#hunter Dean Winchester | Explore Tumblr Posts and Blogs

lenavonschweetz · 10 months

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Hunter Insert

Dean Winchester x Reader

Synopsis: You really didn’t mean to, but somehow you’d stumbled upon something called Tumblr - and in turn fanfiction. You may or may not get addicted to reader inserts featuring your favorite teammate. You may or may not get caught.

Warnings: Smut, second-hand embarrassment, adorable Dean, fanfiction cliches, fanfiction cliches turned on their heads, fluffy smut. It’s ok (and quite adorable, honestly) to laugh during sexytimes.

A/N: This is just a reworking of one of my most popular Bucky x reader fics! Tweaked for the Supernatural world and storyline. No Beta, so be kind!

You’d had a thing for Dean Winchester for longer than you could remember.

It probably all started when you met Sam Winchester at school. The tall goober took to you immediately. Your calming presence and warm smile lured him in and you became fast friends, giving Sam a bond he hadn’t felt in a long time. You were the only one he trusted enough to tell the truth about his family and their business. He spoke of his older brother with bucket loads of admiration, though he would never admit it to the man in question. When he told stories of their shenanigans back in the day, his eyes would light up but then his smile would fall just as quickly when he also recalled his father. You fell in love with the idea of a man glorious enough to make even displaced, ‘unwanted’ (his words, not yours), and jaded Sam smile like the kid he never got to be.

They say reality never lives up to the stories, but lord almighty were they wrong.

You first met Dean when the business of his dad’s disappearance was in full swing. A regular weekly movie night at Sam and Jessica’s place having turned tense when an unknown figure had broken in. You remember your eyes had wandered to his dark figure, speaking to Sam in hushed tones, head reeling as you realized this was the man who haunted your dreams. The infamous older brother and monster hunter, Dean Winchester.

You hadn’t believed in love at first sight, but the way his impossibly hazel eyes made your heart clench… Well, there was no denying this is exactly what was happening.

After Jessica had died you sat out the first leg of their search for their father, wanting to let them catch up. It wasn’t until after their father was long dead, and the apocalypse was well on its way that you joined back in - or rather, were dragged back in. Being the only woman currently in Sam’s life - though platonically, of course - the universe seemed to have it out for you and after having to save you from demons at least twice, the brothers claimed teaching you how to defend yourself and dragging you along with them would be safer than leaving you to whatever fate there was to be had. You even became an incredibly capable hunter. Though this was all after Sam had effectively ended the world with a demon lover who screwed him over, Dean died then came back thanks to the help of an angel - Castiel - who joined in your asinine little game, and the apocalypse really started. Because life with the Winchesters was never simple.

And through all your years together, there was always the looming reality - or rather, fantasy - of the Supernatural books by Chuck Shurley.

At first, the fans were harmless. There was the convention incident where reality and fantasy got a little too close, but Chuck assured you he was going to stop writing the books.

He lied, obviously.

Still, the fandom was mostly benign - and rather small, actually, with only some fanatics here and there. Although perhaps your favorite attention to come from the ‘fame’ was from Tumblr.

Folks from all over the world posted about the boys - or rather their ‘fictional’ counterparts. Artists’ work would pop up from time to time, usually of the boys, but yours were there - even if they were pretty scarce.

The art was amazing. Some funny comics, some lewd drawings, some gorgeous renders - all talent. But somehow, from Chuck’s descriptions of you and the boys, these artists rendered the most flattering, wonderful, and accurate works. It was incredibly humbling and awe-inspiring all at once. It even got you to start reading the books!

And you couldn’t blame them for the way the brothers were almost always shirtless or naked. They were like Greek statues, for God sake!

Your character was pretty popular, up until Chuck’s latest book where he started hinting at your little crush on the older brother. Thank God the boys never read them, or you’d be in deep shit.

Some users sided with you “she’s only human! And he is just so…well, look at him!” Lewd pictures were attached to that post. Others condemned you. “Seriously? How could he ever notice someone like her? #DeanDeservesBetter” “What’s Chuck thinking?”, “Worst. Ship. EVER!”

