his beer as he watched her blush deepen. She nodded her head softly and Dean cocked his head to the side. "I guess I can make that happen. What's in it for me?"

"Um, I don't know. I don't have any money or anything," She said quietly, looking down at her feet. Dean bit back a smirk, noticing that he'd made her a little less confident than before.

"Well, let's start with your name. Take a seat," Dean said and she nodded her head before pulling out a bar stool and sitting next to him. "I'm Dean, it's nice to meet you." He smirked, portraying the gentleman that he used to be- someone that he thought this pretty little thing might like.

"I'm Melissa," She suggested anxiously, biting her lip afterward, and Dean squinted his eyes.

"Try again, sweetheart," Dean scoffed and she looked shocked that he had picked up on the lie.

"Karen?" She said as if it were a question. Dean told her 'nope', popping the 'p', and waited for a real answer. She looked down at her nails, fidgeting with her fingers before sighing and looking back up at him. "Y/N."

"There it is," Dean practically pat her on the back, chuckling at her attempt of being discreet. She only blushed more. "Why'd your sister send you over here?"

"She thinks that I don't get enough... you know what. She means it to be sweet but she's kind of drunk," Y/N answered shyly and Dean grinned at the way she can hardly look him in the eye. It had only been a few seconds of conversation but he had already broken up her high and mighty disguise, he supposed it was more fun this way.

"I get it, I'd do the same to my little brother," Dean chuckled at the thought of Sammy, how he used to have to push him to talk to girls. "Which one's your sister?"

"She's the girl in the sash, getting married tomorrow," She sighed and Dean watched how all of the girls simultaneously looked away as he looked in their direction.

"Don't seem very excited for her, why's that?" Dean raised an eyebrow, looking back at her. She's got practically every feature that Dean's looking for tonight, she's beautiful.

"Uh, I don't know," Y/N shrugged her shoulders, giving him a small and unconvincing smile.

"Come on, you can tell me. I'm just a stranger," Dean pried. He doesn't care much for the small talk but he knew that she was not going to be easy to take home, he needed for her to trust him.

"Her fiancé is kind of creepy. He's old and crusty and doesn't keep his hands to himself," Y/N chuckled and Dean smiled at the sound of her laugh. "But I'd never tell her that. She's finally happy, hasn't been since her last big break up."

"You could act a little more happy for her, you know?" Dean said and she nodded her head knowingly. He flagged down the bartender and ordered himself another beer. "And, uh, something fruity for the lady."

"I don't serve minors, you know that, Dean," Bill sighed and Dean gave him a look, but he didn't budge. Dean sighed, fishing for his wallet in his pocket, and slid over a twenty. "How about a margarita?" Bill smiled as if his last comment were useless and Dean nodded his head.

"Dean, I can't drink that," Y/N whispered a few seconds later when she was brought a cup larger than the palm of her hand.

"Yes, you can. I insist, already paid for it," Dean shot her a wink but her eyes were wide like she was bound to get in trouble.

"I'm only eighteen, it's illegal," She said, eying the lime margarita before looking back up at him.

"Live a little, sweetheart. It's only one drink," Dean chuckled and she nodded her head cautiously before picking the glass up, taking the smallest sip Dean's ever seen. "You're not getting your kiss until that thing's gone, need to loosen you up a bit so you don't go stiff on me."

"I've never drank before," She twisted her face after taking a few big gulps, no doubt obtaining a brain freeze. If she's not drank before, Dean wondered what else she hasn't done, the possibilities were endless.

"Did you want to come over here?" Dean asked, his stomach bubbling to know the answer.

"I already told you, my sister made me do it," She chuckled, wiping her mouth after taking a rather large sip of her drink.

"I know that," Dean scoffed and she sent him a small and nervous smile. "I meant before that, did you want to come talk to me? Come on, boost my ego." Dean smirked and she blushed yet again.

"I don't really like talking to strangers," Y/N said quietly, shrugging her shoulders.

"Apparently I know more than your sister now, that doesn't make us strangers anymore," Dean raised his eyebrow and she rolled her eyes playfully.

"I'm not that kind of girl," She commented and Dean nodded his head, he already knew that- hopefully, this drink does some kind of magic.

"Did you at least find me attractive?" Dean chuckled and she laughed along with him.

"I, uh, of course I did," She blushed like she had just told her deepest darkest secret.

"Well, I find you very attractive," He commented slyly and Y/N got visibly shy while looking down at her lap. Dean could tell that she was flustered, so he still had to find a way to make her want him.

"I think it's been long enough," Y/N cleared her throat, looking back up at him. She raised her eyebrows and Dean knew what she was suggesting, but he wanted to make her work for it as much as he was going to have to work for her. "The kiss?"

