#Boxer!Dean

[witchy-worm]

Here's a follow up to the art I posted earlier this week! There are several things I'm not happy with but I need to stop looking at it 😂 You can find the first part here:

PART ONE

[flowersintheimpala69]

classmate: dude i think you have a stalker.. I’ve noticed this guys that’s been following you around campus a lot and i saw him standing outside your dorm last night.. I’ve asked around and no one knows who he is, I don’t think he’s even a student here.. i think we should call campus security

Sam (who’s knows it’s just Dean): uhh

[completelymindfucked]

So I’ve been seeing a lot of talk about creep Dean recently, but BUT hear me out on creep Sam. Smelling his big brothers shirts or literally any clothing item of deans that he steals, watching Dean fuck random girls on motel beds from cracked bathroom doors because Dean asked him to stay in there out of sight so he could bring said girl back for a quickie.

Staring just long enough for Dean to be able to feel the eyes on him then not looking away when Dean looks at him, just holding the eye contact and staring into deans fucking soul. Peeking in on Dean showering after a hunt or getting uncomfortably handsy when patching up wounds that didn’t need to be looked at the way he was, then Dean never commenting on it cause it’s just Sam being sam and he can do no wrong in his big brothers eyes.

[futturmangamez]

Thinking about kissing men. Men are great..when you're kissing them🫣It's so cute when they try to keep up with my sloppy kisses😂pssh..so silly. so hot

[motelsnleatherseats]

[adoniserosapollo]

Ready to rumble! Dean Perona by Christian Oita

[disabled-dean]

Dean wears knee braces head-cannon expanded: they're the kind of compression sleeves that are worn under his clothes so no one usually sees them- until he's like doing laundry or whatever one day and Cas walks in on him and immeadiately gets a nosebleed and has to pretend that angel radio just short circuited to save face

[strawberrryangel]

dean walking around the bunker in a cropped halloween t-shirt and his scooby doo boxers. that is all.

[justquicksshot]

I posted it on Twitter a while ago, but you know, it reminds me a little bit of them

[oldmanpusspuss]

Don't pretend deanfans have good taste. Erectile dysfunction Dean can only be appreciated by people with advanced minds and taste.

Sooo true bestie. I'm one of the only true dean fans on this whole website because not only do I acknowledge his transgressions and his (canon) erectile dysfunction and carfucking and his toxicity etc. etc. BUT ALSO I find them sexy ❤️

[witchy-worm]

I love putting Dean in Scooby-Doo clothes 💚

At least once a month I try to draw and it just doesn't work?? After spending too much time trying to make line art work and hating it I trashed it and tried a different approach. I'm sort of into how this is rougher and looser than my usual.

There's now a follow up here: PART TWO

[egipci]

Title: Keep Your Feet on the Ground Author: essenceofmeanin Pairing: John/Dean Rating: NC-17 Word Count: 1250 Summary: Dean can feel John’s jaw muscles working, stubble scraping against sensitive skin; he can hear himself panting into humid darkness, nowhere near enough air in the room.

[lostalioth]

𝐩𝐫𝐞𝐟𝐞𝐜𝐭 𝐟𝐢𝐭

→ premise: you in those damn jeans, those stupid jeans that fit you just right. your hips, your waist, your thighs. and god your ass in those jeans nearly had sam drooling. it was shameful he knew it but he couldn’t help it, not when your ass looked so prefect.

→ pairing: sam winchester x fem!reader

→ warnings: smut | 18+, anal, caught masturbating, switch!sam? [he’s dominating but also jsut whiny and desperate?], nicknames [angel, baby], no lube or prep really for the anal part [i lowkey didn’t wanna write it lmao], not proofread

→ a/n: kinktober 17

It was pathetic, he was pathetic he knew that and yet he just couldn't care at the moment nor help himself. You looked so good he swore it was driving him clinically insane. So good that it was making his genius brain malfunction, and his downstairs ‘brain’ run on overdrive. 

He couldn't focus, could barely understand a word the witnesses were saying, it was all going in one ear and out the other. His eyes were just glued on you, on your body, on those stupid perfectly fitting jeans you wore. He felt like a hormonal teenager again, getting all worked up over a dumb pair of tight jeans on a woman. It didn't help that Sam has already been nursing a small crush on you that he’s had sense him and his brother met you. 

He had to bail on you and dean in the middle of the interviews, giving the both of you some excuse about not feeling the best and that maybe he needed some extra rest. Though in truth his pants were just getting tighter by the minute and his head getting foggier. He somehow managed to walk himself back to the motel, the short walk doing not a damn thing to clear his head. You in those fucking jeans, those jeans that hug your thighs and your wasit just right, those stupidly tight jeans that made your ass look so fucking bitable it was making him lose his mind. 

Even though muffled by his t-shirt pulled up and tucked between his teeth all that filled the quiet dingy motel room were Sams whines they were so loud. He was a mess the second he unbuckled his belt and shoved his pants and boxers down his thighs. His large hand furiously stroking up and down his aching cock, pulling strangled whimpers and cries from his lips. His precum leaking out from his tip acting as lube for his hand to glide along his shaft faster, squeezing it hard as he goes. 

