#lover!reader

despite being a total badass, authoritative, downright scary monster hunter, dean winchester is an absolute desperate man in bed.

he loves when you dominate him, when you’re the authoritative one. and, boy, is he a begger.

“baby, baby, please, let me cum…” he whines as you slowly ride his cock, your pretty pink pussy sore from taking him all the way.

his arms are wrapped around your waist, and his face is buried into the crook of your neck. his voice is more high-pitched than usual, and his little whines and pleas make you pulse around his length.

“honey, please…” he begs desperately as he tries to match his hips to grind into yours, but you keep him in place. right where you want him.

“not yet, baby. be a good boy for me. can you do that just a little longer?” you whisper into his ear as he lightly groans and places small kisses on your chest.

he hums and nods. a whimper slips out as you dig your nails into his back, your orgasm building as your clit brushes against his pubic bone.

this will be your second orgasm in this position, and dean loved it this way. he adores having you on top, putting his pleasure on hold and torturing him with your own ecstasy. it was one of his favorite things in bed, because it was worth the wait every single time.

“i’m almost there, sweetie. then you can cum for me. mkay?” you mumble against his hair, and he nods eagerly.

you start to move your hips in circles, and the friction on your clit makes you groan. it was too good.

and dean, fuck, he was a whining mess. he threw his head back as you switched your direction in grinding. his eyes squeezed shut at the feeling of the tip of his cock moving in circles around your cervix. he was in heaven.

your body trembles as your orgasm pools out of you, traveling down dean’s skin and wetting the sheets below you. you let out heavy breaths and chuckle in a pure bliss. you slowed your movements, and dean whined, bringing his head back to your neck.

“y/n, honey… i need to…” he gives a hard thrust up into you and you let out a moan in surprise. you look back down at him, seeing the desperate look in his glossy eyes.

you nod, not really able to speak yet, and he wastes no time. he jerks his hips up into you, so deep yet he can’t get enough. “fuck,” he grunts out, pulling your hips down to meet his thrusts. he’s so close to that sweet release that he’s been driven insane. his lips, teeth, and tongue attack the skin on your neck and shoulders.

normally, he’d be worried about hurting you. but he knew that the longer you’d drag out his orgasms, the rougher you’d want him to be when it’s his turn to use you.

he continues to nestle his cock deep inside of you with each thrust, and you can feel him twitching inside of you.

your tits bounce with each of his rapid thrusts, and he is obsessed. his tongue swirls around your nipple as he stares up at you with those pretty green eyes.

finally, with one last thrust and desperate whine, he spills his white-hot load into your cunt. he shakes and holds your hips as tight as he can against his, making sure to fill you up completely.

he rests his face in between your breasts and laughs breathlessly.

“damn it, baby. you’re gonna be the death of me.”

“Y/N’s idea. I just help her/him out.”

dean taking your virginity, and he’s walking you through the entire thing btw. oh how i need this.

warnings: romance, love confession, foreplay f!receiving, fingering, oral f!receiving, gentle sex, unprotected piv, inexperienced virgin!reader

REQUESTED

if someone had told you a few years ago, you’d be sure it was a lie, a trick. dean winchester, being in love with you? yeah, right. nice joke.

only it isn’t a joke. it never was.

and you didn’t believe that until he took your hands, looked deeply into your eyes with a serious expression, even when you were still cackling, and reassured you.

“y/n, i’m being serious. i… i love you.”

your laughter slowed to a stop, and your entire world shifted.

dean winchester, your ride or die. the same dean you were introduced to by your dads, hunting buddies, as a small child. the same dean you shot a rifle with for the first time. the same dean you snuck out to get drunk at a playground in the middle of the night freshman year with. your very best friend. the boy you fell in love with, he loves you back. he’s in love with you back.

“you’re being serious.”

“i’m being serious.”

dean’s hands were sweaty at this point, despite usually running cold. he looked like a deer caught in headlights. his eyes were scanning yours, looking for any hint of rejection. all he could think about was what you would say. he was terrified.

“y/n/n?”

your lips curved up into a smile as a blush spread across your cheeks. you held onto his hands tighter.

“i never thought you’d…” your voice trailed off, and you shook your head, laughing in disbelief. dean swallowed a lump in his throat, still unsure of what you were thinking. his heart was nearly pounding out of his chest.

you let out a small, amused scoff and grabbed his face gently, moving closer and connecting your lips with his.

dean immediately relaxed, his hands finding your hip and back as he leaned in closer. he pulled away gently, smiling from ear to ear as he admired your features.