Those stung, you’d admit. But if growing up in the 21st century taught you anything, it’s that fans were only jealous and no one was safe. You could ignore the hate though.

What you couldn’t ignore was the fanfiction.

Oh goodness, the fanfiction.

What seemed to be most popular were the reader inserts with your gorgeous teammate, and you didn’t mind indulging in them one little bit. Some were sweet and cute, others left you dashing for a cold shower after. It stunned you that these writers were able to capture Dean’s mannerisms and personality so well! And these works were just so addicting!

It became a daily thing, finding a new fic, and reading it in the safety of your room where no one could see or judge. You read reader inserts, stories with original characters, and may or may not have found a guilty pleasure in a teensy bit of Destiel (who could deny the two perfect specimens would be hot as hell together?? But you would never tell them). You steered clear of the Dean x Lisa fics, though, like your life depended on it.

That was one torture you just couldn’t expose yourself to.

Then you stumbled over the one that changed everything. A new fic by one of your favorite authors that featured Dean (of course) and…you. It was a prompt you hadn’t read before, one where the two of you had to share a motel room with only one bed and things got hot and heavy. Your heart raced as you indulged in this fantasy, thinking of all the times you had to share a room with your teammates, though there was always more than one bed. You had never shared with Dean, as he usually bunked on the couch while you and Sam each bunked alone, but a girl can dream can’t she?

And dream you did. Especially with Dean’s constant flirting and sexual innuendos.

The story became a constant thought in the back of your mind and when Sam hangs back at the bunker and leaves you and Dean to take on a duet hunt together, you felt your heart stop. At the motel when checking in, you were given one room and your mind ran ramped. Had he read your phone’s history? Did he find your Tumblr? What if he had read the sinful story you’d found and wanted to live out the fantasy with you (another of your favorite prompts). The thoughts had you following silently behind your partner, heart racing as he smiled at you while his deft fingers unlocked the door. Steeling yourself as you walked inside behind him, you dropped your bags and spun around to find… 2 beds.

Oh.

Well, you supposed your dirty fantasies were just that; Fantasies.

----------

The night crawled on with no notable incidents -unfortunately-, and when it was finally time to call it a night, you both fell into your own beds.

Sleep evaded you for hours. The thought of that perfect body lying just feet away from you swam in the back of your mind. You could easily get up, crawl into bed with him, and make all your dreams come true. The fantasies that filled your head made you anything but tired.

Well, that, and the fact that Dean was snoring like a mother fucking buzz saw.

Your wide, dry eyes stared up at the ceiling as the loud rumbles filled the room. Dean had come a long way - with your help - and no longer had nightly episodes or memories of hell. Of course, they still happened on occasion, but they were a rare occurrence now. The hunter often found himself sleeping soundly through most nights, including this one.

He was the only one who would, it seemed, as you tossed and turned, doing your best to tune out the irritating sound. You put earplugs in, then headphones playing music, then even tracks of white noise. A forest, a stream, the ocean each one louder than the last. They all usually knocked you right out on a hunt.

But Dean snored over all of them.

You did your best to ignore it, you really did, but when he rolled over onto his back and started with a newfound volume, you’d decided you’d had enough.

“Dee.” You say lowly, hoping that he’ll sleep through the disturbance, but that his subconscious will hear his name and disturb his sleep just enough that he’ll shut the hell up.

The resounding snort proves that theory wrong.

“Dee!” You snap, louder now. Nothing. “Dean!”

A few moments pass…

Nothing…

Maybe it worked! Maybe-

Yeah, no, there he goes again.

Groaning loudly, you sit up and reach for your phone. Fine, if his hard-sleeping-ass can sleep through all that, then he could sleep with the light from your phone filling the room as well.

You open your favorite app, the blue screen greeting your tired eyes. Switching over from the homepage feed, you type ‘Dean x reader’ into the app’s search bar and your screen is immediately flooded with fic after fic. Pursing your lips, you decide to narrow your search. It doesn’t seem like you’ll be falling asleep any time soon, so what would the harm be? You let your thumbs fly over the screen’s keyboard.

Dean x reader smut.

Happy with your amendment, you hit ‘search’ once more and decide to take a walk on the wild side.