He was already so close, it only added to his feeling of being pathetic, he really was a horny teenager now, he couldn't even last that long with his fist around his cock and his head filled with thoughts of you. You on top of him riding him as he whines, you under him your limbs an entangled mess as you pant and moan into his mouth. Him with his head buried between your thighs, you on your knees for him with your mouth stuffed full of his cock, any and all different kinds of images of you all over him. “Need you s’bad, s‘fuckin’ bad holy shit….” He hissed through his teeth in a hushed tone as his head fell back in pleasure, cries of your name and whines about how good you looked fall from his mouth like a waterfall the closer he gets to the edge.

“Hey Sam? Honey? you doing okay?” Your voice shattered the daydream going on in his head that was just about to make him cum. In shock and embarrassment his hand stills, inadvertently edging himself. The nickname only makes his cock twitch more as a short whine comes out of his mouth in response. He was caught and it should be embarrassing, humiliating even, you caught him jerking off in the middle of the day. He should be feeling anything else but what he was right now, It shouldn’t excite him that you caught him. But he was too far gone into a desperate type of head space to care at the moment. 

“Oh shit!, i'm sorry i didn't mean to barge in i thought you’d be napping” you babble out, covering your face as heat spreads through your body as you turn around and move like you're about to leave. As you turn sam gets an even better almost 360º view of your body, how the jeans cling to your thighs, the waistband snug around your waist, the denim looks practically painted on your ass, they were so tight.

“Need it s’bad, please i need you s’bad yoou dont have to leave” he whines out, you had already caught him so any composure or decorum he had has been thrown out the window alongside reason. He could be completely ruining your friendship at this moment, you could be disgusted with him and reject him but he was taking that risk cause he was desperate. 

Your body as if moving on its own accord, revealing your own hidden desires turns back around to face Sam, slowly taking your hands away from your face. Your breath hitches in your throat as your eyes scan over his body, his shirt tugged up and stuffed in his mouth exposing his chest, a small trail of hair leading down to where his hand is still wrapped tightly around his cock, a pleading look in his glazed over eyes. Slowly you make your way over to him spread out on the bed, your steps careful as if you were gonna spook him by moving too fast. “What- Uh- what do you need honey?” You question, still a bit confused and extremely nervous. You’d do anything to help Sam, and getting to see him like this all pathetic and desperate was a bonus that was making slick settle in your core and your thighs clench together. 

“I need you, want you s’bad” he whines out dropping his shirt from his mouth as he grabs ahold of your hand when you get close enough. Placing your hand on his stiff throbbing cock with his own, you let out a small gasp at the feeling of his warm cock under your touch. “This is what you do to me, you and ya’ fucking stupid tight jeans” he hissed out, letting go of your hand and taking note of the fact you dont move it off his cock he slaps your ass hard with his big hand resting and gropping at it after it comes down. 

“These damn jeans that make your ass look so good angel, so good that I couldn't focus, baby. Wanna fuck you s’bad, wanna fuck this ass” he was rambling now looking up at you with his signature puppy eyed look that made you melt. He was so hard it was getting painful, especially since he stopped himself right when he was gonna cum.

He's already thrown caution to the wind by this point, there was no going back.

⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘⫘

You gave in. 

Willing to do whatever it took to make Sam feel better as well as the fact that all his begging had made you about just as desperate for him. He had you on his lap now, your back pressed against his bare chest. He was quick to strip you of all your clothes, eyes glued to the way he had to practically peel your jeans off your body. Your thighs were spread and laid over his legs that he had bent up, his feet planted flat on the bed. 

Your head was spinning from the feeling of his rough hands exploring every inch of your body. Palming at your tits and his thumb flicking your nipples, squeezing your waist when you squirm in his grasp and grind your ass against him. His lips were mouthing and kissing along your neck, tongue poking out to lick up the side and even behind your ear, sucking patches of small hickies onto the unmarked skin. Your body relaxed more and more in his arms as Sam said; “Need you real relaxed for this angel okay? As bad as i want this i don't wanna hurt ya’” you were certainly relaxed once his thumb started rubbing circles over your bundle of nerves, sighing in a mixture of pleasure and relief. You whine softly as your pussy aches, begging for release already as your folds are dripping in slick, a trail of it sliding down your cunt to your ass even. 

Lifting his hips his tip nudges at the tight ring of muscle of your ass, his precum that hasn't stopped leaking as well as his spit that coated his cock acted as your only form of lube as he bullies his thick cock inside. With a broken gasp in both pain and pleasure at the new sensation you dig your nails into the flesh of his forearm that was wrapped around your stomach holding you against him. “Sam~ Honey- Fuck!” You blabber out in a string of jumbled together moans, losing track of where you were gonna go with your sentence once his cock pushes all the way inside, your hole sucking his cock inside. 

“Atta’ girl, s’good f’me angel. God your ass is so fuckin’ tight” he cries out, he was already still on edge from just his fist but this feeling was gonna send him flying over it faster than he wanted. The pleasure of his cock filing your ass as well as his thumb which hasn't stopped playing with your clit has your pussy clenching around nothing. 