“so… you fell for me like every girl does or—”

“shut up.” you cut him off with a breath of words and another kiss. though you were secretly amused at him mocking you. it was true, you did always complain about him being a chick magnet.

he smiled against your lips, resting his forehead against yours.

“just in case you didn’t guess, i love you too, dean.” you whispered as your smile grew sheepish. he chuckled in return, his hands running up and down your back.

“god, i could get used to this…” dean mumbled as he just relished in your touch, in touching you. he was loving every damn second of it.

he wanted to feel you, all of you. in the most loving, innocent way possible too. for once, it wasn’t just gonna be a casual hookup or a one night stand. it wasn’t just lust, it was love.

and you, you’d never been so comfortable being in someone’s arms. his hands on your back and hip were like heaven. you wanted to be as close to him as you possibly could.

you wanted his skin on yours, everywhere.

the two of you sat there, your hearts thumping in your chests, your breaths heavy at just the thought of it. you both knew what you wanted. and you could feel that the other wanted it just as much.

your hands slid around to the back of his neck, and you swung your leg over his lap, resting to straddle him.

he looked up at you in awe. his hands running up and down your sides. his bright green eyes reaching deep into yours.

he opened his mouth to say something, but just couldn’t find the words. he was silently asking you a question, and you knew exactly what it was.

you nodded and your fingers found the collar of his brown leather jacket. you slid it off over his shoulders, letting it fall, painting a contrast against your white comforter with little flowers all over it.

you tugged at the bottom of his worn-down black t-shirt, silently asking for permission to take it off. he nodded eagerly, lifting his arms for you. you tossed it off to the side, not bothering to see that it landed at the foot of your open closet. it stuck out like a sore thumb next to the rows of mostly white and pastel colored dresses.

you lifted your own arms, letting him lift your comfy light pink dress off and discard it to the floor.

he was mesmerized by you. the way your white lace panties hugs your curves, your thick thighs, your soft tummy, and the way your matching bra perfectly held your tits. and all of this, you were giving to him. to say he felt undeserving was an understatement. he didn’t deserve any of this. any of you.

but, god, you’re right here. and you love him back.

his hands felt up and down your back, stomach, and thighs with such a loving caress. your fingers danced along his bare chest and abdomen. his breath hitches at your touch. he’s never felt so vulnerable, so seen,

so loved.

but that still didn’t distract him from the nervous look in your eyes, the way you avoided his gaze, and you seemed to shy away when he got too close to anywhere too private.

“hey, hey…” he tilted his head to meet your eyes, his hand gently taking your chin.

“you okay?” he asked in a tone so soft, full of concern and focus.

you hesitated, taking a deep breath, trying to get away from looking him in the eyes again.

“um… dean… i’ve never…”

he understood what you meant right away, and his expression relaxed. he knew you’d had a few boyfriends here and there, some kisses. whenever you broke up with someone, you always told him it was because it just wasn’t working out. but dean knew it was because you weren’t ready for anything more with them, and they were all too dumb to want you without the sex.

“i know, baby. i know.” he nodded. “we don’t have to do anything you aren’t ready for. you hear me? not a damn thing. you call the shots.”

“no, i—i wanna have sex with you.” you rushed out, chuckling a little at how eagerly you had just said that. he smiled cheekily. any other time he would’ve made some stupid remark, but he knew how nervous you were. and he wanted you to be as comfortable as possible.

you took a breath, relaxing your body. “i wanna have sex with you.” you said in a calmer voice. he chuckled and blushed a little. “okay, sweetheart.”

he gave you a soft kiss on the cheek and held you close to him, turning the two of you so he could be on top. he rested your head against your pillows, making sure you were comfortable.

“just relax. i’m gonna take care of you.” he whispered into your ear. you nodded and your breath hitched as he moved to your neck, lightly kissing and sucking, surely leaving marks. his hand ran over your waistline, brushing against your underwear. you tensed up a little.

“dean,”

he pulled his hand and head back. “yeah?”

you took a breath, meeting his eyes. “um… what are you gonna do next?”

he smiled softly, bringing his hand up to caress your cheek. “i’ll walk you through it, okay?”

you nodded in response, putting your full trust in him.

he shifted to lay next to you on his side, his hand hovering over your upper thigh.

