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jxydiel · 2 years ago

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Dean winchester x trans male!reader

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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godjustkys · 2 months ago

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THEME: it's just hate sex with dean..

CHARACTER: male reader x dean winchester

NOTE: as promised, dean winchester one shot. also!! requests are open.

WARNING: breeding kink,, clothed sex,, dirty talk,, degradation,, slight dacryphilia,, hair pulling,, short and not proof-read :(

“..hhhfuck—” dean breathed out lowly, grasping onto the table's edge for dear life. his back was arched slightly, forehead pressed against the wooden surface itself.

dean was bent over a table, and you were fucking him from behind. your hands holding his hips firmly, thrusting in and out at a steady pace. sure, it was stable, but it wasn't fast enough for dean. he wanted you to be rougher. “Don't be a bitch, dean.” you cooed gently, pushing one hand up dean's spine, the action more sensual than anything. “let me hear you.” in response, the other just gritted his teeth, letting out a small frustrated groan. how could he let this happen? he hated you, he hated every single bone of your body.

“you- fuck like a virgin.” dean mumbled out, his tone bitter. “this your first time? you experimenting, huh?” he quipped, lifting his head up and turning it to the side, looking at you out of the corner of his eye. You let out an amused scoff in response, suddenly pushing your hips forward, the action harsh and quick. it made dean stumble, knees buckling for a moment, his grip on the edge tightening. he turned his head away immediately clenching his jaw.

“don't try to taunt me, dean. you're the one taking my cock like a damn slut right now. i can feel you clenching around me,” you spoke, leaning forward, your chest just above his back. “shh-shut the fuck up, you son of a bitch—” dean responded with a strained voice, his face twitching in annoyance. or maybe from the fact that he was holding back so many sounds. he pretended like he didn't like what you said, but god, he only got harder. his abdomen tensed too. fuck. “listen to yourself right now..” you muttered, your lips right next to his ear. “the little gasps? yeah, you love this,” your tone took a more confident edge.

dean hadn't even realized that he was gasping, letting out soft breaths that soon evolved to pants. “Mmhhm—” he let out an agitated groan that turned into a humourless chuckle. “you- keep telling yourself that-” he choked out. “oh, I don't need to. you think I would've been able to get you into this position if you didn't want it? aren't you a big, strong hunter?” you teased, moving one hand to the back of his neck. soon enough, you gripped his hair, pulling his head back. “so, tell me,” you urged him, pressing a kiss to his throat. “tell me how much you want this. how much you want my cock, how good you feel right now.”

dean kept quiet, his breathing laboured and heavy. his eyes fluttered shut as you continued kissing his throat, eyebrows stitched together. “go to hell.” he spoke as he tried to squirm out of your grip. “no, no dean,” you pressed gentle kisses against his skin again, making your way from his throat to the nape of his neck, letting go of his messy hair. “not what i asked for,” the moment you said the word 'asked' you thrusted in deeper, as if enunciating your point, making dean squirm even more. “but I'll let it slide.” you breathed out, eyes boring into the back of his head.

“shhh..shit. fuck fuck fuck-” dean groaned out, his eyes screwed shut. “you're a bastard-” he said before letting out a mewl, of all things. you let out a small chuckle, letting your pace increase - you couldn't torture dean for long, you were starting to feel bad with all his jittery squirming. “mhm? what else?” you inquired softly, so innocently, as if you weren't pounding him from the back. dean could take this, of course he could. But then, both of your hands moved back to dean's hips, grip firm, as you pulled him against you. essentially, making his ass meet your pelvis.

“hhn!” he gritted out, his fingers curling up around the edge of the table. “d- don't you manhandle me.” he protested weakly, his thighs tensing and hips stuttering. “that's not manhandling, dean. d'you want me to, though?” you asked gently, keeping your pace steady. of course, no response from the man under you. he'd be lying through his teeth if he said he wasn't curious as to what manhandling felt like, but he didn't have it in him to ask for that. let alone from you, someone he loathed. he's chastising himself for even letting this happen. his pride - wounded.

as dean continued his silent treatment of sorts, you decided for him. why the fuck not? gotta have some fun in a way, right? you pulled out, only momentarily, as you flipped dean over to his back with ease, earning a small, barely even audible yelp from the hunter. you pushed your way back in with slight resistance, dean's abdomen tensing as you did, his hands scrambling to grasp at something. well shit, his hands couldn't reach the table's edge anymore. and reaching for the edge above him would be uncomfortable. you noted his actions, realising immediately that he didn't want to touch you.

“damn, not even gonna put your hands on me?” you asked with a slightly offended tone, shifting on your feet to find a better, more comfortable angle. “c'mon..” you groaned out, one hand gripping dean's still clothed thigh, the other moving up to grip his jaw. “you want to, right? fuck your ego, dean. just do it.” you urged, your face so close to his. his vision was slightly unfocused, his toes curling just a bit. the thought was so tempting. his mind was starting to get lost in the pleasure you were providing, his skin tingling under your touch. “ain't happening.” he managed weakly, his face a.. a scowl? seriously?

“what a bitch,” you muttered in disbelief. “i've already got you where I wanted to, what's the point of giving me attitude, hm?” you pressed, the sound of your (unbuckled) belt buckle getting progressively louder due to your thrusts getting deeper. the slick sound of your cock going in and out of dean's hole progressing in volume, too. dean almost bit his tongue while trying to contain his noises. he wasn't going to give it to you. “baby, you've gotta be more compliant than that..” you cooed gently, pressing a chaste kiss to his lips that dean didn't return. he wanted to. fuck you were so hot. soft groans escaped his throat, his lips pressed to a thin line as his hands gripped at literally nothing.

