#Sam winchester x male reader
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l1tw1ck · 10 months ago
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In Exchange
Sub!Bottom!FTM Sam Winchester x Dom!Top!Male Reader
☆ Word Count: 3,617 ☆
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AFAB Language Used
blacked out every time i wrote this like jekyll and hyde 😭 /j
CW: Non-Con, Sexual Coercion, Drugging, Blowjob, Cum Swallowing, Creampie, Pregnancy Mention, Masturbation, Cunnilingus, Puppy Play (Collar, Puppy Sam), Nipple Sucking, Riding, Corruption
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“Excuse me, are you [Name]?” Sam walks up to you as you're smoking outside a bar.
“What's it to you?”
“I’m Joseph Johnson. I'm a detective.” Sam shows you his badge just long enough for you to believe him. “I’d like to ask you some questions about the recent incident.”
“Then you’d better give up and ask someone else.”
Sam looks at you in dismay. “You're the only living witness, we won't be able to get anywhere without you!”
“I’m not sharing anything without something in return.”
He perks up. “I've got about 60 buc-”
“I'm not looking for money. I want you to get on your knees and give me a blowjob.”
He looks at you in shock. “Are you serious?”
“Completely. Make your choice, Sherlock.”
There is no choice. He needs this information in order to save the town. He has to do it. “Fine…Just don't make me swallow.”
You stub out your cigarette. “You're not in a position to make demands, sweetheart. You're gonna swallow it if you want me to talk.”
Chills run down his spine. You're so assertive, it's…..sexy. He almost slaps himself. He lets out a big sigh. “Okay.”
You smile. “Hold on.” You enter the bar and come out a few minutes later with a bottle of beer. It's already been opened. That makes Sam suspicious but in your defense, he doesn't have a bottle opener on him. Against his better judgment, he chugs the bottle.
He notices the chilling grin on your face but hopes it's not because you drugged him. You lead him to a secluded alleyway. “Kneel.” You unbuckle your belt.
“Here? Are you serious?”
“Didn't you hear me, pretty boy? Kneel.”
Sam frowns and gets down on his knees. He gulps upon seeing your hard cock. He’s never seen one in real life before, after all, he's never gone far enough for that.
“Open wide.” You tug on his hair. He looks at you with contempt but opens his mouth anyways. The feeling of your cock entering his mouth is completely foreign. It's way different than sucking on a popsicle or some other iced treat. It’s warm and pulsing. And it's thick, so thick his jaw hurts. “As I thought, you look much better with my cock stuffed in your mouth.”
Sam shivers. He can't believe that turned him on. His body suddenly begins to rise in temperature, as if he's come down with a fever. You don't seem to care about his reddening face as you slowly drag him back and forth on your cock. He stops worrying about it, even as he starts to feel more aroused than he should. He just closes his eyes and discreetly ruts against his hand as you do all the work for him. He feels so wet that his slick is probably bleeding through his underwear. He desperately needs to touch himself but he's sober enough to feel embarrassed about doing so. It's so hard for him to feel pleasure through his pants that he's started whimpering. You don't know why he's doing that but you're not complaining about the new sensation you're feeling.
“Shit- I’m already gonna come-” You moan. “Your mouth is amazing, sweetheart, you're better off selling it than being a detective.”
Sam moans as you come in his mouth. His mind is so hazy and high on whatever you drugged him with that he actually feels happy to swallow your seed. He’s completely out of his mind.
You pull him away from your cock and pry open his mouth with your thumb to make sure he's swallowed everything. “Good boy.”
He looks at you almost demurely.
“It’d be a shame to stop here, don't you think?” You run your fingers through his hair. The drug seems to have kicked in completely so you know he’ll agree.
“Mhm..”
“It’d be nice if I could fuck that sweet ass of yours...”
“Not there...” He shakes his head.
“Why not? I’d make you feel real good.”
“Isn't my pussy better?” Sam smiles, unbuckling his belt.
“It definitely is.” You smirk.
Sam shakily gets up on his feet and drops his pants and boxers to his ankles. He walks over to the wall and bends over, giving you a drunken smile. You look at his pussy and feel your cock immediately come back to life. He's so wet that his slick is on the inner corner of his thighs. You can't wait to dive into that.
You stick two of your fingers inside him, not caring for how that makes him feel, and explore his insides. He's soft, warm, and oh so fucking wet. Sam moans, too drugged to consider the fact that he's in public.
“Th- there!” His voice and legs are shaking. “Yes-yes-yes–”
“Already gonna come, darling?” You find his g-spot and immediately cause him to squirt. You watch in awe, painfully hard thanks to this mesmerizing display. You pull your fingers out and slowly inch your cock inside him. “Sorry, I just couldn't wait any longer. You don't mind, right, baby?”
Sam moans, eyes half lidded. “Mm- deeper~”
“The drug’s really changed you…or maybe it's just allowed your real personality to show?” You smirk, going deeper as he requested. “I might have to keep drugging you if it means I can fuck this sweet pussy of yours.”
He shivers, leaning further against the wall as you make him experience his pussy stretching to accommodate your girth for the first time. “Bi- big~” He bites his lip, absolutely blissed out.
“You like how big I am? Or how good your cunt feels stretching to fit me?”
“Ye- yes~ so good~” He answers both of your questions. “My pussy feels so good, [Name]~”
“Yeah? I’ll make it feel even better.” Once you bottom out you start fucking him at a rough pace. The warm and slippery feeling of his cunt is making you too aroused to control yourself. You cover Sam’s mouth with your hand, knowing he won't even try to keep quiet. Your hand quickly becomes drenched with his saliva, a constant vibration thanks to Sam moaning. You can still hear his moans, albeit muffled, but at a much better level that suits your location. “You're such a good boy, you know? Taking my cock so fucking well. If we were at my place, I’d be happy to hear you moan.”
Sam’s body reacts to being called a good boy, his cunt clenching around you once again.
“I wish I could have you, a cute puppy like you should have an owner. Although, I don't know if I have the strength to actually let you go.” You pull down the collar from the back of his shirt and bite him, making a mark that’s sure to last a while. You can tell just by hearing him and feeling the way his cunt reacts that he liked that. “How about you touch yourself for me, pup? I want you to feel extra good.”
Sam brings his hand down to his t-dick, gently stroking himself and accelerating the amount of time it’ll take him to have an orgasm.
