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thealtoduck · 9 months

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My Jolly Sailor Bold

Sam Winchester x Male Reader

Content: Old Timey Sailor AU? (Idk what to call it)

Warnings: Smut, Bottom!Reader, Top!Sam, age gap reader is 18 and Sam is 25, loss of virginity, anal sex, unprotected sex, fingering, spit as lube, missionary position…

Summary: During a walk you meet eyes with a handsome sailor and there is an instant connection…

(A/n: Honestly i’ve only seen like 6 episodes of Supernatural… like 2 years ago, so Sam might be very out of character… just so you know)

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Your father was a merchant, a merchant who traveled and transported all sorts of goods across the sea to sell and bring home the money to his family. He had taken three of his sons to act as part of the crew of his ship only leaving the 2nd oldest and the youngest sons behind in their hometown.

He left Remus, the second oldest, in charge to take care of business and to care for his wife/Remus mother and the youngest son. And the youngest son is you Y/n L/n…

One summers morning you were walking through the shipping port, you had just seen off your father and your older brothers, they were going on another voyage on the dangerous ocean. Your mother had been crying seeing them leave again, as soon as they boarded she had gotten down on her knees praying for their safe return.

Your older brother Remus decided to escort her home, so he could comfort her over a cup of tea and some biscuits. But you wanted to see the ship leave port and decided to stay a bit longer.

As you walked you watched the different people, some were saying goodbye to loved ones as they were about board the ships, others were unloading the wares from far off places and even some kids just looking for a good spot to fish.

Then your eyes fell on a man, presumably a sailor, he had a very handsome face, he was looking out to the sea. The sailor’s attention had drifted from the sea… and on to you. Your eyes met his as you walked past and it felt as if your heart was pierced by cupid himself when he looked at you. You felt you would get odd glances by the crowds if you continued looking at each other for too long, so you broke eye contact and kept walking.

Once you reached the edge of the pier you sat down on the edge, legs hanging over the water. A while later you saw your father’s ship drift out of port slowly. But you noticed something, the sailor you had seen before was standing portside gazing longingly back at the dock.

Back at you…

You smiled at him, he smiled back.

You waved at him, he waved back.

Then another crew member seemed to call him over, he gave you one last smile and wave and then he turned around and left. And you watched as the ship traveled in to the distance before you left and went home.

A month later…

Your father’s ship should be returning today, so you, Remus and your mother once again traveled down to the port to greet your father and three brothers.

Though you weren’t only there for your father and brothers, their return would mean the unknown sailor would be returning along with them. Which meant you could finally meet him. The smile of the sailor had lingered in your head through the month there was something special about him.

Once you were at the pier you could see the merchant’s ship was approaching. As soon it had docked the gangway was lowered and the crew rushed off the ship to reunite with their loved ones.

Your father and three brothers stepped over the gangway together and greeted you, Remus and your mother lovingly. Your brothers immediately started telling you stories about the journey. But it was hard to keep up because all 3 of them were telling different stories at the same time.

Your father interrupted them saying ”Boys, boys, calm down there’s plenty of time for stories later”. He then turned to you, your mother and Remus and said ”First things first, we’ll have a guest for a couple of days, one of the sailors, he has no family or wife to go home to and i felt bad for the man, so i thought he could stay with us for a couple of days for some company”.

”See now where is he?” your father questioned looking around. ”Oh, there he is. Sam! Over here!” he called over the man. When you saw the sailor coming over it felt as if your breath was knocked out of your body.

It was the handsome sailor you had waved to when they left. He stopped in front of your family with a shy smile. ”This is Sam Winchester”. Your father introduced him first to your mother, then to Remus and lastly you.

”And this Sam, is my youngest son, Y/n” he introduced. You and Sam shook hands and you said ”It’s nice to meet you Mr Winchester”. ”Please, just Sam” he said with a nice smile. The eight of you then traveled back to your family home.

You spent the whole day listening to the never ending stories of your brothers adventures on the voyage. And it became a blessing when it was finally bedtime and you could finally escape them.

Though you couldn’t fall asleep that evening, it was just impossible. Your bed was either too warm or too cold, too soft or too hard, there was just no way to feel comfortable. You decided to get up and get a cup of tea and maybe read a bit.

Though when you walked down stairs in to the sitting room you were suprised to see Sam was up reading a book in candlelight. Sam looked towards you and said ”Oh sorry Y/n, did i wake you?”.

”No, don’t worry about it, i just couldn’t sleep” you explained and then questioned ”How about you?”. ”Couldn’t sleep either” he answered simply with a small smile. ”Would you like some tea?” you asked. ”I’d love some” Sam said.

You went in to the kitchen and lit some more candles for light and then started making some tea. You went back in the sitting room with a tea tray and sat down on the couch beside him.

You tried to think of conversation topics but Sam spoke up first saying ”You know, i remember you from the day the ship left, you were the only one who really saw me off and i wanted to thank you, it meant a lot, it kept me going on the raging sea as if i had someone to come back too”.

You smiled brightly at him. ”That means a lot to hear, i actually thought a lot about you, you seemed so mysterious… so i wondered who you were, what your name was and if i’d ever see you again” you told him, a warm look forming on his face.

”What were you reading?” you then asked looking at the book Sam had been reading. Sam looked at the book and said ”It’s an old tale about a sailor and what he sees during his travels, and at one point he believes he sees people of the sea, mermaids and mermen, he describes them as beautiful and graceful, pure of the sins of man and who’s echoing voices sounds like touching the softest silk”.

”In fact everytime i pictured them all i saw was you waving from that dock, from the way they’re described all i could see was your face” Sam revealed looking deeply in to your eyes. You were at a loss of words. Sam then caught himself saying ”Sorry, got a little-” he tried but you cut him off saying curiously ”Read me a passage, about the sea people”.

Sam smiled picking up the book, flipping a couple pages and read to you ”While passing the foreign lands, sitting on a rock close to the shore sat a young man of otherworldly beauty, the man was bare, his wet skin glistening in the sun. There was an ethereal esscense to him as he waved politely towards me”.

Sam moved closer to you as he countinued reading ”The man looked carefree and untouched by the sins of men, he was glowing as if he was untainted, sent from heaven. It made me want to get closer and touch him, to feel if his skin felt the same as mine, to feel his body pressed to mine to see if he remains as immaculate as when i first saw him”.

Sam finished and looked up from the book at you, meeting your gaze. He had put the book aside and put his hand on the side of your face, stroking it softly. ”That was beautiful” you said in an amazed whisper. ”I know, I was the one who wrote it… I wrote it about you” Sam said and pushed his lips to yours.

You had never been kissed before but Sam’s soft lips guided you. He took your hand in his squeezing it lightly. He then pulled away from the kiss saying ”Come with me” and he started leading you towards the guest room. He lead you inside and closed the door behind the two of you.

He then pulled you back in to a kiss, his arms around your waist pulling you closer to him, your clothed bodies pressed together. Sam led you to the bed making you sit down on it. ”Have you ever done something like this?” he asked in a kind tone.

You shook your head shyly. ”Do you want me to show you?” he asked, his hand lifting you chin ever so slightly. ”Yes” you told him. He then made you stand up again and started slowly undressing you.

You felt aroused as Sam lastly pulled off your night shirt leaving you naked in front of him. He looked you up and down as he stroked your hip trailing his fingers over your soft skin. ”You’re heavenly” he said feeling your body in his hands.

