#dean x Reader Drabble
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alexsoenomel · 9 months ago
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POV: You're dating Dean Winchester ( His Instagram edition) Your Instagram edition HERE
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@nescaveckdaily
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I love making these
@winharry
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l13 · 6 months ago
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cw: nsfw 18+, MDNI, fever sex, f!reader, lazy writing, not proofread
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DEAN is half-lidded, can barely keep his eyes open. You're starting to get worried so you press your palm down against his chest to move away from him, but he grabs your waist, pulling you back down on his cock. “No, no, no, don't stop, don't y'dare stop,”
You whine, “But Dean- you're burning up.” and he really was. You could tell by touching his pecs, the skin too warm under your fingertips, and you could also tell by his pulsing cock inside of you. The hot sensation spreading through your cunt, the warmth traveling up to your belly.
Dean hisses, “It's this pussy- h my God- so warm baby, could stay inside you forever-”
He pushes you skin tight against him with a hand on the small of your back, his arms then circling around your frame as he holds you close, his breath fanning against your lips as he moans lowly
Holding his cheek in your palm, your eyes dance across his face as his head tilts back, eyes rolling from the feeling of your cold hand against him.
“Just like that honey, fuck yourself onto me c'mon. Want y'to cum all over me.” he was mumbling, his words barely coherent, yet his hips never stopped snapping up against you, chasing your hot cunt.
“Jesus, Dean-” you whimper against his lips as you roll your hips in circles, making sure he stays snug inside you, your clit rubbing against his pubic bone making your thighs shake “m gonna cum” you cry out, and he groans, giving you open mouth kisses, his thoughts too fuzzy to even kiss you properly.
Your walls clamp down on him, and he moans, “Yess, yeah that's it- fuck- squeezin' me so damn tight sweetheart-” his cock now gliding easier in and out of your puffy pussy with the help of your wetness
Despite the aftershocks, your body twitching, and your thighs begging you to take a break, you keep going. Now, sloppily fucking yourself down on his warm cock, as you egg him on, “Come on baby, cum for me. I want it s'bad,”
His cheeks are flushed, mouth hanging open n' eyes crossed as he stares into nothing, “Yes yes yes, oh please- please make me cum- i'll do anything just please-”
His voice cracks as he begs you, his hands grabbing onto your thighs, nails digging into your skin as he follows the movements of your hips, feeling the coil in his belly slowly unfold.
You place your hands behind you on his thighs, leaning back as you keep your relentless pace and he groans pathetically, sitting up to moan against your tits as he cums, snapping his hips up against you roughly to make sure he’s as deep as he can go, feeling his cum and your slick messing up the inside of his thick thighs.
You’re panting hard as you slow down, thighs still twitching every now and then as you run your fingers through his hair, murmuring praises against his temple, lips warming up quickly since he was still burning up.
“You okay? you ask, and he nods against your shoulder, moaning huskily when he gives another slow roll up against you, “Dean let's go have a look at you, I’m getting worried baby-”
“Wait.” he snaps his half lidded eyes up to yours, a tear running down his cheek as he grins lazily, “Wanna go again. Please?”
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2024 © l13 | Do not steal, copy, edit, translate or re-post any of my works.
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sleepyangelkami · 24 days ago
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AN ANGEL d.winchester
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𝜗𝜚 WORD COUNT - 4.5K
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DEAN WINCHESTER X FEM!READER
𝜗𝜚 SUMMARY - You're nervous to lose your virginity, Dean shows you everything that you've been missing out on.
𝜗𝜚 WARNINGS - smut, dom!dean, sub!reader, nervous/shy!reader, unprotected sex, creampie, p!v, teasing, loss of virginity, fingering, hickeys (r.recieving), size kink, praise kink, dean is experienced, reader is inexperienced, (1) thigh slap, big dick!dean, boob fondling, boob sucking, reader is smaller than dean, illusions to past masturbation, reader blushes, petnames, intended lower case, nothing i write is ever proofread 🩷
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dean liked having you sat in his lap.
this wasn't the first time, your legs stretched around his waist while your hands scrunched idly at the black shirt he'd been wearing, your lips against his own. making out with you had to be possibly the best thing he'd ever done. it was like getting sent to heaven and back, between each breath he damned the gods that disallowed him to press his lips against yours for forever.
but you were new to all this.
he had to be gentle.
dean was the first real relationship you'd ever had. and if he was being honest, you were sort of the first real relationship he'd ever had too.
he used to hop from girl to girl, bed to bed and not think twice about it. you were the absolute opposite. you were the type of girl that didn't speak unless spoken to, you kept your head down and got through everything without so much as letting your imagination wander with what it would feel like to be with a man.
then you met him.
his hands were pinching at the fat of your thighs, he found it hard to keep his hands to himself when you were like this. between kisses, he could hear the shakiness in your breaths, it drove him unbelievably mad.
you felt almost sorry for dean, knowing it'd taken this long to get comfortable enough to even make out with the man. you knew his history and how he wouldn't go longer than a week without someone in his bed. now he'd went more than three months with you like this, aching for more.
and it wasn't like you didn't want more, believe me, you'd been aching just as horribly.
you were just... scared?
deans hands moved harshly against your skin, right hand coming down to gently slap your thigh before gripping it once again. the feeling prompted a low whimper to leave your lips.
dean almost groaned. he could get used to hearing noises like those.
when the man pulled away from your lips, heavy breaths still leaving his own, you swore you could have whimpered again just from the loss of contact.
he looked down at you, eyes all blown wide, lips slick and swollen, it was a sight he hoped was never erased from his memory. he wanted to remember this forever. "y'so needy." he had that cocky grin on his lips, cocking his head to the side as he viewed you as a whole, all his, right in his lap for the taking.
you felt your cheeks get hot at the sentence, eyes immediately darting anywhere other than his face. "don' be mean." was the mumble you let out, eyes adverting and voice lowering. you weren't able to talk to him, not when he got like this, all 'bigger' than you, it made you feel small, it made you feel wet.
"'m not, 'm not." he spoke with a low chuckle, one of his hands raising to meet your face, you felt the padding of his thumb wipe across your hot cheeks, he could tell you were nervous. then again, you were always so nervous. "i think it's cute."
again, your face got increasingly hotter but dean didn't leave you any room for words, dipping his head so his lips could meet your neck.
there was something so surreal about being like this, your hands gripping at his shirt, top lip clamped down on your bottom as he kissed against the skin of your neck.
again, this wasn't the first time he'd done something like this. makeouts and hickey-leaving was getting more and more natural in your relationship, common, even.
he'd come home from his hunts with sam and all he'd want was you either below or on top of him, his lips against anything they could reach.
you felt his lips part, sucking against your neck as one hand ran up your back, the other cupping the back of your hair. once he sucked, his tongue would smooth over the skin, pleasure to ease the pain. and he'd go again, gradually moving to different places on your neck. marking you.
your own lips were strewn shut, you were hoping and praying on every star that you didn't let a noise slip from you. you were too nervous, too embarrassed but the whole point of this was to feel good, wasn't it? so why did you feel so embarrassed to show him how good it felt?
your eyes fluttered shut, the feeling suddenly overwhelming.
you didn't register the move of your hips until his lips left your neck and his hands clamped down on your waist, low grunt leaving his mouth.
you stared at him with those big eyes and he swore he was gone. "y'can't do that, sweetheart." despite his words, his tone was gentle. "can't start something if you don't want to finish it."
he knew how inexperienced you were, he thought you wanted to hold off on losing your virginity which is why he'd never made such a move but by the way you were looking at him now, he swore you wanted nothing more than for him to take you.
and he'd gladly do so upon your command.
"i do..." you uttered. ".. want to." the words made your insides twinge, made your nose scrunch and your lips purse.
you were too nervous, shaking like a leaf on top of him. even so, with so much anxiety bottled into a human, dean made no movements of caution.
you sort of liked that dean wasn't as awkward or nervous as you were. dean was confident, that much was for sure. but being so confident also gave him this openness, seeping comfort into your veins as his large, warm hands trailed up and down your thighs.
"yeah?" his voice was breathy and his smile had left his features. he didn't need to be so teasing now, he knew you would simply burst of shyness. and he didn't want you in a position of uncertainty. "what d'you want?"
he wasn't trying to tease you, though he knew his fingers that began to dance against your skin were doing nothing to calm your nerves.
he just needed to hear you say it.
you planted your face into his chest with an incoherent mumble, cheeks alight as flames.
dean could have laughed at you but he didn't want you thinking you'd done something wrong. on the contrary, he found it downright adorable how shy you'd been getting. but you couldn't help it, this was such an unfamiliar feeling bubbling in your stomach.
"can't hear you, sweetheart." his head came down to sit atop yours, his voice a gentle whisper. "i need you to tell me what you want, okay?" his free hand tipped your chin upwards to look at him, those pretty green eyes held so much sincerity. "use your words f'me, baby."
words felt stuck in your throat, you couldn't seem to get them out. but dean didn't want to let this get away from him, he steadied your chin between his fingers.
"i want..." your voice was all breathy, all needy. it had dean reeling. "i want you to touch me."
and as the words passed your lips, you swear all the air was knocked from your lungs. listening to yourself talk had made your head feel fuzzy. before dean, you couldn't have even imagined such words leaving your lips.
dean was struggling to compose himself but nonetheless, he did. his lips quirked into this proud yet sly smirk as his fingers ran up and down your thighs. "where, angel? here?" he practically mocked, fingers against your knee.
at this point, dean had never seen an angel, he didn't believe in them. but he was sure that if angels did exist, you had to be one of them.
you could have corrected him verbally, told him to stop teasing or even scolded him for mocking you while you were all worked up like this. but instead, you chose to grasp his bigger hand in your own and trail it towards your core.
as your hand cupped his own, he could feel them shake, he almost cooed at you but he didn't want to make you more nervous than you already were.
but when his hand finally reached your clothed core, he couldn't help but let out a groan.
it didn't take longer than a second for dean to have you flipped over with your back against the mattress of the bed. a noise left your lips as he towered over you, that infamous smirk etched to his lips.
but a type of seriousness washed over him. "are you sure you want this?"
you knew he wasn't asking you to tease you or make you wait, he was being sincere and you couldn't have been more sincere back by bucking your hips with a low whine of the word, "yes." quickly followed by a "please."
"so needy." he mumbled back, lips moving to your neck while his fingers fumbled at the cotton material of your baby blue sleep shorts. he hooked his fingers around the waistband and tore it off skilfully.
he supposed his experience was paying off.
you didn't have any time to counter what he'd said, too focused on the feeling building in your stomach. much of it was worry, anxiety even but the majority of it was this foreign, amazing feeling.
"fuck." his ring clad fingers circled against your panties. you were suddenly hyper aware of how worked up you'd gotten while making out with him, a blush creeping in on your face as you turned away from him.
dean all but tutted, dragging your face back.
"don't get shy on me now, sweetheart. This wet for me, the least you can do is look at me." he had that empowering stare that told you he was in charge here, it had you shrinking further into the mattress.
but dean wasn't demanding, sure he was dominating but he didn't make you uncomfortable. truthfully, you'd been rather scared of getting this far with anybody but you were sure that if there was anybody you wanted it to be with, it was him.
his hands toyed at waistbands of your panties. "this okay?" his eyes were glued to your face, trying to watch every way your face contorted, making sure you were okay.
believe it or not, there was a lot one could tell from just looking at someone.
you nodded your head briskly, darkened and bitten lips parted slightly, covered in the slick left behind from your tongue. your cheeks had turned a darkened colour too, blush spreading across your face.
there was something so surreal about looking at you like this, knowing nobody else ever had. he pulled the panties down your legs, watching you steadily with his own lips parting open. his eyes moved from yours to trail down your body, landing on your sopping core. he couldn't help but breathe in a breath.