“Look at you, following orders so well.”
He whimpers in response.
“You’d be better off belonging to me than some agency, don't you think?” You move your hand away from his mouth.
“Ye- yes- wanna be yours!” He moans, squirting again on your cock. In his current state of mind, he feels overjoyed at the idea of abandoning his dangerous “career” for a life full of pleasure and submission. He won't have to think or put his life on the line anymore. Right now, he doesn't have the ability to think rationally and being your dog is all he wants. “Tak- take me! I wanna be your puppy~!”
You bury your head in his shoulder, slowing down. “I’ll hold you to that. Gonna make sure you can't change your mind and leave me.” You come inside of him despite knowing he wouldn't want this if he was sober. At this point you don't care what he thinks, you just want him. Maybe the whiskey you had earlier is finally getting to you...
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Sam wakes up on his motel bed, feeling something inside his underwear, a painful feeling in his neck, and a sharp headache. He closes his eyes and tries to recall what happened last night. He soon starts to remember everything, even after the drug kicked in. He should be angry but he isn't. He's horny. He sits up on the bed and looks around.
“Dean?” He calls out. No response. He leans back and brings his hand into his pants, sliding his index and middle finger down his slick cunt. He feels your cum and pushes it back inside him, fingering himself with your cum. He doesn't want to get pregnant but he can't help himself. Just doing this makes him so horny…He feels like a perv.
Sam leans back and moans, feeling extra sensitive. He remembers how you made him squirt for the first time and how it’d probably feel even more amazing if he could do it sober. He starts to think about all the compliments you gave him and how you wanted to make him yours. He knows he should be focusing on hunting, especially because of his powers, but he can't help but yearn for a safe life with you. He doesn't even really know you. He did a background check on you but he didn't look at anything that would’ve given him any information about your personality. He can't believe that a one night with you is making him feel like this. Making him want to relinquish his autonomy to a stranger.
He murmurs your name, absolutely enamored with you. Are you even human? You have to have some special power to make him so infatuated with you. Right?
Before he can reach his climax, the sound of the doorknob twisting stops him. Sam quickly takes out his hand and rubs it on his clothes. Dean opens up the door and immediately looks at Sam.
“Where the hell were you last night? And why are you in the same clothes?”
“I- I uh…got drunk.” He looks at him sheepishly.
“Why?!”
“[Name] didn't want to talk unless I won a drinking game…I won.”
Dean looks surprised. “That guy must be even more of a lightweight than you are.”
Sam laughs awkwardly.
“So what's the story?”
“I don't know–” Sam stops thanks to Dean’s expression. “Yet! I’ll call him today.”
“You got his number?”
Sam vaguely remembers you putting something in his pocket. He digs into his right pocket and pulls out a piece of paper. He opens it up. I’ll talk. I left you hangover medicine, the morning after pill, and a pregnancy test. Let me know the results when the time comes. [Your Number]. “Yeah. I got it.” He turns to the bedside table and sees a bag with the logo from the local pharmacy. His heart flutters from your consideration. Which is ironic, considering what you did to him.
“Good. Take a shower and eat something, then call him.” Dean grabs the remote, gets onto his bed, and turns on the tv.
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At around 11, Sam called you and now you're sitting outside a café with “Joseph” and his partner, “Francis”.
“There's two of you.” You raise your eyebrow. “Looks like you're not Sherlock, but one of the hardy boys.” You chuckle.
Sam laughs awkwardly. “This is my partner–”
“Wait, let me guess, Frank?”
“Francis. My friends call me Frank.” He smiles, impressed that you got the reference.
“Joseph and Franics. Interesting coincidence.” You’re tempted to inquire further but you decide not to. You're not too excited to recount the story but you’d rather just get it over with.
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“And that was it.” You lean back into the chair. You noticed Sam was staring at you the entire time but you ignored it, you don't want to bring anything up with Dean around.
“Thanks for telling us. We’ll get to the bottom of this.” Dean stands up and shakes your hand. “Alright, let's go.” He turns to Sam.
“I- I actually have something to do, go without me.”
“What? What the hell could be so important?”
Sam looks away and doesn't answer.
Dean sighs heavily. “Fine. But don't let me find out you're trying to meet some girl or something.” He shakes his head and walks over to his car.
“So, what’s more important than your investigation?” You tilt your head in interest.
“I remember what happened last night.”
“I sure hope so, that's the whole reason I’m here.”
“No, I remember that you drugged me.”
You’re a little surprised, that wasn't supposed to happen. You know he won't turn you in though. You’re sure of it. “Are ya gonna turn me in, Mr. Hardy?” You smile teasingly.
“Not if you do something for me in return. It's only fair, right?”
You give him an amused look. “Of course, puppy, it's only fair.”
Sam blushes at the name.
“So what do you want me to do?”
“Drive me to your place and you'll find out.”
“Alright, we'll have to make a quick stop though.” You grin and lead him to your car.
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Sam enters your home, anxious for two reasons. One, because you went to a sex shop and told him what you bought is a secret. And two, because he's about to request something that nobody in their right mind would do after being taken advantage of in such a way.
He sits on your bed and watches you as you place the bag on your desk and reveal what you bought. A collar that closely resembles one for a dog, but clearly made to be worn by a human. Sam’s entire body heats up.
“Just a little something to remember me by.” You hand him the collar
He frowns slightly, he doesn't want to leave you. He doesn't know why he's so obsessed with you but he brushes away the thought and puts the collar on. He looks adorable. “Now you have to do my request.” He unbuckles his belt and unzips his pants. “I want you to eat me out.” He's been fantasizing about this in the shower. He can't leave this town without experiencing this at least once.
You lick your lips. “That's it? If that's what you want, I’ll be glad to do it.” You pull his pants and underwear off for him and kneel in between his legs. You slowly drag your tongue up his pussy, tasting him for the first time. You let out a soft noise of pleasure before wrapping your lips around his t-dick and slowly easing two your fingers into his cunt. Sam throws his head back and moans unabashedly as you suck him off, his body heating up. This is so much better than just fingering himself. Your mouth feels so good.
“Like that- yes~” Sam rolls his eyes back. It won't take long for him to come. “[Name]~!” He gasps when your fingers reach his g-spot. “Oh my God–” He falls back onto the bed, quickly climbing towards his orgasm. You add a third finger and continue to finger his wetness while sucking his cock more passionately. Sam can't even manage to get any words out, he feels too fucking good to even think about anything. He instinctively wraps his legs around your head and squirts, drenching you. He takes a few moments before letting go of you.
