#dean supernatural one shot

[strangeinvader9]

So fluffy

Home Sweet Home

Request: Hey there, I was wondering if you could do a Dean x reader where Dean finds the reader after she’s kidnapped by demons and fights all of the demons off just for her. Can this be really fluffy?

Pairing: Dean x reader

Word Count: 2,600ish

Warnings: mentions of torture

A/N: Fluffy, fluffy Dean…

Keep reading

[whimsyfinny]

Sexy F*cking Nerd

Dean Winchester x F!Reader

Summary: When Dean discovers a little secret of (Y/n)'s during a case research session he can't help but let temptation get the best of him.

Warnings: Language, Smut, Fingering, PinV, Oral (M receiving), slight angst if you squint, Dean having a glasses kink (not really a warning but not everyone wears them hahaha lucky bastards)

MDNI! 18+

Word Count: 5688

A/N: It's taken a little while but here is the second competition winner from a few weeks back, the prompt provided by the wonderful @foxyjwls007 - I hope you like it!

The motel room was stuffy to say the least - that usual aroma of stale cigarettes and cheap air freshener lingering around us. There was a dripping sound coming from God knows where and the AC hummed in between the concerning clinking from deep within the vents. It was crap. So crap. But it was home for a few nights; just like all the motel rooms that came before. Dean stepped past me and over the threshold, immediately slinging his duffle and jacket onto his chosen bed. He stretched his arms above his head, the grey Henley clutching his muscular abdomen and rising enough to flaunt what lay beneath. I sighed, following him in and slumping onto the bed beside his - the musty stench from the sheets enveloping me.

“Well…” Dean started, pulling Sam's laptop out of his bag and placing it on the small table by the window.

“Well…?” My voice echoed as I focused on the ceiling fan that spun off centre.

“...This is… nice?” His statement was more of a question as he looked around with raised eyebrows. I propped myself up on my elbows, flashing him a look of speculation.

“Seriously?” A moment passed before he huffed a long-held breath and slapped his large palms on his thighs.

“No of course not, this place sucks more dick than a hooker on payday.”

“You got that right,” I flopped back down onto the bed, a small dust cloud erupting under my weight. I closed my eyes and listened as Dean pulled a chair out from under the table, slumping down into it. Then there was the familiar click of the laptop opening followed by the sound of stuttered not-quite-touch-typing, presumably he was starting work on the case that we’d come here to investigate. The tap tap tap of whatever was leaking began to drill into my brain, my patience already wearing thin with the rooms dire ambiance. I pulled myself up to sitting, criss-crossing my legs on the bed and brushing whatever that dust from the bedding was off my sweater sleeves.

“When's Sam back?” I asked, watching as Dean searched the keyboard in front of him for some long lost letter.

“Uuuh, I'm not sure. He said to work this case without him.”

“Ugghhh, I bet he's having way more fun than us right now, it's not fair,” I plopped my chin into my palm and stared past the older Winchester out the window, almost willing Sam to appear and walk in like any other day.

“It's just some dumb wedding, I doubt he's having that much fun.”

I scoffed before I could stop myself, Dean breaking eye contact with the screen to throw me a raised eyebrow.

“Look,” I collected myself, “you didn't know Sam in college. He won't admit it but he was popular. Really popular. Not the total nerd you think he is. He's absolutely having fun with these people.”

“Yeah right. So who's at this wedding anyway? Why was it so important that he just had to be there?”

I rolled my eyes, knowing full well Sam had already told him all the details. Typical Dean.

“It's for a couple of friends who he and Jess were close with back then. Pretty sure the bride was prom queen in highschool or something and the groom was a trust fund jock. Either way, not my crowd,” I sighed slightly, memories from my college days flooding my mind.

Deans eyebrows twitched into a small frown, his thoughts seeming to cloud his vision for a second before he reluctantly dismissed them. I looked down into my lap for a moment, reminiscing how I always kept my distance from Sam whilst at Stanford, but he had always been that boy that would make my heart flutter when he spoke up in class or when I'd see him on the quad with his friends. I remember seeing him with his nose in a book once at my usual desk in the library, my cheeks burning when he caught me staring. Who would've thought several years down the line I'd be sat in a bottom-rung motel room with his obscenely good looking older brother researching monster lore. At least we would be researching monster lore, if it wasn't for the small growl my empty stomach had gurgled out. I couldn't stop the small pulse of embarrassment burning into my cheeks as Dean eyed me with a grin.

“Wanna get some lunch?” He asked, standing up like he already knew my answer.

“Fuck yes. I'm feeling burgers,” I shuffled to the edge of the bed and stood up, watching as Dean shrugged on his leather jacket and headed to the door, holding it open for me.

“Now you're speaking my language.”

*

The diner was almost as sad and withered as the motel room, however the food was nothing short of spectacular. I watched in awe as Dean polished off his second burger, a small glob of sauce sticking to his stubble and threatening to drip off his chin. He must've felt me watching in wonder - or perhaps disgust - as when he looked up from his plate he shot me a questioning glance.

“What?” His tone was a little defensive through the mouthful of fries he'd just shovelled in. I took a second before asking, half-genuine:

“Where do you put all of that?”

“Put what?”

“The food - where does it go? Do you have hollow legs? Two stomachs? Does it just evaporate as soon as you swallow it?”

He grinned, wiping the sauce from his face with a napkin.

“Goes straight to the abs baby. It's muscle fuel,” he leant back in his chair, stretching a little before patting his stomach to punctuate his statement. I simply rolled my eyes.

“Yeah right, you're not that muscly Dean.”

“How would you know? You've never seen me with my shirt off.”

“I know, and I plan to keep it that way.”

He feigned a pout before returning to his fries. We ate in a comfortable silence for a few minutes, my mind absently going back to all the lore we should be trying to gather. I gripped my milkshake that had so generously been served in a thin paper cup, attempting to suck the practically solid beverage up the equally thin paper straw. Finding the nearest library would be the next task on our to-do list, despite the protesting I know I'll get from Dean.

“Hey, (Y/n)?” My train of thought was derailed at the sound of my name. The slurping of over-thickened milkshake from myself ceased.

“What's up?”

“What were you like in college?”

I eyed him with caution, wondering what part of his brain was in control right now.

“What do you wanna know?”

Catching the wariness to divulge him to such information, he smiled slightly, shrugging his shoulders.

“I'm not asking to be weird, I just-” he paused, choosing his next words tactfully, “the way you described Sam as being a totally different person - some hot-shot with the perfect grades, popular friends and a girlfriend like Jess - it just got me thinking. How would Sam have described you?”

I almost spat my dairy-goop back into the straw, my brain freezing.

“Dean,” I started before planning what I was going to say, placing my cup on the table. “Sam wouldn't be able to describe me.”

My words brought a small smirk to his lips.

“You were that hot, huh?”

“What the fuck- no- I wasn't- he didn't- Sam never- ” I stopped myself before I had an aneurysm and took a deep breath.

“I was in a totally different crowd to Sam. He was always surrounded by people and, well, I barely even had a crowd.”

“Lone wolf?”

“Bingo. But definitely not the cool, collected, stoic type. Think more, invisible to the public eye, always carrying books, and borderline selective mute because of how shy I was.”

“Oh… what changed?,” Deans tone changed entirely, genuine intrigue seeming to take the wheel. I couldn't help but laugh slightly, remembering my method to forcing myself out of my bubble.

“The only job I could get was in a bar. No one else wanted the hours and I desperately needed cash. I didn't really have a choice after that,” I paused, remembering how terrified I was on my first day and grinned slightly, grateful for the extra confidence I had now because I took that leap.

“Hey, what sort of crowd do you think I would've been in?”

I snorted, looking up into his expectant eyes - almost captivated by the glistening greens.

“What am I? A BuzzFeed quiz? I have no idea Dean, you're too much of a wildcard to predict. You probably would've fit in with anyone and everyone.”

“Even you?”

For reasons unbeknownst to even myself, my breath caught in my throat. The sudden soft sincerity of his voice contradicting his usual temperament, my heart starting to flutter in my chest. If the college version of myself had met Dean back then I just know I would have been enthralled at first glance.

“I don't think you would've noticed me. You would've been surrounded by every tall, thin blonde and brunette with perfect tits. Trust me, you would've been distracted,” I smiled an almost sad smile at the thought of him simply being on university grounds and having the time of his life - knowing it was something that he was never going to get the chance to experience in this upside down life of his. Of ours. He tapped his fingers on the table for a second, likely lost in some ludicrous thought I don't think I'd want to be privy to. I attempted another slurp of my milkshake when the paper straw gave out and flopped in half, the need to leave conversation and the diner suddenly looming over me.

“Come on, let's get to the library before it closes,” I stood and pulled my oversized sweater down so it covered my ass before reaching for my backpack. Just as my fingers touched the worn fabric of the strap it was torn away, my head snapping up to Dean who flung it over one shoulder with his signature grin on his face.

“Lead the way nerd.”

I couldn't help but beam at his playfulness. I hated the fact that he made it so easy to adore him. Hated that he completely overlooked how I was his total opposite in almost every way. How when we were talking, his eyes never left mine - how he was genuinely interested in what I was like in the past. And how, when I had his attention, he didn't even notice that the hot waitress had written her number on a napkin and left it next to him.

*

The trip to the library was about as eventful as it sounded. After checking out multiple books on cursed items, local lore and popular antiques from the seventies, we loaded ourselves back into the impala, made an all-important beer run before heading back to the motel.

The small table by the window was now totally smothered by a blanket of books, maps and empty beer bottles. Deans chin rested in his palms as he stared blankly at the screen in front of him, and I must've read the last sentence of the paragraph laid before me a dozen times without it even sinking in. The obnoxious dripping and humming of ancient appliances was starting to make me feel restless.

“It has to be the boots,” Dean groaned, draining the last of his beer.

“Either the boots or the disco ball. But my money is on boots as well,” I sighed, pushing the book away from me and standing slowly, gathering the quickly accumulating litter now scattered around us.

“I'm gonna make some coffee, my brain is fried over how fucking ridiculous this case is,” I ditched the trash in the bin before filling the coffee machine, listening to it whir to life whilst I headed to my bed. I could feel Deans gaze on my back as I rummaged around my bag in search of a specific item.

“What are you looking fo-” he'd started to ask the question but his voice died in his throat when I turned around. I quickly pushed my newly adorned glasses up the bridge of my nose, already feeling the oversized frame start to slip down as I tried not to make a big deal over them.

“What?” My tone was a fraction off aggressive when I realised he was staring. He seemed to snap out of his daze, quickly rubbing the back of his neck and turning back to the laptop screen. He cleared his throat

“I uh, I didn't know you wore glasses,” I could tell from the slight tremble in his voice that his mind was reeling.

“Is there a problem with that?”

“No! I mean, no, absolutely not. They look good. The glasses, I mean. The glasses look good. Not on their own, obviously. On your face. They look good on your face. You have a great fa-”

“Dean?”

“Yeah?”

“Shut up.”

“Sorry.”

I grabbed a mug from the cupboard and set it on the counter, filling it to the brim with caffeinated goodness. I couldn't stop the grin spreading across my lips at Deans fumbling, almost finding the whole ordeal a little charming. I sat back down at the table and pulled the books back towards me, also grabbing my pen and tattered notebook.

“The guests at the club mentioned hearing footsteps - so it has to be the boots, right? A disco ball wouldn't make that sound…” my voice trailed off when I realised that, even though Dean was looking at me, he wasn't listening to a word I was saying.

“Earth to Dean?”

He flinched slightly at his name, but felt no shame delving in with a completely off-topic question.

“So how long have you worn glasses?”

“I’ve always worn them,” I slid back into my chair at the table opposite him, not sure whether to laugh at the shocked expression on his face or whether to be concerned about his observation skills.

“What?! No way, I would’ve noticed,” He opened another beer and took a sip before tracing the opening to the bottle over his bottom lip.

“ I only wear them for concentration work, and I have emergency contact lenses if I know I’m going to be around a lot of people as I don’t particularly like how they look.”

Dean made a small disagreeable expression before averting his gaze from mine back to the laptop, taking another swig of his beer. I placed my coffee mug down and settled back into the book I was reading before, and after a few moments I could feel my skin begin to prickle - as though I could feel a pair of eyes on me. I glanced up, my breath immediately catching in my throat. Deans eyes found mine, burning with an intensity that made my heart hammer in my chest. I didn’t want to look away, but under his gaze I felt like I’d been stripped bare, unable to hide my insecurities from an eye that seemed to scorch through to my very core.

“Dean-”

“(Y/n), you should really have more confidence in yourself; I think the glasses look cute as fuck. You should wear them more,” a fierce blush erupted across my face when he spoke, his assured tone leaving no room for disagreement. I tried desperately not to let on that his words held any sort of impact over my decisions so I looked down, away from his scrutiny and simply said:

“Maybe I will.”

He hummed in approval, finally looking elsewhere and I couldn’t stop myself from breathing a sigh of relief when the pressure of his stare was averted.

The evening dragged on and an hour and a half had passed since his loaded comment. I was on the third book we’d checked out of the library, now trying desperately to find the curse that would cause a pair of 1970s glam rock boots to dance for eternity and haunt anyone who tried to wear them. This case was absurd, and I could feel myself growing restless with the small amount of progress we’d made. I huffed out a sigh and leant back in my chair, the faux leather and rusted metal creaking under my weight. Pulling the hair bobble from around my wrist I scooped my hair into a bundle on the top of my head, securing it in place; the sensation of air on my neck seemed to clear some of the fog from my brain. The messy bun was comfortably enough that I could forget it was there, and I allowed myself a stretch before leaning back over the table, grasping my pen. As I began to read the next segment, I absently traced the end of the pen over my bottom lip, running it back and forth a few times before gently nibbling on the end. I heard the shuffling of Dean moving in his seat and a ragged clearing of his throat before the sound of vigorous laptop keys clicking ensued. Without looking up at him I continued reading, the pen still tapping my bottom lip, and when I neared the bottom of the paragraph, I slowly licked the pad of my index finger. My eyes never leaving the words, I turned the page swiftly with my dampened digit, the transition from one page to the next perfectly seamless. Another shuffle from the man opposite followed by a quiet groan filled the silence between us. Pen still between my teeth, I lifted only my eyes to glance at him and noted the dusting of pink across his cheeks and the furrow in his brow. Concluding that he’d had one too many beers I decided to ignore his persistent fidgeting, returning to my previous task on monotonous reading. Several sentences in and I’d almost forgotten Deans restlessness - that was until I pulled my bottom lip between my teeth, deep in thought, that I earned myself a throaty groan and an exasperated sigh. I looked up just in time to watch him wipe a large hand down his face, momentarily masking his pained expression.