"you're so pretty, angel." he moved his hand upwards again, closed fingers gently toying with your clit, which earned a soft gasp from you. his lips quirked as he brought his hand away, using the other to slip off his ring. he took your wrist, holding it up gently. "take care of this for me, yeah?" you nodded as he slipped the ring onto your thumb, seeing as your other fingers wouldn't fit it. "good girl." he mumbled, pressing a kiss to your cheek.
he was suddenly hyper aware of the fact that you were a virgin.
now, dean wasn't necessarily put off by the fact that you were a virgin. dean couldn't have cared less what you were. but he needed to make sure he was gentle, more so than any other time.
because he was the first, the one you'd remember forever.
though, he intended to be your very last, too.
his fingers trailed across your pretty tank top, down to your hips and finally edging between your legs. he peppered kisses against your face and down across your jaw, finally landing on your neck, fingers pushing your legs apart with ease.
as shy as you were, you didn't hide from him, you allowed him to part your legs, his hand was against your inner thigh, softly soothing up and down against your skin.
but he had to make sure, before he touched you. "sure this is okay? not having second thoughts?"
of course dean wanted to but he only wanted to if you wanted to. but you nodded anyway, swallowing though your mouth was dry anyway. "'m just nervous." you admitted softly.
it was no secret to dean that you were a nervous creature already. he knew this was all new to you but he didn't want you to feel shy around him. "you don't need to be." he pressed a kiss against the supple of your cheek, hand moving further as you let out a shaky breath. "not with me." as the whisper left his mouth, his hand came up to touch your hot core.
the noise that left your mouth should have embarrassed you but right now, you couldn't think of anything other than the feeling of his hand right where you needed him.
he collected your wetness onto his fingers, spreading it up and down your folds, two fingers parting from the rest as he gently eased them into your hole.
heavy breaths suddenly left you, chest rising and falling while dean's face was practically hidden in your neck, peppering kisses, sucking and licking against the soft skin while his fingers settled inside of you.
he gave you hardly any time to adjust to the feeling, pulling them out and then thrusting them right back into you. "you're so warm, sweetheart." he mumbled in slight awe. suddenly, the image took over his mind, the image of him inside of you. he couldn't seem to wipe it away.
he knew that giving yourself to him even just like this was a lot for you, he didn't want to push you any further than he already had tonight.
however, the image still tainted his memory.
as the speed of his fingers increased, so did the volume of your noises.
a sticky, wet sound bounced from wall to wall, causing your cheeks to warm incredibly further. you flushed, your own hand coming up to cover your mouth, suddenly aware of how loud you'd been.
a coo left his lips, free hand coming to drag your wrist away from your mouth. "wanna hear every noise you can make, angel."
and his words alone made you whimper.
the palm of his hand bounced against your clit with every thrust of his hand, emitting these noises from you that you'd never been able to draw from yourself.
"y'sound so pretty, you know that, baby?" you made a noise to show you were listening, though all it told dean was that you felt good. "look so pretty too. so beautiful. all mine."
dean couldn't keep his hands to himself.
his free hand dragged against your skin, pushing at it as if trying to get closer to you in any way possible.
against his fingers formed a creamy ring. he looked down at his digits sliding in and out of you, wetness surrounding you both, keeping you together by a wet string.
he let his thoughts wander.
as evil as it was, he simply couldn't think of anything else, he imagined it was his dick sliding in and out of your hot, wet hole, the noises you'd make would be so much louder, you'd be so much fuller.
then he was suddenly aware of your experience once again.
you were tight, incredibly tight which only made him scissor his fingers. if you were going to take his dick, he needed to stretch you out first.
"dean!" you spluttered out as he scissored his fingers inside of you. "c-cant."
your hips bucked backwards, as if you were trying to tell yourself to stop, but it felt too good to stop.
and dean knew your body well, more than you knew it apparently for he only tutted, holding your wrist in his free hand. "you can take it baby, there you go." and he must have known what was happening because your insides were turning to mush.
you'd orgasmed by yourself before but this? this was true bliss.
he held your waist down to the mattress as your body squirmed, head falling back into the pillows as his name fell on your lips, moans and whines blissfully leaving your slick lips.
"good girl." he mumbled, pressing kisses anywhere his lips could reach. "you're so good, there you go. atta girl."
his words of praise fell on your lips, only making you squirm impossibly more. but nonetheless, he kept up his pace, fingers moving to help you ride out your high.
dean swore he'd never seen something so beautiful.
he watched in awe, staring at the way your face scrunched up, pretty lips parted and your eyes screwed closed, though he could only imagine you were seeing stars behind your lids, not that he was being cocky or anything.
the sight was pure bliss, angelic, even.
he swore he'd been to heaven and back, just watching your face contort.
and he'd watch it forever, if he could.
he was suddenly aware of how tight his jeans felt.
"i need to fuck you." he was mumbling with a slight neediness in his tone, kissing up and down your throat, his hand only coming to a halt when your own practically pushed it away, the overstimulation becoming too much. "can i?" a beat passed. "please?"
his face rose to meet yours and you stared at him, all blissed out. you swore that his fingers were the most skilled, pleasurable feeling you'd ever felt, much better than to how it felt when you'd done it by yourself. your lips were glossed over, heavy pants leaving your chest. huge eyes and flushed cheeks.
almost a whine of the phrase, "uh-huh." passed your lips.
and it was enough for him.
his lips crashed into your own, kissing you ever so softly, though there was passion hidden somewhere between your heavy breaths.
needy hands pawed at the end of his black shirt, his own hands reached down to cup yours, helping you tear it off of his body. his amulet dangled downwards, just below your face and he was suddenly very aware of the fact that your top was still on. he supposed he'd been too focused on making you feel good to realise.
his hands reached the end of your own top, helping you push it over your head.
no words left his lips but they parted, tongue passing over the bottom one as he stared.
your pink bra was so pretty on you he almost had to think to decide whether or not he wanted to keep it on. but he decided with the latter, hands unhooking your bra skillfully, as if he'd done it a thousand times before.
he hardly got to see your boobs, for his hands cupped them as soon as they were let out of the bra. he cursed out a grunt under his breath, one hand leaving your breast so his mouth could replace it.
against the mattress, your back arched, stomach against his own while you bit back the pretty whimpers which he yearned to hear. his mouth worked against you, rolling his tongue back and forth, practically flicking your nipple in his mouth making you unable to contain the sounds you so desperately tried to keep back.
"d―dean!" you spluttered, eyes fluttering shut. his own eyes looked up at you, watching your face contort once again.
he had to have you.
as his face left your chest, a string of spit connected your boobs to his lips.
he wiped it away, though nothing could wipe away that smut smirk he held. nonetheless, he helped himself to shimmying out of his jeans, taking his boxers off with it.
it wasn't until he took everything off that reality set in. you stared, eyes blown wide, he was, well... big. and it was sort of hard not to get nervous, even with the fact that his fingers had just been stuffed inside of you, you weren't so sure it was going to fit.
"you okay?" he leaned down, towering over you. he realised your eyes hadn't moved from his dick, pulling your chin up with his two fingers. "are you sure you want this?"
you nodded your head, thoughts a mere muddle of clouds. "i just... 'm nervous." you admitted, feeling your stomach fill with this fuzzy feeling that you only got when you talked to dean.
"you don't have to be nervous, sweetheart, not with me, okay?" the palm of his hand rested on your face. "do you want this?"
"yes." you answered without a beat.
"promise?" you could have melted right then and there. dean winchester was of many things but above all, he was gentle.
"promise." you mumbled, finding yourself relaxing just at the mere sound of his voice. his hand trailed up to find your own, fingers interlocking yours. his free hand moved down to his dick, pressing it in his hand.
you watched with curiosity yet also nervousness. you'd never seen this done in real life, so the shyness was creeping in as you watched him move his hand up and down his shaft, dragging it towards your wet hole. instantly, a sound left your lips, blush instantly creeping in as your eyes snapped up to him. he only smiled gently at you, finding your shyness rather adorable.
the head of his dick slowly pushed inside of you and that alone had you feeling awfully stretched. he wasn't just long, he was thick too meaning he stretched you out completely. "okay?" you nodded at the sound of his question, the feeling of his lips on your cheek moments after. "'s gonna hurt a little, alright?"
you nodded your head, eyes shutting closed as you braced yourself.
you weren't an idiot either, you knew first times were supposed to hurt but luckily for you, you had dean right there, holding one of your hands tight in his own, soft whispers and kisses against your skin.
what more could you really ask for.
he slowly eased himself inside of you, worried he was hurting you. then again, there wasn't really any other way to get inside without hurting you. he watched as your face contorted, a gentle whimper leaving your lips but he knew it wasn't one of pleasure, more of pain, actually.
he mumbled gentle apologies and left a trail of them in kisses from your neck to your cheeks.
finally, he was in completely and he couldn't help the string of curses that he mumbled under his breath.
dean stayed as still as he could. worry set in, he didn't want to hurt you, not when you'd been so nervous in the first place. he'd been with many girls but you were a tight fit around him, swallowing his dick whole. he couldn't help but almost coo at the way your hole clenched around him.
he felt your hips shift, and he knew you were ready. "can i―fuck, sweetheart, can i move?"
again, you nodded with a subtle whine that told him in other words, yes, he absolutely could move. and that was exactly what he did.
he slowly pulled his dick out from inside you then suddenly slammed his hips back in, his dick hitting the spot deep inside your walls. instantly, he was met with a mewl.
"shit." he uttered, wanting to draw as many sounds like that out of you as he could. his two hands now rested on yours tightening his grip as he placed them over your head so he could gain better access. "oh, fuck, sweetheart, you're so fucking pretty."
it seemed as though dean had the mouth similar to a sailor when put in a position like this.
but he couldn't help it, you were staring at him with those doe eyes, pretty noises falling from you. his hips moved with ease, slamming in and out of you, it didn't take him long to pick up the pace either.
your legs lifted to surround his waist, moans leaving the two of you as his hips slammed inside of you.
"shit, you're so good for me." he was a mumbling mess, he meant every word of what he said, though he wasn't too sure what was leaving his lips as of now. "oh, my sweet girl, thaaat's it."
he tipped his head forward, connecting his forehead to your own. your whimpers and whines were swallowed by a kiss, gentle yet so full of neediness, it was exactly what you wanted.
"feels..." you mumbled once your lips had parted, though you were sort of dazed, not all the way there. "feels so good."
"good girl, 's it, take it all." you felt his hand suddenly trail down, fingers soft against your clit while his dick still hot between your gummy walls. "'s okay, you're okay."
you shook your head, swallowing thickly as your hips bucked. "'s―'s too much!" you panted out, moans leaving you as if you couldn't keep them inside.
"you can take it, baby, know you can." but he could tell by the way your face twisted again, you were close.
and so was he.
"you gonna let go f'me? huh?"
at this point, your eyes had fluttered shut and you lips were parted as you nodded, brows strewn together. "gonna... 'm gonna cum, dean."
"that's my girl." he answered, pressing a kiss to your forehead. "cum all over my dick f'me, sweetheart."
you supposed you were more obedient than you thought.
dean watched as you squirmed and moaned, eyes screwed shut as you finally let go around him. he could feel your gummy walls squeezing him tighter, a ring of slick had formed at the base of his dick. the mere sight, his dick still stuffed inside your cunt and you, cumming all over him.
well, it was enough to have any man weak.
which was why he'd finished so quickly, too.
after all, he'd been holding on since you were sat on his lap.
and that one feeling, cumming in your wet, hot walls and watching you with that pretty, stricken and worn out face as you came on him too... he swore he had really been to heaven and back.
when you both rode out your highs, he laid himself on the bed next to you, watching as you reached your hand up, playing with his silver ring that sat on your thumb.
he swore he was staring at an angel.
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main masterlist/dean's masterlist
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figthoughts · 2 months ago
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but like imagine dean fucking you with sam asleep in the same room… 18+
warnings: smut, caught in the act (dean x fem!reader)
*°࿐
“mmmph-”
you moaned against dean’s hand as he rocked his cock up into you, his tip brushing against your cervix.
“shhh, baby…” he cooed quietly, glancing over at his brother asleep in the bed next to yours.
“mmm, can’t…” you murmured against dean’s hand, following his gaze to the younger winchester. sam’s eyelashes fluttered against his cheeks, his lips parted as soft breaths flowed in and out of his lungs.
dean’s hand stayed clamped over your mouth as his eyes flickered back to yours. your walls squeezed around him in a desperate attempt to keep yourself from gushing down his length again; you knew you couldn’t stay quiet if that happened.
“baby, come on,” dean muttered through laboured breaths, “shhhh.”
you couldn’t help the little whimpers and grunts that escaped you as dean continued to thrust his hips up into you, his girthy cock stretching your pussy so deliciously.
“ahh, dean,” you moaned out, squeezing your eyes shut as the pleasure continued to build.
“shhh…” dean whispered again, his cock twitching up into your cunt, “you wake sammy, babe, and he’ll be so mad.”
you felt your pussy tighten around dean’s cock again, nearing another orgasm at the thought of getting caught in such a compromising position. dean bit his bottom lip and scrunched his face, trying to hold in a groan at the feeling. he was barely keeping himself together.
the quiet but lewd sounds of him pumping into your wet cunt filled the room, along with both your soft grunts and the squeaking of the motel bed.
sam let out a groan and rolled over to face you and dean. you both froze, watching and waiting for his hazel eyes to flicker open and catch you two in the act.
but they didn’t. instead they stayed shut. dean hesitantly slid himself back up into you, keeping his eyes on his brother. you watched sam too.
your thoughts started racing around in your head and you couldn’t deny it, some fucked up part of you kinda wanted to get caught riding dean.
dean’s fingers began rubbing your sensitive clit again, making you whimper as he thrusted in and out of you.