“is it okay if i touch you underneath your underwear, sweetheart?”

you nodded, your eyes never leaving his hand.

“has anyone else ever touched you there?”

you shook your head no.

“have you ever touched yourself there?”

your eyes widened a little at his question and you hesitated for a moment.

“um… yeah. yes, i have.”

“nothing to be embarrassed about, you know i’ve done it too.” he chuckled lightly. that eased your nerves a little as you smiled and nudged him.

“you know your body better than i do. so, you tell me if i’m going too slow, too fast, if it’s not feeling good. anything like that. it’s just you and me. okay?”

you blushed at his words. that was already a turn-on itself.

“okay, i’m ready.” you nodded, resting your head on his shoulder and gripping his free hand from where it was resting on your shoulder.

he planted a kiss on your temple and slowly slipped his fingers under your panties. you shifted a little, sucking in a breath as his finger ran up your slit.

“fuck, you’re soaked, y/n/n.” he nearly groaned out his words. you felt so good already.

you let out a small gasp as his fingers found your clit. he started rubbing in slow circles around your sensitive bud. he watched in awe as your head fell back against his arm. your mouth dropped open and you rolled your hips slightly. instinctively, his motions started to speed up.

you gave his hand a squeeze. “s-slower,” you managed, and he nodded, not even realizing he had sped up until you told him. “sorry, sweetheart.” he chuckled lightly, still watching you closely. “s’okay… feels so good… god, dean…” you moaned softly, and his heart fluttered. he could tell you were already getting close, and he pulled his hand away.

you let out a whine as his hand slipped back out from your panties. “deeeean!” you pouted. he laughed a little and licked his fingers. he gave you a menacing grin as he shifted down the bed.

your eyes widened and you propped yourself up on your elbows. “dean, you don’t have to—”

“i want to. you taste too good.” he said firmly. “unless you aren’t comfortable with it. but i really want to.” he said, holding back from pleading with you. he didn’t want to make you feel pressured in the slightest.

you nodded and lifted your hips. he smiled and tugged your panties down. “atta girl… you wanna take that bra off for me?”

you happily sat up, unclasping your bra and tossing it to the floor. dean was nearly foaming at the mouth at this point. he threw your panties to the floor too.

he took a moment to admire your bare chest, the way your tits sat perfectly, fitting the rest of your body so well. your nipples we’re hardened too. and he looked up at you before silently asking for permission. you nodded, biting your bottom lip, and he wasted no time, his hands cupping your tits and thumbs flicking over your nipples.

he laid you back down, hovering over you as he stuck his tongue out, swirling around one of your nipples as he pinched lightly at the other. you arched your back slightly, your core only getting wetter by the second.

his hand traveled down your tummy, and he once again gently rubbed at your clit. your body twitched at the contact, and he pulled away from your tit with a pop. a string of saliva followed him as he licked and kissed down your soft skin.

it wasn’t long before his head was in between your thighs. he still rubbed at your clit, but slowed down enough for you to be in the right state of mind.

“y/n/n, i gotta ask you some more questions now, alright?” and you hummed in response, still relishing in the pleasure of his touch. your eyes were closed and your head was turned to the side.

“y/n.” he said in a firmer tone. “look at me, or i’ll have to stop. i know you don’t want that.”

he smirked a little as your head perked up, and you propped yourself up on your elbows.

“good girl. now, tell me… have you ever fingered yourself?”

you were once again embarrassed by the questions, but you knew they wouldn’t leave this room.

it’s just you and me. dean’s words rung in your head.

“i have… a few times before. but, um… not a lot.”

he nodded. “okay. that’s okay, sweetheart. i’m gonna go one by one, and if it’s too much, you just tell me to stop, alright?”

you hesitated a little before nodding.

“y/n/n…” he squinted a little, noticing your hesitation.

you met his eyes and shook your head a little. “it’s okay, it’s okay… i’m ready.”

“we don’t need to rush,”

“i want you to.” you said firmly, your tone much less hesitant.

dean smirked a little before nodding. he caressed the insides of your thighs before spreading your legs open wider.

“okay, baby… i’m gonna use my fingers and my tongue. think you can handle that?”

your stomach turned at his words. you hadn’t ever been so aroused, it was such a new and exciting feeling. and you wanted to give it all to him.

you nodded and laid back on the bed, closing your eyes as you felt his finger at your entrance.