“how 'bout we make a deal, hm?” you suggested suddenly, your thrusts slowing down but not stopping. that grabbed dean's interest. “you stop holding back.. and I won't mention this, ever again.” he shot you a skeptical look. you? not talking about this? what a joke. “i promise.” you added, your tone almost pleading. “i just gotta know how good I make you feel. that's enough for me.” you breathed out, thumb rubbing soothing circles into the skin of his thigh. “i'll kill you- if- if you don't keep that stupid promise.” dean threatened, albeit with a shaky voice. he was far too easy to deal with.

finally, after what seemed an eternity, one of dean's hands found their way to your shoulder, the other reaching to hold onto your waist - or more so your shirt. due to his newfound compliance, you could give it your all without him trying to hold back. you pushed your cock all the way in, because you hadn't yet. safe to say that the man you were currently fucking the living daylight out of didn't know you weren't bottoming out. “Ah!- motherfuckerrrr-- mmhh—” he whimpered out in a broken voice, his hand moving from your shoulder to the side of your neck. his face was scrunched up, eyes shut tightly.

what heavenly sounds. you let a smile creep up onto your face as you kissed him, passionately, this time dean reciprocating the kiss even if he was a bit late. he let out deep grunts every time you thrusted in, your mouth just devouring the damned sounds. you didn't waste a second, pushing your tongue into his mouth and swirling it against his. dean's breath stuttered, almost feeling overwhelmed, his thighs aching beyond belief. when you pulled away from the kiss to catch your breath, dean spoke up. “are you fucking trying to suck out my soul?” he seethed, panting heavily.

“somethin' like that, yeah.” you breathed out, your eyes locked onto his neck as your hand that was on his jaw just ran over his torso. eventually, it ended up at the hem of his shirt. you simply pushed the shirt up to his collarbone, dean's facial expression shifting to a more confused one. the moment your mouth landed on his nipple, he forced himself to hold in a girlish shriek. he wasn't used to his nipples being played with. both of the latter's hands gripped at your hair, in an attempt to ground himself but also pull you away if needed. “wh- what the fuck, man?” dean got out, his voice strained, maybe a pitch higher.

the sensation of you sucking on his nipple and pounding into him ruthlessly made him let out continuous moans, his voice breaking more with each other. eventually, he let out a sob, his fingers tightening in your hair, the stinging pain making you groan against dean's skin. you could feel his thighs trembling against your pelvis. you didn't stop though, as dean made no protest. but what you took notice of was his whiny moan of your name. it made your gaze shift to his face. god, it made you wish you had a camera just to take a photo and hang it on your wall. his eyes welled up with tears, just barely, his mouth agape, drool on the corners of his lips, all pretty, just for you. you trailed up kisses from his chest to his face, the action more gentle than you anticipated but oh well. “fuck, you're such a slut.” you mumbled against his cheek, your eyes closed as you got lost on the bliss that were dean's sounds, his hopeless squirming and trembling. “takin' me so well, like you were made for this.” you continued. “were you?” you inquired, your tone too sweet compared to your words.

a fucking whimper was what you got in response, his hips shamelessly rocking against yours, as if seeking friction. he wasn't getting enough? “you tryna get off, huh?” you leaned back up, gazing down at him. “ugh, I wanna breed you.” you rasped out, too lost in your own fantasies. “just imagine it, me filling you up, to the brim. with my cum. mine.” dean's face contorted an almost concerned facial expression. the worst thing was was that he didn't even hate what you said, he wasn't against it. he might've actually liked it. he pulled you down as his hands remained in your hair, still, his mouth latching onto your neck as he sucked hickeys onto your skin. you hummed out a sound in response, twitching inside dean. he only continued making sounds against your skin. he seemed desperate to have some sense of control.

dean kept his head buried into your shoulder, as the numerous and various moans, whines and whimpers escaped his lips. he was trying so hard to catch his breath, his thighs tensing around your waist. “who knew such a deep voiced hunter would make such girlish moans?” you teased mindlessly, your only focus now to just breed the fuck outta him. it was at this point that dean didn't even bother responding, frantically holding you close, his hands trembling. oh god you were too much. not that he'd admit that. the more you continued thrusting into him, the more he cried out. yes, cried. sure, tears weren't rolling down his face, but they were there, you knew they were. you could recognise it, the way his voice got high pitched and so eager.

eventually, the overwhelming heat that was pooling in your lower stomach was getting even stronger, and you were close. not even warning dean, you gave harsh thrusts, the other's body twitching helplessly in response as he gasped. you came inside with a groan, your hands holding dean's waist so severel that it might've even left bruises. dean let out a sharp hiss before it turned into a mewl, once again, and he couldn't help but get even more turned on by the liquid that was inside of him. he came, untouched, his arms wrapping around your shoulders as his blunt nails dug into your shirt. he was sweating, his head lowered.

“this ain't 'nough.” you mumbled weakly, starting to move again. goddamn it, dean was in for a night.

#male reader #fanfic #fanfiction #top male reader #dom male reader #one shot #dean winchester #supernatural #dean winchester supernatural #dean winchester x you #dean winchester smut #dean winchester x reader #dean Winchester x male reader #smut #spn smut

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writing-mlm · 27 days ago

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Teasing

tags: use of good boy and cumslut, mean!dom, kind of dumbification (i’m not too sure on that but yeah), porn what plot

You knew exactly how you ended up there, writhing in pleasure as his hips snapped against yours. The brutal pace is torturous on its own, your back arched and your voice lost in your throat. But you think— no, you know he likes the fact that you’re breathless beneath him. Unable to make a noise aside from a strangled string of moans.

You’d been taunting him for days, maybe weeks if he had an opinion on this. You’d been away, visiting friends, and god, he thinks back to the messages and the calls he’d gotten since you left your apartment, and his pace quickens. The pictures, the videos, the voice messages— all of it. And yet, when you returned home you pretended to be innocent, not knowing what he was talking about and why he’d been so hard the second you stepped into the door.

Now look at you, crumbling under his touch and so blissed out you can’t say a single word.

“Hey, hey—“ He snaps his fingers as he continues his thrusts, forcing your bleary eyes on him. “You said you could take it, baby.” Aimlessly, you nod, trying to find a reprise on the bed frame as he chuckles above you. He slows a bit, rolling his hips into you in a way that makes you strangle out a louder moan. He huffs out a pant, closing his eyes for a second before grabbing your face with a tight grip. He forces your eyes on him, his dick twitching inside of you at the sight in front of him.

“Can’t you take it?” He taunts, listening to your broken mess of a yes before he clicks his tongue. In one motion, he flips you over and presses a hand to the middle of your back, forcing an arch. You tuck your head down, allowing yourself to breathe.