“Can you not do that? I can’t concentrate when you do that.”

“Do what?” Upon asking my question I absently took the pen between my teeth again, quickly glancing down at the book to place a mental bookmark.

“That.”

“What?”

“That. That thing you do with our mouth, and the pen, and your tongue and your finger. Can you please stop before it kills me.”

The heat beneath my skin was immediate at his admission, knowing my small, absent-minded actions were playing on his mind and making it hard for him to think straight. I instinctively crossed my legs, a fluttering in my lower belly instantly dragging my mind back to the deprived things I’d imagined Dean doing to me in the depths of night. The places I’d imagined his hands travelling, the areas his lips would touch and the sensations his tongue could create. These were deeply, deeply personal fantasies, and right now as Dean looked at me with a restrained hunger, I felt like I was wearing these fantasies for the world to see. For Dean to see.

“It doesn’t help that you’ve been sat over there like a sexy fucking librarian all evening, but every time you do that anything with that mouth - shit, sweetheart you’re driving me insane.” His voice was gravelly as he looked at me with desperate eyes across the table. The overly rational part of my brain had shut down completely, and now the part of my mind that had spent hours conjuring vivid scenes of Dean Winchester ravishing me in my entirety had taken the charge. I stood slowly, taking a moment to reason with myself - unsuccessfully of course - before sinking to my knees in front of my chair. I could see Deans strong thighs were spread wide beneath the table so I crawled forwards, across the cold tiles and placed myself between his legs. Resting my palms softly on his thighs I made him flinch at the unexpected contact. He immediately scooted his chair back, allowing a gap for me to poke my head through - his hand instantly acting as a barrier between the edge of the table and my skull. I got comfortable and allowed myself a moment to gaze up at him, to take in the strained furrow in his brow and the parting of his lips. I observed the way his chest rose and fell in apprehensive breaths, and the way his free hand clenched into a fist on his thigh - like he was so desperate yet so scared to touch me.

“(Y/n)-”

“Dean,” I spoke softly, slowly running my hands up his thighs - delicate palms against rough denim, “you’re a smart boy - you know I wouldn’t do something I didn’t want to do. So please, don’t say I don’t have to do this.”

Dean released a shaky breath the moment my fingers unclasped his jeans. I tugged them down slightly with his help, just enough so I could dip my hand into his boxers and wrap my fingers around his half-hard length. The moment my skin touched his, his head lolled back and his eyes fluttered closed with a breathy moan on his lips.

“Fuck…”

I gently pulled him from his confines, coming face to face with the cock I’d literally dreamt of again and again. I took the scene in, committing to memory the sharp outline of his jaw and the way his long lashes rested on his lightly-freckled cheeks. The way that, every time he breathed in, I could see his defined muscle tone through the thin fabric of his shirt; and with every small caress that my fingers made against his length, it made his fingers twitch and teeth clench. I licked my lips before leaning in and took his tip into my mouth, not giving him a chance to finish sucking in air through his teeth before I plunged his entire length down my throat. 

“Oh FUCK.”

His hands flew to my hair, fingers gripping tight as they loosened strands from the messy bun, causing them to fall around my face. He’d lifted his head to look down at me, pupils blown as he pulled his bottom lip between his teeth. He looked nothing more than enthralled. Infatuated. Entranced. I moved my head up and down, up and down, again and again to a steady rhythm, pressing my tongue to the underside of his now rock-hard cock to trace every vein and nerve-ending.

“Shit, (Y/n), I didn’t know you could suck cock, like, at all… how’re you s’fuckin’ good…” his voice was breathless as he continued to grip my hair, his head flopping to the side as pleasure started to overcome his senses. I released him with a small ‘pop’, wrapping my fingers around him and smearing the warm mixture of saliva and precum from tip to base.

“Despite everything I told you earlier, Dean, I’m not a virgin - and this certainly isn’t my first rodeo,” my voice came out more sultry than I’d expected and I could feel Dean tremble beneath my palms.

“Fuck, I wish I’d known that sooner,” I chewed on my bottom lip, quickly becoming addicted to the way he writhed at my touch. The way he moaned and gripped my hair tighter when I sucked him back into my mouth was like pure ecstasy, my insides heating up and throbbing with an ache of familiar arousal. Like a thirst that could only be satisfied by him. By tasting him, feeling him on my tongue and drinking in every sound that passed his plush parted lips. The sensation of my glasses slipping down my nose as I sped up my ministrations had me reaching to push them back up, but not before Dean beat me to it. With the rough pad of his thumb he pushed on the plastic bridge, his palm and fingers pressed to my flushed cheek in the most tender, almost heart wrenching caress. I thought my heart might stop when he tilted my face up to his; lustful eyes burning into mine with a vehemence I’d never encountered. I stopped in my tracks, all actions ceased as the spell he’d somehow put me under wouldn’t let me look away. 

“If you keep going like that darlin’ this whole thing is gonna be over before you know it,” his voice was raspy, a rawness to it from the harsh breaths and ragged moans that had been pulled from his throat. He slowly pulled his cock from my spit-slick lips and grasped it loosely, giving himself a few lazy pumps whilst his other hand never left my face. He stared down at me, taking a few moments as though he was committing the sight of me, knelt between his knees with flushed cheeks and swollen lips to memory. Once it seemed that memory was locked away in the depths of his mind, he grasped me by the arm and pulled me effortlessly into his lap, his fingers almost bruising against my skin. Immediately I felt him, in his entirety, press against me with the heat and wetness seeping through my jeans and past my panties. This time when our eyes met, there was a mutual desperation; a need to consume each other and to feel every inch of his heated skin against mine. He pulled me frantically down to him and crashed his lips against mine. 

Some people describe their first kiss with someone like butterflies in their stomach, or fireworks exploding all around them. That wasn’t at all what this was like. Kissing Dean Winchester was different - it was wild and untamed - and describing this experience in such a mundane way would be like adding water to a top-shelf whiskey. Kissing Dean Winchester was like driving the impala at one thirty with the roar of the engine drowning out the rest of the world. It was like trying to ride a wild mustang without a saddle, or daring to stand on the highest peak on Earth with nothing to tie you down. It was exhilarating in the most dangerous way imaginable - and I was now officially a thrill seeker. 

The warm taste of the beer on his tongue and the masculine scent of old leather and cologne was pulling me under. Breathing no longer mattered as long as his mouth was on mine and his fingers were in my hair, now tugging the bobble out and throwing it to the floor. As my hair tumbled free he grabbed under my thighs and stood effortlessly, moving me from his lap to the edge of the table without his lips leaving mine. I winced slightly as the corners and several books and the laptop jabbed into my rear and I fumbled to move everything aside, failing when I refused to unlock our lips. Deans patience was non-existent and with one sweep of his strong arm everything tumbled to the floor - including the laptop. I threw the remaining books from underneath me down to join them, no longer caring for their wellbeing. Before I could pull Dean back in - to allow him to do whatever the fuck he wanted to do to me - he hastily pulled off my boots and tugged down my jeans, throwing every item to the growing pile of chaos beside us. I discarded my sweater and top, but before I let his fingers touch my bra I wanted nothing more than to return the favour. 

“I guess you can forget about that whole ‘never seeing me shirtless’ thing, huh?” he smirked through the sexual fog, not waiting for a reply as his lips hungrily found mine again, his own top falling to the floor. 

“Shut up Winchester. Now are you gonna fuck me or wh- OH FUCK-”

Two thick fingers crept under my panties and plunged into me with zero hesitation, curling up and stroking the sensual cushion deep within my core with skillful precision. 

“Oh yeah? You want me to fuck you?” Even with my face now buried in the crook of his neck, I could hear the smirk in his voice, the tormenting tone going straight to my brain.

“Y-yes- fuck- please,” my knees twitched either side of him, squeezing at his hips with every push of his fingers. I gripped his shoulders tight, nails indenting his skin as I leant back to look at him better. Seeing the beads of sweat on his chest and brow alongside the raw, carnal desire in his eyes could have undone me there and then. He frowned in disapproval when I moved to remove my glasses, the fingers that were just inside me now wrapped forcefully around my wrist.

“What d’ya think you’re doing?” straight away I knew his growling question left no room for negotiation.

“I was just-”

“The glasses stay on.”

“To the end?”

“‘Til I say you can take them off.”

I did as I was told, moving my hand to grip the soft strands on the back of his neck, softly dragging my nails over his scalp and drawing a shiver from his spine and a groan from his lungs. He pulled me against him, crushing his lips against mine one more time. He swiftly pulled away and I leant back on my hands, both of us taking a moment to drink each other in - to bask in lascivious glory. I pulled my bottom lip between my teeth and looked up at him through my lashes, the lenses of my glasses starting to fog around the edges. Another deep moan rumbled from his chest as his heated gaze stayed locked to mine.

“I can’t wait any longer now that you’ve looked at me like that. Fuck.”

With a large hand gripping the soft flesh of my thigh he pulled my underwear to one side and lined himself up, slowly sinking in. Blissful moans harmonised between us, the rawness of him stretching me was unlike anything I’d ever experienced and my quivering thighs wrapped around him, pushing him to the hilt. He secured his large hands on the soft flesh of my hips and held me in place as he slowly withdrew. I could feel him; feel every ridge and vein drag out and then in, out and in, over my most sensitive, intimate, area. The slick sounds of our intimacy  began to echo around the room as he picked up speed, strong thighs working at a feverish pace. With every thrust he pushed against that one spot that made my legs jerk and eyes water, my arms almost giving out underneath me as the table rattled beneath my weight. With the ferocity of his pounding and the heightened sensitivity he’d curated between my legs only moments before, we both knew that neither of us would last long. The sounds of his ragged breaths and throaty moans alone had me clenching around him already, and I know my constricting muscles already had his hips stuttering as I sucked him in with every thrust.

“Fuck (Y/n)- You’re so fuckin’ tight-”

I chewed on my bottom lip as his desperate eyes met mine.

“Oh yeah? Well I feel like you’re cock is in my fucking ribcage- oh fuck-”

He slipped one hand between us, his large palm resting on my lower belly as his thumb drew fast circles around my clit. The immediate contact on my bundle of nerves had my whole body quivering, the knot of an impending climax already starting to twist tighter and tighter in the depths of my core. The way that Dean fucked me into the motel room table was something that I would be able to feel deep in my soul for the rest of my life - my body and entire nervous system having never been worked in such a feral way before. Dean dropped forward and crushed my body into his - one large strong arm wrapped around my trembling body and kept me pressed against him as his head dropped to the crook of my neck. Soft lips pressed hot kisses against my shoulder, teeth gently nibbling the soft flesh as the coil wound and wound, the wave of orgasmic bliss rising higher and higher as my mind emptied, leaving behind only one thought.

Dean.

He was all consuming - all I could see, taste and smell. All I could feel. Oh God could I feel him; driving me to the brink of pure bliss as he frantically sped up - desperate to seek his own undoing as well as my own. One… two… three more fervid thrusts and the peak he’d helped me ascend to shattered around me as I practically screamed his name, the white-hot euphoria scorching my insides as I clamped like a vice around him. 

“Oh shit- (Y/n) I can’t- fuck-”

I grabbed the back of his head and pushed his mouth to mine as he came undone, spilling inside me as he worked through his own white-hot euphoria. 

The kiss we shared evolved from hot and needy to soft and wanting - the sensation of hot cum running down the inside of my thigh and cooling against my skin being the only thing to pull me away. Dean continued to lean over me for a moment, looking down at me with an expression that told me he had so much he wanted to say. Instead, he looked down at his release now starting to pool on the floor beneath us, then to the books and laptop that had been thrown across the floor before turning back to face me with the most devilish grin on his face.

“You know that this mess is all your fault, right?”

I scoffed.

“My fault? How is it my fault?”

“Because, sweetheart…” he tucked a strand of hair behind my ear and pushed lightly on the plastic bridge sitting on my nose.

“You put on on those fucking glasses.”

--------------------------------------------------

Taglist: @roseblue373 @hobby27 @calibootsgirl @suckitands33 @jackles010378 @lyarr24 @autistic-gothic @wattpaduser200 @spndeanwinchesterlvr @mxtansy @libby99hb @magssteenkamp @redmaro86 @slut-for-evans-stan @spookyysinsanity @localjisung

[sleepyangelkami]

AN ANGEL d.winchester

𝜗𝜚 WORD COUNT - 4.5K

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 🩷

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.

main masterlist/dean's masterlist

[drulalovescas]

This genre of pics

[5sospenguinqueen]

(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.

[mxltifxnd0m]

cute glasses ◦◦ d. winchester

summary: your eyes are dry because of your contacts, so you have no choice but to put your glasses on

pairings: established dean winchester x reader, dean winchester x gn! reader

word count: 1.3K

warnings: none really, no use of 'y/n', major fluff, some insecure thoughts, but mainly fluff

a/n: first official fic for dean!! also this was intentionally written as a blurb but as always, it seems i have more write than intended lol

please reblog and comment, i love to see your thoughts!

𝘥𝘦𝘢𝘯 𝘸𝘪𝘯𝘤𝘩𝘦𝘴𝘵𝘦𝘳 𝘮𝘢𝘴𝘵𝘦𝘳𝘭𝘪𝘴𝘵

You had to fight the temptation to rub your eyes as you stared hard at your laptop, the screen emitting a blue light that was beginning to give you a headache alongside the dryness of your contacts as you sat at the table in the motel room. You blinked hard multiple times, trying to bring moisture to your contacts and find some relief from the dryness, but nothing was working.

You were still dressed in the FBI garb you had put on in the morning when you and Dean were going to the station to gather information on the hunt the two of you were working. Sam would have joined the two of you, but he had come down with a cold, and Dean forced him to stay back at the bunker while the two of you would work the hunt.