He then started undressing himself until he was fully unclothed too. ”Touch me” Sam instructed and guided your hand to his chiseled chest. You stroked his chest down to his to his belly button. He then took you hand and led it even lower, putting your hand on his manhood.

He squeezed his hand around yours making you stroke his manhood. ”Feel that, that’s what you do to me” he told you. He then led you back to the bed and made you lay down softly on your back and then layed down next to you and once kissing you.

He pulled back from you’re lips. ”You’re so pure, it makes me want to shelter you from all the evils of the world… but it also makes me want to be the one to stain your innocence and make you mine” he said letting his hands drift down to your crotch. His fingers grazing against your length making you let out soft excited moans.

”Make me yours” you told him as you took his hand and pressed it against your crotch. Sam gave you a light smile and moved from your side to towards the foot of the bed, he grabbed your ankles and parted them, speading your legs.

He then moved himself inbetween them, he leaned towards you and said ”Open your mouth”. You did as told and Sam put his middle and index finger in your mouth making you suck on them.

He then pulled them out and brought them to your untouched enterance trailing over it lightly. He then asked ”Ready?”, you nodded. Then you felt the strange feeling as his wet index finger started pushing in to you.

You gasped at the new feeling as he used his finger to pentrate you. It hurt a bit at first as he pushed in but then you started adjusting to him. Soon enough Sam pushed in his middle finger, streching you out even more, as that pain soon turned to pleasure Sam pulled out his fingers.

He then spit in his hand rubbed it over his manhood. Sam once more held your legs spread as he lined himself up with your enterance. He whispered gently ”Ready sweetheart?”. ”Yes” you answered and Sam slowly started pushing himself in to your tight virgin hole.

You threw your head back as you felt his thick length enter you, Sam covered your mouth as to not wake up your parents and have them find him deflowering their youngest son. ”Fuck” Sam swore as he felt your hole clench around his cock as it slowly sunk in to you.

Sam continued pushing all the way until his manhood was planted in you. ”You’re doing so well” Sam praised as he watched you breath deeply as you slowly adjusted to his size. Soon he noticed your pain was turning in to bliss. ”Sam” you moaned deeply.

Once your pained features had turned to ones pleasure Sam slowly started rolling his hips carefully, pushing his length in and out of you as gently as he could. Your arms were wrapped Sam’s back as the foreign sensation of his cock made you uncontrollably moan.

Sam placed kisses along your collarbone as his cock was kneaded by your warmth. ”You’re so beautiful” Sam told the virgin boy beneath him as he watched him be defiled by his manhood, it was a once in a lifetime sight.

Sweat started forming between the two of you and to Sam you looked just like described in his book, your damp skin really was glistening from the moonlight that entered the room. Sam started rolling his hips faster making you wrap your legs around his body.

The two of you had become a wet tangeled mess as Sam thrusted gently in to your ass giving you a sense of euphoria as he hit your prostate, giving you a feeling you could only ever dream off.

”Sam” you moaned as you felt a sudden new feeling as if you were about to erupt. Then your hard cock started shooting cum all over yours and Sam’s abdomens. This made Sam go feral and he shoved his face in the crook of your neck, planting deep kisses as he moaned.

His thrusts became rougher as he searched for his own release while saying animalistically ”I’m gonna fill you with my cum”. And with a last roll of his hip, his cock pushed deep inside you, he burst, filling you up with his seed. He then slowly pulled out of you, sitting on his kness between your legs.

He looked down on the beautiful young man he had deflowered, leaving him leaking with his load. Sam felt proud of himself. He laid down next to you with a gentle smile and said ”You were amazing” and planted a kiss on your lips.

You were close to falling asleep as you were all tuckered out from the experinence. Sam went and got up and got a rag to clean you up with, once he finished he helped you back in to your sleep wear. Then he carried you to your room putting you in bed saying ”Goodnight, beautiful” kissing your cheek one last time before you fell asleep.

Sam went back down to the sitting room and got his book, taking it back to the guest room placing it on the writing table, the next day he would write another chapter in it.

#sam winchester x male reader #sam winchester x male!reader #supernatural x male reader #supernatural x male!reader #sam winchester x male reader smut #x male reader #male reader #x male!reader #x male reader smut

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bigfan-fanfic · 9 months

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Reclaim (Male!Reader x Dean Winchester)

Could I request Dean's bf taking him out to just spend a day or two doing whatever childhood things he never got to do, no matter how much he huffs about it not being a big deal. Just fluff and carthartic stuff, that kind of thing

A grumpy bearded man glares at you from a swingset that is far too small for him, his bowed legs bent pretty far.

"Are you happy now?"

You chuckle. "You didn't even swing."

"It's too small."

"Then go use the big boy set. Not my fault you wanted to go for the kiddie swings."

He huffs and stands indignantly.

you laugh harder. "This was kinda supposed to be fun, Dean."

"But, like... this is all kid's stuff."

"You're never too old for some of this stuff!" you cry, and pull him along to the swings. "Don't you have any fun stuff you used to do as a kid?"

"Uh... target practice with Dad?"

"Wow. Yeesh."

"What?"

"So, like... you never really got to have a childhood."

"Dude. You can't just say crap like that to someone's face. Besides, it's not a big deal. I can-"

"I know what we're doing today!"

"Oh boy."

You challenge Dean to see who can get higher on the swings before you chicken out - mainly to stop your competitive boyfriend from trying to go all the way over.

And then when you hear the tinny calliope noises of an ice cream truck you go running, calling out for Dean to come with you, and you both chase down the truck.

It's silly and stupid, but then the ice cream salesman tells you about the fair in town, and you give Dean an excited stare.

"......"

"...."

"...fine."

Dean usually doesn't get to stay in any town long enough for any local events, so a county fair is still relatively new to him.

The overwhelming amount of sight and sound is enough to burst his bubble of attempted adult disapproval, and you catch a glimpse of the goofy kid he probably would have been.

He grins, and eventually takes the lead in pulling you to the different attractions.

You gorge yourself on fried county fair food - Dean is in fried heaven, defying all the angels to come up with a food better than the fried oreo, but even his insatiable appetite can't conquer a huge funnel cake with a dollop of ice cream that won't even melt all the way on the hot day because it's so big - not without your assistance.

You make him do the petting zoo, and he tries to impress you at the dunk tank, pitching a fastball that sends some cute local guy splashing.

He wins you prizes, accepts those you win for him, and admits that it's probably just about as fun as that time his dad took him into a bar for the first time and showed him how to hustle pool.

For now, you'll take it.

He even lets you drive home, since he's tuckered himself out so much. You let him lean against you, and you grin to yourself when you hear him quietly ask-

"Can we go again tomorrow?"

#dean winchester x reader #dean winchester x male reader #supernatural x reader #supernatural x male reader #supernatural headcanons #headcanons #male reader

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pascalsummers · 10 months

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Dean and Sam (separately ofc) with a boyfriend that's like a gentle giant? Y'know like they look like a scary hunter but they actually are really nice? Pls and thank you (love your work!)

A/N: Thank you so much for the compliment! I am trying to get some more content out but honestly, it's a struggle lol. Anyway, enjoy!