“Use your big boy words, baby. Okay, now say you’re my cumslut.” He goes back to his harsh pacing, his free hand fisting the headboard.

“Go on,” He taunts before he leans down and coos in your ear when you can’t. “All that big talk for what?”

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hmmcypher · 1 month ago

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. . . edging a desperate cutie to tears.

cw | sub!ftm!character, mean dom!reader, edging, possible dub-con undertones, light manipulation (?)

imagine your faves xx

“shh baby, you’re missing it,” you hum, nudging him to train his eyes on the screen. your hand is on his jaw, squishing his cheeks and forcing his eyes to remain fixed on the screen ahead.

your body was draped over his, a blanketing weight that pressed him into the mattress and made him stay exactly where you wanted him.

with his hips raised slightly, your fingers danced around the area he needed you most. it had been a the longest hour and a half of his life, he couldn’t even count how many times you’d edged him since the show started and at this point he was fucking soaking.

he couldn’t find it within himself to be embarrassed, not now anyway, not with how desperate he was to cum. embarrassment was the absolute last thing on his mind.

the show is long forgotten by this point, his brain is a messy scramble of pure need while you continue to toy with him.

“you’re so m-mean,” he chokes out as he wriggles his hips in an attempt to get you to touch him in any meaningful manner.

you leave a kiss right below his ear that sends a shiver down his spine. “oh love, i have been a bit mean hm?” you feign curiosity and your fingers trail lower and lightly trail over his clit. his inhales sharply and relaxes into your hold, “i’m so, so sorry baby.. i’ve been so mean.” your kisses feel cool against his warm, sweat slicked skin. your fingers dance against his clit, rubbing tight circles that leave him gasping shallow breaths.

“i need more,” he cries out in frustration. his brows are threaded together into a soft frown and tears fill the waterline of his eyes, threatening to fall. he feels you grin against his cheek, “more?” he nods furiously, panting and needy for it.

his body falls lax the moment two of your thick fingers plunge into his cunt. “thankyouthankyouthankyou hnng, f-fuck!” he babbles mindlessly, pussy quivering around your fingers. your pace is fast, unrelenting even, in and out of his sopping wet cunt.

he all but squeals, falling lax and ignoring the show completely. “plea-se, i-i need to cum! ‘m so close!” he whimpers, sounding as wrecked as ever. “i want to hear you get desperate for it, baby, i wanna hear you beg.” you grunt into his ear.

“please. i-i‘ve been so g- fuck, good for you! please i c-can’t,” he keens, clenching around your fingers like a vice. he continues to mindlessly beg, pleading for you to give him permission to finally cum. he’s desperate for it, yearning as if it’s all he needs.

but, you aren’t particularly swayed.

you can feel his muscles clench and tense up as he nears his peak. he’s gritting out curses through his teeth, trying to stave off for as long as possible.

just when you can feel he’s truly at his end, you withdraw your fingers. the tears that had gathered at his waterline began to fall. he sobs out in defeat as his thighs press together at yet another denied orgasm.

“i’m not sure i want to be done playing with you yet, doll. you can go again for me.. can’t you?”

#dom male reader #top male reader #sub character #sub!character #dom!reader #dom reader #top reader #marvel x male reader #x male reader #dean winchester x male reader #steven grant x male reader #x reader #x top reader #x dom reader

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certifiablyseth · 2 years ago

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this was sooo fun ahhh I loved it smmm !!

Hello!! I saw that requests were open but if they aren’t feel free to ignore this!! I recently have been getting super into the SuperNatural fandom and was wondering if you could write some Dean X Reader (mlm) fluff/crack? Basically just them staying up super late and drinking energy drinks and doing random shit while watching tv and eating snacks? Please any thank you <33

Dean Winchester x Male reader

could be read as platonic or romantic

• When Dean decided to do a movie marathon with you, you knew it was going to be quite something.

• First, you picked the movies. When you couldn't choose you decided to call Charlie. She recommended Harry Potter since Dean hadn't watched them yet. (it made her very frustrated)

• Then you made a grocery list together. It looked like the list of a small child who had switched it with their mom's list hoping she wouldn't notice and would just buy everything the child wanted.

• A small summary: candy, lots of candy, popcorn, chocolate, chips, popcorn, and enough energy drinks to fight God (not that you were) oh, and don't forget the pie!

• While Dean was setting up a big white screen to project to the movie on Sam walked in. "Dean, what are you doing?" the taller brother questioned "Y/n and I are doing a movie marathon, wanna join?" Sam grimaced "Yeah, no. I'm just gonna read something and then go to bed." You laughed "Come on Sammy, you'll miss out on all the fun" "Yeah" Dean added "some boring book can't be more interesting than this" "Actually it's a thesis about..." Dean cut Sam right off "Okay that's enough, just go." Sam went back to his room, you yelled after him "Good night!"

• You surprisingly got through the first two movies without any disruptions, if you don't count Dean talking over it, yelling when someone did something stupid or hyping up the characters when they did something smart...He decided that Hermoine is his favorite just like Charlie.

• After the first movie you also took the Pottermore test to see in which house Dean is in.

• At the third one it started to get harder to pay attention, that's when you started chugging the energy drinks, that in combination with a lot of candy got you through another one.

• After four movies you decided, high on sugar, to do some karaoke. Probably not the best idea since one, Dean sings horribly false and two, it was like 3am.

• The next morning (1pm for you) Sam greeted you with a sour face. "Next time you warn me if you're going to do a movie marathon again so I can leave the bunker as fast as I can."

• You definitely did it again. (Charlie decided to join too)

#male reader #dean winchester #dean winchester x male reader #spn #supernatural #supernatural x male reader #spn x male reader #maler reader fluff #dean x male reader #request

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pascalsummers · 1 year ago

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You Have Bad Luck (Team Free Will x Male Reader)

A/N: This idea entered my head and I wanted to get it out soon so hopefully this is close enough to the theme of Halloween lol. Enjoy!

DEAN

Dean is constantly bouncing between finding it funny and being worried about your well-being. Whenever you end up tripping or walking into a door he can't help but find it a little funny. However, if the fall looks particularly bad he will refrain from laughing at the moment and check up on you. Dean has basically forbidden you from going on hunts with them since he is not willing to risk your bad luck affecting you at the wrong time. If you do want to help them out Dean will let you do some research for them but that is about as far as he will go.