You pull away and lick your lips. “Now, how about a round two?”
Sam nods, removing his clothes. “I wanna ride you.”
“I’d love that.”
Sam hovers above your hard length, his left hand holding it in his place and his right on your shoulder. He lowers himself onto your cock, gasping when he feels you stretching him open. Despite his memory being mostly clear from that night, the pleasure he remembered wasn't enough to prepare him for this. “Fuck–!” He moans, continuing to lower himself down. Tears run down his cheeks thanks to the painful pleasure he's experiencing. “You're- so, so big-” He's breathless.
“You're adorable, puppy.” You hold his cheek in your hand. “I know you can handle it though, keep going.”
Sam moves further down until you're completely inside him. He looks at you, tears still streaming down.
“Good boy.” You kiss him. His eyes widen for a moment before closing his eyes and reciprocating the kiss. You briefly pull away to open your mouth and Sam is quick to catch on. You return to kissing him but now with your tongue. Sam considers himself a master at kissing, since it's the most he’s ever done. At least when it comes to receiving.
Sam finds himself grinding down on your cock, finding pleasure in the way you feel inside him.
You pull away from him and move down to his neck to bite and kiss it. You now move even further and wrap your lips around his nipple, happily sucking on it while your hand goes to massage his other breast. Sam whimpers and squeezes your cock happily. He could get used to this. Just being a dumb, slutty puppy for you to use sounds great to him. Sorry Dean and the greater good, Sam is giving up on being a hunter and choosing to become a simple toy.
You reluctantly leave his breasts and look at Sam with a smile. “Why don't you try riding me now?”
“Okay..” Sam places both his hands on your shoulders and slowly rises. He whimpers at the feeling. He never had the confidence to try using a dildo so he had no idea how intense this would feel. He quickly lowers himself, missing the feeling of your entire cock inside him. Even losing a few inches is upsetting for him.
“You don't want to do it anymore? Is it too hard for you, puppy?”
He looks away from you. “I want all of you inside me…”
“Aw, you can't even stand a few seconds? I promise you won't even feel it as long as you keep up a fast pace. It’ll feel much better than just having me inside you…although I do enjoy having you keep my cock warm.”
Sam tries riding you properly but he's still feeling weak and can't do it fast enough. He stops and looks at you.
“Let me help you.” You grab his waist and lift him up and down at a fast pace. Sam rolls his head back and moans in pleasure. “See? It feels good.”
“So- so good!” He cries. He feels so good that he barely even feels the painful slapping of his breasts against his chest. He can't even focus his sight, pain is nearly obsolete to him. He brings his hand down to his dick, stroking it as best he can. You can tell he's about to come.
“Come on, puppy, come for me.” You smirk. It doesn't take much longer after that for Sam to come. He squirts, making a mess on your body. “Good boy. Now it's my turn.”
Sam gasps as his body is suddenly pushed onto the bed, your hands squeezing his wrists tightly. “Just a little more, I know you can take it.” You roughly thrust into his cunt, indulging in the lovely wet warmth of his pussy. Sam doesn't mind, on the contrary, he’s happy to be used just to get you off. “You're so obedient, sweetheart, so perfect.” You start to act more like a dog than Sam, your horniness compelling you to rut into him like a wild beast. He can barely handle it thanks to the previous activities but he's fighting to stay awake. Seeing you in this state is much too arousing to miss.
“Tha- thank you~” He smiles stupidly.
Just hearing him say that with an expression like that makes you come. You briefly grip his wrists harder then loosen it as you come down from your high. “I don't want to let you go..”
“Me neither…I like being your puppy.” His eyelids start to feel heavy. “Wanna keep getting used…” He falls asleep. You kiss his forehead and pull out. You've never given an unconscious person a bath but it shouldn't be too hard.
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Dean pounds angrily on your front door, a gun in his pocket ready to shoot you if necessary. Thanks to an eyewitness report from the café employee, he found out where Sam went. He doesn't know what's going on but he's furious. He hasn't answered his calls and he hasn't seen him since yesterday.
You open the door. “Ah! Francis. Here to pick up your partner?” You pause.
“What the fuck did you do to my brother?”
“Nothing he didn't like.” You reply plainly. “He's perfectly fine and drinking some tea. I’ll show you.”
Dean looks at Sam in shock. He's just wearing a big shirt and probably underwear. “Sam! What's going on?”
“I’m sorry, but I want to stay here. I love [Name] and I don't want to leave him.”
“WHAT?!” He's completely taken aback.
“You heard him. You’ll have to head back on your own. I’ll get his stuff for him.”
Dean doesn't trust you at all. He's going to be doing a lot of research on whatever monster you might be. He's convinced you're not human. “I’m staying longer. You probably did something to him…I don't trust you.”
“That's fine.” You smile. You have something else to worry about. “So…who's Sam?”
Sam and Dean both look at each other. Looks like they're going to have to reveal the truth, at least partially...
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frankieburieshisdead · 4 months ago
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⛧𝔖𝔞𝔪 𝔚𝔦𝔫𝔠𝔥𝔢𝔰𝔱𝔢𝔯 𝔵 𝔐𝔞𝔩𝔢 ℜ𝔢𝔞𝔡𝔢𝔯⛧
CW: NSFW, brief dubcon, angst
It was only two days. That was the agreement. That's how much you got of Sam Winchester. Two days and three nights and then he would pack up his life into his brother's shitty little flat-back impala and you would never see him again.
Until of course you saw him again.
You had friends over when he called. Squeezing past the group of 20 somethings wolf whistling at you as you went to pick up the landline meant that you were giggling when you picked up. You had set his number to a specific ring. It was the dial tone version of "Spooky boy like you" by Dusty Springfield. All your friends knew about Sam 'Sammy' Winchester, who had exorcised a cruel version of your reflection from your vanity mirror and then hadn't left your room for the rest of the weekend.
"Hey!" You answered, almost too excited as the box wine you had been drinking all night spurred on your mood.
"Hey," his voice was rough, like he'd used it up. "I'm in town, can I come over?"
You sobered quickly. "What's wrong?"