“shush, i’m serious.”
you pouted against his hand, “c-can’t… feels too good…”
he gripped your face tighter, “we’ll have to stop if you can’t keep quiet, baby.”
his words sent a flash of panic through your body, your head instantly shaking as you grinded on him, desperate to show him you can be good.
“that’s it. nice and quiet,” he said breathily, feeling you clench around him even more, knowing you were about to let go, “stay quiet for me, angel.”
you hissed and tried to hold back whimpers as you came all over his cock again, your juices leaving a creamy ring around his length as he pumped into you.
dean groaned at the feeling of you gushing all over his cock. his own release washed over him. he shot thick warm ropes of his seed deep into your cunt, making you whimper and clench again as his hips jerked up. he pulled you down against him and buried his head in your neck, letting out louder grunts and moans.
“can you guys shut the fuck up?” sam groaned. you felt a pillow hit the side of you as you laid flat on dean, his softening cock still inside you. you laughed softly in dean’s ear.
“sorry, sammy,” dean smirked as he rubbed your back. he moved his head to look over at his brother, who had turned away and pulled the blanket over his head completely.
dean laughed and pulled you even closer to him, wrapping his arms around you as he whispered in your ear, “oops.”
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A/N: wrote and edited this high so ignore it if something’s grammatically incorrect or doesn’t make sense LOL anyways poor sam :( i’m laughing so hard
requests and feedback are welcome and encouraged!! thank uuu <3
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supernaturalfreewill · 3 months ago
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"If getting my shit absolutely rocked by a monster is what it takes to get you in my bed, it was definitely worth it," Dean murmured, his bleary green eyes fixed on your face. You lifted the cloth you were using to dab at the wound near his hairline.
"I'm not sure sitting on the edge of the bed counts," you said with a small smile.
"Hey—I'll fucking take what I can get," he said softly, his eyes closing.
You drank in the sight of him and sighed. "You really scared us. That was stupid," you scolded him, but there was no bite in your voice.
His eyes opened again and searched your face, took in the soft pout on your lips. "You have no idea how stupid I can be," he quipped.
You couldn't help a low laugh. "Yeah, I do. And I'm still here. So, shut up and rest."
"You're staying here tonight?" he asked hopefully.
You nodded. "Yeah. Sam made up the couch for me."
"The couch? That's so far," he objected. "Why sleep on the couch when I have a perfectly available and delightfully comfortable spot right here next to me?"
You smiled and relented. "Fine. But keep your hands to yourself, and don't hog the blankets," you said.
"I'll do my best. But I'm not responsible for what happens when I'm concussed and/or asleep..."
Prompt: "You have no idea how stupid I can be." / "Yeah, I do. And I'm still here."
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5sospenguinqueen · 5 months ago
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(Y/N and Dean stare out of the motel window)
Sam: What’re you guys doing?
Dean: TV doesn’t work.
Y/N: So, we’re watching the couple in the car park break up.
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ohsc · 5 months ago
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Could you write an older Dean and younger reader? Such as late thirties/early forties Dean and a mid twenties reader. Maybe the reader is inexperienced, and Dean coaches them through it?
help you.
dean winchester x fem!reader, 1.9k, nfsw 18+, grinding, p in v, riding, kinda dirty talk, older!dean, inexperienced!reader, kinda unedited — requests are open
Dean’s been to heaven, but it didn’t compare to the bliss of having her in his lap.
He’s had her beneath him — in bed, in the Impala, in a few motel rooms — had her against the shower wall, and more recently at the result of his own impatience, against the library shelves. But, for some reason, he hadn’t had her in his lap before.
It was bliss.
Her breath was hot as she panted into his open mouth, and she was so warm, bare thighs against his own, hot palms that pressed down atop his own bare chest. The only clothing between them was their underwear, and Dean had struggled with the decision of whether he wanted to keep seeing her pretty bra on her or take it off for far too long.
His fingers dug into her hips and grinded her against his lap, and it was the noise he managed to pull from her throat that made the decision up for him. He wanted to pull as many sounds from her as he could, and that meant needing to get the garment off.
One of his hands stayed curled around the dip of her hip bone, whilst his other flattened against her smooth skin and moved upwards until he reached her shoulder, and he hooked his thumb beneath her bra strap, tugged it back just enough to snap it back against her skin, and a low chuckle escaped him when she jumped and pulled back slightly.
“What was that for?” Her mumbled words were a little too whiny for his cock not to throb.
“Just teasing’ you, baby,” he kissed her pout briefly. “You look so pretty, all worked up for me.”
She was such a sight. The fact that she was in his lap alone would’ve been enough to get him worked up, but she was so fucking gorgeous. Her lips were red and kiss-bitten, cheeks all flushed pink. Her makeup was a little ruined in such a way that drove him fucking crazy; lipgloss smudged — the same lipgloss he could taste in his own mouth — glitter that was supposed to be on her eyelids made her cheeks sparkle, black smudges of mascara beneath her eyes. She looked a little wrecked, and he hadn’t really touched her yet.
He reached behind her to unclasp her bra with practiced expertise before he slid the straps down and pulled it from her, groaned deep in his throat when her breasts were on view.
As Dean kissed her again, a bit wet and a bit lazy as he sucked on her bottom lip, his hand slid up from her hip and he cupped one of her breasts, gently squeezed the warm soft flesh in his palm before he thumbed at her nipple until he felt it harden breath his touch, and the breathy noises that were pushed into his mouth from her throat were gorgeous.
Dean had fucked her enough times to know what would pull certain reactions for her. He wasn’t sure she’d had much experience before him, and… Dean knew how it looked. He was getting on a bit, in his mid-thirties, and he had almost ten years on her.
(He had threatened to hit Sam with his car the moment a joking “sugar daddy” had passed his brothers lips.)
Naturally, she wasn’t as experienced as him, he knew that without having to be told. But the first time they’d fucked, and she questioned why he was spending so much time focused on making her feel good, just told him all he needed to know.
She’d only ever hooked up with shitty guys who just wanted to get off.
Admittedly, Dean had been that guy in the past. But the sight of her cumming was otherworldly. He wanted to see it again, and again, and again.
Dean grinded her against him once more and she moaned, her hot cheek pressed against his when her head tipped forwards as she panted softly.
“God, you sound fucking perfect,” he grunted, and he was so painfully hard and her panties were so fucking soaked that he knew neither of them wanted to wait anymore. “Want you to keep making those pretty noises for me.”
His hands dipped down enough to slide his thumbs into the waistband of his boxers, and he shimmied them down just enough to pull his cock out, but just as he reached for her underwear, she leaned back and went to move.
“Hey,” he gripped her hips and tugged her back where she was. “Where’re you goin’?”
She blinked at him, took a heaving breath. “You want me here?”
Dean chuckled and gave her hips another squeeze. “Kinda missing the point of what we’re doing if you think I don't want you here, babe.”
“No, I-” she took a breath. “Here like this,” she gestured down towards his lap, and Dean just blinked at her until she huffed out and clarified, “I’ve never… done it like this before.”
Dean softened just slightly. He remembered the first time they’d had sex, how nervous she’d been about not being enough for him, about not being able to get him off. She’d ended up being the best sex of his fucking life, and there was nothing he wanted more in that moment then to have her in his lap, coming apart on his cock.
“Aw, doll,” he tipped forwards and kissed her softly, squeezed her hips until she properly settled her weight back down into his lap again. “That’s alright, doesn’t matter if you haven’t done it before.”
She huffed a breath against his lips, cheeks flushed pink, and she looked partly embarrassed and partly turned on. “M’not gonna do it right.” The words were mumbled into his mouth, soft and almost whiney.
“Yeah you are, sweetheart,” he kissed her once more before he leaned back to get a good look at her expression, her pretty face. “I’ll help you.”
She was breathing heavy, and still looked a little nervous, but nodded her head, palms flat against his chest. He’d never get over the sight of her when she got like this — flushed, blissed out, turned on. God, he could just drink her up, savour the way she looked right then, keep it bottled up for whenever he wanted it.
Dean reached down to the apex of her thighs, brushed his fingertips along the damp fabric, and he watched as she shuddered, her eyes shut.
“Fuck doll,” he groaned, rubbed her through the fabric just until she made a little noise and then he hooked his fingers underneath the wet fabric and pulled it to the side, too lazy to take them off of her completely. “You’re fuckin’ soaked. Sit up for me, c’mon,” Dean squeezed her hips until she lifted them, and he held her underwear to the side with one hand, his other pumped his cock a few times before he lined his head up with her wet hole, clenched his jaw.
“That’s it- that’s it-” Dean groaned as she sank herself down onto him, squeezed her hips hard enough to leave finger-shaped bruises until he was completely inside of her, and he felt so much deeper at that position.
She was all heavy breaths and sighs, her fingers clung to his shoulders as she sank herself down in his lap. Her head had tipped forwards and her forehead pressed to his cheek, hot skin to hot skin, her breaths fanned out against his throat. “Dean-”
“I know- fuck,” Dean grunted as he shifted her hips and felt her clench around him. “I know, baby, good girl.”
He gripped her hips and helped her move, and with every drag of his cock against her tight walls, it was blissful. She was panting into his open mouth, hands gripped him tightly, and he could tell that despite her earlier concerns, she felt good.
“How’s that, doll?” The words were mumbled into her ear as he sank her back down onto his cock, and her resulting moan was muffled against the skin of his throat, her fingers gripped onto him tighter.
“Good-” She gasped. “It’s- oh-”
Dean smirked into her hair, grunted as she sank back down on him again, felt the cling of her wet heat around his cock. “It’s what, baby?” He kissed the shell of her ear. “Use your words, c’mon.”
She whimpered at the next drag of his cock. “It’s… feels so good-”
“That’s good, sweetheart,” Dean sacrificed one of the hands on her hips to slide up her back and he tangled his fingers in her hair, gave it a playful tug until she tipped her head back to look at him, and fuck the look on her face. Flushed pink, eyes half-lidded, lips parted in little sighs and gasps that threatened to make him cum there and then. “You look so fuckin’ pretty, you know that?” He lifted his hips and thrusted up into her and she groaned as her nails dug into his shoulders. “So gorgeous-” he grunted. “Makin’ a mess all over me- fuck-”
It was her that initiated the kiss, then, her mouth moved messily and desperate against his until the kiss became wet and lazy and fucking heavenly. His fingers tightened only slightly in her hair, only to keep her angled properly for the kiss, and he kept moving her hips and thrusting up into her, felt as her slickened walls squeezed and clenched his cock as it throbbed with a desire he’d only ever felt for her.
Their mouths were still attached when she came without warning, and he felt more than heard the groan that escaped her and into his mouth, felt as she pulsed around him, and it was just enough to drag his orgasm out of him too.
Dean groaned, let go of her hair to grip her hips and pulled her tight down against him until he was buried to the fucking hilt, and he didn’t let go until he was completely fucking drained.
“Oh god, sweetheart,” he was panting when he finally eased his grip on her hips, and dropped a plethora of wet kisses to her hot cheek before he leaned back to look at her face. “Look at you.”
She was a fucking picture as she sat in his lap, still filled up completely, as she panted and blushed and gave him that fucking smile, the shy smile that wasn’t so fucking shy after what they’d done.
Her eyes dipped down and she took a shuddering breath inwards as she leaned forwards and softly kissed his neck. “Was that… did I do okay?”
“Did you do okay?” Dean chuckled and lifted his hand to cup her jaw, and when he tipped her head back up towards him he leaned forwards and kissed her in a much gentler way than he had before. “That was perfect. You’re a fuckin’ gem, y’know that?”
She just giggled, kissed him again, and wrapped her arms around his neck, their bodies hot against each other.
And then, her soft voice mumbled, far from completely satisfied, “…can I try again?”
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luci-in-trenchcoats · 3 months ago
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A Shirtless Winchester
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Pairing: Dean x reader
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“Uh.” You stopped halfway into your bedroom, towel tucked under your arm around your bare body, messy damp hair down your back. You blinked, meeting a cheeky smile in return. 
Dean Winchester was on your bed, laying back, reading the romance book from your nightstand.