“words, sweetheart.” his voice was low and firm, almost like a growl.

“yes,” you breathed out immediately. “i can handle it, just please…”

dean smirked in amusement at how desperate you sounded. again, he thought it’d be best to save the dirty talk for another time. this time was about focusing on you, learning what you liked and what you didn’t, for the both of you.

he slid one finger in slowly, watching how you grimaced slightly. “tell me how it feels.” he said in a firm but gentle voice. you eyebrows furrowed as he went in and out slowly.

you gave it a minute, adjusting to the new feeling. you jolted a little as he brushed against your g-spot, unaware of that feeling. “y/n/n.” he said, gaining your focus.

“oh, god… do that again.” you panted slightly. he found that spot again, making you gasp. “fuck, that’s it…” you moaned softly. it felt uncomfortable at first, but you were very much into it now.

dean kept his slow pace, feeling your juices coat his finger as his tongue found your clit, moving in slow circles as he kept his eyes on you.

you shifted your hips closer to him, surprising him a little with how eager you were. he sped up his movements a little, adding in a second finger.

your panting got heavier and you whined as he stretched you out, his fingers curling to that spot you loved. one of your hands went to his hair and you took his free hand with the other, holding onto him tightly.

“dean…” you moaned his name as you slightly rolled your hips against him. he groaned at hearing you say his name like that, and you shivered at the vibration.

he could feel you getting more eager by the second as your body was building up to your first proper orgasm. you were a breathy mess and squirming to get closer to him.

dean took his hand, still intertwined with yours, and used it to hold you in place, pressing firmly on your lower abdomen. you whined a little at not being able to move around as easily, but you quickly snapped out of that when he slipped in a third finger.

you let out a whimper as his fingers moved in and out of you at a faster pace, and his tongue was now going wild on your clit. you couldn’t get enough of him.

his name left your lips over and over. your voice sounded so desperate as you got close to your climax.

“dean, dean, fuck, m’so close, oh god, dean,” you rushed out, repeating words over and over like your mouth was on autopilot. you gripped his hand and the sheets tighter as your mouth dropped open.

you let out a loud moan as your orgasm shot through you. your entire body tensed underneath of touch and he slowed his movements, riding you through the high.

you were almost certain you’d see stars if you opened your eyes. once you did, you were only met with dean’s beautiful, sparkling eyes. he was hovering over you, lightly rubbing your clit before pulling his hand away.

he brought his hand up, sucking his middle and ring fingers clean of your juices, and you shivered at his stare. his eyes were fully locked on yours. but it wasn’t seductive, it was warm. his lips curved into a smile once his fingers were out of his mouth, and he held up his index finger.

“you wanna…?” he quirked an eyebrow, holding his finger to you. you looked between him and his wet finger before nodding. you stuck your tongue out and he let you take his hand, your tongue swirling around his finger and tasting your juices for the first time.

he let out a small gasp as you sucked on his finger. your lips were so pretty, he couldn’t take it. and your tongue felt like heaven on his skin.

after your lips left his finger with a small pop, he took a moment to admire you. he took in your features, knowing that he had the privilege to be here with you at this time.

he brushed a stray hair from your face and placed his hand on your cheek. he smiled wide, having such a look of awe in his eyes.

“i really love you.” he whispered softly. you smiled with him. it was all he needed to say, because you knew he was just so lost in every damn part of you.

“you’re so perfect.” he leaned down and placed a soft kiss on your lips, the two of you sighing into it. you rested your forehead against his.

“i really love you.” you said back, your eyes scanning his loving gaze.

he blushed and placed a quick kiss on your cheek. he then moved from his place above you, standing up from the bed.

“hey, hey, woah,” you grabbed his hand. “and where do you think you’re going?”

he looked a little confused, raising an eyebrow. “i was just gonna grab a towel… to clean you up, y’know… and i, uh, thought we could cuddle and watch a m—”

“who said we were done?” you cut him off with a playful tone.

his eyebrows shot up and a small smile played on his lips. “sweetheart… are you sure it wasn’t too much already for your first, y’know, pre-sex stuff?”

you chuckled and yanked him back toward you. he stumbled and caught himself by putting his hand on the mattress. your faces were close together and you smirked a little as you looked between his eyes and lips.

