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jawritter · 5 years ago

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Challenge Accepted..

Requested: ok so here is a request(IDK if you do these)(also it’s smut) so dean talks about how good he is in the bedroom and the reader says something along the lines like “I bet you can’t make me come” Dean challenges this. In the bedroom and you know they do the dirty or whatever. Dean edges her and edges her and just when the reader had enough of the teasing Dean finally takes her over her edge and the reader is left with the hottest shaking orgasm ever. I hope this makes sense! ❤️ur stories!!

Warnings: Smut, Unprotected Sex, Edging, Angst, Light Bondage, Blindfolding, Oral (female receiving), Angst, Dean being a cocky, sexy little ass. (yes that’s a warning.) Language probably somewhere. I think that’s it.

Pairing: Dean Winchester x Reader

Word Count: 2573

A/N: Hope you guys enjoy this one! As always all mistakes are mine! Please don’t copy my work! If you want to be added to my tag list feel free to ask! Feedback is golden! Share, Like, and comment! You guys are awesome!!

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“I’m telling you by the time I left Milwalkie everyone in that damn hotel room knew my name was Dean Fucking Winchester because that bitch was screaming it so loud they could hear it a county over,” Dean bragged, walking down the stairs into the bunker behind you and Sam. You exchanged an exhausted look with Sam and both of you rolled your eyes.

Dean had been bragging about how great he was in the sheets the whole three-hour drive back from your last hunt.

It was a Siren, posing as a striper, luring unsuspecting men to their deaths. Not the first time the boys had encountered such a thing, it’s happened before, but it got Dean to feel all nostalgic about his glory days. He had been gladly narrating them for you and his brother the whole way home.

You had heard tales of everything from grateful damsels in distress, to barroom wonders.

Normally it didn’t bother you so much. You’d heard Dean brag about his… abilities before... You also had been in the next room at hotels when he was wowing whatever conquest he’d brought home from the bar that night, and you couldn’t tell whether the girl was just that damn drunk, faking it, or he was just that damn good.

This time though, you were damn tired, the hunt had required you to ‘act’ as a stripper in this local sleaze whole for a whole damn two nights, doing things you really will never talk about again just to get information, and you were just done with the whole damn trip, and everything that had to go with it, and Dean’s Milwalkie story about his stripper and her impressive vocal abilities had gotten on your last dying nerve.

Even though you knew deep down you were just a little jealous, and that’s the real reason it was irking you so damn bad, but still, who wouldn’t be jealous? Any woman with a pulse would want to let him bang her into the mattress.

“Then there was this one time in New Mexico hunting a vengeful…”

“You know what Dean, you talk a big game, but I bet you can’t even make me cum.”

The words flew out of your mouth before you could stop them. It was too late to take them back, he’d heard every word, and was not staring at you with this smirk that could make the devil blush.

The tip of his sinful tongue was perch just between his perfectly white teeth. He looked over you like you were a piece of meat, and he was starving. Just his look was enough right there to make you wetter than you’d ever been in your life, but you weren’t gonna tell him that. Hell no. You’d opened your big mouth, now you were going to deal with the consequences.

“Oh really? You think I can’t make you cum? Is that a challenge sweetheart?” he asks, his deep husky voice going straight to your core, making you swallow hard to get your voice to work again.

“You heard me Winchester, and I didn’t stutter,” you bight back, trying to keep up your cocky act even though your resolve was quickly wavering.

Dean dropped his bag on the world table and made his way over to you, you vaguely realized Sam was no longer anywhere insight, and you figured he thought you got yourself into this, you were more than capable of getting yourself out of it… One way or another…

“Well, challenge accepted, pretty girl,” he said, his face inches from yours, his hands on your hips.

You could feel his breath fanning your skin, making you even hotter than you already were. You were all but panting in anticipation. Just as you thought he was going to kiss you, his lips so close you could almost feel them on yours, your body was practically vibrating with anticipation, he moved his lips to your ear right before his lips would have made contact with yours.

“You better be ready baby, cause you never know when I’m gonna decide to,” His warm tongue reached out and licked the shell of your ear slightly, and a violent shiver rolled down your spine, landing in your core. “Show you just what the fuck I can do.”