A very shirtless Dean Winchester.
“W-What are you doing in here? On my bed?”
“Waiting for you. For a book with such a cute cover they sure do some depraved things in this,” he hummed. You looked around and back into the hall, shaking your head. “You want to make out?”
“What?!”
“Do you want to make out?”
You stared at him, Dean putting the book down and walking over to you, tucking a finger under your chin so you looked into his eyes.
“Well?”
You inhaled and dropped your towel, Dean not breaking eye contact.
“Did that answer your question?” you said.
“It did. Posed another one though.”
“I bet it did,” you said, pushing on his chest, walking him back until he lay back on the bed. “I’m gonna close that door and by the time I turn around, those pants better be gone.”
“Or what?” he smirked as you already turned back towards the doorframe.
“You’ll see, Winchester. You’ll see.”
______
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lostalioth · 2 months ago
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𝐛𝐞𝐚𝐮𝐭𝐢𝐟𝐮𝐥 𝐩𝐚𝐢𝐧
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→ premise: all of deans life pain has always ran parallel to love. he needs them both, he needs you to hurt him and take the pain away all at the same time, turns out you were more than willing to, you may even need it reciprocated.
→ pairing: dean winchester x fem!reader
→ warnings: 2.3k words, small bit of angst that turns quickly into smut | 18+, kinda switch!dean, pain kink [slapping, biting, pinching, scratching, etc], praise kink [both reader and dean], unprotected sex, small bit of choking, multiple mentions of blood & reader nearly dying
→ a/n: kinktober 08
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Dean was accustomed to pain, he learned to tolerate and push through it from a young age as his father hammered into him that it was his job to always look after Sam and conditioned him to become a hunter. Love always came alongside pain in his life, losing everybody he ever cared deeply for; it happened so often that he began to associate one with the other. And so somewhere along the way he came to yearn for both pain and love as he felt they always came together. When Dean began having feelings for you, he was scared like he’s never been before. He avoided telling you for a couple of years simply because he thought if he voiced it out loud then he'd lose you like he did everyone else.
However when a demon came very close to killing you when you were being reckless, that scared Dean a hell of a lot more and in a screaming match about it he revealed his feelings on accident.
“You couldve fucking died, ya’ know that right? If me and Sam got there even a minute later you’d have been laying in my arms dead not just unconscious” when he mentions sam, he gestures towards the couch in the small motel room where the younger brother last sat. Though when he turns to look over hoping for backup he finds Sam gone, he groans out in annoyance. Sam had figured it was best to leave the two of you to your fighting alone, yes he was also upset with your careless decision but not as heated as his brother.
“Well I didn't okay? I can take care of myself. I had it under control!” you scream out, punching your words out to get your point across, flailing your arms in frustration though the fast movement aggravates your injuries making you wince slightly. Seeing you in pain makes Dean stop short for a second, a ping in his chest as his heart aches, it however only morphs into making his blood boil more when the memory of finding you beaten and bloody on the floor of that warehouse flashes in his head. “I'm sooo glad you can take care of yourself, but what about me HUH?!” He screams out, sarcasm dripping from his voice until the latter half with his question where it breaks off taking you back. Confusion crosses your face but before you can say anything back to him he continues.
“I dont know what I’d fuckin’ do without you, im so pathetically and utterly in love with you that the thought of you dying makes me wanna lie in the dirt just so i can be buried with you!” he had been stepping closer and closer as he yelled out in frustration, not realizing exactly what he just said. You can feel your heart pounding in your chest, the adrenaline from his confession and proximity coursing through your veins.
“You love me..?” Your voice comes out softer than Dean swears he's ever heard it before and it melts all the anger out of his body. He knew there was no turning back now that he blurted that out and even though he was worried more than ever, he couldn't stand not being with you anymore. “I think i fell in love the moment i met you sweetheart” he sighs and brings his rough hands up to cup your face and wipe away the tears you hadn’t noticed we're slowly falling from your eyes. After a long stretch of comfortable silence as the tension of the fight has dissipated you speak up.
“Would you just kiss me already ya’ idiot” you tease, smiling softly at him through your tears as you stare deep into those stupid green eyes that turn your brain to mush.
Using his hold on your face he pulls your lips against his in a desperate kiss, trying to drown out all the swarming negative voices in his head. Your soft lips mold against his perfectly and he thanks any and every god he can think of for letting him have something he knows he doesn’t deserve. Your eyes flutter shut as you kiss back, the fight over your thoughtless decision not forgotten but put on the back burner. You were deans the second you told him to kiss you and if you thought you were gonna be able to continue with your bad decisions boy were you in for a surprise, he just finally got you he wasn't ever letting go now. You grab at his chest, your hands balling up his shirt as you try pulling him impossibly closer deepening the kiss. In a tangled mess of limbs and mouths still latched to one another’s you and Dean tumble back and fall down onto the rundown motel bed. Dean landed on his back in the middle cushioning your fall with you landing on top of him between his legs.
“Baby..” he mumbles against your lips making your heart skip a bit at him calling you a name normally reserved for his impala. He even squeezes your hips lightly to break your focus from the make out.
“I need you to do something for me” he groans out as the kiss heats up and your tongue slips in his mouth during his statement, your hands running all over his chest and arms. Your body was pressed up to his, hips flush against each other making it impossible for you not to feel his hardening cock on your thigh. “Anything, what do you need, baby?” You question, desperate to please him and more than willing to do whatever he asks. Now Dean was well aware if he said jump you'd ask how high, he just hoped this request as odd as it was didn‘t make you run for the hills.
Reluctantly he pulls away from the kiss to catch his breath as well as watch your face when he tells you what he needs. You open your eyes and look at him with that same sparkle they always hold when your gaze is locked on him. His cock was getting painfully hard now from the mixture of the make out session and your body so close to him.
”I- shit okay im just gonna say it uh. I need you to hurt me. I just- I need you to get the image of you laying in a pool of your own blood barely breathing out of my head” he rambles, his voice sounding unfamiliar to his own ears with how pathetic it comes out. He silently prays you won't just get up and walk out of his life at his weird desire. He avoids eye contact when you are still silent after a minute. A fire ignites in your body and settles in your core as a million and one thoughts are running through your head at the speed of light. Every single last one however being the different things you wanna and finally get to do to Dean.
You grab ahold of Dean’s face squeezing it as you turn it so he is looking at you again. You now have a small taunting smile on your face, your nails are lightly digging into his cheeks making his cock twitch. “I can do that, but can you be a good boy?” You teasingly question as you lean up maneuvering your body so you're straddling his hips, peering down on him. The sight of you on his lap, thighs spread either side of his body and lust blown hooded eyes staring down at him knocks the breath from his lungs. It's an image pulled from his many dirty depraved dreams of you that riddled him with guilt but now it's a reality, his wonderful heaven like reality.
He frantically nods his head yes while your hand not pinching his face is working at undoing his belt.
“Gonna be such a good boy, can be s’good for you baby” he huffs out and lifts his hips to help you out as you pull his jeans down and off his legs. You let go of his face and dean has to fight back an actual whine when the small sting of pain leaves with it. Though he swallows his complaint as he watches you strip yourself of your dirty still blood soaked t-shirt, going at a teasingly slow pace when you undo your own belt pulling it through the loops and discarding it on the floor besides his pants. “Come on don't be a tease sweetheart please” he softly begs as he grabs your hips, thrusting his up to grind his bulge against your core. The rough fabric of your jeans sends a jolt of pleasure up his spine as it rubs over his aching boxer covered cock. You bite back a moan and slap his chest to stop him before lifting your body up to help you rid yourself of your remaining clothes. He is quickly behind you nearly ripping off his shirt and tugging down his boxers making his leaking cock bounce free between your bodies.
Saliva practically pools in Dean's mouth at the sight of you stripped bare for his eyes scanning over every inch of you. Your thighs spread back over his hips leaving your pussy on display for him, your slick coating his cock as your hips take up his previous action of grinding. “Such a good boy” you praise and lean down digging your nails into his sides, the pain making his eyes screw shut in bliss. Lifting your hips once again this time however sinking your pussy down onto his throbbing cock. Your slick and his precum help to aid your cunt into taking every inch of Dean's cock to the base as you smash your lips against his in a passionate kiss. The mixture of stinging pain and sweet praise and pleasure drown out all bad thoughts, all images that were flashing in Dean's head of your limp body unmoving and bleeding fade from his head finally, his only thought being of how good you feel.
“Mhmm~” He whines out in pleasure and surprise, the sound muffled in your mouth. Your hips immediately set into a rhythm of grinding and softly bouncing, his cock dragging across your velvety walls and his tip hitting your cervix when you bounce down. “Ah- Ahh~ fuck sweetheart knew this fuckin’ pussy feel amazing” he grunts out, his fingers holding onto your hips in a bruising grip that has your head spining. You bite down on his plush bottom lip in retaliation making a small almost growl erupt from his chest. The sound vibrates through your body to your core making your hips flatter a bit and a whine escapes your lips.
Within the blink of an eye dean has your legs wrapped around his waist when he sits up and flips your position breaking the kiss. Laying you flat on your back with him nestled between your thighs his cock still buried deep inside you. “Dean~” your whimper morphs into a wanton moan when his hips start at a punishing pace, your slick already forming a creamy ring at the base of his cock as it pounds into you. His heavy balls smacking your ass creating an obscene noise that fills the room with your moans and his grunts. “As much as i love how you sound and wanna hear it for the rest of my life baby, you gotta be quiet sweetheart” he taunts as his hand slips up the side of your body to palm at your bouncing tits. you whine out and paw at his lower stomach and v-line almost pushing him away slightly to stop his tip from abusing that one spot deep inside you. “Mm~ I can’t, it s’good, feels too good, i needa cum” you whine out your words slurring together as the knot in your stomach tightens. “Aww well don't want the staff or other guests hearing you scream my name now do we?” He questions with a small smirk that morphs into an almost slack jawed look when your nails dig into his back and drag down. The stinging pain of you scratching at his back so hard he's almost certain you drew blood makes his hips speed up even more.
“Bite down on my shoulder to muffle yourself when you cum okay baby?” He softens a bit though his hips don't slow down, you nod desperately in understanding. “That’s my good girl” he beams at you praising you in a sweet tone making your pussy clench down on his cock.
You grab at his hand that rests on your breasts and pull it up to your neck hoping he gets the message. A smile forms on his lips as what you want registered in his head, you wanted pain the same as him. Dean didn't think he could love you anymore than he did and yet as his hand wraps around your throat his heart swells, you're the same as him, you needed the pain with the love and pleasure, he was the luckiest fucking man alive in this moment. He smirks and softly kisses your lips as he leans down and his cock somehow reaches even deeper inside you.
The new angle causes the knot in your core to snap and your high to crash into you, making you pull away from his mouth and bury your face in his shoulder. Baring your teeth you bite down a bit hard onto his shoulder to muffle your loud moans and cries as you cream on his cock. “Oh fuck yeah, there we go sweetheart good girl baby” he praises, his head going foggy in pain and pleasure as his climax hits him head on, spilling his cum deep inside you not caring about the loud noises that leave his own mouth.
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→ a/n: as always this wasnt proofread and its late, whos shocked? anyway i got a bit carried away well more like a lot. this is only my second time writing for dean and i got excited i really like writing for him. It is however my first time writing smut for him so sorry if hes out of character.
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jasvtsc · 2 days ago
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clean mess
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“come on, birdie. i promise i will behave. and on the bright side, we’ll save water and help the planet. isn’t that great? more… kittens will live,” that was the shittiest excuse possible. but did it work?
yeah. it did.
almost immediately, with a renewed vigor, you jumped out of bed and dragged dean to the bathroom as he grinned stupidly. if you weren’t holding his hand in a vice grip, he’d probably be rubbing his hands together as if he plotted something devious.
and to be honest, he kind of did. he promised to behave but did he ever do that? no. you naked with him under the shower? he wouldn’t miss it for the world.
as soon as you were standing bare in the middle of the bathroom, dean took a moment to marvel at your figure. he let his eyes stay on your curves a bit longer, humming appreciatively with a soft smile, although sparks of lust twinkled in his green eyes.
he quickly took his clothes off, and well, his cock was already standing up erected. he looked down and then slowly looked back up at you, giving you a sheepish smile and a small shrug.
“can you blame me? i’m a simple man. i see my angel in full glory, i’m ready to jump in action,” he grinned, while you just crossed your arms and raised a brow with a clear exasperation written all over your features.
“can’t you control it?”