“Baby, m’not gonna last long, it's too much” you moan out as his hips buck up and thrust into you, settling at a fast and relentless pace not giving you any more time to get adjusted. “It’s okay baby, it’s okay, j’ cum, just cum for me angel” he nods his head frantically, moans and desperate cries fill the room and you don't know what sounds are coming from who as you clench down on him. 

Your body tensing up and your eyes screwing shut as your climax washes over you, a loud wanton moan falling out of your mouth. Worry about the other residents hearing anything long since past, Sam even felt a small ego boost knowing they were hearing you scream out his name. His hips not stopping their hard thrusting, Sam too lost in pleasure with his head buried in your neck as his cock pounds your ass making you see stars as you cum. 

“Feel so good angel, holy shit squeezin’ me even tighter as you cum shit~” he groans out, his deep voice sending a shiver down your spine as his breath fans across your ear. Your cum leaks out of your pussy, sliding down to Sams cock giving it even more slick for him to fuck up into you harder and faster, chasing his own orgasm. 

“Gonna cum angel, but dont think im done with ya’ when i do, need to fuck that pretty pussy too. Been dreamin’ about that sense we met, need to make you all mine” he cries out as he turns your face towards his and crashes his lips against yours, kissing you like a man starved. His moans are muffled into the kiss as well as more whines of your name as he cums hard.

→ a/n: AHHHH last day of kinktober is tomorrow!! Im hoping i get to post the last day on halloween but i might not so if i dont expect it nov

[sleepyangelkami]

PLAYTHING s.winchester

𝜗𝜚 WORD COUNT - 1.2K

SAM WINCHESTER X FEM!READER

𝜗𝜚 SUMMARY - though on the road with dean, sam always comes home to you whatever chance he gets. this time, he feels he's been gone to long and when he finds you sleeping in only his shirt... he aches for you.

𝜗𝜚 WARNINGS - smut, dom!sam, sub!reader, p!v, sleepy sex, praise kink, reader mentioned to be smaller than sam, practically porn with no plot, gentle sex, unprotected sex, petnames, intended lower case, nothing i write is ever proofread 🩷

exhaustion coated sam as he fished around in the back pocket of his jeans, looking for the spare key to your house. it was late and by now, the stars covered the sky. he knew you'd be asleep, that's why he didn't bother knocking.

the door opened silently and sam silently cursed you for leaving your hallway light on. he was always telling you to turn it off before bed but without him there... you felt safer with it on.

he kicked his boots off, not wanting to make a mess of your carpet and found himself walking up the stairs, switching the light off as he went. he tossed his bag somewhere by the top of the stairs, knowing he'd come back to it in the morning.

all that mattered now was well, you.

he opened the door of your bedroom. it was dark but he could still make out the silhouette of your body. your leg was propped up, practically cuddling the duvet. he could see a shirt enveloping your body, too big to be yours.

as he slid his shirt off, he found himself longing to feel you, to touch you. it'd only been a week since he was in this room last and yet it had felt like an eternity that he'd been deprived of your touch.

whenever sam came home after his trips, he'd slide his clothes off and get right into bed. which is exactly what he did now. he wasted no time in enveloping his large arms around your body, pulling you in close.

the smell of your shampoo made his eyes flutter closed and the scent of his own cologne against the sleep shirt you'd stolen from him made his lips quirk.

"sammy?" your voice was a quiet, soft mumble. he loved the way you sounded when you'd just woken, so vulnerable. perhaps he loved it so much because he knew you wouldn't be so vulnerable with anyone else. just him.

"'m here, sweetheart." he felt you move in his embrace. he loved holding you like this, he wished he could get impossibly closer, as if it were possible.

you moved so that you were facing his chest, slightly lower down in the bed than he was. "how was your hunt?" even in the dark, your hands trailed up his arms. he was wearing nothing but his boxers. but feeling his body, there was something about it that just assured you he was really there. "missed you."

"yeah? how much?" the man ignored your first question, his hands sliding around your own body.

you couldn't describe the soft feeling of when he'd come home, feeling him, knowing he was there while he did the same to you. it was rather... lovely.

you felt his fingers inch higher, trailing past the flimsy material of his own shirt on your body. suddenly, you felt the base of his fingers against your panties.

"sammy." you practically whimpered out, low and sleepy. "'m tired."

"i know, honey." you felt him move your hair with his free hands, pressing gentle, damp kisses against your neck. not the kind of kisses he usually left, sucking and leaving marks, roughly and making sure everyone knew you were his. no, this was different. he wasn't kissing you to leave any marks or to induce pleasure, even. he was kissing you so softly, to let you know you were safe with him. "you don' have to do anything, okay? jus' lay there 'n let me do the work, yeah?"

a soft, "okay." left your lips, though your mind was still half torn between sleep and wake.