SAM

Sam tends to have more worry when it comes to you and your bad luck. He will tend to pay more attention to you when you are around him to make sure you don't get too hurt. Sam will also keep you away from being on the front lines of a hunt but is more willing to let you help with the research. He also finds your bad luck kind of interesting and will usually give you good luck charms that he finds to see how they affect your natural bad luck. Sam does his best to counteract your bad luck by catching you before you fall or giving you a sturdy phone case to prevent your phone from cracking.

CASTIEL

Cas is very confused by the bad luck that follows you around. At first, Cas wouldn't exactly know how often it affects you but as time goes on he would start to get a feeling for how it operates and would act accordingly. Whenever you end up injured he will heal you with his grace and make sure that you are okay. Cas is more willing to take you along with him on hunts since he knows he can heal you if you end up injured. However, there will still be times when Cas thinks it would be best for you to hang back and help with the research.

CROWLEY

Crowley found your bad luck to be very interesting. When he first learned about it he joked about your ancestor pissing a witch off as a reason for it. Crowley has no qualms about making a quip or two whenever you trip on a rock or when you forget your wallet at home. He will make sure that you are not too hurt though he will never do so in an obvious way. Crowley tends to no bring you with him to meetings and stuff with one of the reasons being that your bad luck could cause unnecessary distractions to him and his work. His favorite nickname for you is "Black Cat" for obvious reasons.

#team free will x male reader #supernatural x male reader #dean winchester x male reader #dean x male reader #sam winchester x male reader #sam x male reader #castiel x male reader #crowley x male reader #spn crowley #team free will #supernatural #spn #x male reader #male reader

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dangerousstrawberryshark · 15 days ago

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Full Circle

🔥Pairing(s)🔥→ Stepbrother Dean Winchester x Male reader ⚠CW⚠→ stepcest, gay, gay-sex, top Dean Winchester, bottom male reader, possessive Dean, obsessive Dean, choking, spanking, praise kink, rough sex, Dean stalks you, jealous Dean, sort of fluff then smut, anal, anal sex, anal fingering, masochist reader, and Dean is rough but loving. He sabotages your relationships. 🔥Rating🔥→ Explicit 🔥Requested🔥→ Yes

🔥Word Count🔥→: 3.3k

🔥Summary🔥→ Dean has been in love with you since you moved in. It was wrong but he couldn’t help himself. He intimidated all your pursers and made sure you were single. However, he stopped his ministrations when he saw he was ruining your love life. He watched with jealousy as you got into relationships. His moment came when you came crying to him.

Read before continuing: IF YOU ARE YOUNGER THAN 18 OR ANY OF THE WARNINGS MAKE YOU UNCOMFORTABLE, DO NOT CONTINUE READING!

This fic doesn’t follow the supernatural timeline!

It was wrong. Anyone who saw it will say it's wrong to love your stepbrother beyond a family bond. Dean didn’t see it like that, though. He defended himself by saying, “We’re given the title of brothers, but we’re not related in any way.” People will still say it's wrong, but at this point, Dean didn’t care.

Dean still remembers the day you appeared in his life.

Dean was eighteen when their father announced he was remarrying again and that they’d get a new brother. Dean wasn’t too happy about getting another sibling—he thought he and Sam were enough—but he stayed quiet and didn’t complain. John then gave another announcement that they’d be meeting their new mother and brother.

The older Winchester was reluctant to meet the addition to the Winchester family. From the information he was given, you were a year younger than him. He was spacing out and blocking external interactions. ‘Why must father’s new wife come with an attachment? It would’ve been better if it was just her… not some “brother” that’s coming.’ Dean cursed as he bit his lip from annoyance even though they hadn’t arrived yet. He was so lost in thought that he didn’t hear his father calling out to him. “Dean! Change that attitude and meet your new brother.”

Dean groaned and sighed as he drank his soda before looking up to meet his new stepbrother. He choked as he made eye contact, hacking as the soda itched his throat the wrong way. His face was flustered from embarrassment as he tried to clean himself. ‘Shit! I wasn’t expecting him to be that…’

The Winchester who was usually confident, charming, and witty embarrassed himself. He was gobsmacked, he didn’t expect you to be cute, handsome, and attractive! Dean never found another man attractive but he was bi-curious; guess he’s bisexual. After his humiliation, Dean introduced himself, attempting to brush off the incident.

“Well, I guess we’re gonna be stepbrothers! Nice to meet you..”

XXX

You were a plague on his mind. You filled his mind every waking day as he tried to push down those feelings for you. It only got worse after the wedding ceremony when you and his new mom moved in. The older Winchester unknowingly began watching your moves; how you acted, dressed, and talked. Every last piece of you made him want you more.

He went as far as to steal your underwear, jerking his cock to your musky scent. His imagination went full drive, imagining you in various positions. Begging and whining for him while he fucks you to oblivion. Dean had the greatest orgasms in his life, painting himself with his load.

“Dean! Where is my underwear?” You yelled as you searched your room. This was the fourth time this week that your underwear had gone missing! Other belongings had gone missing like some clothing, pillowcases, and even your toothbrush.

At first, he was adamant about you, but now he was becoming obsessed with you. Whenever you two spoke together, he cherished those memories and every detail. He started stalking all your social media accounts, gathering every piece of information. His obsession reached the point where he could feel your presence in the room.

Obsession was blooming, but so was possessiveness.

Dean masked his possessiveness by acting like a concerned older stepbrother, justifying his actions to be out of love and protection for you! He was protecting you from rotten men! So, he invaded every aspect of your life, asking who you’re texting, seeing, or even where you’re going. “I don’t want anyone to hurt you. I just wanna protect you.”

“Aww, you’re worried about me?” You teased. You always wondered what it would feel like to have another sibling, especially one that’s protective. So, you played off Dean’s protectiveness as just a sibling thing. However, Dean was serious, something you couldn’t comprehend.

When you started attending his university, he began stalking your every move. Jealousy and fury surged through his body as he watched men and women alike talk with you. Your natural charisma and good looks caused more attention to come to you.