"Oh, right," Dean feigned ignorance, laughing lowly. She was biting her lip as she went quiet, Dean could tell that she was nervous and that only made his smirk deepen. "Are you sure?" He asked her and she nodded her head silently. "Just relax, sweetheart. I'm not gonna bite unless you want me to." Dean chuckled and threw her a wink as he stood from his seat.

Y/N looked up at him as he hovered above her, grabbing her face in between his large hands. Her skin was soft and warm and Dean stared into her eyes longer than usual for effect, hoping that she believed in all of that 'feeling a spark' bullshit during a first kiss.

Dean watched as she worried her bottom lip in anticipation, looking like a doe in the headlights. Y/N let go of her plump lip and Dean lowered his face onto hers, feeling as her cheeks got hotter underneath his grip.

He went soft and slow at first, letting her melt in his hands for a few seconds, and questioned whether she even wanted it to last any longer. Dean didn't care much though, he wanted to kiss every part of her, so he slid his tongue in through the small part in her lips. She tensed for a second before relaxing, allowing Dean free access to her mouth. He kissed her deeper and felt the way she whimpered into his mouth, beginning to kiss him back.

Dean felt her small hands on his waist and expected her to pull him in closer, but she pushed him back and broke the kiss. He was disappointed but not exactly surprised, he knew it wouldn't be that easy.

"Thank you," Y/N said softly, blushing as she looks back up at him.

"No problem, sweetheart," Dean chuckled, moving some hair out of her face before placing it behind her ear. "You didn't need an audience to kiss me."

"What?" She tilted her head, furrowing her eyebrows. Dean nodded his head toward the messy, empty table that her sister and her friends were once sitting at. "Oh my god!" She stood up abruptly but didn't go anywhere. "Those assholes!"

"Come on, it's last call anyway, I'll drive you home," Dean offered and she snapped back to look at him.

"I, um, thank you, but I think I'll just call a cab," Y/N blushed and gave Dean a small smile.

"With what money? Spent my last twenty on buying your underage drink and I know you don't have any yourself," Dean said, damn well knowing he has got at least a hundred in cash in his front pocket- she didn't need to know that.

"I don't want to make you go out of your way, I should call my sister," She smiled softly and before Dean could say anything, she turned away and pulled out her phone. Dean watched as it rang and rang, "Damnit!" She huffed out and Dean could hear her sister's voicemail greeting.

"It's not a big deal, Y/N. I love driving my car anyway," Dean shrugged as nonchalantly as he could, hoping to god that she didn't have any more fight in her. Dean had had his fun, found his special person, he was now ready for the main event.

"I don't even know where the hotel is anyway," She sighed, frowning as she bit down on her bottom lip.

"You got a friend you can stay with? Family live around here?" Dean asked and she shook her head 'no', looking more anxious and worried by the second. "Well, the bar is closing and you have to have a place to call home for the night," Dean and Y/N watched as half of the bar lights shut off and the rest of the drunk regulars huddled out of the front door, she nodded her head knowingly. "I got a place ten minutes away, got a couch you can stay on for the night."

"Are you sure?" Y/N asked with big watery eyes like she was a frightened kid in a supermarket who couldn't find their mommy. "I don't want to cause you any trouble."

"It's alright, sweetheart. Rather you with me than out by yourself at night," Dean said and she nodded her head.

Dean placed his hand on the small of her back, leading her out of the bar, and smirked to himself as he opened her passenger door for her. She climbed in and Dean walked to the driver's side, letting himself in, hearing the purr of the Impala as he turned the car on.

Dean began to drive, his 'place' being another shitty motel room, and she continued to stay completely silent. He knew that he could take her right now in the Impala, screw her brains out until she begged him to stop, but something tells him she wouldn't go for it unless it was in a proper bed.

Dean tested the waters, placing his hand on her thigh, and while she didn't complain, Dean could tell that she was uncomfortable. He sighed to himself, pulling his hand away, and surprisingly didn't feel awkward like he normally would if he were human. He didn't want to scare her away until he could get her into the safety of the motel room. Anything after that, Dean didn't care how uncomfortable she was, his cock was practically spraining behind his jeans.

They pulled into the motel parking lot and Dean looked over, noticing that Y/N was much more uneasy than she was before she got in the car. He could smell the fear of the unknown radiating off of her like perfume and Dean couldn't wait to dive into it.

Dean kept his gentleman act up, opening her car door for her, holding her hand as she stepped out onto the concrete, and he led her hand-in-hand to room 106. He used the key to open the shitty door, leading her into an even shittier interior, and closed it behind her. Dean walked to the refrigerator, leaving her looking around the room and hugging herself.