Immediately, your screen is flooded with sin and you bite back a smile. With your screen’s light as low as it’ll go, you click on the first story and settle into a comfortable position, facing away from Dean and the window as you immerse yourself in the fic.

You’ve probably been reading for about an hour or so when your bladder decides it’s time for you to get up. Sighing quietly, you leave your phone on your pillow, creeping through the silent room. As soon as you’ve taken care of business and washed up, you tiptoe back to bed. As you all but fall into the sheets, feeling like you can finally sleep, you realize your phone is not where you left it.

Hell, it’s not even in the bed.

Sitting up in fright, your eyes dart across the room and the sleeping man in the bed opposite yours. When you see the dimly glowing screen on the bedside table, you sigh in relief, telling yourself that your sleep-deprived brain probably just didn’t register you putting it away. Locking the screen with sleepy eyes, you drift off to sleep with visions of Dean trailing kisses down your neck flitting behind your eyes.

----------

The morning comes much too quickly for your taste, but you push yourself out of bed to face the day ahead.

You grab your bag quickly, packing up all your belongings as you and Dean prepare for your hunt. He’s uncharacteristically quiet this morning, barely meeting your eyes as you two embark from the motel room. Shrugging it off, you follow behind him and before you know it, the two of you are standing before the doors to a known haunted office building. It’s far too early for anyone to be there, so breaking in is easier than you’d expected and the two of you don’t run into any trouble as you make your way to the top floor.

Once there, you put your plan into motion, Dean taking a defensive position as you sneak into the manager’s office. You find the haunted artifact like you’ve done a million times before, and you note the sudden shift in the air once you touch it. It’s almost too quiet as you do your work, but by the way Dean hasn’t even flinched in his spot is a good indicator that things are - miraculously - still going as planned.

Finally, your work is done - the artifact turned to ash and the ghost successfully placated.

----------

You don’t allow yourself to breathe until you and Dean walk into yet another motel, this one only a few towns over from your rendezvous point with Sam. You’d spend the night here before making the remainder of the journey in the morning. Exhaustion hits you like a freight train as you trudge to the room, and you find yourself hoping against hope once more that your favorite fics may come to life. But when your eyes fall on two beds once more those hopes are dashed.

“You can take the king,” Dean says, and you suddenly realize those are the first words he’s spoken to you all day aside from the business of the break-in earlier. There hadn’t even been one famous Dean innuendo all day. “I’ll take the queen.”

You raise your eyebrow at that but don’t argue, even though you know damn well that the man who is almost twice your size probably needs the larger bed more than you do.

No more words are passed between the two of you as you prepare for bed, each taking their turn in the bathroom and shower before turning the lights out and settling down to sleep. It doesn’t take long for sleep to tickle at your eyelids, but it’s chased away almost instantly when Dean’s buzz saw snores kick to life again.

Groaning quietly, you toss a pillow at the human-grizzly bear before rolling over to grab your phone and headphones from the bedside table. He continues, of course, and you go to your favorite app once more. Using your phone this late at night and right before you sleep is bad, you know, but how the hell are you supposed to sleep with that man rumbling only several feet from you.

You open a new fanfic, this one’s warnings staring you down as you read “smut, language, NSFW gifs” and you can’t fight back the smirk that plays on your lips. Again, you roll onto your side, back towards Dean, as you get to reading.

You know your breathing has picked up pace as you get past the fic’s casual banter between friends and the sexual tension sets in. Your legs squeeze together of their own accord, your chest warming in arousal as you envision Dean speaking to you the way he’s speaking to Y/N in this fic.

Within a few minutes - and a few lines - the sexual tension explodes into a full-on kiss, the smut slowly building as a result. You scroll quickly, devouring every detail before your fingers slow as the top of a gif comes into view. It’s sinful, to say the least. You watch the way the man’s hips swivel into his lover’s, her head thrown back as he buries his head against her throat and himself deep into her.

Your lip is back between your teeth and you can’t bring yourself to scroll on just yet. Instead, you let yourself take every detail in as the image loops, again and again, your arousal growing with every second. Oh, what you wouldn’t give to have Dean moving against you that way. His heavy breath fanning over your collarbone as he grinds against your most sensitive skin. You have to bite your tongue so as to not moan into the silent room.