Dean attempted to cease further advancements from other men by making– forcing you– you to be in his group of friends. Using his popularity and large stature, Dean intimidated any of your pursers, blackmailing them, or getting physical. Whenever anyone came close, he pulled you closer to him, wrapping his arms around you possessively like you two were a couple.

You were flattered by Dean's possessiveness, unaware of his obsession though. He just wanted to protect you! That’s what a good stepbrother does, but it's starting to get out of hand. Because of Dean’s ministrations, you were lacking any type of social interaction or relationships. All the guys you talked to distanced themselves or refused to speak to you again.

Dean was too blind to see how you were feeling until he heard your cries coming from the dorm. Whenever he looks at you now, you just look depressed– saddened that nobody wants to be near you or be in a relationship. The older Winchester began questioning himself.

After days of contemplating and trying to justify his actions, Dean decided to back off. Even though the deepest parts of his mind were telling him that everything he did was for your safety. Despite his own unpopular opinion, Dean backs off and watches as you engage with other men. It took a lot of willpower to not stomp over there and snatch you from them.

As a way to channel his jealousy and fury, Dean went to the gym every day as he continued to watch you. The constant routine caused him to become bulky. Many men and women threw themselves at him, and Dean indulged, trying to bury his affection and jealousy. However, none of it worked. Someday, Dean hopes your feelings will come around.

That day finally came three years later.

XX(three years later)XX

For three years, Dean watched in agony and jealousy as you got into an intimate relationship with someone who wasn't him. Dean, from day one, said he didn’t approve and made it abundantly clear. He watched like a cuck as the guy was lovey-dovey with you. Even worse, he could hear the sounds of moaning and bed squeaking at night. Admittedly, he did jerk off but only imagined himself being the one fucking you.

Every day, Dean prayed to whatever God there was for misfortune to strike your relationship. It was an asshole move to pray on the downfall of his stepbrother's relationship, but Dean felt something was wrong with that man. He was later proven right.

“H-He cheated on me! That fucking asshole! I… I did everything…” you yelled as you took all your anger on some pillow before crying and burying your head.

Dean watched, having the face of a concerned brother but inside, he was ecstatic. This was his chance! He could use this moment to slowly insert himself back into your life. Surely, helping you overcome this massive obstacle would make you fall in love with him! Dean will never cheat on you like that asshole did and could be a better boyfriend, maybe husband.

Because nobody is gonna pay some guy or girl to come after him!

“Hey, Hey… it's okay. Come here, let me hug you.” Dean says tenderly as he pulls you into his embrace. Your cries muffled into his flannel jacket as the older Winchester soothed your cries. He could hear your rugged breathing calm down as you relaxed into your stepbrother's hold.

Dean repeated this for the next few days which turned into weeks and months. He did everything to make you forget that man; taking you out to eat, movies, just sitting around and talking, or playing games together and just getting closer. Closer than what’s accepted between stepbrothers. He made sure you blocked the asshole's number and got rid of everything that reminded you of him.

You were starting to feel something with Dean. You never looked at your stepbrother like that but now you were seeing him differently. His charming smile, funny personality, and bulky body from hours at the gym. You often caught yourself staring at Dean for long periods before turning away embarrassed.

His biceps flexed, pulling his shirt slightly up to show his happy trail, walking around with no shirt on, or hugging you from behind. You blushed and smiled as Dean’s muscular body pressed against yours, and it was something you didn’t expect to need. These unexpected thoughts led to constant wet dreams– Dean pushing you into the bed, ramming his cock into your ass as he praises you for being a good boy.

“So fucking good… You’re amazing, baby boy.” Dean groans as he nibbles and kisses your neck as he fucks his cock into your tight ass. His large burly hands roam your body to soothe you from the pain.

You woke with bad morning wood.

Everything was going as planned, if anything, faster than Dean anticipated. He could feel you warming up to him and often begging for his attention. You two were hanging out in your room, doing nothing, and the older Winchester felt the time was right.

“Y/n… I feel like this is the right time to tell you. I’ve always loved you ever since we met.” Dean confessed as he got closer. His natural scent filled your nose as his large body was close to yours. The room was turning around, it felt like it was getting hotter as you processed what Dean said.

You didn’t remember what you said, probably saying you loved him back, but it ended with you and Dean being in a heated kiss. His tongue invaded your mouth as he took the dominant role and pushed you into submission. Feeling your submission, he pulled you onto his lap.

“D-dean…” You whine as you feel your stepbrother pulling your shirt off. His worn hands roam your body as he touches every crevice. His thick fingers tweaking your nipples, your moans muffled by the kiss. Suddenly, the rest of your clothing was torn off as Dean moved you from his lap to the comfortable bed.

The cold air touches your cock causing you to moan softly. Looking up at Dean, you could see lust in his eyes and he hastily takes off his clothing, almost tripping. His whole body was only for you to see. He was muscular, with perfect abs and pectorals along with his biceps. Tone thighs as his long cock was erected, acting like a third leg.

Dean looked down at you, seeing the eagerness in your eyes from seeing his cock. You're shifting comfortably, thrusting your hips upward to get stimulation and spreading your legs further to let Dean get more room. “Look at you… all needy and I barely did anything.” Dean groans as he wraps his hand around your aching cock, giving it slow strokes. Your breath was caught in your throat as you tried to chase the pleasure, thrusting into Dean’s hand for more. Suddenly, a loud slap rang; Dean’s hand leaving a significant handprint.

Instead of feeling pain, you felt pleasure from being hit. This caused you to thrust more which resulted in Dean slapping your thighs. “Ah? My baby is a fucking masochist? Want me to continue?” Dean purrs as he hears you moaning like a bitch in heat. You nodded desperately, wanting more. He continued his ministration, slapping your thighs until they looked bruised– not that you minded. Your cock was throbbing painfully, coating the older Winchester’s hand with your precum.

Dean was doing everything to prevent your orgasm: ruining it by pulling away when he feels you were close and squeezing or pinching your cockhead. While it may look painful to others, you were ascending to another reality. Your moans filled the room, and you started begging for more. “P-please… I-I need… god… more. Please! Touch me.” Your whines were music to Dean’s ear as he felt you were ready for the next stage.