"Want a beer?" Dean asked her, pulling out a fresh one. She shook her head 'no' but Dean had figured just as much as he popped the cap off, swigging the bitter liquid down his throat.

"I thought there was a couch," Y/N spoke up timidly like she was scared to speak in Dean's presence.

"Sweetheart, you can't possibly be that dumb, can you?" Dean chuckled, flashing obsidian eyes at her, leaving her looking absolutely horrified. She backed up slowly as Dean stepped forward, placing his beer on a nearby counter. Her back hit the door with a loud thump, and Dean boxed her in, placing both hands on either side of her body. "Look at all I've done for you, Y/N. Drove you home, gave you a kiss, now it's my turn."

"I'll scream," She warned, shaking her head as her eyes watered. She was awfully quiet, like she was internally cursing at herself for being so naive.

"Oh, I expect you to," Dean chuckled deeply and she sucked in a deep breath before Dean pressed his body into hers. He could feel as his rock hard cock pressed into her lower stomach, feeling nowhere near the amount of relief that he needed.

"Please don't do this," Her voice cracked as she plead softly, turning her head to the side as Dean lowered his face.

"Baby, at this point you should be on your knees thanking me," Dean pressed a soft kiss onto her bare neck. She shuddered under his touch and Dean was surprised that she hadn't fulfilled her threat of screaming, he'll just have to fuck the fear out of her. "You gonna be a good girl for me? Gonna thank me with that pretty little mouth?" Dean asked, trailing wet and sloppy kisses all on her neck and collarbones.

"No," Y/N answered quietly and Dean chuckled to himself, using his hands to push her jacket down her shoulders. She squirmed and Dean had to work a bit to rid her completely of the jacket.

"Yes you are," Dean countered and she looked up with wide eyes, shaking her head 'no'. She looked like she wanted to scream and run, but she knew she couldn't go anywhere and Dean suspected that she didn't know what to do. This was exactly the challenge he needed for tonight. "So pretty, baby." Dean cooed as he wiped away her tears with his thumb.

"Don't call me that," She huffed out angrily, swatting his hand away. She used her hands to push against his chest but Dean didn't relent, using his own to begin undoing the button on his jeans.

"I'll call you whatever I damn well please. You don't know who I am," Dean angrily grasped her throat after she dug her fingernails into his chest. He chuckled as he watched her struggle for air, gasping and turning a bright shade of red. Dean knew he wasn't really blocking her airway and began to fully undo his jeans while keeping a tight grip on her. The jeans slid down his legs and he pushed down his boxers hastily, his cock springing out and slapping against his abdomen. "On your knees."

"No, I don't want to," Y/N coughed out as he let go of her throat. "Please, Dean. Don't make me do this." She cried, looking up, but she was still oblivious that whatever humanity she was looking for wasn't there anymore.

"I didn't fucking ask, did I?" Dean grunted, annoyed that he'd gone untouched for this long. He gathered her hair at the base of her head, using it to force her down onto her knees. She whimpered when her knees hit the carpet, looking down at the ground, and began to sob. Dean used his grip on her hair to lift her head up, watching as her lips trembled as she looked up at him. "Fucking suck," Dean ordered but she shook her head, squinting her eyes shut.

Y/N cried out loudly when Dean stroke her face with the palm of his hand, grabbing her chin and digging his fingers into the hollows of her cheeks as he brought his cock closer to her lips.

"Open your mouth." Her eyes remained closed as she continued to shake her head 'no'.

Dean pressed the head of his weeping cock into her tightly shut lips. He let go of his hold in her hair, knowing that the hand on her face is enough, and pinched her nose shut with his fingers.

"Gonna need to breathe soon, sweetheart. Why don't you make this easy for yourself?" Dean grunted as she used all of her force to push against his thighs. She was stubborn and Dean had never had a fight like her, but he knew that it was going to be a new addiction after tonight.

After a few seconds, she opened her mouth to breathe and Dean slid himself in her mouth. "Such a good fucking girl. Wasn't so hard was it?" Dean groaned, feeling the way he slid down her wet and warm mouth. "No biting. This could get much worse for you, sweetheart." She didn't answer in anything but a whimper.

She gagged when he hit the back of her throat and Dean could feel the hum of her crying around his length. He held her head in between his hands, wiggling his hips as he felt his cock slide deeper down her throat. She was hitting his thighs and scratching and Dean supposed that she needed to breathe, but he kept pushing until he felt her nose hit the soft skin above his cock.

"I don't fucking care if you pass out, sweetheart. You were made to suck my cock, do you understand?" Dean grunted, tilting his head back as he felt her attempt to swallow him down. He stayed like that for a few seconds before relenting and she coughed, wheezing as she attempted to catch her breath. Dean let all of his hold over her go, letting her recuperate somewhat before grabbing her by the arms and making her stand.