"good girl." pressing the same, simple kiss to your cheek as his fingers hooked against your cotton panties. you could feel him drag them down against your legs but truthfully, your eyes had fallen shut, tiredness seeping into you.

he pushed his own boxers out of the way too, discarding the clothing against the ground before grabbing his dick in his hand.

if he were being honest, he'd felt himself harden the minute he'd seen your body, pretty cotton panties on show, hardly covered by his own shirt.

perhaps he was being territorial now, but there was something so aching about seeing you in his shirt. he knew you were his, that was a known fact, but seeing you like this, it lit a part of him ablaze.

he moved his hand up and down his shaft, making sure it was hard enough before maneuvering it up against your wet hole.

he didn't push in yet, gently testing the waters as he pushed the tip around your cunt, softly against your clit and finally back down to your sopping hole again.

"jus' relax, baby." littering kisses against your skin. "gonna do all the work."

the hum that left your lips was slick with tiredness but when he pushed himself in, he was met with a stuttered gasp that left your lips. a grunt left his own, usually a string of curses would accompany it.

but not tonight.

often, he'd spend the first few minutes teasing you as much as he could.

but not tonight.

"good girl." he mumbled against your forehead which he had kissed tenderly. "doin' s'good."

he didn't speak much tonight, which he usually did. usually, he couldn't get himself to stop talking. dirty words and the sounds of loud moans would bounce from wall to wall. now, the room was filled with only heavy breaths and lazy whimpers that could be heard from you, buried in the crook of his neck.

but he didn't need you to say anything either. the mere feeling was enough.

it was different than usual. the feeling was indescribable, how comfortable you were with him. the realisation of that on his part was something so riveting.

even now, between the twisted blankets of your bed. you were half asleep, hardly able to keep your eyes open and yet you trusted him with the most vulnerable thing that you could. he realised how protected you felt with him, his large body enclosing around yours, hands gentle against your waist while your head stayed hidden between his neck and shoulder.

your gentle breaths, tiniest of whimpers in his ears was enough for him.

and it didn't take him long to get close.

perhaps he really had been deprived of you.

your breath grew slightly more shallow. "sam." is all you could whimper out, he knew exactly what it'd meant.

"i know, baby." he all but whispered back. "'s okay, let go f'me."

and when you came undone around his cock, he felt himself do the same.

even when everything was done, when the feelings floated away into the air and everything was replaced by this heavy weight of tiredness, he stayed inside you for a few minutes. he stayed inside of you until finally, he realised he was going to fall asleep if he didn't move.

and when he did move out of you, he still kept you close. his large hands trailed up your body, holding it as close as humanly possible.

"really did miss you, sammy." you whispered in the utter darkness.

it was enough for him to think. to really think. perhaps the life he lived wasn't worth it. if he had to give everything up just for a few moments like his with you, then he would.

"missed you so much more, angel."

and with the soft movements of one another's breaths, you fell asleep rather quickly, unable to fight of the tiredness that washed over you both.

sam made sure you didn't leave his embrace until the sun began to rise over the horizon.

main masterlist/sam's masterlist

[figthoughts]

thinking about dean letting his submissive side show for the first time with his gf! 18+

— smut, est. relationship (sub!dean x softdom!reader)

*ੈ✩‧₊˚

you’ve been dating for a few months and yeah... the sex is great. mind-blowing even.

but one day something just snaps inside of dean after you come back from a hunt, his adrenaline racing as he pulls you into the motel room, after telling sam to “take a walk, man.”

he lays you down on the bed gently, his eyes locked on yours. you notice a softness in them that you’re not used to, not the usual smirk and playful glint that normally dance around in his eyes when he gets you into bed.

you sit up on your elbows and he crawls up to you, resting his head on your chest.

“love you,” he’d murmur out, or something else that’d catch you by surprise. he’d look up at you with his big, soft green eyes and you’d melt cause he’s just so pretty.

so you’d say it, “i love you too, my pretty boy,” as you start playing with his hair.

and that would do it.

he’d smile so sheepishly and something inside of you would snap too; the urge to be gentle, to be soft, to take charge of this beautiful, green eyed man and show him how much you care for him.

“cm’ere, my sweet boy,” you’d murmur.

and he would. he’d listen and let his lips find yours desperately and needily, his hands cupping your cheeks and jaw as he moves above you. you’d probably feel him begin to grind against your thigh at this point, clearly wanting more but not wanting to force anything.

you’d smile against his lips and pull back, “want me to touch you, baby?”

“mhmm...” dean would nod and tilt his head at you, feeling a sense of comfort at your gentleness. he would let out a soft moan at the feeling of your hand moving into his jeans and stroking him softly.

“does that feel good?” you’d ask, toying with his sensitive tip a little, earning a soft whimper from dean as he nods.

dean would push down his jeans and boxers, leaving himself fully bare in front of you on the bed. you’d smile, still stroking his pink cock as his lips part, letting out a whimpery breath.

god, it was kinda hot to see your boyfriend go from a crazy killing machine on the hunt, to a soft whimpering mess in front of you now.

you’d pull your hand away and unbutton your own jeans, pushing them down with dean’s help. as you get settled back on the bed after removing both your shirts, you’d see the green eyed hunter slowly pumping himself.

so you’d shake your head and say, “don’t. let me do it.”

dean would drop his hand, his eyes flickering up to yours as your hand moves back to his throbbing cock. his gaze would fall over you, taking in your soft skin and the way you relax on the bed in front of him.