“you make it insanely hard to control myself. pun intended,” he murmured, reducing the distance between you and connecting your lips in a passionate kiss.
that was enough to make you fold because in a blink of an eye, you were pressed against the glass shower wall, your legs wrapped around dean’s waist as he was vigorously pistoning in and out of you.
“fuck, you feel so good,” he groaned, holding you by your hips, so you wouldn’t fall down the wall or anything. “so tight.”
one of his hands snuck between your bodies and his thumb immediately landed on your clit, massaging it in a way that matched his frenzied thrusts. you cried out, trying to hold onto something but you found your hands slipping on the steam covered glass.
“after we’re done—” he panted, trying his best to hold back his impending orgasm since he wanted you to finish first. “can we do it again? but from the back? and with your wings on display?” you looked into his eyes and squinted your eyes. although, it was insanely difficult to keep a straight face while he was fucking you like he was in heat or something.
“dean, don’t push it.”
“pretty please? i’ve been good,” he whined so submissively and gave you those pleading puppy eyes of his that not only made you cum but also agree to his idea.
so a few minutes later, your hands were splayed on the glass, your wings opened as he buried his face between them, nipping at your shoulder blades while pounding into you from behind.
shit, it felt so good.
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alexsoenomel · 1 year ago
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Dear Asshole, (Dean Winchester x Reader Drabble)
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NOTE: I wrote a letter for my ex best friend for therapeutic perpouses. I used to like this person, a lot , and they broke my heart with their shitty behaviour. I never actually send that letter so I decided to turn it into a drabble aka a letter for Dean if he ever decides to break Reader's heart (we all know he can be an asshole at times). Ironically enough this person reminds me of Dean. Enjoy!
Dear Dean,
I was never good with spoken words so I decided to put my heart on a piece of paper. We met at the worst possible time, hell, we met in the worst possible universe. You said you loved my Led Zeppelin shirt and I got nervous. The whiskey wasn’t enough to make me not be. Your presence was captivating. You would still remind me of that day when we met in that shitty pub in Dallas and I would still laugh. Soon we became friends and your brother started wondering if there was something more between us because in his words we are too obvious. I have to admit, at first, I liked the idea of us being together, but I kept telling myself no and pushing those thoughts away because I was convincing myself that it would ruin our friendship. Truth be told I was scared shitless. Between living and working together and both of us having our fair share of issues, I was scared.
Nonetheless you showed me what true friendship looks like. I loved hearing your stories, silly jokes and I loved talking about music with you…I loved spending time with you. My fondest memory will always be us jaming to Nickelback after we killed that nest of vampires back in San Francisco. Do you remember? Sam hated us for waking him up. The laughs we shared I will cherish forever. There aren’t enough words in the English language to express how much those memories mean to me. Those are sacred and will remain sacred for the rest of my life.
 I’ll never forget when you didn’t want to leave my room until I laughed at one of your silly jokes when I was sad and couldn’t sleep – reasons unknown (the next day I got my period). 
Once I laughed, you let me sleep. I still think about that night. Your lame puns are too funny to forget. 
The question “What if…?” started lingering soon enough in my mind and sadness started visiting me almost every night. I started analyzing every moment we shared and it was driving me mad right until you decided to be an asshole. 
Do you remember when I told you, drunk on tequila, that I would sleep with you if I wasn’t literally working and living with you and your brother? That wasn’t a lie. My sober thoughts turned into slurred words of desperation and nothing but the truth. It wasn't your body I wanted – my soul was craving yours. I was secretly lonely (and horny) and you kept me company. I wanted you all for myself. Every part of you. I dedicated so many songs to you, imagined what it would feel to kiss you, touch you. What it would be like to get out of this life and not worry about dying every day for a change. I imagined so many things and yet here we are. We became strangers again. My heart breaks as I write this, knowing damn well we're just two lost souls that met at the wrong time; wrong fuckin’ universe. Your absence is painful. Your silence stings. Say what you want, lie to my face if you want but I know you felt it too. You cannot hide a connection like that, you just can't. Something like that you cannot subside; it's too human, too real. Even your brother agrees. 
Don't ponder too much over me falling for you, because it's simple. That's my baggage to carry and I can carry it by myself just fine. You can help if you want but it’s not necessary. 
My point with this is: if we are meant to be in each other's lives – we will be. But, if not; I hope I meet you in another life. Hell, I'd be lying if I said I wasn't looking forward to that. 
Sincerely,
The girl you call sweetheart every once in a while and secretly make her blush.
32 notes · View notes
waynes-multiverse · 8 months ago
Note
Ok hear me out. I got this idea after the episode of Dean getting his "virginity" back and hooking up with the porn star when he's digging through her dresser and finds the DVD of her ANYWAY
Best friend Dean who's been pining after you for sooo long but doesn't want to fuck it up and lose you. You're hanging out when you ask him to go grab something from your room and he's digging through your drawers looking and accidentally comes across some lingerie and now it's days later and he's so hot and bothered cuz he can't think of anything else (the boy has a serious panty kink lets be honest) and you catch him in your room going through your drawers again and OH
A/N: As I warned y'all, this is a longer DD because, well, the prompt was long, so it's not really my fault. All that backstory took on a life of its own, but I think no one will be mad about it 😅 Again, I had tons of fun with this one! You'll see 🤣
Pairing: Dean Winchester x Female!Reader
Warnings: +18/NSWF, a ridiculous heat wave, friends to lovers (Wayne's Version), crack, a panty kink, some sneaky fluff, and some hot lovin' aka smut (oral f & face sitting)
Word Count: 4.5k (whoops)
Main Masterlist || Dirty Drabbles
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Cruel Summer
“You open the beaches on the 4th of July, it’s like ringing the dinner bell for Christ’s sake…”
As Jaws flickered across the screen in the Dean Cave, the green-eyed hunter adjusted himself in his seat. Usually, he had perfect control over himself and his feelings for you.
But on some days – like today – when you sat right next to him on the couch in nothing but a loose t-shirt and some short sweatpants, fanning yourself with an old magazine of Busty Asian Beauties as beads of salty sweat collected on your forehead and trickled down your neck, you made it hard for him.
“God, I’m so hot,” you sighed exhaustively and sunk further into the couch cushions, lifting your shirt from your sticky skin to let some cool air to your boobs as a heat wave ravaged through Kansas.
Painfully hard.
“Dean?” You pouted with your best puppy dog look at your best friend.
“Huh?” Dean was in trance, watching you more than the movie, always on the edge of getting caught one of these days.
“We’re out of Sour Patch Kids. I have more in my nightstand. Can you get them for me please?” you asked sweetly. “I don’t wanna move. I might actually die from heat exhaustion.”
Dean sighed and wordlessly rose from his seat. He knew you always kept an array of salty and sweet midnight snacks in your room in case you got hungry and didn’t want to wander into the kitchen in the middle of the night.
Moreover, he was grateful for the break. God knows he couldn’t stand to be around you any longer, or he would’ve been too tempted to rip your clothes off and really make you sweat.
I’ll show her a damn heat exhaustion, he thought with a scoff.
Hastily grabbing the desired snack, his green eyes then caught something red and lacy sticking out from the first drawer of your dresser. The hunter knew the decent and honest thing would’ve been to just keep moving and leave your godforsaken room.
Turn around, as Bonnie Tyler sang. But for some reason, his bright eyes couldn’t resist, his curiosity overtaking him.
Dean opened the drawer with the intention to push the naughty little clothing item back into its place and out of sight. Get rid of the temptation, so to speak. It sounded like the perfect loophole. He got to touch it and look at it, but for a very heroic and noble reason – not because he was a creepy perv, violating his best friend’s privacy.
On some level, Dean knew he’d never stand a chance with you. He wasn’t good enough. He had so much baggage all his suitcases wouldn’t even fit into the bunker.
A damn touch of a pair of panties you weren’t even wearing was all he would ever get from you.
But then his fingers touched the soft and see-through material, his pads tracing every delicate scarlet thread with precision and care. It was game over for him then and there, cursing himself internally for not resisting harder as his cock twitched joyfully in his jeans.
Dean had laid his eyes on you the second you strolled with swinging hips into that diner in Wichita for your very first case together, a werewolf hunt six years ago. And he had managed to get by without an incident for years since then, even when you moved into the bunker, being rather proud of that achievement. He never wanted to lose you as a friend and didn’t dare to cross a line. Ever.
Recently, though, it became more difficult to keep his distance and not let his thoughts wander. His feelings were magma that slowly had filled a volcano over the years. Each time you did something sexy or sweet or goofy or smart, another drop was added. And now, that damn fire mountain was overdue for an eruption – no thanks to that stupid heat wave.
“Thanks,” you said absentmindedly as the hunter handed you the candy but didn’t settle back down. Instead, he stood behind the sofa and leaned his hands on the backrest.
What you didn’t know, though, was that Dean was sporting quite the boner and wouldn’t dare to come into your line of view. He was surprised he could even walk up straight and not like a caveman early in the evolution.
A hunter gathering panties.
“I’m gonna hit the hay,” he told you with a somber clear of his throat. As the fan carried a breeze of your perfume to his nose, his grip tightened on the couch.
You turned in your seat and looked over your shoulder at him, raising a surprised brow. “Already? But the movie’s not over.”
“Yeah, I’m beat,” he excused and tried his best not to look strained. He forced a tight smile to his lips while his little dude celebrated Spring Break in his jeans. “‘Sides, we’ve seen Jaws like a million times now, Y/N.”
It was a cherished summer tradition between the two of you, watching it every 4th of July.
“I guess so.” You shrugged disappointedly, watching your best friend retreat to his room. Truth was, you loved spending time with Dean and held those little traditions close to your heart.
The Winchesters were your family, the only one you ever had. And while some families wore matching pajamas on Christmas morning, you watched the first two Die Hard movies. You would watch Dean’s favorite horror movies on Halloween. Sixteen Candles and High Fidelity on your birthday, Tombstone and The Great Escape on Dean’s, and some lame-ass foreign language documentaries that you both snored through on Sam’s.
Valentine’s Day was a dreaded non-holiday for all three of you, but for the past four years, someone would leave a box of chocolate in front of your door. The salted caramel ones would always be missing, and it always came with the same Forrest Gump quote:
I’m not a smart man, but I know what love is.
You knew the anonymous someone was Dean, and you knew he meant it as a joke. Still, you clung to those little traditions. They might seem silly and stupid to some, but to you, they were your lifeline in a world full of darkness.
So, you felt rather saddened Dean didn’t seem to honor them anymore. It wasn’t just Jaws, either. He’d been withdrawing from you for a while, and you didn’t understand why.
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Unbeknownst to you, the green-eyed hunter had kept a lacy souvenir from your room.
Now, Dean had managed to avoid you for four days. Every night since his stealthy excursion, he would lie in his bed with your stolen panties in one hand and his throbbing length in the other, feeling goddamn pathetic for sinking so low.
It was probably so low that even his memory foam mattress would remember it.
With closed eyes, he then imagined how the perky globes of your ass would look like covered in crimson lace. How you would stretch out on his bed on all fours, with your ass high in the air and wiggling in front of him. How his fingers would push the wicked material aside to push into you, taking you deep and hard while you moaned his name.
As he ruined tissue after tissue, the guilt would wash over him as soon as he was done. Call it a post-nut epiphany.
Dean knew it was wrong to think those things. He knew he only made it harder for himself to ever look you into the eyes again. Hell, he barely could do it now, even though a part of him audaciously wondered what other treasures were hiding in that drawer of yours. And more pressingly, what ultimate wealth he would find beneath your clothes. If your lingerie was gold, he’d be a creepy-ass dragon sitting on it.
So, Dean tried to avoid you as best as possible. Mostly because, well…
“God, fuck me,” you groaned exhaustively and opened the refrigerator door, leaning against it as the refreshing cold hit you from behind. On top of that, you held a big bag of frozen peas to your sweaty chest. You already wore the bare minimum – some short denims and a white tank top, your hair up in a messy bun.
“I swear underboob sweat is the worst. Just be glad you don’t have tits,” you complained. “Guys, seriously, can we invest in an AC? This heat wave is killing me! This bunker is like one giant oven…”
You watched as Dean squirmed in his seat as he ate his cereal, looking as uncomfortable as you. Surely, the boys were suffering just as badly during those sweltering temperatures, already forgoing the usual flannels and opting for plain t-shirts instead. How they were still wearing jeans was beyond you. When you first moved in, you protested against Dean’s suggestion of Naked Tuesdays, but these days, you were actually giving it a second thought.
“Well, I’m gonna drive to Kansas City today and see if I can get us an AC. Apparently, they’re all sold out, but I figured maybe with a bit of flirting and some cleavage, I can still get us one,” you explained your plan with a bright smirk and wiggled your eyebrows. “What d’you guys think, huh?”