You Are a Gentle Giant (Winchester x Male Reader)

DEAN

Dean would be lying if he said he didn't initially find your big stature and quiet demeanor a little intimidating but your looks overall did not deter him in fact it drew Dean closer to your presence. As Dean got to know you better he was thrown by how you acted and has joked to you about how looks can be deceiving. He doesn't say it out loud but Dean appreciates your gentle nature and finds it nice to have someone else in his life to help him see some good through his more jaded outlook on life. One of Dean's most memorable moments with you was when on a hunt you decided to cheer up a kid by letting the girl sit on your shoulders and pretend that you were a T-rex.

SAM

Sam would never say it out loud but he did find you pretty intimidating especially since Sam doesn't meet a lot of people he would consider tall. Of course, as Sam and you hung out more often he quickly realized that despite your looks and quiet nature you were actually a very sweet guy. Sam likes the fact that you can still see the positives in life as it is very common for hunters to become jaded and cynical individuals. A memorable moment between you and Sam was when Sam got sick and was stuck in bed one day and not only did you take care of him but you also did any research that Sam was working on so he could completely focus on getting better.

#supernatural x male reader #winchester x male reader #dean winchester x male reader #sam winchester x male reader #supernatural #spn #x male reader #male reader

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dreamedaboutboys · 1 year

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To the edge

Any Male!Sub!Character x Dom!Male!Reader (character/person not defined)

Summary: After a whole month, you've decided to be merciful… just not too merciful.

A/N: Just a little something i wrote when i was bored. I didn't specified the character, so feel free to imagine whoever you want in this situation.

Warnings: Sex, edging, overtimulation.

He knew it wouldn't be easy.

He knew it wouldn't be exactly what you said.

Yet here he is, sitting in a chair with his arms tied behind his back, his eyes blindfolded, and his body shivering.

He knew he would be in this situation, and that's exactly why he accepted when you asked him if he wanted you to finally have mercy on him after the past month in denial.

All he could think about was how your mouth would feel around him, and God... It feels amazing.

He wishes he could feel this forever, well, until you spent the past... minutes? hours? He doesn't even know anymore sucking him.

Every single time he almost reaches his climax, you stop and start all over again.

And he knows better than to beg for his release, knowing damn well that It will only make you torture him for longer.

So he takes it like the man he is, holding tight to his hand when you take him all the way to the base and caress his balls.

His voice is tired from moaning, and his eyes are puffy from crying, but he can't stop himself from screaming your name again. And then there are his tears as you leave his member alone again.

But as he eagerly waits for you to do it again, something surprises him, his blindfold is gone, and you're gently touchinh his hair.

He looks at you, not knowing what to say, not knowing if he should beg or if he should thank you. But you don't give him a chance to choose as you get back into position.

"Be a good boy for me, will you?" You say in a deep tone as you take him in your mouth again.

He is thankful you decided to blindfold him before because he doesn't think he would be able to hold back this long with the sight of your gorgeous face with puffy red lips taking his angry red cockhead.

And he definitely wound't, because as soon as your lips touched him, he was gone.

His climax consumes him, making him almost lose consciousness. Luckily he is tied to the chair; otherwise, he would be lying on the floor right now.

As he slowly returns to reality, he takes a look at you.

You're still covered in his cum, your lips still red.

He notices you sticking your tongue out again and gently lapping at his cockhead, cleaning it of the rest of his release.

He shivers with the overstimulation, but not as much as when you take his cockhead in your mouth again.

He tries to say something, but he can't form a phrase.

You let his sore member go as you move next to his face. "I'm not done with you yet" you said, kissing his lips and going down on him again.

And again.

Until he doesn't have anything else to give you.

#x male reader #male reader #marvel x male reader #supernatural x male reader #bucky x male reader #thor x male reader #steve rogers x male reader #dean wichester x male reader #sam winchester x male reader #bucky barnes x male reader #genshin impact x male reader #itto x male reader #peter parker x male reader #jacob custos x male reader #tartaglia x male reader #Homelander x male reader #Soldier Boy x male reader

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freestyle-crocodile-trashpile · 1 year

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Awakening

[A/n:I've started watching supernatural, and yes, it's my new hyperfixation]

Summary:Dean always looks at the girls, well, until you come along(you have glasses btw)

Type:Scenario:Dean X M!Reader

Version:Spn

Dean Winchester, the more flirtatious brother of the Winchesters, he had always flirted with the girls, checking them out, trying to get a date, or just a hook up. But he'd never looked a man like a woman, well not exactly. In high school, there were a couple of times he flirted with the guys, or checked them out, it had gone around enough for people to spead rumors about him being gay, or have made out with guys behind the school. Was it true? Not exactly. He'd never actually gone out with a guy or kissed one, only flirted and checked some of them out. But they time? Wasn't in school or expected. Dean and Sam were talking about their next hunt, the 8 foot lady. A Japanese urban legend about a tall woman. Apparently, over the past few years, there had been sighting of a very tall woman, around 8 or 9 foot lady. Dean sighed, Sam had been looking for almost thirty minutes now and hasn't found any kinda of answer. They were in Fayette County, Illinois, not a place where Japanese legends would be, but here they are. Dean looked around, doing the usual and checking out all the nice ladies. While looking around, he stopped on someone, not having looked up yet and only seeing below the waist. This person's nice legs, slightly tight jeans, small waist, and the more he traveled up, the better. Your shirt hugged your back and showed the nice built muscle, the way your sleeves hugged your biceps, the veiny arms, slowly realizing you were a man made Dean slowly lower his drink. Now, looking at your head, the pretty face in a nice view, your head turned to the side while talking to someone, the way your glasses reflected the lights, making your eyes more vibrant and pretty. Smiling Dean looked you over again, not surprised he was checking you out. Not noticing Sam calling for him, he was about to get up.

"DEAN!"

Dean jumped. You looked over at Dean and Sam with a surprised look. Dean waved with a smirk before looking over. Sam had a "Are you serious" look.

"What?"

Sam shook his head, turning the laptop he started to explain what he found. Dean looked over at you one last time before they headed out.

[A/n:Yeah, I'm starting to get into spn, and the soap story might take a while due to it being smut 😅. I hope you enjoyed]

#supernatural x male reader #supernatural #dean winchester #dean winchester x male reader #dean winchester x reader #supernatural x reader #spn #spn x reader #spn x male reader #spn dean winchester

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maj-3k · 1 year

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Jack: Y.N said I can't watch Scooby-Doo.

Castiel: Why?

Sam: Y.N find out Dean have crush on Daphne and now no one can watch it.

#supernatural x male reader #Supernatural x reader #male y/n #Y/n #nb y/n #dean winchester x male reader #dean winchester x reader #sam winchester x reader #Sam Winchester x male reader #castiel x reader #Castiel x male reader #Incorrect quotes #incorrect quotes y/n #Incorrect quotes Supernatural

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supernaturalscribe67 · 9 months

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Author in the Making

Words: 3,286

POV: 3rd Person

Pairing: Sam Winchester x Male!Reader [Preestablished]

Warning(s): None

Summary: The reader loves to write, and he has kept it a secret from his book-loving boyfriend for the longest time, fearing his reaction. What happens when his boyfriend accidentally stumbles upon the document that the reader had been working on for the past several years? How will he react?

The time was 11:53 PM.

The Winchesters had long since retired to their rooms for the night, leaving (Y/N) alone in the library. His laptop rested on the wooden table in front of him, a small notebook open to his right with a variety of pen colors scattered over the pristine white paper. (Y/N)’s fingers worked rapidly against the keys on the keyboard, his eyes glued to the screen as the words appeared on the Word document.