“s’okay, you can touch me, dean,” you’d chuckle softly.

he’d move his hand down your side, caressing you in a loving way that you only seemed to get after sex with him. his breathing is heavy as you pump him, his hands palming your breasts before moving down in between your thighs.

he’d smile with his glassy eyes and stroke your pussy, letting his fingers get covered in your slick, before settling on your clit. you’d moan through a grin and dean’d breathe out, “you’re so beautiful. can’t believe you’re mine.”

that would earn a genuine smile from you, “all yours. and you’re mine, right? all mine?” you’d ask, trying to hold back the teasing tone in your voice at your boyfriend’s unusual softness.

dean would blush and nod, “yeah, i’m all yours. every part of me, mind, heart, soul.”

“yeah, you are. this pretty pink cock too?” you’d grin and raise your brows, stroking him more intentionally now as his fingers slip through your folds.

he’d nod again, “yeah, ‘specially my cock, baby. all yours.” he flashes a small grin, a hint of his usual smugness appearing momentarily, before his face contorts with pleasure.

“damn right. only mine.”

dean would keep letting out whimpers and soft little groans as you pump him, his tip leaking precum. you collect it on your thumb and bring it to your lips, a whine leaving dean’s mouth as he watches you taste him.

you’d smirk, “lay on the bed, dean.”

he’d lay down, no hesitation, no arguments. his big green eyes’d stare up at you as you’d hover over his cock.

you would see it twitching in anticipation as you move your head down towards it. you grab it and give him a soft kitten lick on his tip. dean would groan, “fuck… more, please.”

feeling him literally throb in your hand, you’d play nice and take his tip into your mouth, your tongue swirling on the underside of his sensitive cock.

this’d cause him to whine and throw his head back. you’d chuckle softly around him, the vibration causing him to groan and buck his hips. you take him deeper into your mouth, still being gentle with him.

you’d trace along a vein on the underside of his length, another loud groan erupting from his lips. with a grin around his cock, you’d start bobbing your head up and down.

dean would look at you in such awe. such adoration. his girl. his beautiful, sweet girl, being gentle with him just like he needs.

he wouldn’t be able to help the pathetic noises that leave his lips, “mmph… fuck, baby… feels so good,” he’d mumble out.

your eyes would be locked on his, watching the way he looks at you. he looks so soft and needy. so desperate… just for you.

you’d feel him start to tense, his cock twitching in your hand and mouth. and you knew he was close. so you’d pull him out, a whine coming from dean in protest, already missing the wet warmth of your mouth.

“hey, no. don’t you wanna be inside me, pretty boy?” you tilt your head with a small grin, your eyes locking onto his pleading ones.

“y-yes… please, i need to be inside you… feel you around me, baby. please?” he’d look at you with his eyes glazed over, his hardened cock bright pink and covered in your saliva.

“atta boy,” you’d coo as you move forward to straddle him.

dean would bite his lip and groan as you pump his length a few more times before settling over it, his tip poking at your entrance, “say please,” you would look down at him, seeing the needy expression on his face.

“p-please!” he’d frown up at you, shifting his hips, looking for some relief.

you’d smile at him, “say it again. let me know how bad you want this, baby.” you’d watch his jaw drop slightly as his eyes flicker between your face and your pussy hovering over his erection.

“please, baby, please! i need you so bad. please!” the desperation clear in his voice.

so you’d sink down onto his cock, letting it stretch you out as you let out a soft groan. dean, on the other hand, letting out a loud whimper, dropping his head back onto the pillows as his hands move to your thighs, trying to ground himself.

“feels so good,” he’d mutter breathily, squeezing your thighs as his member throbs inside you.

“yeah, does,” you’d stay still on him for a few moments, “you fill me so well, dean.”

he’d let out a strangled breath at your words. you could tell he needed you to move, so you would. you start grinding slowly on his cock, moving a hand to his cheek. his eyes flicker to yours as you gently caress his cheekbone.

“you’re being so good, dean. so good.”

he’d look at you, his face contorted in pleasure, but his eyes still soft and full of need. you’d never seen your boyfriend like this before, looking like he’s about to burst from desperation and pleasure.

dean’s hands would move to your hips, trying to guide you over his cock quicker.

“hey, no! hands off. let me do this,” you’d say firmly, holding eye contact with him. he’d pout and reluctantly drop his hands from your hips, finding the bedsheets and gripping them instead.

you’d speed up on his cock a little, feeling him throb against your walls, “good boy.”

dean would let out a whimper as you grind on his cock. you’d see the tension in dean’s face. he’d be trying to hold on, wanting the feeling of your warmth wrapped around his length to last as long as possible, but struggling to keep himself under control.

dean’s cock would brush against your gspot, making you tighten around him with every movement. your hand would find it’s way to your clit, rubbing expertly and driving you closer to your orgasm.