"I, um," you twisted the cord of the phone tightly between your two fingers. "Can I come over?" He asked again, desperate.
"Yes."
It took a bit of cajoling to get your company out, but you had the place mostly cleaned out by the time your doorman rang up to let you know a tall man with long brown hair was waiting downstairs for you.
He looked tired. His body hunched downwards, shoulders drooping. He looked good with the 5 o'clock shadow he was sporting.
Oh sweetheart, you wanted to say, what happened?
Instead you said: "come in."
He tipped forward, nuzzling into your neck. There was a wet stripe up your jaw and behind the shell of your ear. "Sam," you muttered under your breath, sure there was something more important to talk about. Hard to remember when the best sex of your life was rubbing his thigh up against your crotch. His arms circled your slim biceps, squeezing, almost shy of painful as he lifted you up onto your kitchen counter.
Hands unbuckling and unwinding, you let this moose of a man strip you on your kitchen counter. There was a second there that you both took to breathe, foreheads pressed together as his small way of asking "is this okay?" You nodded against his mouth and pulled his body flush against yours.
He prepped you like a man in front of his last meal. Quick and yet savoring. Rough but so attentive you had begun to squeal by the end of it. When he was inside you, there wasn't a second to breathe before he was hauling you on top, using the leverage of the flat mattress and his grip on your waist to bounce you like a rag doll. It wasn't at all like you remembered. He was too fast, jack rabbiting into you and hitting all the wrong spots. You had begun to realize the cruel way his fingers pressed into your lower back, digging and bruising. His sweet face was twisted up into a snarl and he frowned like he was waiting to get it over with.
You weren't having fun anymore.
"Sam stop!" You put your hands over his and squeezed. "You're hurting me!"
He immediately stilled, back still arched as you felt his stuttering heart in your abdomen.
"What?" He blinked up at you, almost out of a daze.
"You're hurting me." You said in a smaller voice.
Something snapped then. Sam's eyes crooning into a dip, his lip turning white from the way he was biting into it.
"I am?" He sounded devastated, truly and honestly devastated. His grip was loose, still around you but shaking. You should have stopped him the moment you realized something was wrong. It was too late now, he was still hard and wanting inside you and you weren't enough of a good person to kick him out. Well, in for a penny, in for a pound.
"Okay, were okay baby. Just a little slower yeah?" You began to grind your hips downwards, letting the tip of his cock kiss something deep inside you. His eyes rolled back and you felt a full body shiver underneath you.
You fell forward when he bucked into you, almost like he couldn't help but crawl deeper. You had both arms on either side of his head, his mouth panting into yours. "Press here, like that." You put his hand on the bottom of your abdomen, pressing his fingers into the gap between his dick and your happy place. You screamed when you came, gripping onto Sam's shaggy cut as you're back arched. You were never sure if it was the hair pulling, the scream, or the the way you tightened up like a corkscrew that set him off but suddenly there was a silky feeling dripping out of you and Sam was sobbing into your shoulder.
"Oh baby you're okay." You soothed where you had been pulling at his roots. You were still out of breath, still impossibly full. "We're good, I'm here." He had both arms pressing you into his chest, keeping your head over his shoulder so you couldn't see his face. You had to force your way up, pulling out of his hold to look at the bloodshot look he was trying to hide into the pillow.
"Lets get some sleep. We'll talk about it in the morning." You used what little strength you had to flip the two of you over, in part so Sam was lying over you like a heated blanket and also so the threat of the ever soggier bed sheet was further away.
"Okay." His voice was raspy but sweet. You were glad to have Sam Winchester for one more weekend.
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supercap2319 · 11 months ago
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"Tell me, Y/N. You and Sammy have that vanilla-y, girly shit kind of relationship don't you?" Dean gave him an inquisitive look through sips of his beer. It was just the two of them in the bunker alone.
Sam and Cas were on a food run, so it was just Dean, and Sam's Charmed One witch boyfriend sitting at the table together. Y/N was researching up a spell that used henbane, wolfsbane, and gypsy's blood on Sam's laptop.
"What do you mean by 'vanilla-y?'"
"Holding hands. Cuddles in bed. Sammy crying his way through sex. That kind of shit." Dean smiled.
"Well, he and I do hold hands, but he likes to play rough in bed. Likes to tie me to his bed, and edge me for hours till I'm begging him to let me cum. There was also the time he tied to the hood of the Impala, and he fucked me with his big moose cock until he scratched the paint job." Y/N smiles.
"Son of a bitch! You did what on my baby?"
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m4ng0-gh0st · 6 months ago
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Spn boys NSFW headcannons (CIS male reader)
Dean
You had to help him out the first few times but after that he got it DOWN.
One of his favorites are you on your knees sucking him off.
He definitely teases you by moving his hand really close to your crotch or sometimes he full on just palms you through your pants when your sat next to him however it highly depends on what is going on and where you guys are at.
If you were one of the "villains" you two definitely used to have hate sex.
If you aren't them you two just have sex to release some steam if it's more of a friends with benefits relationship but if it's a romantic relationship then it's because you two genuinely enjoy having sex
Most definitely rough sex most times but if he has the time and or nobody will be around for a while then it'll be more sensual.
Sam
He more of a groaner than like a moaner/whimperer.
I mean maybe you can get him whimpering 🤷
Don't pull his hair no matter how tempting it is...
He definitely likes you riding him but if you are the dom you then missionary. (He definitely does missionary even when he's Dom)
He does like seeing your face during sex.
Nothing to out of the normal he's pretty simple when it comes to sex.
Castiel
He doesn't make much noise I mean maybe a groan here and there and if you're lucky a moan or whimper.
He's a little clueless when it comes to sex despite him watching the pizza man and the baby sitter... But that's okay! You help him the best you can.
You can definitely get him to moan or whimper if you suck him off.
You most definitely end up the dom most times.
If you like rough sex then he’ll participate but he does enjoy gentle and sensual sex more.
You two have most definitely gotten caught and or have been overheard while having sex.
Crowley
You know he's in the mood when he starts getting handsy.
He'll pull you into his lap or if you guys are around people he'll pull you away or teleport you two away.
This does happen quite often.
You don't really know what you do to make him horny but you do make him horny a lot.
You've two been caught making out somewhere in the bunker because Crowley had pulled you away.
You two have experimented quite a lot.
He denies it but he does really like intimate and soft sex.