Dean then abruptly banged his fist on the table, spilling some milk from his bowl on the surface. “For God’s sake, Y/N!”
You frowned in confusion at his unexpected outburst. “What’s up with you? Are you having a heat stroke?”
“Flirting, really?!” the hunter barked, his brow shaped into a deeply furious v.
“What’s wrong with that? Double standard much? You do it all the time to get shit,” you countered and watched his jaw clench in anger.
“I do-... not,” he remarked snappily with a fierce finger drilling into the table, clearly lacking a good argument. Sam cleared his throat in agreement with you, but that only earned him a glare. “And Jesus fucking Christ, would it hurt you to put on some goddamn clothes? You’re not even wearing a bra!”
“Did you not hear my tits rant just now? Of course I’m not! ‘Sides, those boobs are gonna get you an AC, so be a little more grateful to them,” you retorted, annoyed with his attitude. You’d think of all the people in this world, Dean Winchester would understand. (And maybe even appreciate it.) “And how can you even tell, huh?”
“‘Cause science, Y/N! You’re literally cooling your tits! What did you think was gonna happen, huh? Nipples!” he vented outrageously. “This ain’t a strip club!”
“It’s 102 degrees, Dean!” you argued, throwing your arms up. “Look, if I could, I’d even go naked, alright? It’s fucking hot!”
“Oh, for crying out loud!” Dean shook his head and stormed out of the kitchen without any further comment.
Confused, you blinked at the younger Winchester. “What’s up with him?”
But Sam only shrugged, shaking his head. “Uhm, I don’t know,” he replied, although he could take an educated guess, suspecting his brother’s feelings for you as the culprit.
“Well, alright, I’m going to Kansas City,” you decided without wasting another thought on the older Winchester’s strange behavior. “Text me if you guys need something. I can pick it up on my way home.”
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Dean knew he was in deep trouble as his bow legs bolted down the bunker’s hallways. He tried so hard to keep it together, but when he saw you, half-naked and panting in front of the fridge, he quite literally lost his coolness in this goddamn heat wave.
The green-eyed hunter understood a thing or two about torture, but this was the worst of all. He’d rather have a demon repeatedly peel off his skin in hellfire than endure a day more of this fucking madness.
If the temperatures didn’t drop soon, it would be a cruel summer ahead of him.
As Dean heard the door to the garage close, he knew you’d left for your trip and exhaled a deep sigh of relief. At least he’d get a few hours of peace.
With the best intentions, he strolled to his bedroom, but as he passed your room on his way, he found the door ajar. Whatever good motives he had up until this point, went quickly out the window right then.
His hand twitched at the thought of more riches, worse than any trigger finger and competing with a California earthquake, and well, so did the dick in his jeans. It was an addiction at this point, an obsession he couldn’t resist nor get rid off. The fact that it was forbidden and wrong only made it even more appealing. The apple in the garden of Eden.
Unfortunately, there wasn’t an anonymous support group for this kind of sickness.
As unbearable shame and guilt collected in his stomach like rainwater in the gutter, his eager hands rummaged through your dresser drawer. There was purple lace and black satin, navy G-strings and white Brazilians. It was never ending, and the hunter couldn’t stop as he picked up each item and let his fantasies roam wild.
God, the things he wanted to do to you were as colorful as your rainbow full of underwear.
“Dean?!”
The green-eyed hunter froze in his place, a white lace panty still bunched up in his large palm. The hair in the back of his neck stood up in shock, a part of him refusing to turn around at the sound of your voice. He was caught red-handed, and he knew it.
“What are you doing in my room?” you prompted, suspiciously cocking an eyebrow. It looked fairly obvious what your best friend was up to, but you didn’t want to accuse him right away, giving him the benefit of the doubt.
Frankly, it was quite unbelievable.
“It’s not what it looks like,” Dean replied and swallowed thickly, his Adam’s apple bobbing as he held up his hands like a criminal during an arrest, the evidence still in his grasp.
“Well, it looks like you’re snooping through my lingerie,” you pointed out bluntly.
Dean nodded, guilt-ridden and reluctant. “I can explain.”
“Good,” you said, crossing your arms over your chest. “I’m waiting…”
“Right, uhm…”
“Oh, before you scramble for an answer, you should know, though, that I’m aware a pair of red lace panties is missing, and I know the washer didn’t eat them,” you said and raised an expectant brow.
You had a feeling your pervy best friend was behind the mystery of the missing item. Now you knew for sure.
“Man, I always knew you were a kinky son of a bitch, but this is a new level, Dean,” you scolded.
Dean’s gaze dropped to the floor in shame, scratching the nape of his neck. “Look, uhm, there’s no good excuse. I know I fucked up here. I’ll sleep in a motel tonight until I find my own place. You can stay here with Sam, alright? I’ll move out and won’t bother you anymore.”
As he tried to brush past you, you blocked his exit and grabbed his arm. “So, you’re gonna leave? Just like that?”
“What other choice do I have? I don’t wanna make you more uncomfortable,” he stated without glancing at you once. He couldn’t bring himself to look into your eyes and see the disappointment and disgust there. “I know what I did was wrong.”
“Oh, so wrong,” you agreed. “I just figured you wouldn’t run away like a coward and take your punishment like a man, you know? Aren’t you at all curious what I’m wearing right now?”
That was when Dean’s juniper eyes slowly wandered to you and caught your gaze for the first time. You smirked as his breathing became heavy and his look darkened and filled with lust. It seemed like he wanted to rip your clothes off with his goddamn bare teeth like a wild animal.
“I can’t tell if you’re joking or if I’m dreaming,” he admitted, his deep voice part harsh swallow and part nervous chuckle.
“Neither,” you said, biting your bottom lip.
Carefully, you leaned closer, your hands reaching up to cup his scruffy cheeks. Noses nuzzled as your lips ghosted against his with a daring grin. You wouldn’t go further; it was up to Dean to make that final decision.
And then, as no more than a mere second ticked by on the clock, the hunter crashed his lips against yours in a kiss so scorching it made the current heat wave look like an ice age. If you thought you were hot before, now it felt like you were burning in a wildfire.
Dean roughly pushed you against the door, his kiss all teeth and tongue in an uncontrollable frenzy. His dick was hard and thick, straining against his jeans and rubbing along your thigh. Pantingly, you gasped for air and grabbed his hand, guiding it down your body and into your shorts.
“Feel that?” you asked mischievously as his fingers dug through your soaked folds and collected the arousal he caused. A wanton growl left his plush lips. “All for you, baby. You’ve been a bad boy, haven’t you?”
“Shit, yeah, so bad…” Dean rasped huskily against your throat as he worshipped his path down your body, forcing your shirt up till his wet tongue rolled over your pert and still cold nipple.
“Gonna make it up to me, huh? Show me how sorry you are?” you prompted, your fingers raking through his sandy blond and soft hair, eliciting a groan from him every time you tugged a little harder.
Teeth pinched your skin, tongue cherished your taste, and lips left your throat bruised. It was equal parts hot, sweaty, messy, naughty, dirty, and sticky as your bodies rutted against one another, looking for dire release.
With swollen and plumper than before lips, he came back up for air and found your eyes. He kissed you with heated passion once more as if he couldn’t resist to touch you over and over again. He had to restrain himself to be able to speak.
“So, uhm, you sure about this?” Dean asked between labored breaths with an insecure gleam in his green eyes. “‘Cause if we go further, I don’t think I can stop. And I don’t mean just this time but ever… If you want this to be a one time thing, you gotta tell me, sweetheart, so I can mentally prepare myself. I mean, I’ll take what I can get, you know? Not that I care either way… Well, that’s not true. I do care. A lot… But, you know, you’re you, and I’m me, so I’m not delusional. I know there’s no way you would–”
You interrupted his babbling with a kiss, causing the hunter to lose his words. You looked deeply into his eyes and offered him a small smile of comfort.
“Dean, listen to me, okay? ‘Cause this is very important,” you urged, your hands gripping his shirt tightly.
He nodded, gulping anxiously. “O-Okay.”
“You’re incredible,” you said and watched him inhale sharply at your words, blinking at you in disbelief. “Absolutely fucking bonkers incredible. You’re right – you’re you. And thank God you are, because you’re the best, funniest, smartest, kindest, and goddamn hottest man I’ve ever met. I’m tired of you not seeing that. As my boyfriend, I really need to you to see that, alright?”
As Dean pensively took in your words, his brow began to furrow. “Boyfriend?”
The corners of your mouth rose to a beam. “Yeah, boyfriend,” you confirmed. “That’s what you want, right? ‘Cause I’d really like that, too.”
“Uh, yeah, yeah… That’s what I want.” Dean nodded eagerly before another swallow followed. “I mean, among other things…”
You bit your lip, smirking. “What other things?”
“Well, uhm…”
Dean didn’t finish his sentence, his lips impatiently claiming yours instead. He pressed you hungrily back against the door, massive hands sliding down your sides till they hooked into the hem of your denim shorts and ripped them down to your ankles, leaving you only covered in teal lace. He growled shamelessly at the sight, his thick digits eagerly diving inside.
“Wanna be inside you,” he groaned into your ear, thumbing furiously at your clit. “Every hour of every day…”
“We can do that,” you agreed with a giggle, your arms locking around his neck, fingers carding through his hair in the back.
“Wanna feel your mouth around my–” The last word was muffled as he ravaged your neck, but you understood where he was going with this.
“You can do that,” you said with a smile.
“And fuck, I want you to ride my face,” he declared. That demand left you speechless, making even Dean stop for a minute and look at you. “Too far?”
You shook your head and smirked. “I can do that.”
Before Dean’s mind could fathom your words, you shoved him onto the bed, his back hitting the mattress. When you stood before him, slotted between his muscular legs, his gaze trailed up and down your body, memorizing every beautiful curve. As your fingers curled into the waistband of your panties, however, the hunter stopped you.
“Leave ‘em on, sweetheart. Don’t you dare take those off,” he told you, his hands rapaciously reaching out to you.
You played with the hem of your top and smirked, your tongue licking over your lips. “What about this? On or off?”
“Off,” he shot back faster than a bullet leaving a barrel.
“You first,” you demanded and grinned. “Remember, this is still your punishment.”
“God, I love getting punished,” Dean mumbled and slipped out of his shirt. He then swiftly shimmied out of his jeans, discarding each item carelessly around the room.
He then took a deep breath as he tugged the waistband of his boxers, his erection already fighting its way out. “Well, here goes nothing,” the hunter said and pulled his underwear down.
You tilted your head to see his hard cock from a better angle as it sprang against his stomach. Your lips parted in anticipation, wondering what he’d taste like on your tongue and how deep you’d be able to take him. You guessed there’d be a struggle ahead, considering how huge and wide he was.
“Oh, I would not call that monster nothing,” you commented with a scoff, your pussy throbbing with need. “Explains all that BDE.”
Dean blushed. It was cute to watch. “Thank you.”
Giggling, you removed your shirt and tossed it at his face, blinding him for a second. You used that momentum to slide onto the bed and straddle his torso. As his eyes finally found you again, he almost choked on his spit when he gazed up at your perfect tits above him. A primal grunt escaped his throat.
With a mesmerized sparkle in his eyes, his hands trailed up your body and cupped your breasts, massaging them roughly as your panties grew damper by the minute. He then pulled you down to his lips and kissed you breathless before he left them with a boyish smirk on his freckled face.
“Hop on, sweetheart.”
And as if his words hadn’t been enough motivation, his hands wandered to palm your ass and hauled you closer to his mouth. He was an impatient one – or maybe he’d waited years for this and was finally tired of it.
Your knees sunk into the mattress on either side of his stubborn head. His fingers dented your flesh as they grabbed onto your thighs. Yours held onto the headboard for support. You tried not to look down, because then you’d see his big lopsided and full of excitement grin.
The same one he had when you found a diner in Kentucky that advertised the biggest burger in America (it wasn’t). The same one he had when he thought he had run into a member of Metallica at a gas station outside of Phoenix (he didn’t). The same one he had when you and Sam gifted him his own beer brewing station for his last birthday (which tasted horrible, but neither you nor Sam had the heart to tell him).
And now, he had that same grin when he was about to be with you.
As your pussy dripped above him, Dean couldn’t hold back his lewd groans any longer. You didn’t even have to lower yourself; he just dragged you down onto his face all to eagerly. His fingers swiped your panties to the side, and before you could even adjust your grip on the bedpost, his tongue darted into your soaked channel as deeply as he could and sucked you goddamn dry.