“f-feels so good, baby. you feel like h-heaven,” dean would groan out breathily, feeling you clench around him.

you’d let out a moan and start bouncing on him, desperate for him to hit your gspot harder. dean would moan loudly and squeeze his eyes shut, trying his best to hold off his release.

“fuck, gonna- gonna cum if you keep- mmm, god…. keep doing that,” dean would mumble.

“don’t cum until i do, okay? be a good boy,” you’d breathe out as you bounce on his thick pink member and rub your clit, “i’m close… just a little longer.”

dean would whine and grip the bedsheets until his knuckles turn white. his head would drop back into the pillow and he’d shake his head, trying to not cum into your cunt.

you’d watch him in immense pleasure and feel the knot in your stomach tighten as you neared your orgasm. you loved seeing him like this, desperately trying to hold on for you, his face contorting like crazy as you ride him.

you’d keep bouncing, feeling him hit all the right spots, your moans getting louder as you reach the edge. your pussy would clench and you’d look down at him, “dean, i’m gonna-”

his eyes would snap open and find yours, “please… please cum. let me- ughhh… let me cum!” he’d beg.

you’d feel yourself cumming on his cock, “fuck! oh, god…. i’m cumming, dean….” you’d whine and moan, throwing your head back as you keep bouncing and tightening around his length.

he’d immediately shoot his thick warm ropes of cum into your cunt, loud whines and groans leaving his lips as he twitches inside you.

“fuck! fuck…. feels so good…” he’d mumble breathily.

your jaw would drop as you look down at him, feeling him fill you up.

you’d keep bouncing on him, letting his cock shove his cum further into you and letting it drip everywhere.

dean’s eyes would drop down to where you two connect and he’d let out a breath at the sight.

as your high begins to end, you’d slow your movements to a still. you’d both be panting and looking at each other, dean’s eyes filled with satisfaction and neediness.

you’d smile and lean forward, earning a small hiss from dean at the stimulation on his sensitive cock. you’d cup his cheek again, “there we go, baby. you feel good?”

dean would nod and blink slowly, enjoying your gentle hand on his cheek, “yeah… yeah, so good. so fuckin’ good,” he’d pant out.

you’d smile and settle down onto his chest, letting his softening cock rest in you as you lay your head down. you’d lay in silence for a few moments, both of you catching your breath.

“thank you,” he’d murmur and kiss your forehead, “i needed that.”

“i know,” you’d say breathily, tracing shapes onto his chest.

A/N: hope this was cute! idk i love soft n sweet dean. <3

feedback is appreciated and requests are always open!

[ohsc]

₊˚⊹♡ mean | sam winchester x reader

requested - heyy could u make a sam x reader thing where he fucks rlly roughly but he’s really sweet during aftercare bc the idea that sam is rough during but sweet after makes me weak in the knees🫠🙏 (anon)

a/n - this is. probably the most filthy thing i’ve written. it’s just filthy smut. with a hint of sweetheart sam at the end. i need him so bad it’s not funny. still working on my longer plot fics but i wanted to get this out today to get back into writing!! hopefully you enjoy :) would very much appreciate feedback! <3

cws - fem!reader, 2.4k, nsfw 18+, meandom!sam turned soft!sam, oral f!recieving, praise, very mild choking, condescending words, p in v, mild overstimulation, tears, aftercare, fluff

other fics can be found on my masterlist

˗ˏˋ ★ ˎˊ˗

She was convinced that Sam’s mouth was a whole new kind of heaven.

He’d already made her cum once with his mouth alone, large hands pressed into the plush of her thighs to keep them spread, her hips stilled, which were twitching with every sweep of his tongue. He was skilled, drawing the pleasure out of her like it was nothing. Sam had easily spent fifteen minutes down there, eating her out like a starved man, like it was all he wanted.

And she didn’t know how she was still breathing. There was a relief that ran through her that Dean and Castiel weren’t in the bunker that night, because even though they were shut away in the privacy of their room, she was sure that she would’ve been heard. Sam had been pulling noises out of her all night, obscene lewd sounds that she would’ve been embarrassed about being heard if it wasn’t Sam with her.

He always made sure that as much as he made her feel, none of it was embarrassment.

His tongue flattened against her, licking a stripe up between her folds until he pressed against her clit and she shuddered, a horribly whiny sound pushed from her lungs when he closed his lips around the bead and sucked, like he was trying to pull the life out of her. Her hips jolted, unable to go anywhere as he had her pinned down, and she was practically seeing stars as Sam worked down there. She wondered if he was even breathing.

“Sam- oh my god—” She whimpered, hissed in a breath when he licked back down to her entrance and his nose nudged against her clit, stomach clenching as she reached her hands down to grasp onto his hair, fingers curled into the soft strands.

And then he pulled away.

His hands left her thighs as his mouth left her, but she didn’t have time to whine her complaints at the loss of sensation as his long fingers curled around her wrists, yanked her hands out of his hair. “What did I say, huh?” The tone of voice made her pussy clench around nothing. “Hands to yourself. You’re pretty bad at listening, baby.”