You glanced at the alarm clock on the nightstand, seeing that 10 minutes had passed since Dean went out to get dinner for you two. You threw your head back with a groan, feeling the soreness in your shoulders as you sat down and hunched over your laptop, researching for hours on end.

You stood up from the seat and stretched out your limbs like a cat waking up from a nap and stalking over to your bag to grab your pajamas and glasses, and headed to the bathroom to take a quick shower and get comfortable.

You jumped into the shower and rinsed off the day. After showering, you took out the dry contacts that were irritating your eyes, put them back into their case, and let out a sigh of relief when you blinked, and moisture was restored to your eyes.

You put on your glasses and strolled back into the room to find Dean sitting at the table and pulling the food out of the takeout bag.

"Took you long enough, sweetheart. I got us Chinese since there was a place I saw when driving in an-" He stopped talking as you crossed the room to see what he ordered.

"And what?" You asked him, looking at him with furrowed brows as you took in Dean's stunned expression, his mouth agape as his eyes flickered around and all over your face.

"You have glasses." Dean pointed out, blinking slowly as if he couldn't believe what he was seeing.

You raised an eyebrow at him. "Uh, yeah I do."

"Since when?"

"Since I was a freshman in high school." You told him as casually as you could, not wanting to make a big deal out of you wearing glasses.

"How come I've never seen you with them on?" Dean asked you with knitted brows.

"Err…" You trailed off. You didn't really want the boys to know you had glasses since you could be considered a liability if anything were to happen to your contacts or glasses. But hey, you've managed this long hunting with them, and you haven't died yet because of them. You just didn't want the boys to look down on you because you had them, and they could potentially hinder you in hunts.

"I wear contacts, and I try to keep them in for as long as I can until I can get back to my room and put my glasses on." You finally explained with a sheepish smile as you rubbed the back of your neck.

Dean's face turned into one of realization. "Is that why I sometimes feel you slip out of bed and then come back a couple of minutes later?"

You felt your face flush with heat as you nodded in response. Dean chuckled lightly at your embarrassment and leaned in to kiss your forehead. Then, a chaste peck on your lips before turning back to the food.

"You're not gonna ask me why I kept this from you?" You asked, confusion coloring your words as you saw him sit down in front of your closed laptop and dig into one of the takeout boxes with a plastic fork.

"Do you want me to?" Dean questioned through a mouthful of chow mein.

"Uh, not really. I was just ready for you to go all Spanish inquisition on me." You sat down across from him and looked through the takeout boxes before opening one of them to find the orange chicken.

Dean swallowed the food he was chewing. "Look, you had your reasons, and yeah, I have many questions about them but right now I just want to stare at you with them on."

You raised an eyebrow at him again. "You like them?"

"Yeah," He shrugged. "You look beautiful with or without them on." Dean reached across the table and traded chow mein for the orange chicken box in your hands.

You smiled at him, feeling your cheeks flush with heat again before huffing an amused breath through your nose. You narrowed your eyes at him as you leaned forward, taking Dean, who was still in his FBI suit, minus the jacket, tie, and a few of the buttons on his shirt unbuttoned.

"The glasses are doing something for you aren't they?" You teased him as you took a bite of the chow mein.

"Yeah, you have this sexy librarian thing going on. Could only imagine how much hotter you would have been if you left your FBI suit on." Dean's mouth pulled into a coy smirk, his green eyes alight with mischief and desire.

You chuckled as you shook your head. "Of course, you'd be into that."

Dean shrugged again as he popped a piece of orange chicken in his mouth.

Later, when the two of you finished eating and did a little more research and while you were doing your skincare, a sliver of worry still sat with you as you thought about how this would affect Dean and hunting. When you climbed into bed with Dean and placed your glasses on the nightstand, your world got a little blurry, but you could still see Dean's slight smile on his face as he pulled you into his side, wrapping an arm around your waist.

Dean pressed a warm kiss on your forehead. "What's going on in that pretty head of yours?" He asked lowly, his voice laced with care and fatigue.

"S'nothing." You shook your head.

"Come on, don't like seeing you like this before we go to bed." Dean squeezed your waist.

You sighed before propping your chin on his chest. "Just concerned that you might worry about me because of my bad eyesight."

Dean looked at you before leaning forward to press another kiss to your forehead and brought his hand to cup your cheek, his thumb brushing against the soft skin. You leaned into his warm touch, pressing a kiss into his palm.

"I'm always going to worry about you," He started, pausing before finding his following words.

"But you've been hunting with your contacts and glasses for a long time before you met me, and you've been able to keep up with me and Sam without us knowing. I don't care that you have glasses or contacts because you're still a damn good hunter."

You smiled at his words before leaning forward and pressing a soft kiss against Dean's full lips. Dean kissed you just as softly as you pressed your lips against yours and chased your lips as you pulled away.

You rested your forehead against his. "Thank you." You whispered, your lips brushing against his as you did.

"No problem, sweetheart. Let's get to bed, we've got a bastard to hunt."

You chuckled softly at his words and pressed a quick kiss on his lips before settling beside him and melting into his side as you guys slowly fell asleep, finding that your dreams were filled with Dean's joyous laughter and playful kisses.

[cosmicanakin]

ꪆৎ LITTLE HELP GOES A LONG WAY.

੭୧ . . . dean winchester x female!reader.

ᯓ where you accidentally give dean a hard on during a hunt.

warning(s) sexual tension┆strong language┆sex innuendos┆implied smut. 𓇼 he's been running on my mind all day and i needed to let my thoughts run wild. so enjoy — you'll definitely thank me later! eighteen plus! adult content | minors do NOT interact.

★ next PART. satiated desire ﾉ dean winchester.

　✧⠀ ⠀⠀　𓈒　⠀⠀ ⠀૮₍ ´ ꒳ `₎ა⠀⠀⠀ ⠀⠀ ꪆৎ masterlist.

the hunt had taken an unexpected turn, leaving you and dean pressed up against each other, your back flush against his chest. you shifted slightly, trying to get a better vantage point, when you felt dean's grip tighten on your hips, holding you in place.

"dean—" you began to ask, but the words died on your lips as you felt something hard pressing against you from behind. your eyes widened in realization, heat creeping up your face.

"shit, sweetheart, i'm so sorry," dean murmured, his voice strained. "i didn't mean for that to happen."

you whisper to dean in his ear, "we'll deal with this after the hunt, okay?"

he nodded mutely, your heart racing, already imagining ways to help him with his... situation. a small smile plays on your lips as he replied, "you're the best," he murmurs, hearing the mix of relief and anticipation in his voice.

"of course, dean. i've got you."

dean let out a shaky breath, his grip on your hips tightening ever so slightly.

with that, the two of you turned your focus back to the hunt, both eagerly awaiting the chance to properly address the growing tension between you.

[jays-bonnie-on-the-side]

FIRST TIME

PAIRING : teenage!dean winchester x teenage!fem!reader (au)

SUMMARY : reader finally decides to give her virginity to dean

WARNINGS : young love. fluff. smut. horniness. cunnilingus. fingering. under-aged sex. rough sex. semi-pubic sex. unprotected p in v. aftercare. attentive dean. strong language. praise kink.

A/N : this oneshot is a prequal to homework [if you haven't read it yet, go check it out!] thank you to everyone who's read and supported it, it means the world. i plan on making a few more oneshots (that could be read on its own) in this universe. let me know what you think 😆

Your eight-month anniversary with Dean was today. In a (good) way, it felt longer. Growing up, you were taught to respect your body. You were told to wait for marriage before having a man worship at your temple. It was "the best gift you could give your husband," at least that's what they said. Until now, you haven't had a problem waiting. Sure, you had urges from time to time like any teenager, but no one had made you feel how you felt with Dean.

The longer you spent with him, the more you craved. It wasn't just his physical attributes but his personality, too. Every exchange of words, every shared moment, and every heartfelt conversation only entrenched your love even further. It was the way he protected you, cared for you, and loved you that made you feel safe. Until you, he had no interest in dating. Why would he when all he wanted from girls was something they offered him freely?

You had been the first girl ever to deny him, and that's what drew him in. He wasn't looking for a relationship, but hearing the word 'no' intrigued him. Suddenly, finding ways to get your attention was his priority. Whether it was meeting you at your locker every morning with flowers, seeing you after school to offer you a ride home, or even cornering your best friend for help winning you over, he didn't stop. It wasn't until you overhead your peers discuss how Dean dismissed any girl who engaged with him that you took him seriously.

And there he was again, at your locker, with the brightest bouquet of tulips, your favorite. His charming smile beams towards you, filling you with joy from across the hall. Students pass by, talking amongst themselves about you. "Watch, she's going to blow him off again." "How could she do that? He's so hot." "He's only trying to win her over to get in her pants. She's not even that cute." Even though it wasn't in your nature to ignore them, you chose not to cause a scene, not with them anyway.

A smile lit up your face as you focused on Dean. "Hey," You greet once you're standing before him.

"Hey, beautiful," You couldn't help but blush at the pet name, loving how it sounded coming from his mouth.

He hands you the flowers, and you happily accept them. "Thank you."

"You're welcome." He leans against the locker beside yours, watching you open your own. You inhaled the bouquet before gently placing the tulips inside. "I'm sure I know the answer to this, but would you like to go out sometime?"

You close your locker and stare into his dreamy eyes as you reply, "I'd love to."

His face lit up like a kid on Christmas. It seemed he was ready for you to turn him down again, and as much as he wanted, he didn't expect you to say yes. He leaned away from the lockers as a smile stretched across his face. His infectious smile brought one of your own. You always imagined saying those words to him, and now that you did, it was better than you had dreamed it would be.

"Really? T-that's great! Does tonight work?"

"Yeah, tonight's perfect."

"Awesome, I'll pick you up at eight."

You weren't a bold person, but you couldn't resist standing on your toes to plant a kiss on his cheek. Your hand rests against his arm, maintaining your balance as your lips press against his face. Even though your gesture was small, he closed his eyes and enjoyed your lingering kiss. You slowly pull away and lean back on your heels. The passing crowd seemed to still at the publicly displayed affection. Hush conversations began as everyone gawked at you two. Before doubt could seep in, Dean grasped your attention.

"Don't listen to them."

You nodded, listening to his words and ignoring the others. "I'll see you tonight."

The Impala comes to a soft halt in the middle of the grassy field like it did all those nights ago. A smile appears when you realize he's recreating your first date. Dean had taken you to his favorite diner in town as the sun had set before coming here. The pur of the engine ceases, and his door creaks open. You've learned over the months to wait for your boyfriend rather than exiting Baby by yourself. Despite your protests, he insisted on being the gentleman his parents raised him to be, someone he was, only with you.

Dean helps you onto the hood, then joins. He wraps his arm around your shoulders, pulling you close to his side. Your backs lean against the windshield, heads tilted towards the night sky. Stars litter the dark canvas above, shining as bright as the first time he brought you. A warm breeze blew through the trees, over the open field, and towards the Impala. Crickets play their song as the rustle of leaves hum from afar. It was a scene out of a romance novel.

A content smile found its home on your face. You didn't need to talk to feel comfortable with him and were confident he felt the same. Being in his presence alone filled you with a sense of safety. Dean has had his share of fights defending you, whether you wanted him to or not. He never gave you a reason to doubt him, and you knew deep in your soul that wouldn't change. That's why you decided tonight was the night you'd give yourself to him completely.

Tearing your gaze from the stars, you direct your admiration towards your boyfriend. Feeling your stare, he turns his undivided attention towards you. You lean forward and connect your lips with his. He doesn't waste a moment to kiss you back with just as much passion. His hand runs through your hair, sending tingling sensations across your scalp. You breathe him in, quickly accepting his tongue. He leans over your body, deepening the kiss. Eager for more, you push him back against the windshield and straddle his hips. Your ass grinds against his lap, and he pulls your hair, breaking the kiss, only to attach his mouth to your neck.

Small moans escape your peppered throat, the light breeze carrying them away. The feeling of Dean's growing member rubbing against your entrance made you apathetic toward the marks he was leaving behind. You'd happily deal with the evidence later. Your eyes squeeze shut as the friction becomes overwhelming. Shallow breaths leave your lungs as tension quickly builds in the pit of your stomach.

With one hand on the back of your head and the other at the bottom of your spine, he lays you across on the hood. He hovers over your body before continuing the actions from before. Dean harshly rubs his bulging jeans against yours, and your legs wrap around his hips to pull him closer. Your body clings to his, only encouraging him to grind harder. Desperation gets the best of you when your walls clench around nothing.

"I need you," You breathe out.

Dean stops his movements and stares into your eyes, asking, "What?"

"I need you—I want you."

"A-are you sure?" He inquires as he rises to a seated position.

"Yes, D." You sit too and reassure him. "I've been thinking about it for a while now. What better time than on our anniversary?"

He hesitates but says, "Sweetheart, I'm sorry. I didn't expect—I would've planned it out if I knew you were ready. I imagined our first time—your first time—to be perfect. Not in the back seat of my car; You mean so much more than that."

"I know, but it can still be perfect."

"How?"

"Well..." You take his hand in yours, squeezing gently. "I think losing my virginity to the boy I love under the stars sounds pretty perfect to me."

"That sounds great, but the 'where' part is still an issue."

You glance around your surroundings before settling with, "Right here."

His eyebrows draw together. "On the hood?"

"Beats the backseat for my first time. And, I don't know, having sex on the hood of the Impala sounds sexier."

A dry chuckle escapes his lips as he shakes his head. "Does it now?"

"Mhm," You hum as you scoot closer.

He inhales sharply once you gently press your lips against his throat, instantly finding his sweet spot. Because your relationship hadn't gone further than second base, you both had gotten pretty good at teasing each other. You had to admit, there were a few times when you almost caved out of sheer lust. But tonight was different: you were ready. A grin plays on your lips as your other hand trails down to his tightening jeans. Groans fall from his mouth as you palm his erection and sink your teeth into his sensitive skin.

Your hand undoes his pants, and before you can slip your hand in, he lays you back down. His lips capture yours, and you quickly move in sync. You pull his shirt up, hinting you wanted it off. He complies and pulls it over his head, tossing it to the ground. As he kneels in front of you, you pull his jeans down and see his boner through the fabric of his boxers.