For years, (Y/N) had a dream. That dream was to become an author. He had been interested in books ever since he was a little kid, the first book he had ever read was Of Mice and Men when he was in the second grade. Ever since, he introduced himself to a wide array of authors across different genres, taking in all of their writing styles and techniques. As he got older, he knew he wanted to be just like the authors that wrote some of his favorite books. He wanted to have his name on the shelves of hundreds, potentially thousands, of people around the world. He wanted to be the inspiration for another young writer, just like the authors before him. He wanted to be the reason people got back into reading and writing.

However, being a hunter meant that (Y/N)’s schedule was random. He never had a set time where he could sit down and write what he wanted to. The book that he was working on was a couple of years in the making, after all. With all the cases and personal issues that seemed to pop up constantly around himself and the Winchesters, he knew that he would have to improvise at times when it came to his writing. While nothing was set in stone, he had made some adjustments to his everyday life so that he was able to get some writing done every day.

On long car rides, when they were driving to or from a case, he would bring out his phone and jot down any ideas that he had. Occasionally, he would get up early in the morning to guarantee that he added something to his word count. Some nights, if the day had been busy, he would stay up later than Sam and Dean to get his thoughts onto paper as quickly as he could.

Sure, it was exhausting at times. He craved the warm feeling of his bed underneath him and the soft sensation of a pillow resting beneath his head, but he knew that if he didn’t write, he would go insane, and he would rather be sane and tired than energetic and crazy.

After what he assumed was, twenty minutes of non-stop typing, (Y/N) leaned back in his chair, reaching his arms above his head to stretch his back. He clenched and unclenched his hands, feeling the muscles in them tightening from being overworked. Then, he did something that he had promised himself before his writing session that he wouldn’t do.

He looked at the time.

The time was 1:40 AM.

It had been longer than he thought. When he saw the time, he felt a yawn building up inside of him. Suddenly, he comprehended just how tired he was. His eyes began to droop and his entire body felt as if there was a weight of a thousand pounds resting on it. He glanced down at the writing in his journal for a moment before another yawn escaped him. He cursed under his breath.

(Y/N) turned back to the computer, placing his hands on the keys for a moment to read over the paragraph he had just completed. He read it a couple of times, yet his fingers would not move, no matter how much he tried to convince himself he knew what he should write next. Nothing was coming out. So, all he did was stare at the screen in front of him. He sighed.

“(Y/N)?” A deep, tired voice came from beside him.

(Y/N) jumped as he placed his hand over his chest, turning to look at the person who spoke. Sam stood there, clad in a long-sleeve night shirt and sweatpants. His hair was slightly tousled and he seemed as if he had just woken up. (Y/N) let out a shaky breath.

“Jesus, Sam, you scared the Hell out of me,” he said.

Sam chuckled as he took a couple of steps through the threshold of the library. “Sorry,” he mumbled as he ran his fingers through his hair. “What’re you still doing up?”

“Um…” (Y/N) trailed as he glanced between Sam and the document in front of him. He rubbed his hands together before he shrugged. “Couldn’t sleep,” he replied, which was followed by another long, dramatic yawn.

Sam raised his brows as a small, amused smirk made its way onto his lips. He gestured behind him towards the room. “Come on,” he said. “Let’s go to bed. I can tell you’re exhausted.”

(Y/N) inhaled deeply and ran a hand over his face, giving a small nod. “Alright, yeah, yeah, you’re right,” he mumbled as he reached forward, saving the document before closing the laptop.

(Y/N) stood and grabbed his laptop, journal, and pens. He stuffed the pens into his pocket, tucked his journal underneath his arm, and held his laptop close to his chest. He pushed his chair up to the table before he tiredly shuffled over to Sam. Sam couldn’t help but smile warmly as he watched him. When (Y/N) moved next to him, Sam placed his hand on the small of his back and pressed a kiss to his temple.

“What were you working on anyway? Research?” Sam asked as the two of them began to make their way down the hallway toward their bedroom.

(Y/N) glanced up at him before shrugging his shoulders. “Something like that.”

(Y/N) had never told anyone about his dream. It was always something that he had kept a secret. He knew about the history that Sam and Dean had with the prophet Chuck, he had even read a couple of the books that Chuck had written, and the last thing (Y/N) wanted was for them to think that he was just like him. Nothing that he wrote had anything to do with the hunting life. He needed an escape from the life at times, and creating his own realities was a way for him to get out of it.

A part of him knew that, if he were to tell Sam and Dean, they would be supportive of his efforts. Even so, with the lack of schedule that he had created for himself, and with him being on only the first draft of his novel, he didn’t want any expectations put on him for them to read what he had written. Perhaps he was overthinking it. He had considered it a couple of times, but he always told himself that it was better to be safe than sorry.

Sam gave him a smile before they entered the bedroom. (Y/N) walked over to the small desk that was located in the corner of the room and sat his laptop next to Sam’s, placing his journal and pens on top of the computer. He plugged in his laptop, ensuring that the charging light was on before he walked over to the bed. Just looking at the bed, (Y/N) craved the feeling of the soft comforter around him. His body felt heavier than ever.

As Sam crawled into the bed, (Y/N) stripped himself of his shirt, tossing it onto the ground, vowing that he would pick it up in the morning once he was well-rested. He then crawled into bed next to his boyfriend. It didn’t take them long to press their bodies against one another, their arms wrapping around each other’s middles and their legs tangling together. (Y/N) felt a sense of relief hit him at the embrace. With a smile on his face, Sam pressed a kiss to (Y/N)’s forehead.

“Goodnight,” he said in a soft tone.

“Goodnight,” (Y/N) whispered back to him.

It didn’t take long before exhaustion overtook him. His eyelids fell shut as he allowed his body to relax. His breathing steadied and he felt himself slowly drift off into a peaceful slumber.

The next morning, (Y/N) stirred when he felt the bed shift underneath him. He inhaled sharply as a warm hand reached up and caressed his bare arm gingerly. He furrowed his brows and slowly opened his eyes. The room was still dark thanks to the lack of windows in the bunker, the only light being from the bedroom door, which stood ajar. Looking up, (Y/N) could see the dark outline of his boyfriend standing over him.

“Sorry to wake you, sweetheart,” Sam whispered, a chuckle following his words.

(Y/N) groaned. “What time is it?” He asked, his voice sounding as if he was still half-asleep.

“About eleven. You can go back to sleep, I know you were up really late. I was just wondering if I could use your computer for research. I forgot to plug mine in last night and the battery is completely dead.”

(Y/N) raised his brows as he reached over to the nightstand and picked up his cell phone. Turning on the screen, he squinted at the bright light and read the time.

The time was 11:24 AM.

(Y/N) had slept for almost ten hours.

“Holy shit,” he grumbled. He put his phone down and stretched. “Why did you let me sleep so late?”

“You seemed tired,” Sam answered, and (Y/N) could tell that he was smiling by the way he spoke. Sam reached up and gently ran his fingers through (Y/N)’s hair. “Plus, you’re really cute when you’re sleeping.”

“That’s a little gay, don’t you think?” (Y/N) smirked.

“Maybe a little,” Sam chuckled before he leaned down and pressed a kiss to his lips softly. “Do you mind if I use your laptop?”

“Sure, sure, yeah. I don’t mind.”