Sam shifted over her, his face over hers as he pushed her wrists down onto the pillows above her head, and she almost squirmed when she saw the look in his eyes, the way his lips were wet with her.

“Are you listening?” He squeezed her wrists as a reminder, and her eyes quickly flickered back up to his eyes. “Do I need to tie you up, or will you keep these here for me?” She knew he wouldn’t hesitate to do it. Sam could be such a soft lover — he’d kiss every inch of her skin, whisper praises and compliments, tell her he loved her a thousand times as he made love to her. But he could also be like this, mean and demanding as he fucked her silly over and over. She wasn’t sure which she liked more.

“I’ll keep them there.” She breathed out, her voice still a little too whiny. He’d gotten her so close to cumming again, the lack of stimulation was driving her crazy, her cunt throbbed as she stared up at him.

“Oh yeah?” Sam narrowed his eyes like he didn’t believe her, and let go of one of her wrists to take both into one of his large hands. Her eyes left his face to follow his second as it dipped down between them, fingering at the waistband of his boxers, until she heard a sharp, “eyes on me.”

Her gaze quickly flickered back up to his face. “See? You can be good sometimes, can’t you?” Sam cooed, boardering on condescending, as he leaned down and pressed a kiss to her mouth, allowing her to taste herself. “You just need some reminding, don’t you, sweetheart? Get so lost in that pretty little head of yours when I’m making you feel so good.”

She’d been so distracted by watching his face, head spinning with his words, that she didn’t realise that he’d freed himself from his boxers until she felt the head of his cock nudging between her folds, gliding easily against her with the slick and spit collected there, and she mewled at the feeling, eyes squeezed shut as he nudged at her clit.

“Eyes open,” his hands left her wrists — which she knew now to keep still — and his fingers splayed across her jaw, squeezing unkindly until she looked up again. “Don’t make me tell you again. You wanna be good for me, don’t you?”

She nodded dumbly, sucked in a sharp breath through her teeth as he rubbed her clit with his cock. Teasing her. “Mhm, I will.”

“You will?” Sam gave her jaw one more squeeze, just for good measure, before he wrapped his fingers around the bare skin of her throat. He didn’t squeeze, didn’t put any pressure, just held her, but the threat was there. The head of his cock rested up against her slickened entrance as his head dipped down, lips brushed her ear as he whispered, “what’s your colour?”

They had a pretty rigid safe word system set out — it was something he went over with her every time they had sex, especially like this, when he was mean and grabby and knew that she wouldn’t like it every time. If she so much whispered the word red he’d be up and off of her before she could blink.

But all that left her words was a whiny, “Green, please Sammy.”

She felt his lips curve up against her ear as he smirked. “Good girl.”

Without warning he pushed into her and she sucked in a sharp breath, her own fingers grabbed at each other in an attempt to keep her hands still, and she shoved a breath out of her throat. He’d worked her open with his fingers when he’d been settled down between her legs, but she still felt the stretch, the burn as he settled his cock deep inside of her, and for a moment she had to remember to breathe back in.

“Fuck honey,” he grunted in her ear, fingers gripped her throat just slightly tighter, still only enough for her to feel pressure. “So tight for me, baby. Can barely take it, huh?”

He pulled back before he rutted back inside and she whimpered, squeezing her own fingers together so tightly so she didn’t break his rule. Needing to hold onto him somehow, though, her thighs clamped harshly around his hips, already trembly from the first orgasm he’d pulled from her.

He thrust in again, and again, and again, and soon she saw stars, gasping and whimpering with every drag of his cock against her gummy walls, pleasure rippling through her in waves that made her stomach clench, her cunt clamped down so tightly around him it was a wonder he could move at all.

“So noisy baby,” he crooned on a particular harsh thrust that made her whine, fingers a little tighter around her throat. “Can’t help yourself, can you?” He huffed with another thrust. “Need me to do all the work, hm? Greedy—” he grunted, “greedy girl.”

It took an embarrassingly short time for her to get close again. Sam was fucking her with determination, grunted every time he pushed himself back in, the head of his cock nudged the soft spongey spot inside of her that made her shudder again and again and again until she was a mess beneath him, lewd wet sounds accompanying her whimpers with each shift of his hips, her pussy fluttering around the stretch of his girth.

He didn’t slow down, didn’t ease up, didn’t give her a breather. She was close to tears by the time she was almost there, already sensitive from her first orgasm.

She clenched around him and his fingers, in turn, tightened on the sides of her throat. She trusted him, she knew he wouldn’t push it too far. Just enough for her to feel a little dizzy, for the bliss to wash over her like a high.

“Sam- mm- Sammy—” She was practically blabbering as her eyes filled with tears, gasping with each thrust, each smack of his hips against hers.

“Oh honey,” he cooed, condescending, mean. “Too much, hm? Need something?”

His hand loosened on her throat and she inhaled a little shakily.

“Please—” she whined, blinking through tears up at him. She didn’t miss the flicker in his eyes as the tears dribbled down her cheeks, but she knew that he knew she’d tell him if it was too much. It had happened before, neither of them messed around when it came to their safe words.