Wait…

Silent.

You realize at that moment that the violent snores from the other side of the room have died completely, silence overtaking their absence. A silence that has you tentatively glancing over your shoulder and only to immediately regret it.

Even in the dark, your eyes find the hazel ones that are only inches away. Hazel eyes that are damn near swallowed with lust.

Oh.

Oh, Jesus.

“Whatcha lookin’ at, Kiddo?” His deep voice rumbles in the quiet room, sending your heart galloping as you jump up to sitting, desperately burying your phone against your breast in an effort to hide its contents from him.

“Nothing.” You say, your voice scarcely above a whisper. You don’t miss the smirk on his face and frantically reevaluate the past several minutes in your brain. When had he woken up? When had he snuck up behind you? How much had he read over your shoulder?

“Doesn’t look like nothing to me.” He says, teeth dragging over his lower lip and it seems for a moment that he’s debating on whether or not he wants to take this any further. When he speaks again though, he makes his choice very clear. “Looks like you’re being a very bad girl.”

The room is so fucking quiet that the lump that you gulp down is painfully audible.

He didn’t just say that…did he? You chuckle humorlessly, trying desperately to break the obvious tension and play off of the joke he is so obviously playing on you. Dean makes comments like that all the time. That’s just how he is with you! Any moment now he’ll chuckle like he always does.

But then he doesn’t laugh with you. Just stares as he scoots closer on his knees until his frame is right against the bed, pulling you by your thighs until he’s encasing you - palms on either side of your legs that are now thrown over the side of the bed.

You’reDreamingYou’reDreamingYou’reDreaming…

“That…that was too far, wasn’t it?” He suddenly asks, rocking his weight back on his heels. Bless him, he looks so uncharacteristically shy and you must look completely dumbfounded. He waits with bated breath as you open and close your mouth uselessly, desperately searching for words.

Finally, you spit out the first thing that comes to mind.

“Did you just quote the fanfiction I read last night?” OH MY GOD, you mentally scream. Why the fuck would you expose yourself like that?? What if he just thought of that himself??

But then what if he didn’t? Because that line had definitely stuck out to you when reading the night before…and suddenly, you remember why it had. That was the last line before you left your phone to go to the bathroom. The last line you’d read with tired eyes before you set your phone down, unlocked, on your pillow and - ohmygod!

“You read that!?” You screech, gripping your phone tighter. You gasp so hard you damn near swallow your tongue. “You put my phone on the bedside table! Dean, you totally snooped while I was peeing!” Alright, you could’ve kept that bit to yourself.

He’s biting that damn lip again, and you know he can tell that’s exactly where your eyes are zeroed in on.

“Maybe?” He says, voice small as he admits his secret to you. “I didn’t mean to! I just…I woke up when you shut the bathroom door, and the screen was shining right in my face - I just-I got up to lock it so it wouldn’t bother me, but then I saw what you were looking at and…” He clears his throat. “Y/N, I…were you reading porn…about me?”

Your face is no doubt a thousand degrees of embarrassment.

“It’s not porn!! It’s fanfiction, and-”

“It literally talks about me fucking you.” He deadpans, eyebrows raised. “In explicit detail. It’s porn.”

You’re silent for a few moments, staring him down as you wait for him to back down.

Of course, he doesn’t.

“Ok, fine! It’s porn, are you happy?” You huff, crossing your arms and finally ditching your phone to the pillow beside you. A sudden terrifying thought causes you to freeze. “So…are you going to tell Sam?”

“Why the fuck would I tell him?!”

“I don’t know!”

“Do you honestly think I’d tell him something so personal?!”

“I don’t know!” You repeat, floundering as you toss your hands up before crossing them again in a pout. “It’s embarrassing. You know I tend to jump to the worst-case scenarios…”

“Y/N, I would never out you like that.” You would have to be blind to miss the way his eyes drag over you in your nightclothes, and you are suddenly very aware of your lack of bra and just how cold it is in the room.

He seems to notice too, his eyes zeroing in on your breasts and the way your nipples are pressing against the soft fabric encasing them.