“Thank you. Are you going to go back to sleep?”

(Y/N) shook his head, yawning as he did so. “No. I need to get up. I’ll be out there in a little bit.”

“Alright, I’ll be in the library when you want to join me.”

“Sounds good, and just go ahead and leave the door open. The light will keep me awake.”

Sam gave a slight nod. He stood up from the bed, walked over to the desk, unplugged (Y/N)’s laptop, and made his way to the door. He propped the door open a little bit more before he moved down the hallway. Once he was out of his line of sight, (Y/N) stretched his arms above his head, letting out a small groan as his muscles began to wake up.

Ten minutes later, (Y/N) was awake enough to get up. He swung his legs over the side of the bed, stretched his arms once more, then stood up. He walked over to the shirt that he had discarded on the floor the night before and put it back on. When he was fully clothed, he left the room, closing the door behind him.

The faint smell of coffee still wafted through the air as he made his way into the kitchen. He could see there was still a tiny amount of coffee left from the pot that had been made that morning and he thanked the Lord that he had been so lucky. He grabbed a mug from the cabinet and placed his hand on the side of the pot, feeling the warm heat radiating off of the glass. He decided that it was still hot enough to where he didn’t have to warm it up. He poured the remainder of the coffee into his cup before he walked over to the fridge. He put his favorite creamer and some sugar into the cup, stirring it lightly with a spoon until the color and consistency was one he desired.

When he was finished making his cup, he turned his back toward the kitchen counter and leaned against it. He took a sip, a small shiver running down his spine when the warm beverage coated his taste buds. (Y/N) basked in the comforting warmth for a moment before he took another sip. He stood in the kitchen for a couple of minutes, enjoying the peaceful silence.

(Y/N) pushed himself off of the counter and finally began to make his way toward the library. When he rounded the corner, he saw Sam sitting at the table, in the same spot that he had sat the night before. His eyes were glued to the computer screen in front of him, brows slightly furrowed in a concentrated expression. His left hand rested against his face while his right made small movements against the mousepad. A smile found its way onto (Y/N)’s face as he walked closer to Sam, moving to stand behind his chair. He placed one hand on his back as he leaned down and pressed a small kiss against Sam’s temple.

“So, what’re you-” (Y/N) started to ask before he stopped abruptly.

What he had assumed would be research on the screen at first was nowhere close to what was staring back at him. The smile slowly fell from his lips as he skimmed over the familiar words.

It was his novel.

He had forgotten to close it the night before.

Sam looked up at (Y/N) and cleared his throat. “Uh, um…you, uh…did you write this?” He asked, his voice and expression matching that of a child who was caught with their hand in the cookie jar before dinner.

(Y/N) licked his lips nervously as he shuffled a bit behind Sam. “Uh…yeah…” he said, his voice filled with uncertainty.

“I didn’t know you wrote. I mean, I knew you liked to read and that’s one of the things that I love about you, but I never knew you wrote your own stuff.”

“Well, I just…dabble here and there. It’s nothing really-”

“I like it.” Sam interrupted.

(Y/N) looked down at Sam, their eyes connecting. “Really?” He asked, surprised.

Sam nodded. “Yeah! I mean, I’m only on the second chapter, but the first chapter pulled me in,” Sam gave a small smirk as he chuckled.

Slowly, a smile made its way onto (Y/N)’s lips. He walked over, pulled the chair out that rested beside Sam, and sat down. He took another sip of his coffee.

“You haven’t gotten to anything important, yet. Trust me. It’s still in the works. This is only the first draft.”

“How long have you been working on this?”

“Two years? Maybe three, give or take. I’m not able to write all the time and sometimes I can be slow, especially if I decide to write after we finish a hunt.”

“You’ve got a lot written here,”

“Almost ninety-thousand words,” (Y/N) gave a brief nod. “It’s still not what I want it to sit at, but it’s coming along.”

“How many more chapters do you think you’ll need to finish it?”

“I don’t know,” he chuckled. “I’m writing the finale at the moment, but I guess it depends on if I want to add anything. Of course, I’m going to be taking some parts out and putting some other parts in that I had written down and thought of as I was writing, so I don’t know what the final word count will be, but I’m impressed with myself so far.”

“You should be!” Sam smiled as he reached over and placed a hand comfortingly on (Y/N)’s leg, rubbing his knee gently. “Why didn’t you tell me you liked to write?”

(Y/N) stared at the table for a moment before he shrugged his shoulders. “I don’t know. I think the stories you told about your interaction with Chuck made me not say anything at first.”

“I hope you know that I wouldn’t have given you a hard time about this.”

“I know, I know,” (Y/N) nodded slowly. “Plus, I think that if I would have said something, I would have felt pressured to finish quicker than what I wanted because, knowing you, you would have asked to see what I had written.”

Sam smirked and chuckled. “I would.”

“And I would have to burst your bubble and say ‘No’ because I wanted to finish everything and go over everything before I let you look.”

Sam nodded. “I understand…” he trailed as he glanced back at the page that he was on. “Were you ever going to tell me?”

(Y/N) hummed as he took another sip of his coffee. “Probably. I do need help proofreading. Plus, I need an audience’s reaction. I already messaged Charlie and she said that she would give it a read when I was done.”

“So Charlie knew about it before me?” Sam asked exaggeratedly, placing a hand delicately on his chest to feign hurt.

(Y/N) snorted and rolled his eyes. “Yes, and she doesn’t bug me about it like I knew you would. She likes reading from time to time, but, and I’m sorry to say this Sam, but you are a book whore.” He chuckled.

“You know what? I take that as a compliment.” Sam said, tilting his head up in a proud manner.

“As you should.” (Y/N) leaned back in his seat, getting comfortable.

Sam licked his bottom lip as he glanced between (Y/N) and the computer screen. After a moment of hesitation, he asked, “Can I finish this chapter?”

(Y/N) pursed his lips in contemplation, furrowing his brows together. He reached over, saved the document, and then exited out of it. “No.”

Sam’s shoulders slumped. “Come on,” he groaned.

“Sorry, Sammy, but maybe you should read faster next time.”

Sam sighed heavily and shook his head before he turned his body back towards the table. He paused for a minute. “Do you feel like writing right now?”

(Y/N) smirked and shook his head. “I need to relax for a little bit. I stayed up late last night writing.”

Sam nodded. “Do you promise you’ll let me read it once it’s done?”

“Sam, as soon as I am finished with the first draft and go over everything, I will print out all of the pages for you so that you can read it. That way I can make my revisions while you read over it. Deal?”

Sam smiled. “Deal.” He said as he leaned over and gave him a quick peck on the lips. “You’re going to be one hell of an author, babe,”

(Y/N) smiled. “Thank you, Sammy.” He said. “I love you.”

“I love you, too.”

Sam never realized how much those words meant to (Y/N). Sure, there was a part of him that thought those words to be true, but the other part of him was doubting himself every step of the way. Still, he persisted, working as hard as he could toward the dream that he wanted to become a reality. In that moment, (Y/N) knew that, if Sam Winchester believed that he was going to be a good author, then he was destined to be.

(Y/N) sat his coffee mug down on the table and gestured towards the computer.

“On second thought, let me have my computer,” he said, the smile still present on his lips. “I think I found my new inspiration.”