“Darling. Lick my fingers,” Dean says as he shoves his fingers into your mouth. Three thick digits filled your mouth as you lathered them with saliva, slobbering around the digits, tongue swirling. It felt like you were losing air when Dean pulled his fingers out– satisfied by how coated they were. “Good job, darling. Amazing.” the older Winchester says causing you to whine with happiness from his praise.

Slowly, Dean pushes one finger inside, grinning as he sees you pushing yourself back onto his finger. Your breathing got heavier with only one finger filling you, and flashbacks of your boyfriend filled your vision, but Dean was much better. He was thicker and bigger, speaking about his fingers, you’re nervous about his cock. “Breath, darling. I know you’re eager, but you need to calm down so I stretch you.” Dean says as he uses his other hand to soothe your thighs.

Letting a soft “yes” you started relaxing. The tension leaves your body as you feel Dean pressing and pushing two more fingers inside. He was stretching you nicely, reveling in the way you were keen on fucking yourself on his fingers. Dean continued pumping his fingers, loud squelching mixing with your moans and whines. He sees your body squirming and wiggling, trying to get more.

Dean groans with mild frustration as he tried to find the sweet spot. After wiggling and thrusting his fingers, feeling your hot ass clenching around his digits– “Dean! There! Right there!”

Bingo

He began abusing your bundle of nerves. The tip of his fingers rammed into your sweet spot as he was milking that spot for your pleasure. Feeling the signals your body was giving, an orgasm, Dean pulled his fingers with a loud pop following. “W-why did you stop?” You whine before Dean gave your ass a harsh slap.

“I want you to cum with my dick inside you,” Dean says as he strokes his cock. Opening your drawer and pulling out a bottle of lube. He put a generous amount on his hands before lathering his aching monster cock with the substance. “Please… fucking, please. Fuck me,” you whine as you gave Dean teary eyes.

Who was Dean to deny his darling his pleasure?

Dean grins, slowly thrusting his cock into your ass, pausing when he is fully inside. He wants you to adjust, your ex-boyfriend probably never filled you this much. He was right. Just from him entering, you were on cloud nine. You’ve never been filled or stretched this much. Your ass clenching around Dean’s large cock, trying to pull it deeper. “Fucking hell, darlin'. That pathetic man didn’t fill you this much?” Dean groans as he starts rocking his hips, thrusting in, pulling back, and then slamming into you.

You were already cockdrunk. The perfect feeling of Dean’s large cock filling you up, cockhead ramming into your bundle of nerves. His rough thrusts caused the bed to squeak which mixed with your loud moans and groans, caused your cries for Dean to rougher. “Fucking slut, darlin’. You feel so fucking good. This ass was made for me.”

His praises sent you to spiral more. You then feel Dean’s worn hand wrapping around your throat, squeezing it but not hard enough to close your airways. Eye contact was made as Dean looked down– you were fucked beyond your comprehension. Drool seeped through the corners of your mouth, and your eyes rolled back as you gripped the bed sheets. “Who owns you, darlin’?” Dean growls as he grips your hips.

“Y-you! I’m all yours!” you cried as tears rolled down your face from the stimulation. You were desperately trying to keep up with Dean. With your prostate being consistently abused, you were on the verge of prostate orgasm.

“Atta, boy. You fucking belong to me. No longer than the pathetic excuse of a man. Only me! That’s all you need! Me…Only I get to see you like this.” Dean growls as his thrust gets sloppier. His breathing was getting heavier, your ass was heaven and it was about to send him there too. “Keep speaking. I wanna hear your voice, keep telling me who you belong to.”

You began babbling that you belonged to him repeatedly. Your mind was completely fucked to the ground. The only thing was pleasure surging through your body, your aching cock throbbing and swinging.

Dean was internally patting himself on the back. You were wrapped around his finger. His dreams throughout the years were finally coming true. He could have the future he had planned since he was eighteen.

With each bucking and rocking of his hips, you grew closer and closer to your orgasm. Desperate for your orgasm, you began pushing back against him, attempting to match the rhythm of his thrusts. You were driving each other crazy, your bodies covered in sweat, mixing with the stench of sex filling the room. The sound of skin slapping, the symphony of your moans and his groans, and the bed squeaking; heavenly music that Dean could do every day if you were up for that.

“So fucking good, darlin’. You’re perfect for me. I don’t care if we’re stepbrothers, you were always more than that since the day I met.” Dean moans as his breathing began to hitch, his large cock throbbing. He began praising you, making sure you would come undone. “I-I’m gonna cum… cum with me, darlin’,” Dean whines as he wraps his hand around your cock to ensure you both cum at the same time.

Both of your breathings got rugged. Your ass trying to milk Dean’s cock off its thick creamy load, and Dean stroking your aching cock while he rams into your prostate. “I-I’m cumming!” Dean growls as he collapses onto your body, biting your shoulder harshly. Your cock exploded, its thick load coating Dean’s hand and your chest.

Dean roars as he gives one final thrust, his cock throbbing, balls churning its load before his spend was flooding your velvety walls, painting your insides white. He groans as this is the best orgasm in his life. The ecstasy lasted for a few minutes, Dean licking the wound on your shoulder. The iron taste of blood touched his taste buds as he licked it clean. Now, people will know who you belong to. He was going to make sure of that to everyone.

“I love you darlin’,” Dean says as he pulls his flaccid cock out, a loud squelch and pop echo as a wave of his thick cum gushes out. He bred you well. The older Winchester lay down and pulled you closer to him, wanting you to nuzzle into his body.

The sounds of ragged breathing as you both calm down from the intense session. You cuddled into Dean’s larger body and you could feel his cum oozing out your abused hole. “I love you too.” You said as you slowly drifted off to sleep, Dean’s heartbeat comforting you.

Dean was satisfied with how things turned out. He finally got everything he wanted.

Your feelings and his went in opposite directions, but you both came back in a Full Circle.