“Do you…do you want me like that?” He asks, his voice dropping back into the husky tone it had been before his awkward detour.

“No, Dee, I was just reading porn of you for the fuck of it.” He chuckles at that, his palms coming to rest on your thighs as the embarrassment between you two eases - making way for a choking tension.

“Really? Ah, well, then I guess I can just go back to bed, then.”

“Don’tyoudare!” The words are out before you can stop them, but at this point, you don’t much care.

“Oh? Then what should I do?” His hazel eyes are dark, gazing at you from below thick lashes as his hands creep higher up your thighs, pushing your oversized t-shirt up to expose the soft cotton covering you from his gaze. “Should I do this?”

Your breath catches in your throat, eyes widening as he leans forward, lips pressing against the soft skin on the inside of your thigh.

“Oh, please.” You beg, arms falling at your sides to support you as his mouth grows closer to where you really want him. Only he doesn’t quite reach, his eyes twinkling playfully at you.

“Words, Y/N.” He grumbles lowly, splayed hands pushing your legs wider to give himself better access to your heat.

“Dean, please-” A squeal escapes you when his teeth drag across your hip bone. “Put your mouth on me.”

Nothing you’ve ever read could’ve prepared you for the way Dean touches you.

He moves slowly, his palms running from your inner thighs to behind your knees to pull your legs over his shoulders. The movement has your stomach flipping, eyes never leaving his as he drags his tongue up the material hiding your core from him.

He chuckles at your moan, eyes batting as he presses the point of his tongue against your clit beneath your panties. To be honest, you’re not sure which one of you is enjoying this more what with the way his fingers tighten against your legs, his eyes closing in concentration as he laps at you.

In your wildest dreams, you never thought Dean would be touching you like this - at least not outside of the fiction you were reading. But, oh, is he touching you - playing you, more like it, plucking your strings until you’re practically singing for him.

You could cum just like this, light pets of his tongue teasing your sensitive skin, but then he’s tugging the panties from your form, diving right back into your bare skin and you’re keening at the contact, your fingers knotting in his long hair. He groans in response to your moans, forearm flung lazily across your hips to keep you still as he wreaks havoc on you.

You open your mouth, ready to chastise him but the words instantly make way for cries as he finally swipes his tongue through your folds - fucking you with his mouth as he watches your form writhe.

“God, you taste amazing.” He moans, and you have to hold back a giggle. “What’s so funny?” Do you admit that you’d read him saying those very words far too many times to keep count?

But then he’s pulling away, leaving you whimpering at the precipice of release and the sight of his strong torso being revealed to your ends any thoughts you may have had. Especially when he reaches down and rids you of your own shirt, kissing across your collar bones once they’re exposed.

“You got any protection?” He asks suddenly, teeth scraping at your throat and you are suddenly aware of the fact that this is real life, not a fic, and wow you’d lost count of how many bareback smuts you’d read.

Not that the thought of Dean cumming inside you wasn’t the hottest thing ever, but the idea of pregnancy was something you didn’t even want to entertain at the moment.

So, begrudgingly, you pushed him off gently, bending down to rifle through your bag - hey, it never hurts to be prepared. You roll your eyes at his chuckle as you bend over, shaking your exposed backside at him - where he has taken your seat on the mattress - before rising to hand him the small, metallic square.

He toys with it for a few seconds, watching as you stand with a lip tugged gently between your teeth and your eyes flicker to the semi-hard shaft against his thighs. Long fingers enter your line of sight, coming to cup himself, stroking a few times as you watch him.

“See something you like, baby?” He asks, free hand coming up to run his thumb against your lips. You nod slowly, shivering at the new pet name, eyes never tearing from where he teases his cock. You flick your tongue out to wet your lips, Dean’s thumb accidentally catching where it had been against your lips and then he’s growling and pulling you to him.

Your lips crash together, a flash of pain as your teeth clack momentarily, but you’re far too lost in Dean’s intoxicating proximity to care. He seems to share the sentiment as your hands weave through his hair, pulling him closer as he moans and strokes himself faster before you straddle his strong thighs.