#Supernatural #Sam Winchester #Sam Winchester x Reader #Sam Winchester x Male!Reader #Sam Winchester Oneshot #Sam Winchester Imagine #SPN #SPN Imagine #Male!Reader #Supernatural x Reader #Supernatural x Male Reader #Sam Winchester x Male Reader #Supernatural Scribe #Supernatural Imagine

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issdisgrace · 2 months

Text

If you look up the definition of bisexual in the dictionary a picture of Dean Winchester will be there

#ryan speaks #ryan things #dean is a bi king if I have ever seen one #dean winchester #supernatural #dean winchester x male reader #dean winchester x reader #supernatural x male reader #supernatural x reader

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l1tw1ck · 2 months

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dean winchester consumes my mind LAWDDD I beg for anything with that man, surviving off of scraps looking for more top male reader x dean 🤕

- 🛸

No Longer a Mentor

Sub!Bottom Dean Winchester x Top!Male Reader

☆ Word Count: 1,512 ☆

After spending his young adult years with you, his mentor, more than his father, Dean found himself falling for you. He eventually made a move and forever changed the dynamic of your relationship

🕯️: well luckily for u, i just finished this draft :3

CW: Age Gap, First Time Bottoming, Blowjob, Fingering, Frottage (Sort Of), Creampie

Dean’s known you for a couple years, you're a friend of his dad’s and a fellow hunter. You became his mentor in place of his father, who often hunted on his own and left Dean in your care. You liked to stay in your state since the area was basically a supernatural magnet while his father preferred to travel the country so he chose you to finally allow Dean to stay in one place for more than a week. If you were anybody else, Dean would've been annoyed that his dad didn't take him along despite his age and experience. Instead of going to college, Dean spent those years learning to hunt with his father and mostly you. Thanks to all the time you spend with each other, his allegiance to you is almost stronger than his allegiance to his father. He hangs on your every word and treats you like a god. It's thanks to you that he finally accepted his bisexuality. But he doesn't want to tell you that.

He first started feeling differently towards you when you started to become more physical with him. You often hold onto his shoulder with your strong hand or pull him out of the way by his waist and it drives him crazy. He so desperately wants to feel your hands on other parts of his body and vice versa. Your voice makes him weak in the knees and you sound especially attractive when you've found your prey. You're much older than him but he can't get rid of his feelings for you. He tries his best to be content with just having a crush.

After you two had dinner, you decided to drink with him. The two of you laughed and talked over a few cans of beer and deepened your relationship further.

“You ever been in a relationship, [Name]?” Dean asks, slightly tipsy.

“A few. I mostly slept around in my college years and experimented a bit with other hunters but in the end I decided to marry my job instead.”

“Why?”

“I wanted to marry someone I could tell everything to so I tried dating within my circle but none of the hunters seemed to click with me in the ways that really matter.”

“That makes sense…then you probably haven't…” He trails off.

“I probably haven't what?”

“Had sex…lately……”

You laugh. “No, I haven't. Honestly, I think getting laid would really help me. It's been a rough couple weeks.”

“I…” Dean gulps. “I could help with that….if you don't mind…….being with a guy..”

You look at him in surprise. “You're drunk.”

“I’ve only had two cans and a half…You know I don't get drunk that fast.”

You look at him differently, no longer with the eyes of a mentor. “You’ll bottom?”

Dean nods.

You smile in amusement. “I might be a little rough, can you handle that?”

He nods again, more enthusiastically this time.

“Come here.” You motion for him to come over to your side of the table. He stands in front of you. “Kneel.” You order. Dean immediately kneels, his cock steadily growing in size. You unbuckle your belt and pull down your underwear. Dean stares at your cock in awe, body heating up as he watches you jerk it to its true size.

“Fuck. You’re big.” He breathes out.

“Too big?”

“I can handle it.” He says, licking his lips.

“Attaboy.” You run your hands through his hair. Dean blushes. “Ever done this before?”

“Never..” His eyes are trained on your length.

“Is this your first time with a man?”

“Yeah…”

Your gaze changes. Dean shivers in arousal. “How long have you wanted this?”

“A long time…I’ve been…fingering myself, in case we….” He looks away.

You grin, turned on by the thought of that. “You'll have to show me that some day.”

Dean’s face gets redder.

“Now, let me see how you suck cock.”

He's so hard right now. He opens his mouth and slowly swallows your length. He makes a dragged out moan in pleasure as he feels your thickness enter him. Pre cum leaks out of his cock as he imagines how it’ll feel in his ass. He bobs his head up and down enthusiastically, mimicking his past girlfriends by simultaneously swirling his tongue around your shaft.

“Fuck–” You moan. “That's it– good boy.”

Words can't express how happy Dean gets when you praise him.

“You're better at this than I expected, baby.” You smile at his cuteness. He can't hide how pleased he is. “You like sucking dick, don't you? I never thought you’d be a cock slut, Dean.”

He moans. He’ll happily be your cock slut. He pulls away and licks your length in a very sexy way, gaining more confidence thanks to his elevated horniess. “I love your cock, sir.”

“Of course, you’re my cock slut.” You press your hand against his cheek. “Stand up and take your clothes off, I wanna use your other hole.”

Dean’s cock throbs even more. He stands up and quickly removes his clothes, shivering under your hungry and lustful gaze. You pat your lap and he quickly sits on top of you, your shafts pressed against each other.

You grope his ass. “I don’t have any lube..” You trail off, mesmerized by his soft butt.

“I already fingered myself earlier.” He smiles.

“Good boy.” You praise him. “Then spit’ll be enough. Say ‘ah’.” You bring two fingers into Dean’s mouth. He sucks on your fingers in the sluttiest way he can before you take them out and gently push one of your saliva covered fingers inside his soft hole. You give him a moment before adding the second, then you start to finger him.

Dean lets out the prettiest moan you’ve ever heard. “[Name]~” He arches his back and subconsciously thrusts his hips, his cock rubbing against yours. “Your- yours feel so- fuck~” He groans. “So much better!”

You moan as well thanks to the sudden friction. You bring him into a sloppy kiss, the temperature between the two of you steadily rising. Dean pulls away first, more desperate for air, and presses his forehead against your shoulder. “Don't stop– mm- gonna come~” He whimpers. Your fingers find his prostate, an immediate gasp of pleasure leaving Dean’s lips. He throws his head back. “There! Yes!” He moans, grinding against your cock even faster. The combination of his moans, his expression, and his cock against yours all contribute to bringing you to closer your orgasm.

Dean comes first, cum splattering over the two of you. Yours comes second thanks to the amazing look on Dean’s face.

“You're so fucking sexy, Dean, you know that?” You take your fingers out and knead his ass.

“I know.” He gives you a kiss. “I want you inside me.”

You lift Dean up and slowly lower him down on your cock. You both let out noises of pleasure as you penetrate him. He bites down on his lip, thoroughly enjoying the feeling of his ass stretching to accommodate your girth. Once you bottom out, you give him time to get used to it. “Your cunt feels fucking amazing.” You groan. It's hard to hold yourself back but thankfully for you, Dean has no intention of waiting any longer. He places his hands on your shoulders and starts riding you. He quickly loses his momentum as the pleasure begins to overwhelm him. You help him out by grabbing his waist and doing the work for him, allowing Dean to fully enjoy himself.

He knew anal sex would feel good, especially because it's anal sex with you, but he never really had an idea of how good it’d feel until now. Now he's completely blissed out and only able to moan like a slut. It's especially thanks to your quick and rough speed that he's unable to think properly. You couldn't get yourself to go slower even if you tried. His ass just feels way too good.