“i wanna go all the way. today.”

his eyes widened a little and he caressed your arms.

“are you sure? like, really sure?” he hesitated a little.

“i’m really sure.” you smiled genuinely and placed a hand on his cheek. you tilted your head to the side and ran your free hand down his bare chest, to his lower abdomen, til you hit the belt on his jeans, your eyes following your fingers.

you looked back up at him and saw how his breath had quickened.

“dean?” you questioned quietly. he hummed in response, still focused on your hand on his belt.

“do you wanna do this?” you asked hesitantly. his eyes shot up to yours. despite still looking nervous, he nodded eagerly. “i do. i really do.” he breathed out.

your lips curved into a soft smile and you gave him a small kiss again. he blushed and stood up straight, his fingers fiddling with the belt on his jeans.

you put your hands over his, sitting up on the bed in front of where he was standing.

“can i…?” you questioned, gently pulling his hands away. he nodded and dropped his hands to his sides, watching as you undid his belt and slid down his jeans and boxers.

he sprung free from his restraints and your eyes widened. you swallowed hard, your gaze stuck on his length. this wasn’t gonna be an easy first time, you were sure of that.

he pulled his clothes down the rest of the way, kicking them to the side.

his eyes stayed on yours, but you couldn’t pull your own eyes away from his cock.

god, he’s so big.

“y/n/n?” he asked quietly, his hands finding your face. “we really don’t have to, if you aren’t ready.” he nodded, a small smile on his lips to reassure.

your eyes went up to his. “no, no, dean… i want this.” you reassured him too, placing your hand over his on your cheek. you placed a kiss on his palm and scooted back on the bed, pulling him with you. he crawled over you as your head rested on the pillows.

he was hovering over you, taking a look over your body again as his hand ran gently up and down your side.

“i don’t have any condoms.” he sighed, running a hand through his hair.

“i’m on the pill, for hormones and whatnot. but… you’re gonna pull out anyway. never can be too safe.” you chuckled and he laughed with you, resting his forehead against yours.

the air grew thick around you, and the two of you tensed up in each other’s arms.

“it’s okay to be nervous,” he said softly. “i’m nervous too.”

“i know,” you smiled shyly, nodding. “but i trust you, and i wouldn’t want it to be anyone else.”

he smiled at that, leaning in to give you a soft, slow, heartfelt kiss. he took his time with you, making sure you could really feel it.

“i love you.” he breathed out against your lips. he loved saying it.

“and i love you.” you whispered back. “i’m ready when you are.” you let out a shaky exhale and spread your legs open wider for him.

he got in a comfort position and stroked his length a few times while placing small kisses on your cheek.

he led the tip of his cock along your folds, coating it in your slick, the two of your breaths picking up as he did so.

dean placed his free hand on your side, squeezing you gently as he focused solely on your face. the tip of his cock was poking at your slightly stretched entrance, and you were dripping wet.

“baby… i’m not gonna lie to you, it’s gonna hurt. just tell me if you need me to stop or slow down or anything, okay?” he ran his thumb over your skin in a soothingly manner.

“i will.” you nodded, already holding your breath.

“breathe for me.” he took a deep breath with you before slowly pushing in. your mouth dropped open and you let out a gasp as he got maybe 2 or 3 inches in.

“stop, stop, stop.” you blurted out. he went completely still, his hands rubbing your sides, hoping it would provide some comfort.

you winced and took some more breaths, slowly adjusting to it. dean grimaced at the sight of you in pain. just as he was about to ask if you wanted him to pull out, you came back to.

“okay, you can keep going… slow, please.”

“sweetheart, are you sure?”

you nodded eagerly, holding onto his shoulders to ground yourself. he nodded in understanding and started to move slowly again, pushing himself further into you.

you squeezed your eyes shut, whimpering and wincing as tears prickled at the edges of your eyes.

“you’re doing so good, y/n/n. keep breathing, baby.” he stayed close to your ear, whispering sweet nothings to you. he was more than halfway in now.

you let out a cry and he stilled again. “shhh, hey, i’m right here. talk to me.” he was growing concerned, and he wanted to stop if it was hurting you too much.

you shook your head, taking another breath.