“Please what, huh?” He thrust in harshly and she groaned, cunt fluttering, so close— “Ah-ah, not yet. Don’t you need to ask me something, dolly?” He squeezed her throat once. “You remember what happens if you cum without asking, don’t you?”

Of course she did. The week prior she’d cum too soon, and he spent the next what felt like hours edging her, too skilled with his fingers, words too filthy that they made her head spin. He’d made such a mess of her that she hadn’t been able to even get up off of the bed for a little while after he finally let her cum.

“Mhm, mm, yeah—” she inhaled shakily, whining, thighs clamped tighter around his hips. “Please- please can I- please let me—” she groaned.

“Let you what?” He was dragging it out, the fucker, grunting into her ear as he leaned down over her, pushed his cock so deep her vision almost whitened out. “Tell me, honey. Use those words for me, c’mon.”

The tears were bubbling over faster, rolling down her flushed cheeks. “Let me cum, baby, please.”

“Asking so nicely,” he grunted, pressed a kiss to the shell of her ear. “How can I say no to something so pretty, hm? ‘Course you can, baby, go ahead.”

It wasn’t his words that did it for her, but the hand that snuck between them and pressed down on her stomach, the press of his cock suddenly so much more delicious that she almost fucking fainted.

She came with a breathless whine, hips jerked as she finally gasped a breath and whined again, her cunt throbbed around his cock as he kept pumping, rode her through it entirely. Her head tipped back, his mouth on her neck as her eyes squeezed shut, colours danced on the inside of her eyelids, her own little fireworks display.

Sam came shortly after, groaned into her ear in a way that almost made her cum again, and he rutted into her a few more times before he stopped, warmth spreading through her as he panted against her shoulder.

“Fuck,” he huffed, his own chest heaved, brushing against her bare skin. “Oh sweetheart.” The shift in his demeanour was palpable, soft kisses immediately littered across her shoulder and collarbone, palms flattened to smooth over her sweat-dampened skin. He could be so mean in the moment, so dominating and controlling that he left her a fucking mess underneath him, but afterwards? He’d probably feed her grapes and fan her if she asked him to.

She was still gasping for breath, head spinning, and when she knew she wouldn’t be told off for it her hands lifted, immediately clung to his warm shoulders. She loved the way his shoulders felt underneath her touch, muscles rippling with every movement.

Sam kissed up her throat and jaw before he landed on her mouth, and he kissed her slowly, huffed breaths into each other's mouths as he licked between her lips, sweeped behind her top teeth, their lips both wet with spit.

By the time he had pulled away, he’d so thoroughly kissed her that she almost had her breath back.

“You okay?” His voice was so soft it was like there was an entirely different person on top of her compared to five minutes prior. His hand left her throat, smoothed upwards and cupped her jaw. She felt him thumb away tears that had fallen, some clung to her eyelashes, somewhat cool against her hot and flushed skin.

She nodded as she stroked her fingertips along his shoulders with her fingertips, like she’d committed him to memory. She had.

“Hey,” he lightly tapped her cheekbone with his thumb. “Need words, honey.”

She couldn’t help her smile. He was so caring she sometimes wanted to cry. “M’okay,” she whispered, voice soft like she’d shared a secret. “Really good. You’re so good, Sammy.” She praised, tilted her head to kiss his wrist, and he smiled and blushed like he hadn’t just been the one to fuck the life out of her.

“Says you,” Sam leaned down and kissed her forehead. “You’re perfect. Love you,” another kiss. “Love you so much.”

She smiled so much her cheeks hurt. “Love you too.”

Sam smiled too, that soft smile that made his dimples peek out, eyes crinkled at the corners, and he stroked her cheekbone again. “M’gonna pull out, okay?”

Only when she nodded did he shift, slowly pulled his hips back until she was empty, until all she could feel was the wetness coated between her thighs.

“Christ, made a mess of you,” he murmured, not in the condescending tone from before, instead something closer to admiration. “You’re so pretty when you cum, y’know that?”

She blushed, hard, and shrugged as her cheek dipped to meet her shoulder.

Sam laughed, rolled his eyes as he leaned in and kissed her again. “Don’t get all shy on me now.”

She was still blushing when he helped her sit up, fingers delicately curled around her elbows to pull her upright, her back also damp with sweat. They’d need to change the sheets.

“Two options,” Sam murmured as he gently stroked hair away that was stuck to her forehead, baby hairs that clung to her temples. “We take a shower and let me wash your hair and then go get food, or you let me run you a bath and you wait there looking all pretty for me while I get you something we can eat in there so I can dote on you.”

“You just wanna wash my hair huh?”

Sam smiled. “Guilty.”

Her fingers found his, intertwined with a squeeze. “Bath sounds nice,” she eventually settled on. “As long as you don’t take too long in the kitchen. I’ll miss you.”

He was laughing when he pressed another kiss to her mouth. “Of course. Promise to not take too long, okay?”

She giggled and nodded, smiled against his mouth when he kissed her again. “Okay.”