“Your ass is perfect, Dean–” You groan. “So fucking good-” You hold him and stand up then gently place him on the table after clearing it of the empty cans. You rut into him like a monster, so horny that you feel like you could fuck him all night. You can never get enough of him.

Dean arches his back and shakes as ropes of cum spurt out of his dick. You know you should stop, or at least slow down, but you can't. “‘M sorry baby, fuck–” You moan, hanging your head low as you find your orgasm approaching. “‘M gonna come inside, okay? Gonna fill up your tight fucking cunt with my seed–”

Dean’s conscious enough to understand you. “Ye- yes!” He grins. He's been wanting to know what it feels like to get creampied. “Co- come inside!”

Encouraged by his words, you spill your cum into his warm and welcoming hole. Your thrusts come to a stop and the two of you start to catch your breaths.

“That…was so fucking good.” Dean says, leaning back.

#wicks🕯works #top male reader #male reader #dean winchester x male reader #bottom dean winchester #dean winchester x reader #supernatural x male reader #supernatural x reader #supernatural smut #dean winchester smut #bottom male character

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marksbear · 1 year

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Male reader???? Open Requests??? 👀 Perfect 😌

Please, if it isn't too much of an inconvenience for you, may I please request a Dean or Sam Winchester x Male!Reader story where Dean/Sam and the reader have been dating on the DL, haven't quite made it public yet, until the reader is put in a situation that makes Dean/Sam extremely jealous and overprotective (maybe something dealing with Crowley or a random stranger being flirty with them?) And they kinda out themselves in that situation due to the jealousy?

No worries if you can't! You're still amazing! ❤️ Have a wonderful holiday!

Hey big man! Hope you're having a great day and hoped you had a special holiday! @jayjet Tagged you so you don't have to search if I didn't or not.

Hope you don't mind if I chose Dean. If you want a Sam one also just say the word and i'll write it.

DEAN WINCHESTER X MALE READER

He wasn't ready. Dean wanted way more time before before he even thought about coming out as bisexual.

Of course you were respectable. You and him talked about boundaries and different topics like pda, telling other people and just etc. Dean didn't want no pda and people knowing. So you respected his choices and talked more about it.

Today you, Sam and dean were going to a nearby bar. It was a long day hunting the supernatural, so you suggested to just go somewhere and chill and that so happens to be at a bar.

Everything was going normal. Y'all had a table in the back drinking beers and whatever y'all wanted. Even had some chips on the table. Everything was going good until y'all ran out of beers.

Like if it was on cue a waiter strolls to the table placing beers down. All of you exchange looks because none of you ordered more. "Sorry I think you got the wrong table." Sam says trying to give the beers back earning a glare from his brother.

"No sir. A man over there ordered you some and paid for them." The woman says pointing at a man who is sitting in the shadows of the bar. "Uhm do you know him?" Y/n asks the waiter.

"Yes hes a frequent customer. He has never done this to anyone, so one of you might be special." The woman gives the group one last smile before heading off.

Y/n gives the brother a confused look before turning back around at the man who bought them drinks. "Let's go talk to him." Sam says much to his brother's annoyance. Y/n stands up from his chair walking to the man's table as the brothers trail behind them.

"Hi stranger." The man says first watching Y/n take a seat while the brothers stand behind Y/n staring down at him. "Hi. Thanks for the drinks back there." Y/n thanks him with a smile.

"Your welcome handsome~" The man makes a bold flirt shamelessly not even caring for the shorter man that's standing is glaring bullets at him. The comment makes Y/n chuckle.

"But if you mind can I ask you why you bought them for us?" Y/n asks leaning back into his chair crossing his arms. "It's simple really. I bought them for you. I mean it's not often when I see such a handsome man like you." That comment catches Y/n a bit off guard and his cheeks become hot."Uhm anyways. What's your name?"

"Alex. And what's your name?" "It's Y/n and this is Dean and Sam." Y/n answers pointing at the brothers. Alex looks at Dean's pissed face and smirks to himself planning something. "Y/n why is a man like you here? You should be on the big screen or in magazines. You're way too handsome to be here. Wasting so much potential."

Before Y/n could respond Alex adds more to his last comment. "I am a photographer. I was wondering if I could take some pictures with that beautiful body and face of yours-----" "NO." Dean cuts Alex. Dean pulls Y/n's arm getting him off the chair. But sadly Alex reacted fast as well taking a hold of Y/n's other arm. "Let the man answer for himself." Alex says trying to tug Y/n closer to his side.

"No. He's busy and I bet he would feel a lot better without your comments." Dean tugs Y/n arm back to him like a game of tug & war. Sam stands in the middle looking at them awkwardly. "Well you don't know that. I mean cmon no need to get overprotective." Alex suggests trying to convince Dean to let them be.

"He doesn't need his pictures taken by a complete stranger and a weirdo." The two bicker back and forth pulling Y/n back and forth in the process making Y/n feel irritated and deeply annoyed.

"Stop acting like you're his boyfriend or something!" Alex shouts at Dean making Dean ten times more pissed than he already was. "Oh yeah! Guess what he is my fucking boyfriend!" Sam eyes widened looking at Dean is he serious. "That man you're trying to prey on is my boyfriend! For about five months!" With one last pull Dean finally wins Y/n over wrapping his arms protectively around his boyfriend. Dean leaves with Y/n leaving poor Sammy still in the bar.

As soon the two are out of the bar Dean pulls Y/n for a deep kiss wrapping his arms around Y/n tighter in a way like hes telling people Y/n is off limits. The two pull away and stare at each other lovingly in total silence until the silence is broken by Y/n. "I thought you were ready yet?" Y/n says nudging his head against Dean's."I wasn't until that asshole came along. I felt so mad and a bit worried." Dean slips out his confession out with a sigh.

"Sounds like you got jealous~" Y/n teases with a chuckle.

"Like hell I get jealous. It's just that no other asshole is gonna flirt with my boyfriend when i'm around."

"I like this side of you Dean."

"I like all the sides of you Y/n." Dean's joke was hella corny earning him to be pushed away by Y/n. "Yeah after that joke I may just go pick Alex."

"Don't you dare!?!"

THE END

#dean winchester x male reader #dean winchester #supernatural x male reader #supernatural #x male reader #male reader #superntural #the winchester brothers #the bear club

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supercap2319 · 3 months

Text

"Oh my God, Sam. Is this you?" Y/N asked. He held up a polaroid of a young Sam Winchester with immensely shorter hair, dressed in a leather jacket by some leaves with his head looking to the side and straight ahead.

Sam comes over with a stack of boxes. He sets them down and picks the polaroid from Y/N's hands, and smiled at the picture. "Wow. I must have been what, fourteen? Fifteen? Dean's girlfriend at the time said I could have been a model."

"She was right." Y/N picks up another picture of a young boy with green eyes and blonde hair. "Is this Dean? He looks like a fucking ken doll."

Sam laughed. "He does. He definitely does."

#x male reader #male reader insert #male x male #supernatural #supernatural x male reader #sam winchester #dean winchester #sam and dean #jared padalecki #jensen ackles #Sam Winchester x male reader #Jared Padalecki x male reader

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jxydiel · 11 months

Text

Dean winchester x trans male!reader

I believe it can also be read as not romantic but Dean use a lot of sweet nicknames.