He does occasionally like you as the top but when you are the top you are 6/10 times a soft top
He does get whiny and bratty. Mostly when you two have been very busy and haven't had sex in a while.
Definitely sasses you during sex. He has a loud mouth and he can't help himself.
Praise him and he seems fine but on the inside he is DYING
Gabriel
He's even worse than Crowley when it comes to getting handsy.
He is a brat when he's the sub for sure.
Kinky as hell 💀
You've guys practically have tried EVERYTHING.
A little bit after he returned from being tortured you guys basically had a whole day spent on having sex.
He enjoys either making your brain turn to mush or having you turn his brain to mush.
He has a lot of energy and when I say a lot I mean A LOT.
He is a major switch when it comes to you.
Jack
I don't know if it's alright to do some for him since he's technically like 3 but he's fully grown so let me know if it is 😭💀
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river13245 · 10 months ago
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They React To You Being Asexual
Dean, Sam, Castiel, Crowley, Rowena, Lucifer
(this is going to be a thing that I do regularly so request)
Dean Winchester
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The both of you have been dating for almost a month now. You weren't oblivious to the fact that Dean was a very touchy guy. He would go to bars and pick up women all the time before you came around. Maybe that's why you had a pit in your stomach. You go to dean who was in the main room of the bunker and ask dean if you could talk to him in private.
He gets up and walks into your guys's room. "what's going on. Something happen?" he asks and you shake your head. "no not yet. Uh I just thought I should tell you something" He sits down on the bed and looks at you. :alright what's going on?" you take a deep breath in and speak all in one breath "Im asexual. I know that you like sex which is not a fault but I just know i'm not going to be able to give that to you"
He asks you to explain it to him and when you do he nods and its quiet for a moment before he speaks. "babe this isn't going to change anything between us. You don't want sex. that's fine i can take care of myself if i need to. Don't feel bad" when you sit beside him hs places his hand on your thigh and you rest your head on his shoulder.
Sam winchester
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Your boyfriend was sitting on the bed reading when you entered the room. He looked so nice in the sweatshirt and sweatpants he was wearing. You were taking a moment to think about how you wanted to tell him that you were asexual.
Sam had never once made you feel as if you had to do anything you didn't want to do. If anything he was always cautious for first moves. your first kiss he leaned in slowly, making you close the gap. He also never really asked or initiated for the both of you to go any further beyond just kissing and cuddling. You had a feeling he knew which made you less nervous. "whets going on in that head of yours" he asks as he looks over at you.
You sit onto the bed beside him. "there's something I need to tell you" he puts his book down to give you his full attention before nodding. You take a breath before saying calmly "i'm asexual. I don't ever want to have sex with you. I should have told you sooner and i'm so sorry I didnt i was just waiting for the right time an-" You stop speaking because sam has placed both of his hands on the sides of your face and kisses your lips. "its okay honey, I have had a feeling that you might be and I still love you either way. Plus i have a lower sex drive than most people so you dont have to worry with me okay?" You nod and you cuddle up against him as he reads a little while longer.
Castiel
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You were sitting on your bed just thinking about how you were to tell your boyfriend that you were asexual. Your boyfriend had never really said anything about wanting sex or anything like that but it still made you nervous. You knew Castiel wouldn't break up with you because of it. So once you calmed yourself down a bit you prayed for him. "castiel I need to speak with you"
Wasnt even 2 minutes later and hes standing in front of you. "Theres something on your mind?" he asks and you nod. "yes there is. I just needed to tell you that if we are going to continue our relationship..there will be no sexual acts. Kissing and everything is fine but just not sex."
He looks at you for a moment before he takes your hand in his "That is perfectly fine. Angels dont need to have sex." you lean in and kiss his cheek and hug him
Crowley
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Crowley had been in one of his moods today. Your boyfriend was a very moody person. One thing could piss him off so because of this you were not looking forward to telling him about the fact that you are asexual. In fact you were thinking about not telling him. Not for a while anyways.
However when he walked into the room he could see the way you didnt come up to him to welcome him back like you always did. So he crossed his arms and looked at you. "what" you asked as you looked up at him. "What is going on? You arent acting normal" this caused you to roll your eyes at him. "when have I ever been normal" he shrugs but doesn't say anything else which makes you sigh.
You laid down onto the big bed you two shared. "Crowley I am asexual. That's why I haven't made a move to do anything more than kissing" He uncrossed his arms and lays down beside you. "really that's what's got you so weird?" nodding in response he rolls his eyes. "I'm a demon and have lived much longer than you have. You being asexual is the least of my problems. I want to be with you either way"
Rowena
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Rowena was doing some of her witchy stuff looking beautiful while she focused. You knew you shouldn't interrupt her but this was eating you alive. Your friends had been talking about their partners and how they were great in bed and everything else. You loved your friends of course but its started to eat away at you. That you couldnt and wouldnt give that to Rowena.
She was a woman and many women want that part of the relationship. That kind if intimacy and you were feeling awful about it. Rowena deserved an explanation so before you could talk yourself out of it you walked up to the table and took a seat. "Rowena Love" She looked up at you and when she noticed how you looked she stopped what she was doing. "what's wrong dear"
You let out a long sigh before explaining to her about what you and your friends were talking about and then you pause for a moment before speaking again. "I know that you probably want that and I cant give it to you. How could you possibly be happy like this" She places both her hands on the sides of your cheeks and kisses your forehead then your lips. "I am happy with you. There has not been a moment where I doubted us or my feelings for you. You are the one that I want to be with for the rest of our time here" She pulls you into a soft hug
Lucifer
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You had just walked back into your home and Your partner was sitting on his chair that he had claimed as like his "throne". He had been talking to a few other demons that worked for him and so you tried to walk quickly past them but he made you stop. "where do you think your going?" he wasn't angry he was just confused because you usually greet him when you come back home. You look at him "i'm going to our bedroom"
He could tell by the tone of your voice and your body language that something was wrong. So he quickly made the demons leave before turning to look back at you. "come here" you walked closer to him and he looked at you sitting up more on his chair. "what happened while you were out?" He was very protective over you and it was written all over his face. You knew he was going to find out anyways so you begin to tell him.