“keep going.” you groaned after a short minute. dean went in deeper, and it felt like pressure was released. you let out a breath, your head falling back to the pillow.

dean kept himself buried deep inside you as you fully adjusted to him. he waited for your command on his next move.

your grip on his shoulders was still tight, but a lot of your tension had let go.

“okay, m’ready. you can move now.”

he nodded and slowly pulled out about halfway, before pushing back in. he watched your facial expressions to be sure you were still okay.

after a couple of slow thrusts, the pleasure started outweighing the pain. it was still a little uncomfortable physically, but it was all worth it. having this moment with dean, being able to make love to him, was a gift.

once dean knew you were okay, he picked up the pace slightly, groaning softly as his cock twitched inside of you.

“god… you feel so good. you’re so perfect. shit.” he cursed under his breath, whimpering lightly at the feeling of your cunt clenching around his cock.

you held him closer, panting and letting small moans slip every so often. your arms were draped over his shoulders, and your breaths were mixing with each thrust.

“dean,” you breathed out, you back arching into him. you wanted more now that it felt better. it hurt in a damn good way.

he chuckled breathlessly and grabbed a pillow that you hadn’t been using for your head.

“y’know that spot that i hit earlier? with my fingers?”

your pussy throbbed at the thought of it, and you held back another whine. you nodded instead, biting your tongue.

“lift your hips.”

your eyebrows furrowed and you whined as he pulled out of you, already feeling empty without him.

but you still did as he said, lifting your hips with your shaky legs. dean slid the pillow underneath, letting you rest on top of it.

“okay, so what is this gonna—?” you were immediately cut off by your own loud moan as he slammed back into you, hitting your g-spot so perfectly.

“fuck, dean!” you growled loudly. he stayed still for a moment, smiling in amusement at your reaction.

“feels good, huh?” he asked with that cocky little smirk of his, only now he was on the verge of busting out with laughter at how desperate you now looked.

“jesus christ, do it again, please.” you mumbled as you gripped the pillow behind your head. he got a firmer hold on your hips and thrusted in and out of you again.

you wanted to cry at how good it felt when he bottomed out. you squirmed to get closer to him. he couldn’t help but let a laugh slip, but that quickly faltered when you rolled your hips so deliciously against his. fuck, he was so gone.

he started to thrust in and out of you again at a steady pace, letting you adjust to the newfound pleasure before he went faster or harder. he wanted to hear that from you if you wanted it.

your free hand found his on your hip, and your fingers intertwined. he leaned forward and brought your hand up with his, pushing it into the mattress next to your head.

the two of you were face to face again, and you slid your other hand around the back of his neck, pulling him in for a kiss. it was messy and sloppy and the two of you laughed about it when you accidentally hit your teeth against his.

but that’s what made it so perfect.

“harder, dee…” you breathed out. you started kissing and sucking at his neck, feeling him shudder at your touch.

he grunted as he slammed into your pussy harder, feeling your walls clench around him again. to him, being inside of you was like fitting two puzzle pieces together that took forever to find. except… way better.

you had that knot again in your tummy, feeling it build with each thrust. dean noticed you squirming more, and quickly took note. he slid his hand between the two of you, finding your clit once again with ease.

he rubbed in circles at the sensitive bud as he fucked your cunt, feeling your wetness cover his cock.

you thrusted your hips up to meet his, setting a faster pace for the two of you. you could feel your second orgasm building, and you knew it was gonna feel like heaven.

“mmph, dean… you feel so good, fuck… my god…” you moaned as you scratched at his back, overwhelmed with the pleasure building up between you two.

“c’mon, sweetheart. cum on my cock… wanna feel you pulse around me…” he breathed these words out into your ear. “cum for me, y/n…” he said shakily, feeling himself get close too.

your orgasm shook your body, and the white-hot liquid pooled around dean’s cock, coating him in your delicious juices.

“fuck, that’s it, baby. you did so good…” he groaned as he felt your cunt throbbing. he helped ride you through your high, eventually pulling his hand away and gripping your hip again instead.

“y/n/n, i’m close, baby. where do you want it?” his voice was getting a little more high-pitched, and you could tell he was so close to that sweet release.

“in my mouth,” you rushed out. “wanna taste you.”

he let a moan slip at your words, his thrusts getting more sloppy.

“yeah? you wanna, or you need to?”