After discarding his pants, he reaches for yours to peel them off. As he did that, you quickly took your shirt off. You were both now in your undergarments, staring hungrily at one another. He hovers over you and kisses down your neck towards your chest. Your body goes hot, growing hornier by the second. His fingers drag the straps of your bra off your shoulders as his mouth places wet kisses on the top of your breasts. You arch your back, giving him access to unhook your bra.

The outline of his cock presses into your clit, distracting you from your unruly thoughts. His warm tongue finds your left nipple, licking it before taking it into his mouth and gently sucking. He doesn't leave the right one unoccupied for long. His fingers lightly pinch and twist your hardened nipple. You close your eyes, enjoying the pleasure his mouth, fingers, and dick are creating. The intensity of his member grinding against your clit and the stimulation of both your nipples were driving you to the edge. Suddenly, his mouth unlatches itself from you, causing you to open your eyes in confusion.

Dean's large hands run down your thighs, sending goosebumps along your skin. His fingers loop around the waistband of your underwear, and before he goes further, he silently asks if it's okay. You nod and watch as he pries your soaked panties from your body. Instinctively, you try closing your legs, feeling insecure. Flush ran throughout your entire body. You had never been this intimate with someone, and it was frightening. He detects your lack of confidence and promptly makes you feel comfortable.

"You're so beautiful." He praises. "So much better than I ever imagined."

His fingertips lightly ran over your skin as if he were afraid to hurt you. They cupped the back of your knees and gently lifted until they bent. Dean slowly kisses down your thighs, and between each peck, he compliments you. You feel your insecurity disappear the closer he gets to your most intimate area. Without wasting another moment, his face devours your pussy as if he were a starved man. You arch your back as he licks your cunt clean, skillfully working through your folds. Your eyes roll back once his nose presses against your clit. Before you knew what was happening, you came all over his tongue.

"Oh, God," you pant with embarrassment. "I'm sorry, baby. I didn't mean to—I didn't know I was gonna cum so fast."

Dean lifts his head from between your thighs, the area around his mouth glossy with your juice. "Don't ever apologize, you got it?" After you nod, he dips down again, slurping up every last trace of your arousal, humming, "You taste so fucking good, princess."

You tug at his hair, squirming underneath his face. His thumb finds your bundle of nerves, rubbing it in circles, making your body unexpectedly jerk. You watch as he removes his countenance and trails kisses up your body. He lays on his side next to you before tucking his arm around your shoulders. The beating of your heart quickens as he applies the right amount of pressure you didn't know your clit needed. Your hips buck upwards while a whine slips past your lips, wanting more.

His fingers travel further down, running through your glistening folds. You knew what came next, the anticipation deafening. Slowly, he slides his index finger inside you. A content sigh falls from your mouth, enjoying how his digit drives in and out of your cunt. Dean sees your pleased and lazy smile, and a smirk emerges on his lips before adding another finger. You inhale deeply, feeling the difference between one and two fingers. It doesn't take long before his thick fingers pleasure you once again.

You bite your lip to stifle your moans, not wanting to annoy your boyfriend with your uncontrollable squeals. He notices and mumbles against the side of your mouth, "Let it out, princess. I want to hear every little sound you make."

That was all you needed to hear. Dean's fingers worked faster, taking you near the edge, and your moans told him so. They grow louder with each thrust, but the moment his fingers curled, you lost it. Your hand grabbed his hair, holding on as he fingered your g-spot. The muscles in your stomach contract, and you get that feeling again; your climax begins. You close your legs, thighs wrapping around his arm, making the high intensify. His consistency doesn't falter, and his digits fuck you, only taking you higher. Once it ends, your legs fall, and he pulls his hand away.

Your chest rises and falls, trying to catch your breath. Dean brings his drenched hand to his mouth, his eyes finding yours before closing his lips around his fingers and pulling them out at an agonizingly slow pace. Fuck, you thought. Watching him suck your fluids from his digits alone could've made you cum again. Your left-hand slips into his boxers before wrapping around his erection. A small groan falls from his lips, having never been touched like this by you. Without having to see his length, you felt it was rather long. You pumped his silky soft cock a few times and felt him twitch. His previously soaked hand pulls off his remaining clothing, freeing his large member. Your eyes widen; He's much bigger than you imagined.

How was he going to fit? You wonder. He saw the worry in your eyes and ran his fingers through your hair, pushing it away from your face before kissing the tip of your nose. Dean gently grasped the hand that held him and intertwined your fingers together as he hovered over you. He nudges your knees apart, and you happily allow him between your legs. This was it. This was what you both have been waiting—what felt like anyway—an eternity for. Your mind was ready, but you weren't sure if your body was.

"It's going to be okay, sweetheart," Dean reassures. "I'll go as slow as you need."

You nod, intoxicated by his affectionate attentiveness. "Okay."

His lips connect with yours, kissing your nerves away. He rubs his tip through your folds, coating it with your wetness. You break apart and angle your head to watch his cock disappear in your awaiting pussy. The pain as he stretches your walls rips through your body, forcing your eyes shut. Your face scrunches in discomfort as he pushes in further. Whines come from your mouth as he slowly bottoms out. Dean stays still, kissing your forehead as you adjust to his size.

"I know, princess, I'm sorry. I promise it'll feel better."

You nod in response. Soon, your eyes open as the pain becomes tolerable, whispering, "Okay, you can move."

"Are you sure?"

"Yes."

Dean's eyes scan over your countenance, trying to detect any lies. When he saw none, he began to move. You inhale sharply as the pain rushes back. His hips stop their retraction, but you quickly shake your head in protest.

"Keep going," You say through gritted teeth.

Without question, he pulls back until his tip threatens to slip out. Slowly, he drives back in. You squeeze his hand and wrap the other around his shoulder as your legs cling to his torso. His lips pepper your face with kisses as he continues to thrust the discomfort away. Over the months, you've seen the womanizer everyone knew Dean as vanish. He always took care of you—physically, mentally, and emotionally. You couldn't have asked for a better boyfriend, especially right now. His effort to soothe you seemed to have worked. The pain turned to pleasure, and you ached for more.

"Faster," You murmur into his ear.

He bit his lip, trying to distract himself from spilling his cum so soon, but the way your walls squeezed around him made it nearly impossible. Dean picks up his speed, playing his own game of russian roulette. You felt his cock twitch inside you, prompting a moan and the tightening of your insides. He buries his head into your neck, attempting to postpone his climax. The pleasure began to build in your stomach, and per his earlier request, you made it known.

"Fuck, babe. If you keep it up, I'm going to cum." He groans.

You giggle, "Isn't that the point?"

He thrusts deeper, answering, "Not until you do."

A new wave of satisfaction washes over your body, making you moan louder, begging, "Harder."

Dean complies, bucking his hips into the back of your thighs. His name fell from your lips like a prayer. You untangle your hand from his and dig your nails into his back. Sure, you had daydreamed of having sex with your boyfriend hundreds of times, but you never imagined it being this mind-blowing. His member deliciously bruises your g-spot, causing pain and pleasure to fight for dominance. Sounds you never thought you could make fall from your mouth, encouraging him to quicken his pace. The Impala rocked side to side, utilizing the suspension's swaybar with each vigorous thrust.

"Fuck, Dean. Just like that, baby. Don't stop." You beg between moans.

The tension in your belly threatened to snap any second. The area just under his waist rubs against your clit, coercing your chest to arch into his. He presses you into the warm hood, keeping your squirming to a minimum. Tears flood your eyes as your immense climax approaches. Your body tenses as it braces for your last orgasm, squeezing Dean's phallus for dear life.

"Cum on my cock, princess." He urges as he fights off his own release. "I know you can do it. Mm... 'Want to feel you come undone on my dick. C'mon, sweetheart, do it for me."

His words were all you needed to fall over the edge. Except you didn't fall, you flew. Your fluids gushed on his member as you screamed into the night air. His thrusts began to falter, but he forced himself to ride you through your high. Your toes curl while your eyes roll back, your climax taking control of your body.

Unable to fight off his orgasm any longer, he hurriedly asks, "Where do you want it?"

You can barely form words as your body shakes uncontrollably. "D-d-does-n't ma-tter."

The weight of Dean's body lifts from yours as he sits back, pulling himself out and grabbing his wet member. Your eyes refocus in time to see him accidentally ejaculate on your folds. His cock twitches again, this time spraying across your upper body. A breathy groan falls from his parted lips as ropes of hot cum coat your skin. You feel his seed drip towards your entrance, daring to breed life with you. The thought of carrying his child brings a smile to your face. No, no. You're too young, you remind yourself. Can't start a family with him yet. He bends over your body and kisses your lips. He presses his softening dick against your wet folds as you kiss him back.

"As much as I love bathing in your cum, I think I wanna clean up so we can cuddle." You pant, trying to catch your breath on the way down from your high.

He chuckles against your lips before sitting up again. "I'll be right back."

Dean climbs off the Impala and opens the back door. You lay still as the fluids threaten to leak onto the hood. He shuts the door, returning with a blanket in one hand and napkins and a water bottle in the other. He sets the blanket on the windshield before hopping next to you. He wipes the mess away and uses the water to remove the stickiness left behind. Once he finished cleaning you up, he tossed the dirty napkins off the car. He lays beside you and wraps his arm around your shoulders. You snuggle into his bare chest, listening to the beat of his heart as he pulls the blanket around you two.

He stares at the night sky, gazing at the stars, when you confess, "I love you."

Your boyfriend kisses the top of your head, mumbling against your hair, "I love you too, sweet pea."

"Thank you for being my first."

His hand gently lifts your chin, guiding your gaze to meet his. "Thank you for trusting me to be your first."

Your lips curl into a smile, "I wouldn't have it any other way."

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[ohsc]

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?”

[a1ecmcdowell]

dean winchester x angel!reader — innocence is a virtue.

or, how on earth is he supposed to corrupt you? you? or, dean's newest passenger princess is killing him slowly and violently.

cw, fluff but with sexual elements. mostly fluffy though. reckless driving DO NOTTT do this!! professionals only!! dirty minded!dean. honestly just horny!dean really. innuendos galore.

word count : 2.9k

notes, guys can i be so honest i have not even gotten to the seasons where angels come into spn. this is all based on the lil bits n pieces i know of the future stuff ok. ik i'm a fraud but BE GENTLE IF IT'S OOC OR ANYTHING < /3

req. by anon & in honor of kas's dean & angel fics bc i LOVEEE them

★ ˚⋆

dean, honestly, had never met someone quite like you. when he'd told cas in passing that he was about the most naive, innocent thing he'd ever met, all he did was give him one of those looks he reserved only for dean. he thought, then, that it was just because he was being a bit of a shithead, and cas was telling him without telling him so.

very quickly, he found out how wrong he was about both of his assessments.

the day you came down to earth and graced everyone, literally, with your presence, dean was smitten. never before had he met someone so sweet. so honestly pure. until you, he thought that purity was nothing but an ideology based on impossible feats. a pipe dream and a half for the faithful. no, the reality was that he just hadn't met you yet.

sam was pouring himself into research, too focused to realize that dean was all but whittling away in his starvation, so when he offered to go grab some cheap shit from the diner a few minutes from the motel, all he got in response was a mumble of agreement and a wave of his hand from him.

but you, who'd been sitting on the motel bed, stiff as if you had something stuck up your ass holding you in place, turned to him and asked to come with. that struck dean off kilter immediately, because he hadn't been asked for anything in a long ass while. sam just usually assumed he'd be writing shotgun wherever they went. john — no, he'd never ask his son anything, usually buried that sentiment in harsh demands and orders. cas asked him lots of questions, but permission was not often one of them.

and when he looked at you, read over your features and saw the genuineness in your wide, expectant eyes... god, how could he say no?

so you sat there in the passenger seat. dean had to buckle you in with a joke that flew right over your head — another joke you would not get, even though he was fucking killing it with them right now — about not wanting to send you flying if they got into a wreck.

you proceeded to unbuckle and buckle and unbuckle again a few times, seemingly fascinated with the click of the mechanism. dean wanted to be annoyed. genuinely. if sam had started pulling this shit, dean would have pulled over and drove a few feet ahead as a warning to cut it the fuck out.

but with you, it was adorable in its own right. god, it was! somehow it surprised you, every time it clicked, even if you'd already done it eight times. like, how did anyone expect him to get pissy at you when you were doing those sharp, surprised gasps every few seconds? a few more times and he'd be pulling over to give you something to gasp at, he thought idly.

and then winced, scrunching up his face, when he realized how deep in the gutter his head was. no, he wouldn't touch you. wouldn't even try to plant that idea in your pretty little head.

dean didn't want to corrupt you. if there was one thing he was certain of, it was that he wanted to keep that pretty little head as clear as his nose was, alright? he wasn't going to be the one to break you into what this world was, its hardships and its cruelties — and its more deviant pleasures.

but fuck, you made it so hard to keep his head straight.

you did this thing, he realized too, on that silent, clicky drive, where you tugged your bottom lip between your teeth when you were in deep thought. thought about what, fuck if he knew, because if you said something to him in the moments that he watched you do it, he'd never know. he was watching your mouth but not to listen.

dean was about to start reprimanding himself in his head, for what must have been the third time already, when you said something, nearly making him slam on the brakes in his surprise.

"how are you doing this?" you asked, as if that wasn't the vaguest question he'd heard in his entire life.

dean blinked a couple of times as he waited for elaboration that never came. he switched hands on the steering wheel, resting his right loosely over the gearstick. "doing..." he trailed off, shaking his head slowly in a gesture to make you keep talking, "what, exactly?"

you did not catch the hint, and he was probably a fool for expecting you to. it took a few more seconds of you staring very intently at his thighs for you to speak up, and by then, he was fucking squirming in his leather seat, trying to not let it get to either of his heads that you were so blatantly staring at his dick.

"this," you answered, twinges of frustration evident in your tone. he couldn't blame you. he was getting frustrated in this car ride, too. "making it move."

christ. he was going to hell. he was going to hell again, this time because of his own drifting thoughts.