You tell him about how your friends were asking about how you and your boyfriend was. Asking how the sex is going etc etc. Lucifer nodded and was actually letting you finish speaking. "when I told them that. We don't have sex because i'm asexual they started judging me and everything." He almost speaks up but you cut him off "why do you stay with me. Lucifer I know that you have had many demons and even other angels in your bed before. Why stay with the one who cant give you what you need"
Lucifer looks at you as if you just said something in a language he didn't understand. He uses his power to bring you closer to him and then he stops and holds his arms out for you. Silently telling you to sit with him and so you do. You sit on his lap and rest your head on his shoulder. "I may have had others share a bed with me. But none of them have had such a emotional hold on me before. You are the one that i fell in love with. Don't ever doubt me or my feelings towards you." he says the last part with such a serious tone and all you can do is nod and let him hold you.
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dreamedaboutboys · 2 years ago
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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.
And again.
And again.
Until he doesn't have anything else to give you.
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thelittleangel · 5 months ago
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date headcanons
supernatural edition
characters:Sam, Dean, Castiel, Gabriel, Crowley
tags: fluff, male reader
warnings: none
note: sam’s can be read as a continuation of group project
Sam
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It would be a quiet night in.
Order takeout and rent a movie.
Sitting on the couch watching the movie.
Maybe discussing it quietly.
After the movie ended, you’d stay on the couch with him, talking about plans for the weekend.
Talk about anything and everything.
If you fall asleep while you’re talking, he’ll pick you up and take you to his bed.
Dean
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He’d take you to a little hole in the wall.
It would be crowded, but I imagine he’d take you to a booth away from the crowd.
Eat dinner and have a drink, then when you’re ready, he’d lead you out onto the floor.
He’ll let you set the pace of how fast and slow you’re dancing.
He drives you home at the end of the night.
Castiel
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He’d take you on a quiet walk in the park.
Sitting on a park bench, talking about anything and everything.
Walking on the sidewalk, looking at the flowers, watching the bees and feeding the ducks.
Sitting quietly, holding each others hand.
Enjoying nature together.
Gabriel
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He’s going to take you to his favorite candy store.
He just spends the day hanging out with you.
Showing you all his favorite spots.
Keeping his hand on yours.
Walking through the mall with you.
You go into different stores, looking around.
Crowley
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My headcanon is that Crowley’s love language is quality time.
So it brings you to this.
Standing in his kitchen, making dinner with him.
Demons don’t need to eat, but the act of cooking is something Crowley has come to enjoy.
He pours a glass of wine, and talks to you as you fix dinner together.
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waxingwinchester · 3 months ago
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giant!sam wichester who’s already unusually tall for his species, but he’s the personification of big and scary-looking on the outside and secretly just nervous and nice. and tiny!reader who’s one of the smaller ones of their species, making the divide between them even bigger
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pascalsummers · 6 months ago
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You Give Them a Magical Companion (Team Free Will x Male Reader)
A/N: So this idea of mine originally started as just stuffed animals given to them but I wanted to give it a more 'supernatural' vibe lol. I couldn't find an exact mythology for what I wanted to do so I took a bunch of inspiration and just made my own thing. I'll probably make another post later on fleshing this idea out because why not?
What you need to know for the sake of this post is that the reader can imbue an item (Usually Jewelry) with a magical creature influenced by the wearer. Anyway with that out of the way consider this my birthday gift to you all, and enjoy!
-
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DEAN
When it came to Dean you decided that a bracelet would be the best option for him. Mostly because you remember Dean complaining about rings getting scratched up when opening beers and him getting hit in the teeth by necklaces. He will forever deny fanboying over the fact that his companion turned out to be a wolf but that doesn't stop him from subtly bragging about it once in a while. Dean's companion is mostly used during hunts to help track down monsters or sometimes help in battle if Dean really needs it. When not on a hunt Dean can be found hanging out in the Batcave with the wolf sitting close by.
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SAM
For Sam, you decided that his item would be a ring. You didn't want to choose anything that stood out too much and a ring seemed like the perfect subtle piece of jewelry. Sam was a little worried that the world would decide to make his animal a moose but much to his relief, it turned out to be a simple owl. The owl became a kind of study buddy for Sam as he would ask his companion to find certain books for him while he focused on other tasks. In return, Sam would give the owl scratches which it would coo at, and eventually, he even made it a small nest in his room for it to rest on whenever it wanted.
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CASTIEL
Figuring out what item to give Cas was a challenge since Cas didn't seem to have a big opinion on the matter. Eventually, though you decided that he would have a necklace. When Cas accepted the gift and saw that his companion was a cat he was confused but of course accepted it. Cas didn't know what to do with his new companion but after a bit of contemplation, he decided to get all the needed items for a cat owner and set them up in his room in the bunker. Though Cas's companion didn't require any food or water to live it did eat any food and drink any water that Cas gave it. Usually, the cat can be found perched on Cas's shoulder watching the people of the bunker.
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CROWLEY
Thinking about how Crowley you knew that a brooch would be a good choice for him. You thought it was the perfect fit for someone whose closet seemed completely made of suits. When Crowley laid eyes on his tiger companion he thought that it was an apt creature to be paired with. Crowley is quick to befriend the companion and learn as much as he can about it. During meetings and interrogations, Crowley will sometimes let the tiger sit close to him as a way to add a little extra intimidation factor. When not busy with something Crowley will let his companion roam around especially when Crowley's with the Winchesters just to annoy them a little bit.
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l1tw1ck · 7 months ago
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back again for another supernatural request, I always see an edit of either sam or dean and immediately think of your writing 🙏 Anything with sam I beg
- 🛸
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bottom Sam x top male reader
cw: riding, creampie
It's the end of the semester and what better way to celebrate than to have your boyfriend spend the night at yours? You and Sam have been too busy preparing for exams to spend much time with each other so now that you're finally together again...
Sam moans your name as he bounces on your cock, his own flailing adorably with each movement. He doesn't typically ride you, he prefers to lay back and let you have your way with him, but he was so pent up that he ended up making the first move. It's hard for him to keep going thanks to your sexy expression and thick your cock but his energy is high enough to keep him steady.
"You're doin' so well, Sam." You smirk, gently stroking his cock. He mewls.
"I'm gonna— gonna come!" He cries out. He moans your name again.
"Go on, come for me, sweetheart." You jerk him off more aggressively. Sam throws his head back and comes. He stops, shaking heavily. He slowly moves his head to look at you.