THE END

A/N: Hello, my strawberries! Wow, this is the longest fic I made in a while. I do hope you’ll enjoy this. Very special thanks to my proofreader, @sagethegaywitch

TAGLIST: @spnfanboy777 @zamfam4272 @ghostking4m

#x male reader #male reader #male reader insert #male reader imagine #smut #x male reader smut #dean winchester #dean winchester smut #dean winchester fic #dean winchester imagine #dean winchester x male reader smut #dean winchester x reader #dean winchester x male reader #gay #supernatural fic #supernatural x male reader #jensen ackles #jensen ackles x reader #jensen ackles x male reader

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supercap2319 · 1 year ago

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"You know if I die, I know exactly who to blame for my introduction into an early grave." Y/N said snarky. The sounds of grunts and fireballs hitting the walls behind them echoed inside this warehouse. Y/N sat down behind the safe of an old car as he glanced to his left and saw Sam and Dean Winchester pinned down as well.

He saw Dean rise and unload his gun on some swarm demons, but he quickly ducked to avoid being hit. "Oh, so this my fault, kid?" Dean's deep and gravelly voice said.

"Yes, because you didn't care about what I wanted or said. You only cared about what you wanted. I told you, you can't vanquish the swarm demons without vanquish the swarm king."

Dean opened his mouth to retort, but Sam interrupted. "Can you guys fight later? We gotta get out of here."

"Sammy's right. They're getting closer now."

"I have an idea. We blast and bail. Deal?"

The brothers nodded as they all stood up as Dean and Sam let their barrels loose of their bullets and Y/N used his telekinesis to send fireballs back at the demons before they ducked and ran for the Impala.

#x male reader #male reader insert #male x male #supernatural #sam winchester #dean winchester #sam and dean #jared padalecki #jensen ackles #dean x male reader #sam x male reader #male charmed one reader #charmed #crossover

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hhoneylemon · 2 months ago

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𝘥𝘢𝘵𝘪𝘯𝘨 𝘥𝘦𝘢𝘯 𝘸𝘪𝘯𝘤𝘩𝘦𝘴𝘵𝘦𝘳

headcanons

Love Languages

acts of service

he’s the one post that’s like my love language is acts of service but all i know to do is kill

he will murder anything that hurts you. he is very protective but it’s cause he loves you, ‘kay?

does little things; picks you up your favorite snacks and drinks when he gets supplies, always makes sure there’s enough coffee for you.

he’ll bother making sure the impala always has a blanket or one of his jackets for you. he likes making sure you’re comfortable!

physical touch

please please please cradle his face it brings him so much comfort. he melts into it and gives you these big sad eyes and all you can do is kiss his forehead or just utter a ‘i love you’ or ‘you’re so pretty’

likes to just lay with you. he’ll take naps while you research, head plopped in your lap and body splayed across the bed. maybe instead he’ll rest his head on your shoulder and throw an arm around your torso. you get the point.

sometimes boots sam into the backseat so that he can have his passenger prince(ss). hand holding yours or holding your thigh, his mood automatically better than when you’re in the backseat.

words of affirmation

now, he himself does not convey his thoughts and feelings into words often. something something toxic masculinity.

he does, however, seriously appreciate when you tell him how you feel.

he’s a puddle in your hands as you remind him that you love him and that he’s so good to you and that he’s soo handsome. he’s looking at you with puppy eyes and his lips look so soft it’s not your fault if you give him a little kiss.

Dates

drives in the impala. he’ll drop sam off back at the motel or at a bar or restaurant and will just drive around with you. holding your hand, his music playing through the car. whenever you stop at a red light, he turns to you and gives you a soft look and sings a line of the song to you.

crappy diners. there are millions in the us, you make a list of your favorites just for fun. it’s just eating food and talking while doing so, it’s so simple yet so rejuvenating. he loves doing this with you, escaping his life for the hour you spend together.

watching tv or movies from the motel tv. cuddled in bed, he’s wearing his sleep shirt and a pair of boxers, arms around you and head on your shoulder. you could be watching anything from children's cartoons to horror films, he doesn’t mind as long as you’re in his arms.

coffee shops. on an off day, you two can actually sit in a coffee shop rather than grabbing a coffee and running off to investigate people. feet touching under the table, sipping coffees while people watching outside. he tells you that you two could’ve still been in bed, hearts replacing his pupils.

lying in bed talking. this technically doesn’t count as a ‘date’, but i’m putting it here; he’s wrapped you in his arms and is resting his head on your chest. speaking in whispers so that you don’t wake up sam, you’re pouring your hearts out to each other. you could also he arguing about whether or not a hot dog is a sandwich or not, the conversations are endless.

concerts. it was said the brothers would catch a few on their off days, so why can’t you two? he looks to see which artists you both like are touring and where, then just takes you out of the blue. never tells you so that he can see the surprise and then the excitement. he sings along loudly and terribly, but he holds you close and sways you and kisses your temple, so you don’t mind.

Kisses

he loves kissing you. he loves your skin against his lips. he loves you <3

unsurprisingly his favorite is kissing your lips. melting into you while sitting, making out with you in the car, small kisses to wake you up. he doesn’t appreciate pecks. if you give him one he’s chasing you and giving you a proper kiss.

his absolute favorite kinds of kisses are the ones where you’re both desperate for each other. teeth clinking, lips melding and breathing heavy as you break apart, noses bumping together if you lean in too quickly. it reminds him you want him just as badly as he wants you.

kisses your forehead after he comes back from a hunt, then hugs you. he just needs a moment to ground himself, and then he’s kissing the top of your head and sighing into your hair.

cheek kisses are greetings and goodbyes. you bring him coffee in the morning while he’s talking to sam, he gives you a cheek kiss and a small ‘hello’. he’s about to leave to pick up food for everyone, he kisses your cheek after getting your order. the only time they aren’t hello’s/goodbye’s are when he’s leaving and coming back from a hunt. then it’s a loving kiss to the lips, slow and meaningful.

something he likes, kisses to the knuckles. they have freckles on them, like his nose, so of course you have to show them love. you press a kiss to each, then in between. then, of course, are the knuckles on his fingers. then the back of his hand. makes him so giddy, he’s smiling and blushing and gazing at you like you’re the whole world.

he would also love the one trend. i’m sure he’d love you kissing his bicep while wearing lip gloss/lipstick of some sort. a. it makes him feel strong and b. it makes him feel loved <3