“need to, baby.” you breathed out, your body still shaking below him.

dean shuddered at your words again and he pulled out, the two of you groaning at the loss of being connected. once his legs were on either side of yours, you slid yourself further down the bed as he he moved up on his knees.

he was hovering over your chest, jerking himself off with his hand and cock covered in your slick. you rested your hands on his thighs, rubbing soothing circles with your thumbs as you egged him on.

“bet you’re gonna taste like heaven. m’right here, dee. cum in my mouth. i need to taste you.” he let out a breathy moan as you dropped your mouth open. your tongue was out, waiting to be covered in his load.

he groaned and threw his head back as his white-hot cum shot out into your mouth. he brought his head back to see your mouth all wide open, taking every bit until he was done. and when he was, you swallowed all of it. licking your lips and scooping up every last drop with your thumb.

his breaths came out in heavy pants and he moved from his place on top of you, flopping down next to you on the bed.

the two of you lay there, absolutely out of breath and spent, before you notice dean giggling to himself.

“what?” you turned and looked up at him, amused by his cute little giggles.

he shifted closer to you and wrapped his arm around your shoulder, pulling the blanket up over the two of you.

“i just had the best sex ever with a virgin who happens to be my best friend who loves me back. and she’s not going anywhere after this.” he looked at you feigning a serious expression.

you chuckled lightly and shook your head, leaning into his chest.

“you’re right about that. she’s not going anywhere.”

this was kinda a lot longer than i meant for it to be LOL, but i hope you guys enjoyed <3

as always, dean takes you out for a drive and… other stuff in the backseat of the impala.

warnings: car sex, piv, gentle sex, not really much else, passionate, slow, romance, fluff, lovey-dovey type shyt

REQUESTED

nights like these are your favorite.

dean doesn’t like to show it to anyone but you, but he’s a romantic. you’ve known it since the day you met him. he puts thought into every little thing he offers you. whether that be a picnic, a movie night, or simply a drive in the impala.

he always did it the same on nights like these. he’d ask you to go out for a drive with him, you’d ask him to take you, doesn’t matter which. either way, going for a drive late at night meant dean putting that cheesy mixtape of love songs—the one he made for you on your first anniversary—into the tape deck, and very badly singing every lyric to every song.

your laugh is what kept that going. he knows that when the day comes where he’ll be sent to heaven, your beautiful laugh is the first thing he’ll be greeted with. if not, he didn’t make it to heaven at all.

dean parked at your favorite spot, as usual. out in an old abandoned lot that hung over a lake. that lake was always littered with twinkling lights in the distance. the stars, porch lamps from the other side, people out on their boats, you name it.

you’d both start off giggling as he kissed all over your face and neck, not daring to miss a spot. that would quickly turn into you cackling as he bites at your skin, exaggerating growls and smiling through them.

he’d take his sweet time with you, pulling off every piece of clothing like he was unwrapping gold—because he was.

dean always took care of you first. that’s who he is. and you let him, because you know it’s what makes him happy, and it for sure makes you happy.

you were incredibly lovesick for each other. so much so that you were sure a love like this only existed in the romance movies and novels you yearned to have a love like. only to find that, later in life, everything you ever dreamed of was personified.

dean winchester was everything to you. and maybe he’s not perfect, but he treats you like you’re perfect. and that’s what matters. it’s all you could’ve ever asked for.

“god, you’re so perfect, baby…” he breathed out against your bare chest. your head rolled back as he sucked on your nipple, twirling his tongue around to make it hard.

your fingers were tangled in his short locks, and he groaned at your nails lightly scratching his scalp. he pulled off of your tit with a pop, a string of saliva connecting his lips with your hardened nipple.

dean pulled his t-shirt off, carelessly tossing it to the floor as he pulled you against his body. you straddled his lap, slowly grinding against the growing bulge in his pants. he gasped against your lips, your breaths mixing as the heat grew between the two of you.

his hands, splayed across your back, pulled you impossibly close to him, your bodies pressed up against each other, fitting perfectly like a completed puzzle.

his lips lightly brushed over your neck. you took notice of how he seemed to be extra gentle with you tonight. his touch was soft, a contrast in the roughness of his hands.

lust was an awesome thing. pretty damn enjoyable, to him and you. but what made it so special was that the love was prioritized. you could feel it.

the way he touched you, the way he smiled, the way his eyes sparkled in the moonlight at the sight of you on top of him while the two of you are in the backseat.

you felt so warm, so content here with him.

tonight in particular, it was almost as if the two of you were cuddling. you were as close together as you could possibly be. skin to skin in all places once the rest of your clothes were discarded to the pile on the floor.

dean whimpers softly, his breath hot over your neck as the two of you slowly rolled your hips together. your arms were wrapped around each other, and every word of praise, every small noise, every movement felt like a pure piece of heaven.

it all made you wonder how something that’s supposed to be sinful could feel so unmistakably innocent.

he lifts his head, resting his forehead against yours as your mouth drops open wider in this fuzzy state of ecstasy.

small whines leave your lips as you soak in the feeling of him, in every aspect.