He leans onto your shoulder. "Bend me over." He says softly and seductively.
Sam lets out a slutty moan as you pull on his hair. Your thrusts are uneven and aggressive, a clear indicator that you're about come. Sam usually prefers to get fucked raw and have you come on his body or in his mouth, since clean up has always sounded like too much of a hassle, but today? "Inside! Come inside, [Name]~!" Sam gasps.
"Shit– You want me to fill you up, baby? Turn you into my little cum dump?" You groan, swept up in the moment and letting one of your desires come to light.
Something clicks in Sam's mind. He shudders at your words. "Yes– fuck, fuck yes—" He moans.
You slow down and pump ropes of your cum into his ass. Sam comes in response to the feeling, surprised that it feels so good. You stop and gently rub his ass to help him calm down.
"More?" He asks softly. "I want you to dump all of it in me, [Name]~"
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thealtoduck · 1 year ago
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My Jolly Sailor Bold
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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)
——
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.
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supercap2319 · 11 months ago
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"Seriously, Sammy? You go away to college to become a lawyer and get yourself a boyfriend, but said boyfriend is a witch? You sure know how to pick em." Dean said.
Sam rolled his eyes. "It wasn't my intention, Dean. I didn't know Y/N was a witch any more than he knew I was a hunter."
"He's way out of your league."
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bigfan-fanfic · 1 year ago
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Brother Mine (Winchester!Reader x Sam and Dean Winchester PLATONIC)
@xweirdo101x Hello, hope you are having a good day/nightI was wondering if I could request a Sam and Dean having an older brother (maybe by one or 2 years)  maybe they haven't seen reader in a couple years. The brother's finally get to see reader when he pulls them out of trouble?
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(okay, author's note in that Sam is 22 at the start of the show and Dean is 26. The show spans the same amount of time as in the real world, technically, so Sam ends the show at 37 while Dean ends it at 41. Meaning this elder brother is probably 28 at the start and ends it 43. Good lord, that show went on for a while lol)
"So, explain to me why the two of you chuckleheads are in jail in freaking Kentucky? Because last I heard, Sam was going to college in California and you were still hunting boogeymen with Dad."
The two young men in front of you share a glance as you bail them out of some podunk town's drunk tank.
"Dad's... in trouble." Sam sighs, finally, to a harsh glare from Dean.
"Good riddance to bad assholes." you growl, and Dean clenches his fist
You and your little brothers don't exactly have a great relationship.
With the better part of seventeen years of your lives dedicated to hunting what lies in the darkness, spurred on by your domineering and obsessive father, Dean always has blamed you for "abandoning the family" and "breaking Dad's heart" because you left the life at nineteen and left seventeen year old Dean and thirteen year old Sam behind.
You did the amateur boxing circuit for a while before you were hired on to an indie security company and ended up catching the eye of the owner who trained you until you took over, eventually buying the company and running it.
You know a lot of your money was sent to help pay off any expenses Sam had, but you don't know if it was used for that or blown for motel stays or alcohol or sawed-off-shotguns or salt slugs for Dean and John.
You tried to stay in touch with Sam, but it was awkward. And he wanted space away from "family."
So you know neither of them would ever contact you unless something real bad happened (and apparently Dean's grudge was so strong that he wouldn't even inform you that John went missing)
Though to be perfectly honest, it wouldn't really matter to you anyway, and that's a matter to discuss with your therapist.
"I can't believe you called him." Dean grumbles, like a child.
"Sam apparently knew you'd need a responsible adult." you snark, and he grimaces. "Now, care to tell me why you're road-tripping?"
Sam looks at you. "My girlfriend. Jess. Whatever got Mom... it got her too."
"And you think that Dad is close to tracking it down and that's why he vanished." you sigh.
"Lemme guess, you're gonna tell us that there's nothing that goes bump in the night?" Dean sneers, looking at Sam.
"No, I'm not. I'm gonna tell you that it's not your job to chase it. It's not your duty."
"We save people. We hunt things. It's the family business." Dean growls.
"Jesus, Dean, do you hear how you sound?" you groan. "It's this kind of obsession that I tried to get away from! A terrible thing happened to Mom, and there was nothing any of us could do to stop it. It's not our fault, and it's not our responsibility to chase whatever did it down!"
"It's just gonna keep hurting people. We've seen it happening. It's gathering other people like Sam."
"Fuck." you growl.
Dean senses an in. "You were even better than me, back in the day. Remember when you ganked that skinchanger?"
He says "you were only 14" with as much reverence and awe as you do disgust and shame.
"I can't convince either of you to... let the chips fall where they may?"
"Nope." Dean pops the "p" sound.
"Sorry, no." Sam adds.
"I don't wanna kill things anymore, Dean. Not even bad things. But I do care about you both. So here. I'm going to help you, on one condition. We're going to all come back to my place in California, and Sam is going to apply to fucking law school, and you're gonna think about what you really want with your life, Dean."
They think.
They look at each other.
They nod.
"Welcome back." Dean grins.
"You better not still drive that shitty Impala and listen to crappy 80s rock."
Sam winces.
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sam-winchesters-my-bf55 · 9 months ago
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Sam helping reader with his T shots:
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A/n: I don't know a whole bunch about Testosterone shots, but im gonna do my best!
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He's sappy. We all know this.
Definitely gets all emotional once your voice starts to deepen and stuff
Doesn't really like that the actual injection hurts you, but knows it's a necessary evil
Will be the first to go with you to any appointment, anything.
He's always mindful of the routine, and reminds you of it if you tend to be forgetful
Researches any and every thing there is to know about testosterone shots, good and bad.
Definitely info dumps onto you, he can't help it, he just wants you to know everything you possibly can.
Always puts a bandaid over the spot where you took the shot 🥹
Always always ALWAYS tells you how proud of you he is
Once you hit milestones (one month, one year, ect) he celebrates with you
He loves the fact that you've found yourself, and are starting to become happy in your own body.
Helps you keep all the stuff organized and sterile
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river13245 · 1 year ago
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The Angels Protector
Navigation / Castiel Masterlist
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The sun had started to go down as you were driving back to the bunker. You had one job and that was to find a way to bring Jack back. Castiel had a special relationship with Jack he was like his own son and you had noticed the toll it had started to take on him when he died.