Random

if anything bad happens to you ever he’s so so sad and it’s automatically his fault and his duty to make it up to you. kisses your cheeks and holds you to his chest and cradles your head and he’s mumbling about how he’ll make it all better.

gets so flustered if you press the right buttons. if you can respond to his flirting with a witty response or a better line he’s blushing and looking at you with awe. he’s fallen for you at least three times already.

he’s a mean fighter. gets defensive, yells and gets angry. if he gets mad enough he’ll throw or punch something. after his initial burst he takes one look in your eyes and feels a wave of terror and he’s mumbling apologies and trying to breathe calmly. he’s got tears pooled in his eyes when you hug him and forgive him. he’s never wants to upset you.

he’s still a kid at heart. when sam’s out at the library or getting food or spending the night elsewhere, the two of you settle into the motel bed. cuddled together, dean’s head on your chest as he watches the tv. some cartoon is playing, maybe it’s scooby doo, maybe it’s gummi bears, maybe it’s ducktales. please humor him, it makes him feel so warm and cared for.

has made you multiple mixtapes. one is his favorite songs, one is songs that remind him of you, one is songs that are “written for us”, one is songs he knows you like. blue oyster cult, led zeppelin, van halen, aerosmith commonly adorn them. the thought is sweet and the fact that songs are rarely put on multiple tapes is lovely.

his favorite photo he’s taken on his phone is of you sitting on the impala’s hood. “it’s my two babies in one, c’mon”

please let him small spoon. it means everything to him to be able to trust you with being vulnerable like that. he likes hugging your arms while they’re wrapped around him, he sleeps harder than he ever has in his life. does like to spoon you though. sometimes he just needs to remember you’re real, or he feels like he needs to protect you. holds you close to his chest and curls around you to keep you safe.

following that, i feel like there are some nights he doesn’t want to cuddle. he just needs a moment to himself to recharge and feel better. he’ll lay on one side, arm hanging off the bed. he sleeps well with you just beside him, he can feel your heat trapped in the blankets. sometimes he’ll wake up from a nightmare and just roll over and hold you, sometimes you’ll wake him and he just rolls over to hold you.

honestly a bit of a bully. it’s all lovingly, but there are times he calls you stupid or another softer insult. he is kind of a jerk so he’ll say something to rub you the wrong way and when he notices you seem put off, he’ll think over what he said and frown and apologize. he doesn’t mean to come off that way, he’s so sorry :( please forgive him with all the little smooches he’s giving you.

#sorry he’s a wet eyed pathetic guard dog in my eyes #dean winchester x reader #dean winchester fluff #spn x reader #dean winchester #dean winchester headcanons #gn reader #fem reader #male reader

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boypied · 2 months ago

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STARVING FOR INTIMACY

pairings: dean winchester x male reader

summary: dean helps touch starved reader through his first time, after he picked him up from his work at the diner.

requested by: anonymous

word count: 555

warnings: smut, first time, unprotected sex, breeding.

Dean's eyes dart down towards your backside as you strut across the diner floor. You grip onto your note pad and walk over to Dean's table, making eye contact as you start talking to him. "Hello! I'm Y/N, and I'll be your server today." you say in your happy manufactured waiter voice. While you read out the specials to him, he completely ignores what you've been saying and just admires your body and your face. He gently nibbles his bottom lip, "how old are you?" He interrupts you pulling you out of your bored trance. "I'm eighteen" you say to the very attractive customer.

Dean's eyes lighten up with hunger when he hears what you say, he leans back against the padding of the booth chair. "Are you a virgin?" He asks in a soft yet seductive voice pulling you into a trance, you slowly nod your hear "yes.." You mumble out in a quiet voice. "Are you going to order or not cause I need to get to other tables" you say to Dean, he stares at you for a moment until you turn to walk away until he grips your arm. "Come with me" he whispers in your ear as he pulls you out of the diner and towards his car, yet you don't feel scared or panicked...you feel a sense of safety.

It's not long until you're in the back of his car with your shorts thrown in the front seat and Dean's cock in your tight virgin ass. The way his fingers traced along your back sent shivers down it as your body contorted with pleasure as inch by inch his cock buried itself inside your hole. No condom, completely raw, with a random customer from the diner. This wasn't like you at all...but he was perfection. Dean grips onto your hips and begins to piston fuck you back and forth making the car rock and anyone who walks past will immediately know what's going on in there.

His hand darts round to cup your mouth, keeping your quiet as he pumps back and forth. It doesn't take long for him to spill his load inside your asshole. It was supposed to be a quickie anyway, but it was the perfect first time, "short but sweet." You mumble out to Dean, causing him to roll his eyes after he cums so suddenly. "Still aren't satisfied.. fine" he mumbles out as he begins to piston fuck you still, feeling his cum slosh around inside your hole as he pumps himself inside you over and over again.

Your eyes rolled back as you felt him hit your g-spot over and over and over until your body and cock couldn't take it anymore and you free-handedly shot cum out of your tip and all over his leather seats. Your body becomes limp against the cool seats as Dean breaths heavily slowly pulling his semi-hard cock out of your asshole, he chuckles to himself. "Fuck...been a while since I fucked a virgin. You're my favourite, " he says softly as he gently pecks your cheek as he climbs over into the front seat, and he begins driving to a more secluded area. Where you both can rest up. Dean climbed back into the back seat, and you both couldn't keep your hands off each other.

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l1tw1ck · 11 months ago

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

- 🛸

No Longer a Mentor

Sub!Bottom Dean Winchester x Top!Male Reader

☆ Word Count: 1,512 ☆

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

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

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

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

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

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

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

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

“Why?”

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

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

“I probably haven't what?”

“Had sex…lately……”

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

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

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

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

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

Dean nods.

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

He nods again, more enthusiastically this time.

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

“Fuck. You’re big.” He breathes out.

“Too big?”

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

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

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

“Is this your first time with a man?”

“Yeah…”

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

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

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

Dean’s face gets redder.

“Now, let me see how you suck cock.”

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

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

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

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

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

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

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

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

“I already fingered myself earlier.” He smiles.

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

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

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

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

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

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

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

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

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

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

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

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

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

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