With several whimpers, you clenched around his wet muscle. If you were water in the desert, he was parched and drinking to survive.
His nose was buried in your folds, rubbing deliciously against your clit as he lapped your pussy in a vicious attack that left you squirming and moaning to a pornographic degree above him. Because Dean was just that – pure porn.
Instinctively and irresistibly, you ground your cunt against him, the vibrations of his keen groans against your sensitive flesh rocking you to the edge of your climax. He ate you out and devoured you like that damn gigantic burger in Kentucky. And as you dared to blink down and watch him in action, he had the audacity to devilishly smirk up at you with the crinkles around his green eyes alone, gauging your every reaction to his touches as if you were a goddamn movie on a silver screen.
You trembled and quivered and screamed as your orgasm electrified every molecule in your body. You white-knuckled the wood in your grip, your body only held up by Dean’s strong arms because God knows your weak legs were useless now.
As wave after wave washed over you, Dean drank every drop of yours, his tongue never getting enough of your taste. The sounds that filled the room were carnal and obscene.
“Fuck, Dean,” you sighed blissfully and lifted off his face and captured his swollen and red lips in a grateful kiss, your palms finding purchase on his broad shoulders. Your drenched and sensitive cunt settled on his thighs as an egregiously large erection poked your belly and tempted you further.
Dean smirked up at you, all satisfied and confident with his achievement. “I think we have a slight problem, though.”
Your brow knitted, your heart tightening with anxiety. Had you been as disappointing as the burger, beer, and that fake Metallica band member?
But Dean only grinned teasingly at your confused face. “There’s no way I learned my lesson here.”
You snorted and sought out his lips, the kiss giving you a taste of yourself. “We’ll work on that. I might have to nickname you Jaws after this,” you joked.
“Can’t wait for you to explain that one to Sammy.” Dean snorted, chuckling. “Now, how about you hop on again, but this time a little further south, huh?” he proposed with a wiggle of his eyebrows and a suggestive twitch of his cock for emphasis.
You giggled with a few nods. “I can do that.”
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Was it worth the words? 😝
For all you newcomers and as a general reminder, Dirty Drabbles are always open. I still have quite a few left, but you're welcome to send more in, and we'll add it to the collection at some point 😎🔥
PUT YOUR DIRTY THOUGHTS HERE
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bunpuppe · 2 months ago
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DEAN WINCHESTER──☆*:・゚lazy morning sex!!
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tw/cw: somno!, sub(?)dean, fingering, p in v, cockwarming ❥ !!
SMUT UNDER THE CUT!!<3
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Dean definitely wakes up with morning wood everyday. Sleeping next to you? Absolutely bricked up. He cant help it youre just so tempting when youre sleeping!!
Dean who wakes up, immediately feeling your ass against your already erect cock. Nose buried into your hair while he carefully maneuvers your panties to the side, just enough to stick his fingers in.
Dean teases your sensitive clit, softly rubbing it and ghosting over your slit. Your soft and sleepy whimpers not going unheard as he pushes two fingers in, wanting to make sure you were well lubricated before he fucked you.
His breath shakes as he slowly starts to move his wrist, making sure to press against that certain spot that makes you oh so sensitive. Dean quickens his pace, your sopping cunt squelching as his fingers move in and out of you. Based on your thighs shifting and your soft moans he decides youre ready.
Dean carefully removes his fingers and slides his boxers down just enough for his cock to spring out. Tip leaking precum just from pleasuring you. He grips your thigh and positions you comfortably before placing his grip on the base of his cock. Whimpering and shuddering from mere desperation.
As Dean rubs his leaky tip at your entrance he cant help the whines he lets out from the contact, tip sensitive. He slowly and painfully pushes himself into you, holding back a low growl as your pussy coats his cock in slick. You shuffle and squirm in your sleep, causing moans to elicit from both of you.
“F-fuck” He grunts, wrapping an arm around your waist and burying his face into your hair as he starts thrusting into you. Careful to maintain a slow pace to not disturb you, hips stuttering. He whines against your ear, unable to hold back. You stir in your sleep, trying to roll over but umable to do so.
As your eyes flutter open, you immediately feel Dean's cock stretching you open and lazily thrusting against your cervix. You whine and he shushes you, “Shh shh baby.. jus' needa be inside you so bad baby..” His nose nuzzled against your ear, face buried in your hair as his hips lazily slap into yours. You close your eyes, whining as Dean uses your cunt.
He's close, his pace increases a bit while he whines and groans into your ear. His grip around your waist tightens as he slams his hips into yours one last time nefore cumming. He shakily catches his breath and keeps his cock deep in your cunt, cum slightly oozing out at the base of your connected bodies.
Dean tiredly sighed, whimpering a “Love you s'much..” before drifting off to sleep, cock still nestled deep inside of you.
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very lazy ending im so sorry
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figthoughts · 19 days ago
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sleepy motel mornings with dean winchester (bf!dean x gf!reader)
*ೃ༄
you began to stir as you heard the soft rustling of the bedsheets behind you. a tired hum escaped your lips as you felt dean untangle his body from yours, a stark coldness replacing the warmth of his touch on your skin as he pulled away. your eyes fluttered open.
“hey, where’re you going so fast?” you pouted, your eyes still puffy from sleep as you rolled over, watching dean begin to hop out of the bed. you wrapped your hand around his arm and pulled him back down next to you.
dean laid his head back on the pillow with a slight grunt and turned to you, a warm smile spreading across his sleepy face, “gonna make you some coffee, baby.”
a smile grew on your lips at his deep gravelly morning voice and you blinked a few times, trying to adjust your eyes to the brightness of the motel room. after a moment of looking at his sweet sleepy face, you shook your head and pulled him closer, “later.”
dean sighed and leaned in, pressing a gentle kiss to your forehead, a silent show of his love. he draped an arm over your side and you closed your eyes, soaking in his comforting and familiar scent; motel soap mixed with his cheap sandalwood and whiskey cologne. a strange combination, but one you've come to love and yearn for on nights when you're apart.
you smiled a little dopily under his touch as he pulled his face back to look at you. you found his eyes and flashed a playful, but pleading look at him, “stay with me. you’re warm.”
“oh, is that it?” he laughed softly, “you want me to stay just because i’m warm?”
you gently shook your head and looked at him with love and sincerity in your expression, “no, you’re warm and i love you.”
dean grinned, his green eyes lighting up at your words, “sap,” he teased and poked your side, “i love you too, baby.”
you couldn’t suppress the soft chuckle from escaping your lips. you sat up and lazily threw a leg over his waist, relaxing down on his lap. your hands found their way to his cheeks, cupping them gently as you held his head to meet your tender gaze.
dean’s hands sat on your thighs, rubbing the soft skin under your pyjama shorts. his eyes fluttered shut and he hummed as you leaned down and began leaving small kisses all over his face.
dean couldn’t help but laugh while you peppered soft little kisses on him; along his forehead, down his nose, over his cheeks and quick cheeky pecks on his lips. you held his face in your hands as your lips worked over his soft skin, each kiss a little mark of your love for the sleepy green-eyed hunter in front of you.
you hummed absent-mindedly, smiling to yourself as you kissed over his freckled cheeks. dean let out a quiet huff and you pulled away to look at him. his cheeks turned blush pink as you met his gaze and you could tell he was trying to keep his smile from growing any bigger.
“what was that for?” he asked, his gentle green eyes searching yours, his fingers mindlessly tapping on your thighs.
“cause i love you, deanie. a thousand more and you’re free to make our coffees,” you grinned and began leaving more tiny kisses on him as he sighed defeatedly with a smile.
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A/N: soft dean! soft dean! soft dean! my favourite dean tbh i don’t think i’ve posted any fluff on here so here’s a short little something lol enjoy! <3
requests and feedback are welcome! reblogs support me and my writing! ty!
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sleepyangelkami · 15 days ago
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INDISPOSED d.winchester
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𝜗𝜚 WORD COUNT - 2.1K
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DEAN WINCHESTER X FEM!READER
𝜗𝜚 SUMMARY - you always seem to feel more than upset when you're sick. luckily for you, dean's always by your side when you fall ill, no matter the time.
𝜗𝜚 WARNINGS - sick!reader, illness symptoms, flu, dizziness, aches, reader's a little emotional, eating?, crying, mention of reader's lonely past, non-sexual nudity, kinda crybaby!reader, (1) use of y/n, slightly ooc dean, petnames, intended lower case, nothing i write is ever proofread 🩷
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there's seemingly a tell tale sign of when you're feeling extra poorly, and that's the feeling of water beginning to pool in your waterline.
you couldn't help the dramatics that would take over your body, much less when you find dean sitting in your bedroom, assuring you that it was alright that he'd come home early from his hunt. "you shouldn't have to leave sam alone 'cause of me." you were a sniffling mess at your desk, for two reasons, one being that you were upset and the second being that your nose was so stuffed you could hardly breathe.
"sammy's fine to figure out the rest of this one, baby." dean was sitting on your bed, girly covers and throw pillows surrounding him. "and i don't have to do anything, i'm choosing to be here." dean's voice was all low and soft, the voice he used when you were upset which was seemingly more often than you'd thought.
you heard him shuffle across the room to where you sat on a brown, tattered chair.
he crouched down so he was eye level with you. "come on, sweetheart, you know you're just upset 'cause you feel all sick." his hand was gently tracing your thigh, soothing you from your sniffles. "think you just need to lay down, yeah?"
you mumbled something that he didn't quite catch with a nod.
he waited momentarily but you hadn't made any decision to move. "y/n." your eyes snapped up to meet his. "come lay down."
"okay." was your sheepish response.
dean didn't often call you by your name, he cast it away with all the lovely nicknames he'd picked out for you personally. nobody was baby but his car, until he'd met you. it came so easily, that soft way of loving.
when dean had you finally beneath the blankets, he pressed a kiss to your forehead, half-comforting and half-trying to gauge your temperature.
"where are you going?" your hand reached out for his lower arm.
dean turned down to look at you, a smile softly reaching his lips. "just getting your medication, baby, i'll be back, don't worry." and this time, the kiss pressed against your forehead was purely because he felt like it.
dean was well aware of your inability to take care of yourself. now, he was in no way calling you a nuisance, he just wished you cared for yourself as much as he did. with that being said, he did always love being able to care for you, it was a way that was so different than having to take care of sam his whole life. perhaps it was because this, he wasn't obliged to do, it wasn't expected of him.
he loved taking care of you but if anything were to happen to him... he'd like to know you could take care of yourself, too.
when dean returned to the bedroom, you were passed out asleep against the sheets. the man couldn't help but stop in his tracks.
you were a chatty person, awfully bubbly at times. and dean loved that about you, listening to you babble on about something and when he didn't catch a word he'd ask you to repeat what you said, it was always funny watching as the gears turned in your head, trying to remember.
sometimes you swore you talked so much that you tuned yourself out.
dean didn't though, he listened to every word that spilled from your lips.
but you were chatty with everyone you were close to. god forbid you ever went on a road trip with he and sam.
but with him you could be quiet at times, you still got shy and nervous around him which always made him coo, there was something sweet at the fact you could be so different behind closed doors, so yourself.
and seeing you like this, your lips drew into a pout and pink staining your ill cheeks, well it was rather nice, he thought.
he hated to be so evil as he was to wake you.
"sweetheart." the mere whisper of the name as his hands came down to soothe your arms was enough to have your eyelids peeling open. "sweetheart, c'mon, you gotta take your medicine."
a half-whine fell from your lips as he sat you up against the bed, sitting too so that you could lean yourself against him. dean was suddenly aware of how much hotter your body had gotten. he hadn't been gone long, just a trip to the kitchen to get you a glass of water and the medication he needed, though it'd taken him a while to find it. he had a bad habit of leaving things in strange places and forgetting about it.
he handed you off the capsules and then the glass of water.
"how're you feeling, honey?" the back of his palm pressed against your right cheek then slightly down your top, to your chest. he was like a concerned mother. "you're really hot."
"thanks." you quipped, leaning your hot forehead against his arm and sipping the water he'd given you.
he rolled his eyes at your remark, obviously taking your sickness more seriously than you were. "'m serious, you can't have blankets."
"dean!"
"no."
"dean, 'm cold." you nuzzled yourself further into dean's warm body, a dark grey hoodie coated his form along with black sweatpants, not his usual attire.
"you're not cold." he took your face between his two hands. "you're sick." pressing a kiss against the tip of your nose. you fought the words 'sap' to come from the back of your scratchy throat. "you can have the blankets but i have to take this off, then." you felt him gently pull at the shirt you'd stolen from him, clad on your body.