"you're gonna have to be a little more clear, dove," he managed through his teeth, voice strained, "'cause i don't think we are on the same train of thought right now."

another blink, and another few seconds pass. your hand shot up in his direction and he flinched, honestly flinched, convinced from the filthy thoughts circling in his head that you were about to grab him by the—

"this," you repeated, and he almost bristled at the attitude, almost told you off about virtues or whatever, when he finally got it. your arm stuck out in gesture to his legs, which pushed the gas pedal and rested against the doorframe, as he drove.

dean closed his eyes briefly, metaphorically swapping his metaphorical wrist for his headspace. he was not, was not, the person that should be introducing you to this world.

dean shifted again, bringing his left leg closer to the leather seat as he readjusted into more of a comfortable position. he hadn't even realized how tense he'd gotten on this short car ride until now. he was as straight backed as you were, and breathing just as slow. "driving?" he asked anyways, like an idiot.

"driving..." you repeated, like the word was as fascinating to you as the process was. "how?"

the diner sign was right there. it was teal and glowed, retro in style, announcing benny's bistro as open.

he drove past it.

dean knew that you did not sign up for a driver's ed course with him with your question, knew even more that he was risking his baby for a pathetic attempt at flirting with someone who did not even know the definition of the word, but to hell with it. you'd asked to come along with him, and therefore placed yourself in his hands for his guidance. the least he could do was make some sort of effort, couldn't he?

"c'mere," he grumbled once he'd pulled baby off into an unassuming back road, parking it dead in the center. you'd need all the open space. he patted his spread thighs a couple of times.

your stupidly pretty pink lips sucked into your stupidly straight teeth. fuck. "why?"

"just—" he cut himself off when he realized he was about to get snippy. you didn't deserve snippy. he was just hungry and horny and you were pretty and he was...

he was pathetic. looking for reasons to get you into his lap. he'd already been to hell, what are they gonna do, drag him back by his ear?

"just do it," dean finished on a sigh, his hand dropping to the front of his leather seat, grabbing the handle and shoving the seat back as far as it could go. there you were, staring at his dick again, making him feel hotter and more bothered.

he felt his heart stop solidly in his chest when you started to climb over the middle console, so oblivious to the faceful of ass he was getting. dean was practically praying to god at that point. he knew he'd been a shit until then, and definitely a sinner by every means, but if he could grant him a little fucking strength—

you plopped your happy little ass right between his muscular, jean-clad thighs. you were warm, was his first thought. he was screwed, was his second.

"what now?" you asked him, that innocent lilt to your voice as you did, and he felt like a dirty little freak for wanting to bend you over the steering wheel moments before ( who was he kidding? for still wanting to bend you over the steering wheel ).

dean took both of your hands and placed them on the steering wheel. once he'd closed your fingers around the wheel, he dropped his hands to your thighs.

"this one," he patted the left one, and nearly went molten behind you, when you lifted that thigh and placed it on his palm. "nuh uh," he tried to lightly correct, "this one you don't use. jus' keep it out of the way." dean's voice was strained in his ears, in his throat.

you slipped your thigh out of his grasp, pressing it up against the inner of his own thigh, your foot tucked around his ankle. you were so trusting and compliant. he was so, so screwed, and so, so awful for thinking about breaking that sweet naivety.

"this one," he said, patting your right thigh, and when you didn't move it this time, he smiled, just a little, to himself. "you use to make it move."

the flush on your cheeks that followed his tease was so damn pretty it took his breath away.

he lifted his leg, not able to reach the pedals with you sat between them and his seat all the way back. he pointed his boot at the left pedal, knowing you were watching each of his movements intently. "that's the stop pedal. push it down to stop." he repeated the process he'd done with your legs, boot pointing at the right pedal as he explained it. "that's the ignition."

pause.

"that's the go," he corrected, sparing you any momentary confusion and any more questions, he hoped. dean could not keep sitting here idle with you between his legs. "makes the car drive. harder you push, faster it goes."

hell, hell, hell. he wasn't going to hell, because he was already in it, strung up and burning.

"i'll handle the gears," he added quickly, when he caught your head turning downward to the shift stick. "don't wanna overwhelm that pretty little head of yours, dove, with too much at once."

dean rested his right hand on the gear stick, his left hand gripping the handle on the driver's door for dear life. he needed the support; you were driving him up a wall with his claws out, and you were about to be driving him. driving his baby. it took a lot of coaxing from sam for dean to let sam behind the wheel. all you did was ask how do you make it move? and he was letting you drive.

you. who did not even know what a car was. who was learning how to drive literally that moment.

god help him. he'd prayed more in this fifteen minute drive than he had in years.

you pressed down on the gas pedal, and the car revved all pretty and loud. dean watched with bated breath as the response to your efforts registered in your head, the way your eyes lit up in that curious glimmer, the fucking teeth biting on your lip.

once you let up, he pushed on the gear stick's release, and tugged it down from park to drive. the car slowly began to move down the dirt path.

you slammed the brakes so hard that his head knocked into the back of your shoulders. "fuck, dove, gentle."

and you were, when you shifted your foot over to the gas pedal again. you pushed it down on it tentatively, the car starting to glide down the dirt road, the sound of pebbles grinding beneath the tires.

"better," he mumbled in your ear, leant forward to keep his eyes on the windshield. it's not that he didn't trust you, he just... yeah, he didn't trust you. "just like that, dove."

the praise, though, goes in one ear and out the other, because the gentle ease of baby's tires along the road is interrupted by you slamming the gas. the tires squeal. clouds of dirt and dust puff out from behind the car as it takes off.

dean's heart went from in his ass to in his throat in a manner of a second. "whoa, whoa, whoa!" he exclaimed, a nervous laughter bubbling out of his throat. "slower, slower, will ya? crashin' in the middle of nowhere is the last—"

you hit the brakes again, still hard but less this time. just enough to send his head knocking into your shoulder again as the car slowed.

slowed, but still headed toward the ditch. "right, see your hands?" he asked, chin nuzzling into the plush spot between your neck and your shoulder so he could see better. "twist 'em. nice n' gentle for me, to your left, yeah, good girl. makes the whole car move, yeah? jus' keep it on the dirt, not off "

you follow his instructions, and dean feels a swell of pride at this. maybe he should have gone into driver's ed or some shit. he was a good ass teacher.

"like this?" you asked, drawing him out of his self glazing. your voice, soft and hesitant, breathless with your excitement, has his chest heaving.

"yeah, dove, jus' like that," he rasped, his left hand moving from the doorframe to rest where your thigh met your hips. the car kept its slow pace down the long dirt road, and for the first time since you'd gotten your hands on the wheel, his heart doesn't feel like it's pounding in his throat. "no, no, don't stop. keep goin', you're doing so good for me."

his phone starts to buzz in his pocket, and like that, his self indulgent driver's ed lesson comes to a screeching halt. "you jus' keep on going like this, alright?" he asked you, patting your hip with his hand before he reluctantly let go.

he definitely answered the phone with more attitude than necessary. couldn't help it. he was having a great time. "what, sam?"

"everything alright?" sam asked, and then dean felt like a prickhead for giving him shit at all. "s'been thirty minutes."

dean sighed, his eyes lifting again to look out the front windshield. a stop sign was quickly approaching, and you didn't even need his guidance for that. you were slowing to a stop all on your own. he was so fucking proud, it was sick. "all good. long line at the burger place."

it was dead empty, four miles back.

"we'll be back in a few, alright? chew on one of your books or somethin' while you wait, make 'em useful."

"dean—"

he hung up before he could hear sam's sighed response.

his hand fell to your waist again, squeezing lightly to stop you from lifting your foot off of the brake just yet. "play time's over. calvary's callin' us back."

dean pushed the gear stick into park again before he moved both of his hands to your hips, helping guide you back into the passenger seat.

he adjusted the seat again, his hands finding their typical place on the wheel. he did a very illegal u-turn at the four-way intersection and headed back down the road that you'd driven him down.

"have fun?" he asked after a beat, eyes flicking over to see you. you looked so pretty in the orange glow of the sunset, your face lit up in deep gold.

you turned to meet his eyes, and he had to look away quickly, the bright glimmer of adrenaline in them knocking all the wind out of him. "yes."

"good." dean meant it. there were so few things he'd risk everything for, but that toothy smile of yours jumped to the top of that list.

"dean?" your voice rung out again, earning him another glance your way in acknowledgement. "what part of the car was in my back the whole time?"

dean faltered, eyes blinking in a bout of surprise and lips parting, searching for a response he did not have. his eyes dropped down to his lap for a second, dread and embarrassment pooling like ice water in his stomach at what he hoped wasn't— yeah. yeah, it was.

"i dunno, dove," he mumbled through his teeth, staring straight ahead, fingers tapping on the steering wheel, doing basically anything to not meet that curious look of yours. especially knowing you'd have your lip in your teeth all over again. "might have t'take it to the shop, while we're in town... get it checked out or somethin'..."

he was so damn screwed.

tags, @figthoughts @jasvtsc @titsout4nicholas @deanswidow @deansbite

[archiveofvirtue]

BETWEEN THE LINES ⸻ dean winchester

content / dean winchester x fem!reader, hunter!reader, enemies to friends-lovers, bickering, teasing, dean being a lil perv, comfort, fluff, dean being vulnerable, 2.3k words

summary / you and Dean hated eachother, but what if a single night in a shared bed suddenly changes everything? and sudden confessions making you question the dynamics between you two more than ever..

Dean’s Impala rolled to a stop, headlights cutting through the night as he pulled into the lot of a seriously sketchy-looking motel. You glanced at the flickering neon sign—“Motel Haven”—and sighed, trying not to roll your eyes too hard. Classic Dean move.

"Of all the motels, Dean," you muttered, climbing out of baby and slamming the door harder than you intended to.

He walked around the car, his face lighting up with that familiar smug grin. "You don't like my choice in accommodations, sweetheart?"

You shot him a glare sharp enough to cut through steel. "You know I hate when you call me that."

"Yeah, I know," he replied with a grin that made you want to slap it right off his face.

You gritted your teeth, fighting the urge to say something that would start an argument you didn't have time for. If it weren’t for Bobby literally demanding you two to work together, you’d be counting down the days until you could go back to your solo hunts. But here you were, chasing down reports of a rogue werewolf pack in a small town, stuck working together despite the mutual dislike.

To you Dean Winchester was infuriating, arrogant, and absolutely full of himself. And the worst part? He was damn good at what he did, which only made you dislike him more.

You quickly followed him into the motel office, where the bored-looking clerk barely acknowledged your presence. Dean asked for a room, and after a moment, the clerk handed him a single key.

"Only one room left," the man nagged, sounding as though he couldn't care less. "Double bed."

Dean suppressed a groan and glanced over at you, looking like you might actually punch someone.

Just then your patience snapped. "You've got to be kidding me," you said, voice laced with disbelief. "There's nothing else?"

"Nope," the clerk replied, his monotone voice sending a wave of irritation through you. "Take it or leave it."

Dean shrugged, as if this wasn't the worst news you’d heard all day. He grabbed the key from the counter and turned to you with that insufferable smirk. "Looks like we're bunking together, sweetheart."

You grabbed your bag and stormed out. Just when you thought this job couldn’t get worse. The idea of sharing a room with Dean Winchester was already bad enough, but a bed? This was some kind of sick joke.

When you two walked into the room, it was worse than you’d expected. The double bed took up most of the space, leaving little room for anything else. You could feel Dean's eyes on you as you both realized the inevitable.

He was the first to break the silence. "Guess we'll be getting cozy tonight," he said, trying to hide his amusement.

You shot him a sneering glare. "You lay one finger on me, and I'll break it."

Dean just chuckled, tossing his bag onto the bed and kicking off his boots. "Relax, princess. I'll stay on my side."

You wanted to punch him. Instead, you grabbed your bag and headed for the bathroom. Once inside, you shut the door behind you, not realizing that it snapped back just a little, leaving it slightly ajar.

You needed to change into something comfortable and try to ignore the fact that you were about to spend the night in the same bed as the most irritating man you’d ever met.

Dean stretched on the mattress with his hands behind his head, and couldn't help but glance toward the door when he heard you moving around.

Through the slit in the door, he caught a glimpse of you slipping out of your tight jeans and into a pair of loose-fitting pajama pants. Your shirt came off next, replaced by a simple tank top that hugged you in ways that made his heart stop. Dean's eyes lingered longer than he intended, drawn to the way your body moved with unconscious grace.

You were still trying to push down the anxiety that was beginning to bubble up inside you. It was just one night. You could handle it. You could handle anything. But you couldn't shake the feeling of being watched.

That's when you noticed him. But it wasn't until you turned fully and caught his eye through the crack in the door that Dean realized he'd been staring. His heart skipped a beat as he quickly looked away. For a second, you froze, a mix of surprise and something you didn't want to name running through you. Then, annoyance took over.

"Really, Dean?" You said, voice cutting through the silence. You could see the way he flinched, like a kid caught with his hand in the cookie jar. "Didn't think you were that much of a pervert."

Dean's face turned red, and he stammered out some half-baked excuse. "I—uh, I wasn't—"

"Save it," you interrupted, stepping out of the bathroom with a satisfied grin. "You're not as sneaky as you think, Winchester."

He looked so flustered, so unlike his usual cocky self. Dean groaned, cursing himself for getting caught. He could feel his face burning with embarrassment, something that rarely happened to him, and the fact that you were obviously enjoying this only made it worse.

The great Dean Winchester, brought down by a little harmless teasing.

"Oh, this is rich," you continued, unable to resist twisting the knife just a little. "Dean Winchester, the big bad hunter, getting all flustered over a little peek. Who knew you could get so shy?"

Dean's jaw tightened, and you could tell he was struggling to regain his composure. "I wasn't flustered," he mumbled, his voice lacking its usual confidence. "Just surprised, that's all."

"Uh-huh," you replied, letting the moment stretch out just a little longer before finally dropping it. "Sure you were."

You climbed into bed beside him, still grinning, and Dean felt the mattress dip under your weight. The closeness was suddenly overwhelming. It wasn't that he hadn't noticed you before—he had.

You were tough, smart, and definitely attractive. But you were also infuriating, always pushing his buttons, always getting under his skin. So the fact that he was attracted to you only made things more complicated.

Finally getting into bed, you stretched out as much as possible to keep your distance, but it didn’t help. The bed was just too small, and you could feel him lying next to you, close enough that it was hard to ignore his presence.

The room fell into silence, which only made the whole situation feel stranger. Trying to ignore him wasn’t working, and after a few long minutes, you couldn’t hold in the thoughts that had been building up in your head.