You consider grinding down against the taut muscle momentarily, but then Dean’s rolling the condom down his shaft, his knuckles brushing your folds as he does and all you want is for him to fill you up to the brim.

The desperation is clear on your face, wrapped in hooded eyes and a deep flush as you inhale deeply every time Dean’s knuckles brush you.

“Oh, my god!” You huff, getting ever so impatient. He chuckles at your tone, tugging you higher on his lap so that - finally - you’re aligned. A brief moment passes as you two eye each other hesitantly, your nerves on fire as you consider what it is you’re about to do.

You’re about to fuck one of your partners, one of your best friends…the man you’ve been fantasizing about for years.

“Ready?” He asks softly, testing the waters as he runs the head of his cock through your lips. Any hesitation you may have had melts with the shiver that travels your spine, and then some when Dean growls as you bare your nails into his shoulder blades.

“Dean, I swear to god, if you don’t fu-ck me!” You squeal the tail end of your sentence, Dean’s own groan disappearing into the skin of your shoulder as he slides home. Pain and pleasure flood your senses and suddenly you are highly aware of just how long it’s been.

“Shiiit,” Dean sighs at the tight fit, his fingers digging into the skin of your hips and holding you still as he struggles to hold himself off.

It’s been a while for him, too.

“Jesus, you’re tight.” He hisses between his teeth, his brow as scrunched as yours no doubt is at the moment.

“And you’re huge.” He laughs then, the movement of his abs against your sensitive skin enough to have you sighing. “I, uh, think you’re good to move.” You say quietly, testing this theory with a slight brush forward of your hips. When delicious friction reaches your clit at the action you moan lowly. “Oh, yeah. Very good to move.”

And move he does, giving you a few moments as he slowly builds up the pace before falling back and letting you take the reigns. Your hands find his strong pecs as you fall forward at the sudden shift, and a shit-eating grin crosses your face. Dean misses this, however, as his eyes are screwed shut with pleasure.

“Fuck!” He groans when you begin to rut against him, dragging your clit against his adonis belt as his cock head catches against your insides perfectly. He doesn’t seem to mind this change, panting openly and quite vocally. Well, that is until his hands find your thighs and hold on tight. “Shit, slow down, baby…I don’t know how long I can last if you keep that up.”

You’re about to apologize, a flush very evident on your skin before Dean is manhandling you onto your back, your legs cast wide in his grasp.

“Let’s slow things down a little.” He teases, kissing your nose as you giggle and let him set the pace.

When he does, it’s dizzyingly slow, his teeth dragging against your skin as do his fingertips and after a few minutes of sinfully slow rocks of his hips, he is very quickly stringing you towards the edge.

“Dean,” You whimper, your walls beginning to flutter around him. The groan that milks from his chest is nothing short of sexy and you return one of your own. His name becomes a chant on your lips as pleasure rushes through your bloodstream, your nails digging into his taut back and after a few more thrusts of his own, he’s emptying inside the condom.

The high fades slowly, your skin buzzing in sated pleasure as a lazy smile takes place on your face. Dean is quiet, almost shy as he retreats to the restroom to clean himself and dispose of the condom. You snicker quietly to yourself at the thought that this detail is often left out of the fics you read, but the pleasant ache between your legs certainly isn’t.

“Well,” He says as he returns, slipping under the covers with you. As you shift, something digs into your side and when you bring the offending object above the covers do you realize that your phone had remained in the sheets that whole time. You hand it off to him as he tugs you closer, waving him to put it on the bedside table. “Aren’t you glad I decided to snoop?” He teases as he takes the contraption from you.

“Yeah, Yeah, Dee. But not as glad as I am that we can save on rooms by just booking us one bed from now on!”

You both chuckle at the jest, your giggles soon dying into labored breathing as your energy drains quickly against the warmth of Dean’s body wrapped around yours. Your eyes drift shut of their own accord, not noticing how Dean hesitates at placing your phone on the charger…again.

“Hey, baby?” He asks hesitantly, his eyes widening as he scrolls through your Tumblr feed and exposed to all sorts of sin.

“Hmm?” You hum, sleep tickling at your mind. That is until your eyes fly open wide at his following question.

“What’s Destiel?”

FIN

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