"deal." you mumbled, feeling a wave of dizziness hit you.
to make matters worse, you shook your head, thinking it would rid of the dizziness.
"hey, don't do that." he steadied your head before taking the glass out from your hands and placing it on the bedside dresser.
you felt his hands on your shirt, slowly pulling it from your frame. you helped by putting your arms in he air, allowing him to pull it off your body and toss it somewhere on the ground.
"want the tv on?" you nodded your head silently as the man rose from his place on the bed, reaching the tv stand where he picked up the remote and switched it on.
aimlessly, you uttered, "my legs hurt." while sliding back under the pretty covers.
he was busy fidgeting with the buttons on the remote. he never did know how to work your tv properly. "'s just cause your sick, it'll go away, baby."
you huffed at his response, laying your head on the pillows while you pulled the blanket close to you. you were cold but it was that sickly cold where you couldn't tell if it was really a chill or perhaps you were so warm that you felt cold, which didn't make a whole pile of sense.
when dean finally climbed back into the bed, your body practically collapsed on top of him.
he laid with an arm behind his neck and the other trailing shapes across your bare back, you lay with your head on his chest, listening to the low tv along with the thumping of his heart.
"are you okay?" you mumbled, voice slick with tiredness. the sickness was weird like that, hitting you suddenly, leaving just as immediately.
dean could have cooed at you. even while you were wrapped up in blankets, sick as a small hospital, you managed to ask him if he was okay.
It was another reason why he liked taking care of you. you took care of each other. "i'm okay."
another hushed mumble. "promise?"
"i promise." he answered honestly, fingers against your skin, moving up and down your back. "get some sleep, 'kay?"
a yawn passed your lips. "okay."
they said sleep was the best medicine, that it cured everything that was curable. well, you weren't sure anyone had said it to you but you just knew that it was said.
you had to beg to differ.
by dinnertime, your temperature was running hot.
earlier was the kind of sick that you could stomach, this was the kind of sick that had you flushed against the headboard of your bed, hands running down your face as you felt your head pound against the back of your eyes.
you could hear dean walk back into the room and you felt guilt soar through your veins.
you knew you were being... difficult to say the least. but you couldn't help it, hot tears gathering at your waterline all over again.
the mattress dipped as dean nudged your arm and you looked up at him with glossy eyes before looking down at the sandwich sitting on a plate in his hands.
"know you said you're not hungry but can you try eat some f'me? 's jam." his tone was all soft and his voice was all quiet. by now, he'd turned off the tv and closed the curtains, noticing how the light had been affecting your eyes. the only light on now was the little lamp sitting on your bedside table so you could actually see your surroundings.
you nodded hesitantly and took the sandwich from him.
dean noticed things about you like nobody else. he very early on found out that you loved jam sandwiches, you loved raspberry jam but you had an awful distaste for strawberry jam so from there on, he never bought strawberry jam on the offhand occurence that you may accidentally use it without looking at the label and get your jam sandwich ruined.
you were halfway through said sandwich when you placed it back on the plate, begging to tear up.
dean immediately took notice of it, taking the plate from you. "wh's wrong, baby? too much?"
you shook your head, sniffling. even the act of shaking your head had you clutching it soon after.
dean tutted, moving your hand away so he could soothe your forehead with a kiss and a gentle movement of his thumb. "poor girl." you heard him mutter under his breath, his brows strewn together in sympathy.
looking up at him, you had those glassy eyes that made his stomach feel almost as nauseous as yours. he didn't have to ask what was troubling you for you answered, anyway, to the silent question behind his eyes. "you're so nice to me."
his heart shattered a little.
it was no supirse that you didn't grow up with much comfort surrounding you and that only got worse as you began to get older. some days, you didn't think you'd ever get the comfort that your body ached for. and then dean winchester walked in, and his one and only goal was to take care of you, was to care for you, was to love you.
so you couldn't help tearing up a little from time to time when you think about the strawberry jam he gave up just for you.
"oh, baby. you're my sweet girl." he pulled you closer to him, putting your forehead against his chest so you could lean your weight on him. "'course 'm nice to you."
he helped you sit on his lap, fully discarding the place wherever his hands could push it to.
then his hands found your body, roaming it with this gentleness yet assertion. you'd put his shirt back on a while ago and discarded the blankets, which he was thankful for. he needed to break your temperature.
you weren't due medication for another two hours and you'd taken all the painkillers you could.
right now, all he could offer was himself.
and that was enough for you.
your arms tightened around his shoulders as you sniffled, tears breaking down your cheeks with a defeated sigh. "hate bein' sick." you uttered, sadness evident in your voice.
"i know, angel, i know." he gently rocked you in his lap, not enough to make your head dizzy but enough to bring you back to the moment, to remind you he was there.
and you stayed like that for seemingly a long time, melting into one another's embrace as if it were the most entertaining thing in the world.
you pressed your flush cheek against the hoodie covering his bare shoulder. the tears eventually dried up and all that was left was your frustrated sighs and mumbles.
"'s okay, sweetheart." he pressed a final kiss to your flushed face. "it'll pass."
and he was by your side as soon as it did.
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main masterlist/dean's masterlist
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pearlzier · 2 months ago
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︵︵ DAY THREE ﹐ MIRROR SEX ☆
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ᰍִ ꒰ KINKTOBER. ִ✧ㅤㅤ masterlist.
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WARNINGS .ᐣ mirror sex. pwp. dirty talk. kinda mean!dean. afab!reader. p in v. dean doesn't pull out, dean cums in reader LMFAO.
NOTES .ᐣ uhhh what do u guys think of the layout, do u like it??? :3 tried somethin new!!!
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"Y'CAN KEEP WHININ' ALL Y'WANT, but i told you to keep your eyes on the mirror, didn't i?" you whine and whimper when you feel dean's thrusts come to a stop. he'd been pistoning his hips against yours roughly, bucking them against your ass as his cock slid in and out of you in a steady pace. he would've kept going, if only you could just follow instructions and keep looking at yourself. he wanted you to see how good he could wreck you, make you a fuzzy mess by the time he was done.
and he couldn't make that point if you weren't even looking at yourself, could he? "s'not that hard to listen to me," he mutters, scoffing at the fact being full made you incapable of thinking properly. you let out a pathetic sound as his hand slides over your shoulder to grasp your jaw, your lips parting instantly with the squeeze and flex of his fingers that follows. it draws your attention up to the mirror and your eyes meet his green ones through the glass.
you look like a mess, hair mussed from being grabbed and tugged on by his hands—your legs trembling from having to hold yourself up. you don't have to worry about that one for much longer however, he's practically holding you up with his other hand whilst the other grasps at your jaw. "but, it's embarrassing—" you try to protest, voice whiny and weak. dean's eyes only darken more at that, and a soft smirk finds its way onto his lips.
"embarassin'?" he tuts quietly, thumb tracing over your bottom lip before he pulls on it a little and tugs it down, his head tilting. leaning his head in closer, he murmurs, "could make this a lot more embarassin' for you, baby, so i'd listen if i were you." forcing your head up, he coos, "that's better, let me see those pretty eyes. that's it." he thinks you look perfect like this, a mess because of him.
you scoff quietly, bottom lip trembling a little. your cunt clenches around nothing needily, missing the feel of him inside you. "mmh, i'm looking now, happy?" dean hums behind you, biting back a full on grin knowing you can see him in the mirror now that you're looking up. he rolls his shoulders in a shrug, lining himself back up with your cunt and sliding back inside with relative ease. you take him with no resistance, having grown used to being stuffed full of him.
"real happy," dean murmurs with a little roll of his hips, dragging his cock down your walls before pushing back up again. he repeats this a little, feeling your arousal start to drip down the length of him. with how he's propped the mirror up and how he's got the two of you positioned, he can see the way the head of his cock breaches your hole when he pulls back only to be buried to the hilt when he thrusts forward again. "looks like i ain't the only one," he grunts, shifting a little closer so the back of your thighs are flush against the front of his own.
all you can think, hear, see, is dean. he's right behind you, his hands are on you. he'd moved his hand from your jaw to grasp at your hips, so he could gain the leverage he needed to pound into you. you would've closed your eyes and felt the pleasure if it wasn't for the fact he'd stop if you weren't looking. now, you have to focus on the way his biceps flex from the pressure of holding you up or listen to the way he grunts and growls with every rock of his body up into yours.
it's embarassing for you, the way you whine and make loud noises because his dick is ramming into you and making your legs tremble. with ease, his hand slips down to circle your clit. "actin' like you don't get off on lookin' like a whore," he murmurs quietly, seeing the way you immediately squeal at the touch. you can't deny the fact you're just as into his as he is. even if using a mirror was completely his idea, you'd loved it from the moment he'd even brought it up once. needless to say, you didn't need much convincing to be bent over like this.
even still, you don't want to admit it. because that'll give him serious satisfaction to know that you like this as much as he does. the embarassment isn't all that awful, if anything, it makes you clench around him and coat his shaft with your juices. "i do—don't," you mumble, despite the fact you're sure you're about to cum from his movements and touches to your clit. he's practically drilling into you, considering the fact you hadn't looked away from the mirror for a whole now.
"yeah? you don't?" he asks, brow furrowing. he knows full well you're lying, because one, you're a shit liar when it comes to dean, and two, he can call your bluff from how you've been whining his name this whole time.
he reaches a hand out, leaving the one on your clit to continue circling and applying pressure to the bundle of nerves whilst the other grasps at your hair to tilt your head down to look further down at yourself in the mirror. it's a mixture of mess on your thighs, his pre-cum having oozed down the inside of the flesh and mixed with your wetness. your eyes widen a little and once again, you clench around him making him groan. "thinkin' y'can lie to me," for that, he only picks up the brutal pace further, the sound of skin against skin getting louder and practically bouncing off the thin walls of the motel.
the people in the other room can most definitely hear the two of you, but neither of you could, or would actually care. both of you are so close, he's sure he only needs a couple more strokes inside you 'til he's painting your thighs white with his cum—and you're sure you only need a few more thrusts till you're making a mess on him. "dean, nngh, oh.." and besides, you'd been relatively good for him this entire time, you're sure he won't make you hold off on your climax like he usually does when you've been acting up.
he's panting as he speaks, "look at yourself, baby," his hand moving off your clit whilst the other moves from your head to grasp at your hips again and drag you back down on him to meet his thrusts. "c'mon, that's it, look at yourself. lookin' so pretty takin' my cock like that. so warm, could stay here forever," you know he's close from how he keeps talking, needs to focus his mind on anything other than how his body tenses with the impending release.
"feels so good, looks so good," his hum that follows your words is a self assured sound. he knows how good it feels, looks, he gets to see you like this everytime he fucks you. but he's glad you get to see just how pretty you are when you're on the verge of climax like this. so, so pretty, whimpering and begging for him to go harder and make you cum. "gonna.. fuck, gonna come," you stammer, unable to hold off any longer. "can i? ca—can.. please," dean can't help but smile when you ask for permission like that, and he nods.
"yeah, sweetheart, go on," his eyes shut for a moment, breaking a rule he'd set for you. but really, neither of you care at the moment. you're both far too distracted at the moment to be paying attention to whether rules are being followed. "want you to watch how you look when you gush on my dick though, can you do that for me? for me?" he asks, his own tone the faintest bit begging. dean doesn't whine, or beg, don't get him wrong, but to watch you watch yourself as you come around him would get him that little bit over the edge.
"mmh, yeah, yeah—shit, nnh, like that.. gonna.." you gasp, thighs trembling and shaking as you have to grasp at the mirror to steady yourself. quickly, your eyes dart upwards to the glass to watch yourself too and you let out the prettiest moan at the sight. so fucked out, so dishevelled and messy. it's a perfect look on you. dean knows it too, he's grunting and growling the moment you lock eyes with yourself and eventually his thrusts start to stutter and become uneven.
"come with me, dean, please," you don't have ask twice, he's burying his head by the crook of your neck and biting, muffling his sounds as he rocks his hips forward that little bit more and gets over the edge. a warmth floods you, both from your orgasm and his own, and you feel so warm, his cock pulsing as his cum oozes out and fills you. the two of you stay like that for a moment, and you finally get to close your eyes, feeling the bliss and pleasure.
you hear a quiet murmur of his voice muffled against your skin, and you shift a little, his softening length still inside of you. "i said," dean speaks up a little, "we gotta do that again," and he means it. god, he'd do it again and again just to see the way you reacted to seeing yourself ruined by him. honestly? he was ready to go again right now.
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