"Why do we do this?" You asked, your voice softer than he'd ever heard it.

Dean turned his head to look at you, his expression unreadable. "Do what?"

"This," you said, waving a hand around vaguely. "This life. Hunting. It's dangerous, it's lonely...it's hell, half the time. Why do we keep doing it?"

You haven’t meant to ask him that, hadn't even meant to bring it up, but now that the words were out, you couldn't take them back. And somehow, you found yourself genuinely wanting to know his answer.

Dean didn't answer right away. You could see the gears turning in his mind. It was a question he'd asked himself more times than he could count, but hearing it from you somehow made it feel heavier, like the answer actually mattered.

When he finally spoke, his voice was quieter, more thoughtful than you’d ever heard it. "Because it's all we know. Because we're good at it. And because if we don't, who will?"

You nodded, considering his words. "Yeah, I guess that's part of it. But sometimes I wonder...what if there's more to life than this? What if we're missing out on something better?"

He turned to face you, his eyes surprisingly gentle. "You think about getting out?"

"Sometimes. But it's not like I have anywhere else to go. This life...it's all I've got."

Dean sighed, and you could tell that he understood exactly what you meant. He definitely knew that feeling all too well. This life had taken over both of you in ways that were hard to explain. And yet, here you were, still in it together.

"It's not all bad," Dean said after a moment, trying to lighten the mood. "I mean, you've got me for company, right?"

You rolled your eyes, yet not being able to hold back the small smile that tugged at your lips. "Lucky me."

Both of you fell silent again, but this time it felt different, less tense. Dean could feel the connection between you, something deeper than the constant teasing and bickering that usually defined your relationship. It was like you were finally seeing each other, really seeing each other, for the first time.

Dean hesitated before he shifted. You felt the mattress dip as he moved closer, your body stiffening, not sure what to expect, but then you felt his hand brush against yours under the covers. He expected you to pull away, but you didn't. Then, almost instinctively, you turned your hand over and laced your fingers through his.

The gesture was simple, but it felt like so much more.

"Y/n," he said softly, his voice barely more than a whisper.

"Yeah?" You whispered back, heart pounding in your chest.

"I know we drive each other crazy," he began, his words slow and genuine. "But...you're a hell of a hunter. And you're tough. And smart. And...I respect the hell out of you, even if it doesn't always seem like it."

His words took you by surprise, and for a moment, you didn't know how to respond. But then you looked at him, really looked at him, you realized that he meant every word.

"I respect you too, Dean," you said quietly. "Even when you're being a cocky bitch sometimes."

He chuckled softly, and you could feel some of the tension in the room fade. "Fair enough."

Both of you stayed like that, hands entwined, a strange but comforting closeness settling between you. In that moment, something shifted. There was still the banter and the usual irritation, but now you saw something deeper—a real connection you hadn’t expected.

Eventually, you moved even closer, resting your head on his shoulder. Dean stiffened at first, but then he relaxed, letting himself enjoy the closeness. It wasn't often that he allowed anyone to see this side of him.

And for a moment it was strange how natural it felt to be this close to Dean, the man who had driven you insane since the day you two met. Yet, here you were, enjoying being close to each other.

Your mind drifted back to the hunts you had been on together, the near misses, the arguments, the unspoken tension that always seemed to hang between you. It was easier to keep your walls up, to push each other's buttons instead of admitting that maybe, just maybe, there was something more beneath the surface.

Dean was really letting himself fall into the comfort of your touch, then turned his head slightly to look down at you. "You know," he began, his voice quivering lightly, "you're not alone, y/n. I know it feels like that sometimes. But you've got people who care about you. Bobby, me... Even if we don't always show it."

The sudden sincerity in his words caught you off guard, and you felt a lump form in your throat. You weren’t used to this, to hearing someone say they cared about you. It wasn't something that you heard often. But here was Dean, saying the words you hadn’t realized you needed to hear.

"Thanks," you whispered, voice thick with emotion. "That means a lot."

Both of you lay in silence, the weight of the words hanging in the air between you. You felt a strange sense of peace settle over you, a feeling you hadn't experienced in a long time. It wasn't just the comfort of being close to someone physically; it was the comfort of knowing that you weren’t as alone as you sometimes felt.

I’m always down for some soft dean !!

feedback and requests are greatly welcomed !!

tags 🏷️ @gibson-g1rl @beausling @alluvthegurlz @angelicjackles @lailawinchesterr @nuemanfilms @nxptvn @hischrrypie @sammyluvr

[lostalioth]

𝐛𝐞𝐚𝐮𝐭𝐢𝐟𝐮𝐥 𝐩𝐚𝐢𝐧

→ 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

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.

→ 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.

[supernaturalistthings]

Acts of Service

Dean Winchester x Female!Reader

Summary: Dean Winchester has been loving you for years in his own way and with a little help you finally realize it.

Warnings: soft core smut +18

You watch from across the bar as Dean sips his whisky from a short glass. You're on your third tequila pineapple and he looks as amazing as ever. His jaw is sharp and he has some slight stubble from not shaving for a few days. You, Sam, and Dean had just finished a tulpa case in Pennsylvania and had decided to celebrate with a few drinks at a local dive. You had worked with the boys for a few years now and it had become a tradition to celebrate after a win.

Meanwhile on your side of the bar you were starting to feel the bass of the music vibrating through you in a different way, the drinks were going down too easily, and the urge to dance was coursing through your being. You had sipped your thoughts away to your heart's content.

You had one too many to drink and you were starting to feel it. If you didn't watch yourself you were going to wake up in somebody's front lawn very shortly.

The feeling of warmth on your waist breaks you from your thoughts and you look up to see an unknown, attractive, dark haired, blue eyed man, with one of his hands on your waist.

“Sorry i didn't mean to startle you…” he says and then continues “Can i buy you a drink?” raising his to make sure you can understand what he's saying over the loudly playing music. It's not that he wasn't attractive, hell he was very attractive. But he wasn't Dean Winchester. He didn't have stubble, or piercing green eyes, or a gruff sultry voice that could make a girl melt. So you raise your full glass as an answer and in hopes to send him on his way but he doesn't budge. He leans in once again to make sure you can hear him and says

“Well, how about a dance?” He pulls back to see your answer but you look across the bar. Dean's eyes are locked on you and the dark haired man before you. If you didn't know better there was a twinge of jealousy behind his eyes. His jaw is locked and his hold on his glass is strong. You think back to all the times you had to watch him shamelessly flirt with local girls and even go home with them and something in you screams that this is your turn. Your eyes snap back to the man in front of you and you say

“Yes”

You down your drink and leave the glass behind. He puts his hand on your lower back and leads you to the part of the bar where everyone's dancing. You wrap your arms around his neck and start swaying your hips to the beat of the music. He's a pretty good dancer, but that drink you just downed starts to catch up with you and all of a sudden you feel hot, really hot. Your vision is slightly blurred and you can't tell if you're about to throw up or pass out.

You lean up to his ear and say that you'll be right back and start stumbling your way towards some fresh air. The walk to the exit feels like it takes a literal year but you finally get there and fling the door open. Little did you know there was a pair of eyes on you watching you your whole way out.

The familiar sensation of warmth on your waist once again breaks you from your thoughts as you've steadied yourself against the wall of the building. You look up expecting to see the newly met set of blue eyes but instead you're met with bright green ones. It's Dean. The confusion must've been written on your face so he clears it up for you.

“We’re going home” He wraps one hand around your waist and throws your arm over his shoulder so he can walk you side by side to his car. He opens your door and sets you in the passenger seat and buckles you in. He walks over to his side, gets in, and the next thing you hear is the engine roar to life. It hits you that you're leaving the bar without saying goodbye to the handsome stranger, or paying your tab, that you werent ready to leave.

“Wait, let's go back… i'll get the next round if we go back right now” You slur out. This makes Dean laugh deeply and he looks over briefly to take in your disheveled state. You never get like this so it's always hilarious to him when you do, and unbeknownst to you it amazes him how you can still look so beautiful.

“I don't think even the most careless bartender would give you another drink right now. You're cut off” He replies still laughing.

This makes you pout and you turn away from him and look out the window dramatically.

“Oh cmon sweetheart… you'll thank me in the morning trust me…” he breaks the silence

“The one time I find someone to take home…” you mumble out with an emphasis on “I”. He snaps his head over and looks you up and down. His grip on the steering wheel is turning his knuckles white. He lets out an unnoticed frustrated sigh and says

“You didn't really want him… did you?”

This causes you to slowly look over at him and he's already looking at you while momentarily darting his eyes back to the road. He wants an answer. But you don't give it to him, ashamed of how and what you really feel. You just bury your head back into the side of the door without saying anything until the motel comes into view. You're exhausted all of a sudden. You hear his door open and he opens yours which causes you to almost fall out of the car. He catches you and laughs and sits you back up straight. He unbuckles you and says

“Okay enough of this” and with that he scoops you up princess style and carries you to your motel room door. You're secretly thankful, as you are embarrassed that you're this drunk, you would've never made the walk. It feels like you're getting more inebriated by the minute. He puts the arm that was carrying your legs down gently and holds you there.

“I'm going to search your pockets for the key okay…” he warns you before gently diving his hands into your pockets until he grasps the key. He opens the door, swings it open, and then picks you up once again to carry you to the bed. He lays you down gently on top on the sheets and the next thing you know your eyes are closed and you have the deepest sleep of your life.

You wake up and the first thing you see is a glass of water on the side table. You reach for it and drink it like you haven't had anything to drink in days. You're pretty sure it was the best thing you've felt in a while, and this only reassures the notion that you are extremely hungover. You don't remember anything from last night other than dancing with some mystery man for a little bit while a pair of familiar green eyes watched you from across the bar. That's it. You lift the sheets that were comfily tucked around you off and see clothes laid out and tylenol behind the glass of water. You must've set yourself up for the morning once you got in. You're a genius is what you're thinking. You couldn't have been that embarrassingly drunk, that crosses your mind and soothes your conscience. You're thankful for the sliver of soberness in you last night and throw on the fresh clothes, brush your teeth and go to head over to Sam and Dean's room. You knock and Sam opens the door. The smell of greasy breakfast food hits you and warms your soul. It's exactly what you need right now.

“Tell me you got something for me” you ask while looking hopefully at Sam.

Sam laughs and says “Yeah Dean went earlier, he got your usual”

You look over at Dean who keeps his eyes on his food and say thank you. You take a seat at the small motel room table and start diving in. You look up and Dean is looking at you and smiling softly.

“What?” you say cluelessly

“Nothing” he replies, dropping his smile and focusing back on his food and you do the same.

“So how was last night? Was it epic” Sam says with a curious smile, eyeing the both of you.

“Not really, I was sober enough to set my clothes out and get under the covers so I'd say it was kind of a bust” You say laughing as you take another bite of your breakfast. Everything gets quiet for a second and you wonder what you said to cause such an awkward vibe.

“I'm going to shower” says Dean and he gets up without even looking at either of you, walks to the bathroom and shuts the door behind him. You hear the shower start and that's when Sam leans in and looks at you seriously. You pause mid bite and look at him confused.

“What?” you say setting your plastic fork down

“You know Dean got you home last night right?” he says directly

“I figured…” you reply, “so?” you continue.

“So… Dean set your clothes out…” it's starting to hit you, he continues “He drove to get you tylenol because we only had the strong stuff…” It hits you, “He set out a glass of water… he tucked you in, he woke up early and got your favorite breakfast. Hell he even paid your tab” Sam says looking towards the bathroom.

It felt like the world stopped spinning, in that moment cars stopped driving, birds stopped chirping. Everything was still. The realization was flowing through every molecule of your being and you were absolutely frozen, other than your jaw dropping you couldn't move. Dean Winchester cares about you. He cares about you as more than a friend, he sees more. It keeps repeating in your head until hopefully it sinks in. He sees more.

How could you have not seen this before? Maybe it's because he knew the real you, he knew more about you than anyone else, and how could anyone love or care about you once they do? That question can no longer plague you because He sees more.

All you can say is, “Thank you Sam”

He replies with a nod and takes his breakfast and says that he'll be in your room. The door shuts behind him and you're left alone awaiting Dean to step out of that bathroom. You’re carefully forming your thoughts making sure what you say is exactly what you feel. It's going to be perfect. You hear the bathroom door creak open and you quickly stand and turn to face a half naked dean who's only wearing jeans and drying his hair with a towel. He pauses when he sees you're the only person in the room. You feel like you might explode.

“Where’s Sa-”

“I care about you… alot” you interject. The silence is deafening. So much for your deep thoughtful speech. You can't take the silence and break it by continuing “and I know you care about me too…”

He's absolutely frozen, cornered. It was now or never.

“How did you-”

“I can just tell” you cut him off. You smile proudly, only now realizing you have the ability to make the Dean Winchester speechless. You're scared you might’ve overstepped, might've been too enthusiastic when he starts laughing and smiling. Maybe Sam was wrong? But that all changes when he says “i don't just care about you… im in love with you…”

It was your turn to be frozen. “You don't have to be yet… but I want you to know that I've been in love with you for a while now. I love your laugh, your smile, hell I even love what you get for breakfast.” Your eyes are wide in disbelief, he walks forward until he's close enough to where he can reach out and brush some hair out of your face and then continues. “I'm painfully in love with you. With everything about you” He’s desperately scanning your face for any sign of reciprocation, any sign of hope. He gets his sign when your mouth curves into a bright smile beaming at him, and before he can even realize it he has one of his own shining back at you.

You don't know who leaned in first, but the next thing either of you know is that your lips are moving against each others. You're running your fingers through his still damp and already messy hair. His hands are at your waist and holding you there like fine art. You were to him, something timeless, thought provoking, head turning, beautiful. This kiss was the start of Dean Winchester's future and he knew it. It tasted sweet and he savored every movement of your lips with his own, grateful for anything you give him.

His hands were electrifying you with every soft touch. You were melting in his arms and you can't get enough of him. You were pressed flush against his bare chest and you can't help but run your hands over his broad shoulders while continuing to kiss him deeply. You can't help but still be in a bit of disbelief. You could kiss him for hours, and by the way he's kissing you, he could too.