“dean,” you let his name fall from your lips in a desperate whisper, your way of asking for more. more of what? you don’t know, and you don’t care.

just more of him. that’ll do just fine.

he chuckles breathlessly, smiling through the heavy amount of pleasure coursing through him.

“y’sound so pretty, honey. keep talking to me.” he mumbles out, his eyes opening to be met with yours, foreheads still resting against each other.

your cheeks redden as you bite your lip, holding back a smile. you tend to get shy when he gives you compliments like these, and he finds it crazy adorable.

he giggles as you hide your face in his neck, the blush evident on your face.

“awh, c’mon, baby. no need to get all shy on me,” he fake pouts, pulling back just enough to get a good look at you. his eyes are glowing with a lovesick sparkle.

you blush harder when the two of you make eye contact again. and he takes the opportunity to tease you even further. one delicious roll of his hips and a whine leaves your throat as you squeeze your eyes shut.

“how’s that?” he mumbles, kissing you on the cheek. you mumble a response in your daze, but it was barely loud enough for him to hear.

“mmph… s’good…” you lift your head up and start meeting his hips again, sighing a breath into him as your lips brushed together.

his head rolls back against the seat and yours rolls back the opposite way as you let out a groan. your arms tighten around his shoulders and when you bring your head back down, your forehead smacks against his. looks like he also happened to be lifting his head.

“ow, shit—you okay, baby?” dean winces.

you just start uncontrollably giggling, which leads to a snort, which has dean bursting out into laughter in a second.

dean gets caught in the moment while you’re laughing with your head on his shoulder.

you’re so magical. he doesn’t deserve you. at least, he really thinks he doesn’t. but he’s too selfish to ever let you go. you were too immaculate in that man’s eyes.

you made nights like these special for him. sex in the backseat of the car. it’s sounds silly, like you’re teenagers sneaking out in the middle of the night, praying your parents won’t catch you.

but you turned it into something romantic, something that can be fun and enjoyable, while also slow and steady. the two of you could stay in this car all night, and never get sick of it.

dean used to get sick of it. he started getting sick of all the women who wanted a quick fuck in the car. did he want it too? absolutely. but it was different for him.

he’s a person of intimacy, of connection. not just a quickie that doesn’t mean anything with someone who can’t remember his name. it was never fun, and he could never take his time to treasure anyone in the backseat of his beloved car. and he got tired of it.

then came you. and just like most things in his life—you changed this for him. you made it more enjoyable than he could’ve imagined. and your laugh is a heaven sent.

he suddenly stops laughing, but his smiling remains wide as he admires you giggling. he often has moments like these where he’s just so irrevocably in love with you.

your laughter slows and you’re in awe by the way he’s looking at you. the way that he’s not at all afraid to show it is what makes you smile wider.

the heavy weights that you carry in your day to day lives, yet he’s the most lighthearted, kind, careful man you have ever known.

and he’s never been afraid to cherish every part of you.

“you can’t even begin to fathom how much i love you.” he shakes his head, scoffing in disbelief, kissing all over your face as your giggling picks back up again.

he carefully flips the two of you over, laying you down across the backseat as he rests on top of you, kissing you deeply on the lips.

“you love me?! i didn’t notice!” you gasped in a sarcastic yet lighthearted tone.

now dean was the one with red cheeks and a shy expression. he nuzzled his face into your neck as your smile grew wider.

“no need to get all shy on me, sweetheart.” you mocked playfully in a gruff voice. a chuckle escaped his lips and he lifted his head again. his eyelids hung low as he scanned the details of your face.

“i ever tell you how much i love nights like these?”

sorry i’ve been so inactive these past few weeks—i promise more one shots and reqs will be out soon :3

love you, fellow freaks