You knew about how Jack had killed Mary and had done things because the angels were using him. But the Jack that you knew wouldn't do something like that. So you were determined to find out how to bring him back so you could help him.
Dean would be so pissed with you but you could deal with him later when he did end up finding out. Right now you just wanted to get to the bunker and crawl into bed and just hope that your angel of a boyfriend would get into bed with you.
After an hour you had pulled up in front of the bunker. You grab your bag and throw it over your shoulder and start to walk in. What you heard when you entered made you place your bag by the door and walk into the living room.
You see Dean with his arms crossed looking at Cas and your boyfriend looks frustrated. Dean is looking at him as if he cant stand to look at him. Cas was explaining to him about how he had to do what he did even when he knew it would mess up the plan.
Of course Dean wasn't listening to him since he only cared about what he thought was right. What caught you off guard was when Dean looked straight at Cas and said "you know we do sometimes have plans fail and we have problems. But you always seem to be the cause of all these problems" There's a pause and your boyfriend speaks "what are you saying Dean?"
Dean was predictable he always lashed out at other people when things didnt go his way. You knew where this was headed so you look over at him and shake your head warning him to not finish what he was going to say. It didnt stop him. "You didnt tell us that Jack had been acting strange and then he killed my mom. You didnt stick to the plan and look where its gotten us. You are the problem Cas"
The glare you had on Dean could kill him if looks could kill. Castiel stood there and took it because he knew that what he said was partially true. But wouldn't you want to protect your kid and make sure that you were right before causing everyone to attack them. He also believed that he was the problem. Hell he spent most of the years doing everything he could to help just so he could fight that voice in his head.
A minute or so passes and Castiel just turns around and walks straight past you and to the door. "where are you going?" Dean asks and Cas looks back at him "Jacks gone, everyone is out doing their own things. Its time I leave especially when my time here is done" He leaves it at that and walks out and Dean doesnt try to stop him.
Dean goes to the kitchen and grabs a beer and then asks if you would like one. That sets you off because he just acts as if nothing happened. "are you fucking serious right now?" a scoff escapes you as you try to control yourself. Its not often you let out any anger or snap at people. You and Dean were very similar you just handled your anger better than he did and were more emotional.
He looks at you a little surprised by your outburst. "Yes I'm serious its not my problem he left after screwing us over" This causes you to walk straight up to him and punch him in the face. The skin and bone that hits your knuckles hurt but damn does it satisfy you. Dean doesn't try to even hit back. Not that he has the time too because your already speaking to him in such a tone that would make anyone shiver.
Looking up at him you defend your boyfriend who wouldnt do it himself because he cares to much about what dean and everyone else thinks of him. "Castiel does his best to keep the two of you safe. Yes does he sometimes fail but so have you guys. You have been too late to save Sam and vice versa. Hell other poeple have died to save your asses. Castiel has done so much good for you, for us, for the world. He turned his back on the angels and god himself after he spent who knows how many years he has spent loyal to them. He stays awake for days just to make sure there is always a way that all of this ends well for all of us. So ill be damned if you ever speak that way to him or about him like that again. Next time you ever tell him that he is the cause of all the shit things that have happened you will be on the floor"
Dean who is your best friend just stares at you. As if he is contemplating on what to say but turns out he doesn't have to cause Sam had heard everything and he clears his throat. Turning your head you look over at him and Sam and he is giving you a apologetic look. "y/n Dean he just-" you cut him off by shaking your head and grabbing your bag. "don't try to apologize for him."
When you get to the door you look back "I love you boys. You guys are my family but ill be damned if you talk to someone that i love like that."
-----
When you get your things into the car you start to head home. You could only hope that Castiel would be there. He wasn't home often because he was always out and you were always helping someone with something but you knew he wasn't feeling the greatest right now.
Your angel he wasn't fragile by any means because man did he look good beating the shit out of someone. However that doesn't mean that he doesn't feel things, he's an emotional man and you love that about him because so are you. he's better at keeping them in check than you are but you wanted to spend tonight taking care of him.
As you arrive to your cabin that the both of you had found empty a few months ago during a case you cant help but just hope that he was there somewhere. When you walk in and close the door there's no sign of life anywhere. "damnit Cas"
Walking to your bedroom you put your bag down and then go back down to the kitchen and make a sandwich for you and for Cas. Even with knowing that he didn't have to eat you still liked to include him and he would also always go along with it just to spend time with you. Once you place the sandwiches on a plate you close your eyes and you begin to speak to your boyfriend hoping he would come to you.
Taking a deep breath you begin "Castiel, my angel, come home please. I made food and can put on a movie" You weren't really good with words something in common you had with the Winchester brother but you hoped it was enough.
When you open your eyes to see he hadn't come a sigh leaves you and you go and pick out a movie to watch. One that you have watched hundreds of times but haven't seen in a while. So as you sit down you hear a voice from the door way. "y/n"
Your name that's the only thing you need to hear to know that he isn't doing well. The way his voice is strained as if he had been forcing so many emotions down. Looking over you see how small he looks as if the world is weighing on his shoulders. As you place down your plate of sandwiches you hold out your arms and he walks to you and sits beside you resting his head on your chest. "Castiel I'm so sorry"
He shakes his head and then looks at you and kisses your cheek "its not your fault. He is right I should have found better ways to help instead of-" You place your hands on his and squeeze them "don't think like that. You did everything right you cant control everything. Not even god himself can"
In return he squeezes your hand "I just hate that I cant do more. But I don't know what else to do. I'm so lost" You bring your hands to the sides of his face gently and nods. "well how about we eat and watch this movie. Let us both relax for a little while hm?"
"yeah that would be fine" He sits back and gets comfortable then you yourself get comfortable and play the movie. As it starts to play you hear a small laugh escape from the man behind you. "How to lose a guy in 10 days again really?"
"you love this movie and you know it" The angel smirks at your words and throughout the movie his eyes never leave the screen while your mind runs a thousand miles per minute. Even as you start to fall asleep but before you do you place a soft kiss to his lips. "you know i would do anything for you right?" He nods "i know y/n. Sam told me what you did after i left. You didnt have to"
A scoff escapes you as your hand rests on his side. "i know i didnt have to but Dean had no right coming at you like that"
"Dean means well he just. i dont know. we will figure it out tomorrow. Right now you need sleep" he says and you nod in response and close your eyes.
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maj-3k · 2 years ago
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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.
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