He pulls back and says “I don't want to rush things…”

“I was thinking the same thing…” You say, but yet again you have no idea who leans in first but your lips collide once again. His hands are on the sides of your face and yours are resting on his stomach. The room is filled with the sounds of your kiss and occasional involuntary moans, this feels better than either of you had imagined and you can't help it.

“When did he say he'd be back?” Dean mumbles into the kiss referring to Sam.

“He didn't” You mumble back barely breaking the kiss to do so.

You both simultaneously pull back and look at eachother wide eyed and it's like a lightbulb goes off over both your heads, but you can still see the worry plaguing his eyes so you say. “It'll be perfect no matter what because it's us… You and me.” You lace your fingers with his and at that he smiles and pulls you to him and towards his bed. He picks you up and lays you on the bed with him on top of you and it makes you both laugh into the kiss. When suddenly a pang of worry hits you. The last thing you want is for Sam to walk in on what's about to happen. As if on cue you hear the door shut and both of your heads snap to a frozen and panicked Sam. Dean begrudgingly and with a groan stands up and off of you and you immediately sits up. You're utterly embarrassed but Dean is just annoyed.

“Really?” Says Dean

“I wasn't expecting that, I mean I was hoping things went well but… wow” says Sam while setting the remnants of his food on the table. Dean finds a shirt in his bag and throws it on along with his shoes and grabs your hand and starts leading you towards the door. “We’ll hit the road in 2 hours until then … stay here” Dean says to Sam and he rolls his eyes. Dean shuts the door behind you both and starts walking you towards your room with a grin like he's won the lotto, and in his head he has. You laugh and he says

“What? Checkout isn’t for another two hours, might as well make the most of it…” He leans over and places a quick kiss to your temple. Your eyes flutter closed for a second. You've never felt this type of contentment before. You realize you never said i love you back earlier and you immediately look to the side of his face and say

“I love you too by the way” He immediately looks over and smiles wider than you've ever seen him smile before. In the moment he feels the contentment the same as you. His life just got a hell of a lot better and he knew it.

[thesilmarillionblog]

WICKED MIND ─ Dean Winchester

When he wakes up in the middle of the night, Dean can't resist masturbating while thinking about you.

+18! (Minors DNI), smut, male masturbation, wicked and dirty thoughts, kinky (it's just smut, sorry)

Word Count: 1187

A/N: English is not my first language. divider credit

Dean grumbled in frustration and opened his eyes again, unable to sleep well. He felt like a child who was struggling to fall asleep. It was an unbelievable agony to be so exhausted and yet be unable to sleep. Since he was busy with practically everything every day and coping with every bizarre one, he was positive that his body screamed for some rest.

It was about three in the morning when he looked at the clock. God. His eyes burned. Throughout his thirty-five years of life, Dean had never experienced insomnia, but now he did.

When an idea struck his head, he scowled. Years had passed since he'd jerked off to quickly fall asleep. Dean was unable to stop thinking about how terrific it felt. Why not? He had read and understood his body to help his eyes get the rest they required, and he didn't have drugs to use at the moment. Moreover, he hadn't gotten off for fun in quite some time. These days, Dean's sexual life is actually active, and he hasn't needed to help himself lately. 

Plain and simple, things had changed. It would be just to get some sleep. Nothing more. To tell himself that he didn't like helping himself would be a lie. It was always enjoyable.

After inhaling deeply, Dean moved the blanket away from his body and slightly lowered his boxers to reveal his partially hard cock. He assumed that he might not be able to sleep because of his cock. It didn't matter though. Now he would take care of this. 

Dean spat in his palm, then wrapped his cock with his rough fingers. His head turned to his cock, and his abs tightened. He licked his lips and started pumping himself, eager to get it done very quickly. His thoughts were instantly filled with pictures of you as he stroked his cock. 'Fuck' he thought to himself. Now, that was unexpected.

Realizing it would be tougher than he had anticipated, he spit into his hand a little more before tightening his fingers around his cock. He had a cock that was hard enough to keep him awake, but it was clearly stubborn. Come. On. Dean's thumb stroked his already hard cock's purple head as he bit his lips fiercely. He was now about completely erect. Almost.

He was taking heavy breaths, nearly grunting, as his mind started to play games on him. Dean couldn't stop picturing your ass and physique. It was difficult to not notice or forget the picture of you playing 8-ball pool yesterday. You looked lovely there.

It was enough to make his cock completely hard. Just think about how you bent before you took your shot and how the stick waited between your fingers. 

When Dean could no longer resist his demons, he gave up and allowed his thoughts to take control, concentrating on the pictures that were racing through his head. At that point, it didn't matter how awesome his hookups were. There was something unique about the way your ass appeared as you bent your body. Perhaps it was because the two of you were simply buddies. It was Fobbiden's thrill that made him feel like this. After all, the forbidden always tasted delicious. 

Dean considered lifting your dress up and putting your underwear aside. What color would you be wearing? Most likely green or pink. After all, you were fond of pastel colors. Pink would be preferable. 

As he visualized your pussy, his fingers tightened around his aching cock harsher. Dean had no doubt that you would take him well. However, he would make sure you sucked him well before giving you a hard fuck on the table. God. It would look great with your little mouth around his cock. He heaved his balls after groaning as his thumb continued to touch his cock's head and lingered around the thick veins. Dean grunted while he drifted off into his own thoughts. Whether that was the appropriate thing to do or not didn't matter to him. 

He needed that.

You would get moist there from the way he would fuck your mouth and throat. He would spill against your face and throat since he knew you would also like finishing him off and tasting him. He would push your head to his cock and put his hands behind your hair to make you give him all of your attention. He knew that you could take him all. You would moan around the head, suck the salty cum, and swirl your tongue around it. Fuck. Dean imagined fucking your face with both hands behind your head. As he pictured how he would handle your lovely mouth, he was firmly biting his lips.

The obscene sounds his hand made while he beat his cock were driving him insane. He knew he could hear the similar sounds once he started to fuck you raw and his heavy balls hit your pussy from behind.

He was average there—not very long. However, he was sufficiently thick, which was something of which he was proud. His cock was fat and heavy. Dean imagined your walls constricting around him. 

He slowed his hand to extend the process and enjoy a little extra fun just as he was getting close. He swiftly grabbed his phone and opened one of your photos. He knew he shouldn't be doing this, but fuck it. No one would know, and there was no way of going back. As soon as he was asleep, he would forget about it. 

When Dean saw one of your 8-ball pool pictures, he let out an uncontrollable groan. "Fuck," he said. When you played it, you looked beautiful. He looked at your ass and concentrated on the way you bowed. Grasping the back of your neck on the table, he would swiftly and aggressively fuck you while placing his hands around your hips and pounding hard into your tiny pussy. 

Dean spat his palm again, and his motions became more intense and faster. He was staring at your photo as he groaned; he was thrusting into his hands rough. He whispered, “Good girl,” unable to stop talking this time. 

"I'll fuck you so good, fuck your tiny pussy against that table so fucking good... Fuck. Take me." 

He should be ashamed for acting in such a way. But he was absorbed in the right now. Dean knew he was about to finish because his cock was throbbing now. “Let me fill you; let me come inside you, baby.”

As he continued to stare at your photo, Dean's cock began to throb, and he felt the hot ropes against his bare chest and hands. In order to make sure there was nothing left in his hefty balls, he continued to stroke himself while groaning. Then, enjoying the experience, he set his phone aside and stoked himself a bit more. When he was done, shame was starting to rise, but he made an effort to dismiss it. Dean stared over his chest, panting fiercely. His entire body was covered with his hot white ropes.

He was a mess.

AN: SOrry. Let me know what you think loll

Permanent Taglist: @deaniemyboo @crooked-haven @ladykitana90 @kamisobsessed @artemys-ackles @thecutestaaakawaii @supfan67 @suckitands33

Click here and let me know if you wanted to be tagged permanently: TAGLIST!

[5sospenguinqueen]

Dean: It’s over. We won.

(Behind him, the monster slowly stands back up)

Sam:

Castiel:

Y/N: Dean…

Dean: No. We won. I’m not turning around to look at it. We won.

[luci-in-trenchcoats]

Oh, Baby

Summary: When Dean is cursed on a hunt and turned into a baby, the reader has to take care of him along with Sam. Dean however, is a bit more adult than they might realize...

Pairing: Baby!Dean x reader

Word Count: 4,500ish

Warnings: language

“Nice job, Sam,” you said, Sam sighing in relief.

“I think she was trying to hex me before I put her down,” said Sam, shaking his head. You hummed, glancing around and pursing your lips. “Where’s Dean?”

“We split up. I thought he came back to you,” you said.

“I thought he was with you,” said Sam. You both took off in opposite directions, combing through different rooms of the house. You were in the kitchen when you heard a baby start to cry somewhere. You opened a door and saw it go down to a basement. You had your gun out, following the sound as it got louder, finding an infant shouting it’s head off in the middle of the room.

“S’okay, baby,” you said, shoving your gun away and picking him up off the cold floor. “You’re alright. The witch is gone and...”

You noticed a lump of clothes nearby, Dean’s navy jacket and his gun in the pile. You stared at the six month old in front of you, wet green eyes staring at you.

“No, baby. No, you aren’t...” you said, the baby scrunching up his face before he was crying again. “Dean?”

He stilled for a moment, recognizing his name but he started crying again and burrowed himself into your jacket collar.

“Okay. It’s okay. We’ll fix it Dean. Stop crying baby. We’ll fix it.”

“Sam,” you said, sitting in the backseat of Baby with Dean an hour later, Sam trying to install a baby seat in the back. “Sam! Hurry up!”

“What?” said Sam, glaring at you, Dean shouting even louder. “Dean! Stop crying!”

“Don’t shout at him, he’s a baby,” you said. “Get that damn seat together so he can get some sleep.”

“He’s shouting his head off and it’s not exactly helping,” said Sam, fiddling with a strap. You managed to get Dean in a diaper, any attempts at finding an adult stuck in that tiny body not resulting in anything beside Dean recognizing his name. “Put him in some clothes. He’s probably cold.”

“Well hand me the bag with the onesie’s in it then,” you said, Dean yelling some more. “Dean, baby. Please calm down.”

“I got it,” said Sam, clipping something in place. He took Dean from you and got an earful, Sam strapping Dean in as he kicked his legs. “Dude. Relax. Here.”

Sam leaned into the front seat and grabbed a bag, shoving a little blanket over Dean and tucking it in, Dean calming right down and conking out like a light.

“Finally,” said Sam, grabbing the bag and shoving it in the back. “Let’s get home so we can get this figured out.”

“Hi Dean,” you said softly the next morning, Dean grabbing his toes in the makeshift crib you’d made out of a laundry basket. “Good morning.”

He scrunched up his face as you caught the smell, wiping at your nose.

“Okay so you’re really like a baby,” you said, picking him up and setting him on your bed. You got a towel under him and some wipes, gagging when you plucked off the diaper. Dean wasn’t crying so far which was an improvement but he got red in the face when you tried to put a fresh one on. “Dean, you have to wear it.”

He tried to pout and you sat next to him, running a hand over his head.

“Agg!” he said, kicking his feet.

“Are you an adult in there?” you asked. Dean seemed to ignore you, staring up at the ceiling. “Or do you really think you’re a baby?”

“Neither,” said Sam, knocking on the door frame as he came in. “I figured out the spell. He’s a baby in most senses of the word. He likely only remembers us as family and that we’ll take care of him. But he’s not arguing that he doesn’t want to wear a diaper because he’s adult Dean. He just doesn’t want to wear one right now...I think.”

“How long is he going to be like this?” you said, Dean grabbing hold of your finger and sucking on it. Sam swallowed and stared at his feet. “Sam.”

“...Six months,” said Sam.

“Six fucking months!” you said, Dean dropping your hand and starting to cry. “Sam we can’t take care of a baby for six months. We’re damn hunters.”

“We’ll have to figure something out,” said Sam.

“I don’t know how to take care of him though,” you said. “I can change a diaper but I don’t know how to feed him or-”

“We’ll buy some parenting books I guess,” said Sam, staring at Dean. “I have some other news you won’t be happy about.”

“What?” you said.

“Jody called. She needs backup on a hunt,” said Sam.

“One of us has to stay here with him,” you said.

“Can you stay?” said Sam. “I ran out this morning and got more stuff for Dean but...he doesn’t cry as much around you.”

“Fine but if I call you better answer your phone. Better yet, give it to Jody, she was a mom,” you said.

“I know,” said Sam, walking inside, putting a hand on Dean’s head. “Be good for Y/N. We’ll try to figure out how to make this as painless as possible.”

By the time you got Dean in a diaper and a onesie, Sam had already headed out. You carried Dean on your hip to the kitchen, finding the jars of baby food and instant formula Sam had bought, Dean giggling as you sat him in a high chair at the counter.

“Well you sound like you’re in a better mood,” you said with a smile, picking up the different jars, finding some sweet potatoes and swirling it up before you set it in front of Dean. You turned around and grabbed a frozen breakfast sandwich from the freezer, tossing it in the microwave.

“Afba agah uf,” said Dean. You turned around, Dean staring at the jar and then you.

“I’m so sorry, you can’t feed yourself,” you said, shaking your head as your grabbed the little spoon and held it to his mouth. “Go ahead, Dean.”

Dean shook his head, pointing at the sandwich you were making.

“No, that’s adult food Dean. You can’t have that,” you said. Dean blinked at you slowly and you swore you saw an eye roll in there. “Dean...are you really a baby?”

He shook his head again, your eyes wide.

“Okay. After breakfast, I’m going to look into that spell Sam found some more. Maybe he missed something,” you said. Dean stared at you, blinking a few times.

Then he spit up all over himself.

“Did you just throw up?” you said, Dean shaking his head again. “Do you have any idea what I’m saying?”

Dean shook his head, patting his hand on his tray.

“Oh course not. Well...might as well feed you like this in case you make another mess.”

“Dude,” you said, Dean giggling on the floor of the bathroom. “You got potato in my hair. I don’t even…”

Dean laughed as he looked up at you, shirt covered in baby food.

“I’m glad you find this hilarious,” you said, peeling off your shirt. You grabbed the little tub meant for washing babies one and under and filled it with warm water. Dean wasn’t sure what to make of it when you sat him in it but he started splashing and he had a big smile on his face.