Note : I was really uncomfortable today and I needed some comfort so I wrote this. English is not my first language so sorry if there’s mistake

Tw: dysphoria, I don’t know if it’s a bit angst at the beginning since (y/n) is really uncomfortable with himself.

But technically it’s just fluff because I needed it x)

It was summer and the sun was blasting horribly armed with his warmth. (Y/N) could see by the window of ‘baby’, people sweating even in shorts and t-shirt and that was so mood wrenching. Everything was shining brightly hurting his eyes.

Dean was blasting some Metallica, humming and tapping the steering wheel rhythmically while Sam was side eyeing him. They were all out on the hunt heading to some ladies house for investigation. Strange things have been seen and it was their duty to take care of it.

Sam was the one who founded the case while reading some news paper. It was easy, not nerve wreaking. It was supposed to be a nice and calm day. If only that was really true.

When (Y/N) was preparing himself to go, he knew how hot it was today and putting just some pants and a t-shirt would seem to be a good idea but something was feeling so wrong. He was watching himself, in the mirror of that impersonal bathroom, from head to toe. He couldn’t help himself but to feel disgusted, maybe the pants were too tight or the shirt stopped too high showing his hips way too much or even his chest was showing off too much. The young man didn’t found his binder in his stuff and didn’t wanted to make the two Winchester wait so he just told himself that everything was fine even tho it was not. He tried to forget all the thoughts and doubts he had and left the bathroom. (Y/N) definitely hated summer and that was even an understatement.

That’s how he ended being so grumpy and uncomfortable in the back of that car, pulling his shirt away from his body. On normal days he would have been singing with Dean way too loudly, annoying Sam but today he was way too silent to the brothers liking. Something was off with the boy and they both knew it but no one asked for now.

The three of them arrived at the house and (Y/N) was already regretting getting out of his sit. He felt naked, like everyone was watching at him intensively. That was kind of suffocating. Everything was awful, everything was so wrong with him. His head was looking down at his body and he knew he made a big mistake. He just wanted to become invisible right now and just go back home.

The brothers were waiting for him in the most complete silence and he joined them when he realised, ashamed. Dean knocked on the door after looking at (Y/N) with unspoken worries. The woman opened the door and stared at the three mans heavily. (Y/N) didn’t wanted to be there, he wanted to escape and go back in the car where he felt more safe. The gaze of that woman was burning his skin.

Dean took care of explaining everything at her and she let them enter the place. Sam started the little questioning after she let them sit on the old sofa, the fabric of which seemed to escape, revealing the moss inside. Being sat made it a bit better for (Y/N) but he was still absent, not concentrate on anything that was being said. He couldn't stop thinking about his appearance, his thoughts tormenting him relentlessly. He was playing with his hands trying to be forgotten, be the ghost they were hunting. The older brother put an hand on his shoulder and whispered “Are you alright sweetheart?” The young man startled, not expecting any touch and only nodded in return not wanting to worry any of them but it was kind of late for that knowing the look on dean’s face.

The latter tried to focus on the business but seeing (Y/N) like this was making it hard. The two of them were so close that they technically never needed to speak to each other to know that something was off. He whispered again softly to the young man by his side “follow me” and left the couch heading outside. When something was wrong, he had to fix it as soon as possible, as he couldn't bear to see the other unhappy. “We’re coming back” he warned his lil’ brother and the client. (Y/N) didn’t wanted to stand up because he would become more visible, at the mercy of all judgment. but he did follow Dean outside the house. He would do anything for Dean and vice versa.

The older brother stood in the front yard with a concerned frown as (Y/N) got closer to him. He clearly noticed how the other was endlessly adjusting his shirt again and again avoiding his eyes and he just realised what was happening. Dean didn’t needed to ask anything, he just took off his jacket and put it on the other’s shoulders. “Here you go my handsome man” Strangely Dean was always wearing something on top of his shirt even in summer and he was thanking himself for this on the moment.

(Y/N) smiled at Dean, hiding himself in the big jacket. He whispered “thank you” and Dean answered an “Of course love”. (Y/N) put the jacket correctly and yes it was definitely better but even tho, now, he was just feeling like a fraud. The young man sighed and apologised for creating some kind of problems but Dean reacted so quickly “Eh you have nothing to be sorry for, it’s not your fault Okay ?” (Y/N) simply nodded in response. Dean put his hand on the head of the other caressing his hair with the utmost gentleness.

“Do you want me to drive you back to the motel ? We can let Sam take care of this.” Dean asked after a long silence. (Y/N) wanted to say yes so much but he didn’t wanted to bother the two mans. It was work right now, he needed to be professional. “No, I don’t want to bother. I’m alright now.” He simply responded. “You’re never bothering sweetheart you know that. Are you sure ?” “Yes don’t worry about it. Thank you tho.” And they both went inside the house again.

When they came back inside the woman asked them if they wanted to drink something and misgendered (Y/N). She didn’t knew. It wasn’t her fault. But (Y/N)’s heart broke in pieces and everything was so wrong again. Sam was the one who corrected her pretty quickly and she apologised. “It’s fine. You don’t need to apologise.” Replied the young man to relieve her. However, when (Y/N) looked up at Dean he saw his murderous gaze that was frightening the client horribly and it made him chuckle a bit. “Don’t stare like that. It’s fine” (Y/N) pushed Dean’s shoulder playfully trying to reassure him but his eyes were still sad and the other saw it.

“Well we’re leaving the questionary to our associate there’s other thing we need to take care of.” Dean announced pointing Sam. The lil’ bro nodded agreeing with no words to Dean’s decision. They both knew it was for the better. The big brother left the house with a quick goodbye and (Y/N) followed again. “But I said I was fine staying.” Dean stopped walking and looked at him. “I’m doing it for me, I would have killed her.” And it was half a lie.

(Y/N) smiled brightly at Dean and entered the car next to the taller one. When Sam wasn’t there the front sit was his. And sometimes even when Sammy was there they switched places.

Dean drove quite quickly to the motel and when he entered the bedroom he went directly to his stuff to found some clothes of his. He knew (Y/N) always liked wearing his clothes when he was feeling down. It gave him some more comfort. He threw the clothes at the boy who escaped in the bathroom. The young man was back a small time after and Dean was looking at him sitting on the bed. “Are you feeling better ?” The latter asked with a serious frown. “Yes thank you Dean. You’re the best.” (Y/N) replied sitting by his sides. “I know” They both smirked and laughed. Dean felt a little helpless when this happened because no one could control it, but he would give everything he had so that (Y/N) would never have to feel so bad again.

“You’re the most handsome man on this planet I hope you know that.” Dean stated genuinely going for a hug. (Y/N) hugged him back tightly, hiding himself in the bigs arms of the other. He was feeling safe now. Everything would be alright. They both lay down on the bed while the older brother turn the TV on for some ridiculous but funny show to change the other mind. “Sammy will call when he’s done. I will help him with the rest but you can stay here” (Y/N) nodded. “Okay. Be careful you two” “we always are no worries.” They both smiled at each other and (Y/N)‘s head rested on Dean’s chest hearing his heart beat fast as he breath in and out. “Next time something like that happens don’t wait that long. We will, Me and Sam, always do anything for you to be comfortable.” “Yes, thank you Dean.” They rested like that for a while Dean making sure (Y/N) was laughing and feeling better until it was time for him to go help his brother.

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