"You ever seen a cock this big?" Dean smirked, grabbing her throat with one hand and stroking himself in the other. She shook her head 'no' and he chuckled as the tears continued spilling down her cheeks. Dean knew what he was blessed with and he was not surprised by her answer, it was part of the reason girls always wanted him to call back, but he never did. "Take your clothes off." Dean stepped back, jerking himself in his hand as he watched her tremble.

"No," Y/N stayed stubborn, hugging herself and it only made Dean's smirk deepen.

His cock was painfully hard and as much as he was enjoying the fight, he needed to be inside her as quick as he could. Dean grabbed her by the wrist and spun her around so that she landed flat on her back on the springy mattress. He took his shirt off and tossed it to the middle of nowhere before he mounted her, his weight making her unable to move her legs, and pinned her hands above her head.

"I'll get what I fucking want, sweetheart. One way or another," Dean grunted as he used one hand to keep both of her wrists in place.

He grabbed a knife off of the nightstand, using the blade to cut her shirt clean down the middle. She squirmed and wriggled underneath him, whimpering as Dean's grip on her wrists tightened. He used the knife to cut the middle of her bra, revealing perfect breasts for Dean to admire. Dean knew he could take a few punches and hits as he let go of her wrists, undoing her jeans, and climbing off of her before pulling them down her legs along with her panties. Her jeans took her shoes off on the way down and the pile landed on the floor with a thump.

Y/N closed her legs shut tightly and Dean didn't bother with her socks, grabbing her neck with one hand. Her hands gripped his wrist as he pulled her to sit upright, pushing the remnants of her clothes off of her body. Dean let go of her neck and pinned her legs to the mattress. Dean practically salivated at the sight of her glistening pussy and although he knew that she wasn't really aroused on purpose, he was happy that he wouldn't have to pull out the lube.

"Please don't. Please, Dean, please," Y/N cried out shakily, pushing against his wrists weakly.

"Why not, sweetheart? Don't think you can take a cock this big?" Dean chuckled as he lined himself with her entrance. He pinned one leg up, letting go of the other as he slid the head of his cock through her wet slit.

"I can't, Dean. I don't want to," Y/N sobbed, squirming when Dean brushes over her clit. She pushed against Dean's abdomen, but she was much weaker than she was before and Dean was too determined for her to stop him. "Please, Dean, I'm a virgin." Dean tuned in when he thought that the night just couldn't get any better.

"Baby, that only makes me harder," Dean faked sympathy as she continued to look petrified of him. He watched her face screw as he finally pushed into her, groaning in sync as he slid into her warm hole.

"You're so fucking tight," Dean choked on a moan as he bottomed out inside of her.

Dean picked up the pace as soon as he could move freely, loving the way that she cried out and grasped the sheets underneath her tightly. She didn't try to fight him, she just tensed up and took the pain. Dean grunted loudly over the sound of skin on skin, moaning every time he felt the head of his cock swipe against her cervix.

He let go of her leg and pulled out abruptly, roughly turning her over on her stomach. Y/N attempted to get up by pushing her hands against the mattress but Dean kept her flat by placing a heavy hand on the middle of her back. He used his knees to spread her legs apart, pushing himself in again.

"That's it, baby. Take it like the good girl I know you are," Dean grunted. He wanted to fuck her as hard as he could, but he went slower this time, getting closer with the sounds of her grunts every time he bottomed inside of her. She tried to wiggle away and she managed to scoot herself up a couple of inches, but it only made her cunt tighter and Dean's climax more immediate.

Dean grabbed her by the hips, pulling her to the edge of the bed where he could fuck her more properly. She grabbed the comforters underneath her, not bothering to fight Dean off, and he began to chase his release by fucking her faster again. He could feel her legs squirming around his, the little noises that she was making were like music to his ears.

"You on birth control, sweetheart?" Dean grunted, feeling like he could cum at any second, but, of course, she didn't answer. "If not, you'll always have something to remember me by." He felt his pace getting more erratic, going slower to savor the way she feels around him. "Fuck, Y/N," Dean groaned as he doubled over her, lying flat against her back.

He fucked into her slowly, cumming in her contracting walls, and bit into her shoulder blade lightly as he continued to fuck his release into her. She was completely still underneath him and Dean relished the feeling of his cum mixing with her arousal, soaking his cock's entirety.

"So fucking tight." Dean practically cried, his cock feeling completely drained and extremely sensitive. After he had enough, he stayed inside of her, panting as he placed all of his weight on her. She had gone completely silent other than the occasional whimper and Dean was ready to pass out while he was still inside of her. "Glad you chose to kiss me. No one would have fucked you this good."

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