You used way too much soap, accidentally squirting an adult size amount in your hand but Dean didn’t mind that you had to dump out his soapy water for fresh. When you finished with him, you wrapped him up in a big towel, Dean leaning back in the thing and practically falling asleep on the bathroom floor. You kept an eye on him as you took a quick shower, Dean still passed out once you took care of yourself.

“I really hope this doesn’t take six months.”

Dean’s POV

Pretty much the only reason I wasn’t shouting was because it freaked Y/N out. I’d tried earlier in the day to make her understand that I was a full fledged adult trapped in an infants body and she’d almost caught on but she misunderstood. Throwing up was inevitable with how awful that baby food crap tasted and now we were back to square one.

I didn’t want to act like a baby. I didn’t feel like a baby. But stuff just happened on its own. One minute I’m sitting there, the next I’m wrapped up in a towel in the bathroom with no idea what happened in between.

Y/N was drying herself off after her shower, giving me cautious glances every few seconds while I sat there. Fuck, this was awful.

“What’s with the grumpy face?” she asked, kneeling down next to me. “Do you have to go potty? Do you want your diaper on again?”

Diaper? I’d worn a diaper already? Oh hell no. I was not dealing with that for a day let alone six months.

“Okay, okay,” she said, shushing me and picking me up. I tried to squirm but she sighed and started to walk out of the bathroom and to our room. She threw her towel down on the bed and put me on top, moving around the room before she pulled out a baby shirt. It wasn’t a onesie at least but I would have preferred something with less fire trucks.

She set it it down next to me, cocking her head before she ripped off the tag and undid the bottom clasps, a sigh out of me making her smile.

“Well they didn’t have any black or flannel so we had to settle for the trucks. Unless you wanted kittens and puppies,” she said with a smile. I shook my head, Y/N, laughing. “I know, you want some clothes on. One second little dude.”

She turned around again, dropping something on the other side of the bed I couldn’t see.

Next thing I knew I was being picked up by the legs and when I sat back down, there was something soft there.

“I am not wearing one of those!” I shouted, the words translating to some sort of very loud and high pitched shriek. Y/N blinked a few times and rubbed her ears. I yelled at her again that at least I had control over that function thank God. At least I was pretty sure I did.

“Do you think this is fun for me?” she said, hands on her hips. “Please stop screaming at me. I have to do this.”

She sounded so...off. So already beaten down. I closed my eyes and relented. Maybe after a little while she’d figure out I didn’t need it and we’d figure out some kind of bathroom signal.

God this was going to suck.

Eight Hours Later

“Dean, you haven’t gone to the bathroom all day,” she said, cocking her head at me after dinner, kneeling next to the crib she was forcing me to sleep in. “Are you sick?”

I grumbled at her, trying to say I really had to take a leak and she hadn’t gotten a single message that I was this close to losing it.

“Do you have a fever?” she asked, putting her hand on my forehead. “Sam bought one of those baby thermometers I think.”

“I need to take a piss! That’s what’s wrong!” I said, glaring at her as she stood up.

“Again, screaming does not help,” she said, looking around the room. “Just...stay right there. I’m gonna go see if it was the food I gave you.”

She walked out of the room and I about lost it. I couldn’t get out of this damn thing without help and I was not going to…

“You’re fucking kidding me,” I said, glaring at my lap. “Stupid infant body and I only went because my body forced it and Y/N! Get me out of this thing!”

Y/N came rushing back in at my screams, frowning when she saw how mad I was.

“Oh, you went!” she said. “Maybe you were just shy.”

“Shy my ass!” I shouted, pointing at my lap, instead whacking myself in the leg.

“You’re a very angry baby,” she said, picking me up and moving me over to the changing table she set up. I was glad to be out of the wet one but I most certainly was not going back in one.

I kicked when she tried to move me again, hitting her in the face.

“Ow. Dean,” she said, holding her hand over her nose, pulling it away and a little trickle of blood coming out. She wiped it away with a tissue but more came out.

And for some reason I had to start sniffling. Of fucking course. Did I feel bad? Yes. But it was not a cry worthy occasion and now she was picking me up and telling me it was okay.

“Calm down. It was an accident,” she said, rubbing up and down my back. “I still love you, Dean.”

I leaned back as best I could to look at her, Y/N smiling at me.

“I’m gonna take care of you,” she said. “Just like I know you’d take care of me if I got stuck as a baby.”

“Y/N,” I groaned.

“Okay, okay. I know the diaper pisses you off. How about we make a deal? Daytime, no diaper. I’ll take you every couple of hours to the bathroom. But if we have to go out or at night, you have to wear it, just because you might have to go and I can’t get you to one in time,” she said. “First accident though and it goes on all the time. Agree?”

I nodded, that plan sounding much better.

“I wonder how much of you is an adult in there…” she said. “You can hold it I’m guessing...maybe that’s why you hated your baby food.”

I made a face, Y/N laughing at me.

“Okay. As soon as your teeth come in, you can have some fruit and other stuff,” she said.

I frowned, rubbing my hand up to my mouth, wincing when I realized she had a point.

“Don’t worry babe. Your teeth will start to come in soon I’m sure.”

“Sup Dean?” said Sam, smiling at me when he finally came home. I wanted to yell at him to go give Y/N a break but I hadn’t quite figured out how to spit out the pacifier in my mouth yet.

“Oh, let him watch his cartoons. He’s starting to teeth and that pacifier is his new best friend,” she said.

I narrowed my eyes at her, Y/N giving it right back.

“Is that a potty face?” you asked. I shook my head, Sam wearing a big smile. “Don’t get your hopes up. Being able to hold it and an affinity for pie flavored foods are the only adult things I’ve been able to concretely confirm.”

“It’s only been a week,” said Sam, sitting down next to me. I rolled my eyes, trying to shift away but he pulled me into his lap. “You hanging in there?”

“I hate this. I hate you. I hate everything,” I mumbled under the pacifier, Sam chuckling as he bounced me on his knee.

“He doesn’t like that,” said Y/N, Sam pulling me off his knee to lay back in lap instead. “So how was the hunt?”

“A pain. I’m glad to be back,” said Sam, stretching back on the floor.

“Uh, be careful with him,” said Y/N.

“I’m just taking a quick nap,” said Sam.

“She’s worried about you crushing me, doofus,” I mumbled, Sam sighing as he sat up with me. He picked me off the ground, way higher than Y/N did and I instantly clung to him. The pacifier fell out of my mouth when my jaw dropped, something I’d have to try to remember, and Y/N was instantly over.

“Give him here,” she said, Sam handing me off, Y/N bending down to grab the pacifier and give it back to me. “He got scared. New stuff you have to go slow.”

“He knows I wouldn’t hurt him,” said Sam.

“He knows but...like he goes full blown baby sometimes and you have to slow down. Most of the time he’s just grumpy and wants to watch TV,” she said. “There’s a learning curve to him.”

“Sorry,” said Sam. I sighed when Y/N handed me back but then I sort of liked it, getting to be tall again. “So...what do you do for fun, Dean?”

“Seriously? Jackass,” I mumbled, Sam tickling my stomach.

“That’s a cute little sound,” said Sam, cocking his head. “You smell funny.”

“He needs a bath,” you said, sitting on the couch. “Would you mind giving him one?”

“No!” I shouted, shaking my head, spitting out the pacifier again.

“Uh, does he not like baths?” asked Sam.

“No, it’s one of the few things he likes actually,” you said. “Do you want me to show Sam first?”

I sighed but nodded. Y/N needed the break and it wasn’t like I hadn’t done all this crap for Sam when he was little.

Ten minutes later I was in the tub, surprised at how gentle Sam was.

“Does he sleep through the night?” asked Sam, wiping a cloth down over my hair.

“He does. I don’t,” you said.

Oh boy. This again.

“Trying to research still?” asked Sam.

“Yeah. I’m paranoid something’s going to happen to him all the time and it’s my fault he’s stuck like this. I shouldn’t have let him go off by himself,” you said.

“Stop being stupid. I’m a grown man, or at least was. We did that hunt exactly how we were supposed to. By the way, I’m fine. I’ve started to figure out his crawling thing so don’t worry about me,” I said.

“What the blabbering little guy just said,” said Sam.

“You understood me?” I said, Sam seeming to ignore the comment. “Oh. You said blabbering. Don’t mind me. I’ll just sit here and make squeaking noises for your entertainment.”

“Someone is talkative today,” said Y/N, a relieved little smile on her face. “I’m happy Sam’s home too. But we should get you out before you get too pruny. Sam, you can learn the joy of getting him into his pajamas.”

“Oh, I can’t wait.”

The Next Day

“What happened?” said Y/N. Good. She was home and she could yell at Sam properly.

“He had an accident and then he started yelling and he got even louder when I put him in a diaper. He hasn’t been quiet since,” said Sam.

“Dean, I know we had a deal but you had an accident. I think you’re too little to-“

“It was his fault,” I yelled, pointing at Sam. “He forgot to...I will destroy you both if you-“

“When’s the last time you took him to the bathroom?” she asked Sam.

“I don’t know,” he said.

“Has he gone since I took him at breakfast?” she asked. Sam looked away and thankfully Y/N was getting with the program. “You have to take him Sam. Of course he had an accident. His bladder isn’t as big as yours.”

“I don’t get why he just doesn’t wear the diapers,” said Sam.

“I will kick your ass when I’m big again Sam,” I growled, Y/N settling me on her hip.

“He doesn’t like them and you upset him. This is a baby but it’s Dean too. If there’s a shred of adult in there, we’re going to try to make him feel like himself,” she said.

“Best fucking girlfriend ever. I so owe you,” I said, leaning down to give her a hug.

“Well...don’t piss on me again,” grumbled Sam.

“Maybe now you learned your lesson.”

Three Months Later

“Hi Dean,” said Y/N when I crawled over. “What’s up?”

“Guess what I figured out how to do,” I said, grabbing her leg and standing up, able to take a few shaky steps on my own before falling on my butt. “I’m mobile.”

“Well look at you! You’re growing up all over again,” she said, scooping me up to sit in her lap. “We made it halfway there. Just another few months and you’ll be big again.”

“Trust me, I’m counting the days. Figuratively I mean since telling time is a bit hard right now but you know what I mean,” I said, Y/N humming. “Uh oh. That’s the bad hum.”

“Don’t worry, Dean,” she said. “Sammy’s just checking on a last ditch effort. I’m not getting my hopes up is all. Besides, you and I are going to have my favorite thing right now.”

“It’s nap time,” I said, grunting when I started to get carried. “At least this part isn’t too bad.”

Something was off when I woke up twenty minutes later. Y/N had her head in her hands and was crying on the bed.

“Sam,” she said into her phone. “You said six months.”

“Rowena is going to work on a counterspell to get it to reverse back,” he said.

“But she only has three months left or else he’s gonna he a baby permanently. I don’t want to raise my boyfriend. I’m barely keeping it together,” she said.

“Rowena is the best witch there is. She’ll figure out what the other witch did,” said Sam. “Just try not to let Dean see you upset or he’ll think something’s wrong.”

“Too late for that,” she said, moving her hands away, looking over at me with a sigh. “I’ll see you at dinner.”

“So I’m fucked,” I said, trying to cross my legs in the crib but making no progress. “Fuck.”

“Dean,” she said. She picked me up and gave me a hug, wiping her face off when she pulled back. “Don’t worry. I will always take care of you. Big or small.”

“I really hope Rowena can figure this out.”

Three Months Later (Almost)

“Big day today Dean,” said Y/N, rubbing her hand over my head.

“Yeah. In about an hour I’m a baby for good and I’m sort of thinking that means I’m going full baby mode and I’m gonna forget everything and everyone and how to even talk…” I said, Y/N shushing me.

“Don’t cry. I hate seeing you cry,” she said. “And if things go south today...don’t be scared because we got you.”

“How’s he holding up?” asked Sam, Y/N giving him a sad smile. “He has to understand if he’s so upset.”

“I know. I know part of him is an adult in there,” said Y/N. “Rowena’s in the library sweetie and she’s going to keep working as long as we got left.”

“I think I’ve got it,” said Rowena, rushing into the kitchen. “I need materials though.”

Sam took off with her, both of them taking far too long in my opinion. Y/N eventually plopped me down in the high chair in the library, Rowena shoving a mixture in a bowl at Y/N.

“He has to drink it,” she said.

“Dean, don’t throw this up,” said Y/N, tilting the bowl, some of it dribbling down my face. “Get a damn bottle. Now!”

“Come on. At least a sippy cup, not the stupid bottles again,” I grumbled, Y/N taking one from Sam, pouring the slop inside and twisting the cap on.

“For once, do not fuss with this thing,” she said, putting the bottle to my lips. I wanted to scoff at her but she squeezed it and liquid flooded my mouth. It tasted awful and she just kept squeezing more in, forcing me to swallow. I drank most of the bottle down as a timer went off, all three of them jumping about a foot back.

I peeled open an eye, bottle hanging from my mouth and ass currently sat on the floor and pieces of broken high chair.

“Dean?” asked Sam. I spit the bottle out and stood up, blinking down at myself.

“Excuse me but I’ve had to piss the last two hours,” I said, moving past them all for the bathroom, ripping the obnoxious baby outfit off and sitting down. “Oh, I never thought I’d be so happy to be using the bathroom again.”

Reader POV

“Hey, Dean?” you said, walking into the bathroom, Dean currently walking around the space in a pair of boxers, happy as could be. “You doing okay? All adult in there again?”

“Yes. Thankfully,” said Dean. “I’m just enjoying things like brushing my own teeth and shaving and oh yeah, I can actually talk again.”

“So how much-”

“I understood everything. I acted a lot like a baby whether I wanted to or not but I understood it all,” said Dean. “Thank you so fucking much for not making me use the damn diapers.”

“Well...I figured there was some of you in there,” you said. “Sorry about the bottles. And baby food. And pacifier. And the onesies.”

“Eh, they grow on you,” he said with a shrug. “I wasn’t a very well behaved baby.”

“You kept out of trouble for the most part,” you said, wrapping your arms around him, so glad to have him back to his normal size.

“I want a burger and steak and sweet potato fries,” said Dean.

“Okay. You can have all that,” you said with a laugh. “You can even drive to the store if you want.”

“Oh, I am looking forward to it.”