And with that, he grabbed his bag and threw it over his shoulders. Strutting out of the room, leaving you breathless, and incredibly frustrated. The anticipation of his promise still fluttering around in your gut like a thousand butterflies. Dean never backs out on a challenge, and only God knew what you’d just signed up for.

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You stir up from your sleep because you felt like you couldn’t move your hands. The more you became awake, the more you realized your hands had been secured above your head by what felt like a rope or something. You opened your eyes, but still saw nothing, blindfolded.

Your breaths came in short spurts and you were on the verge of panicking when you heard the distinct husky chuckle that you would recognize if you were clinically dead.

Dean.

You thought he’d forgotten, it had been three days, and nothing, things just went on as they always did. Laundry catchup from the job, relaxing and recuperating, nothing more than the usual. Dean had walked all around you like nothing had even happened between the two of you when you got home from your last hunt.

It had been driving you nuts!

When you finally thought he was just blowing smoke up your ass and got into your bed tonight, you had no Idea you would wake up in your current predicament. The bastard was good, too good, and he hadn’t even really touched you aside from restraining you yet.

“Dean! Uncover my eyes!” you snarl in the direction of his voice, and he just chuckles again this time closer to you.

“Oh no Sweetheart, see lack of vision makes the experience more… extreme… It uh… heightens the other senses,” he said as he trailed his thick finger from the valley between your breast all the way down to your already dampening folds. Feather-light, barely touching at all, but it felt like a fire was ignited in his wake.

You felt him move next to you, leaning down in your ear, you feel his breath fan over your rapidly heating skin. You couldn’t help but shudder a little when his deep voice whispered right next to your ear.

“I’m going to ruin you tonight for all other men, make you mine. You will never be able to touch another man again, just me.”

You had to bite your lip to stop the moan from falling from them, the possessiveness in his tone going straight to your already aching core.

You heard Dean moving around the bed and you could hear the sound of his belt buckle clinging as he undid it, you listened as he stripped himself of his clothes, you couldn’t see anything, but your mind was painting you a damn fine picture.

You felt the bed dip and suddenly he was hovering over you. His warm breath fanning your face, his hands trailed gently down your side. Your breath hitched in your throat at the feeling when he bumped your thighs open and settled between them. You could feel his thick, and ready leaking length brush against your inner thigh. He felt huge, even though you couldn’t see him.

His lips meet your lips in a kiss that started out gentle, loving, then moved more demanding over yours. His tongue reaching out and running over your lower lip, asking for permission you gladly gave him. He moaned into your mouth as his tongue quickly dominated yours. His taste fills your mouth, invading your senses.

Whiskey, spearmint gum, and a hint of something that was just. Dean.

He was right about one thing. Everything seemed to be heightened, and your body was already responding to him even though he’d barely done anything more than just kiss you.

Moving down your jawline to your ear, then down to the pulse points of your neck nipping, sucking, leaving his mark on you. His tongue trailing over your skin. A soft moan fell from your lips. He trailed his kisses and nips down to your nipples, taking one in his mouth, sucking, pulling, swirling his tongue, and then moved to the other. Your body arched off the bed as close as it could to him, but he moved away, not giving you the friction you so desperately needed.

Moving back up to your lips he found yours again, kissing you heavily as his fingers trailed their way down to your breast playing with them in his strong hand, grinding his hips down to yours, running his thick length through your soaking folds, the tip brushing against your clit with each brush of his hips. Your breath was coming in pants, you pulled against your restraints, but it was no good. You wanted to run your fingers through his hair so bad, but you couldn’t.

Much to your surprise a warmth started to spread between your legs, and move it’s way up to your stomach, your body was hurtling towards its release under his touch. Your legs started shaking and just before you were thrown over the edge he got up, pulling his warm body completely away from you.

You whimpered loudly and felt his lips brush yours. “I’m gonna take care of you, Sweetheart, eventually.”

You were a panting sweating mess. If you could have punched him in his ridiculously gorgeous face you probably would have.

When you had finally regained control of your breathing he was on you again. Kissing your neck. Biting harder at the swells of your breast as he moved his way down your body. Licking the skin of your stomach, then kissing and licking his way down your inner thigh to your knee, before doing the same to the other leg. Hovering over your aching dripping cunt, his hot breath hitting you in waves.

Just when you thought he was going to go away again he licked a strip from your ass hole all the way up to your clit and back again.

You all but screamed at the surprising sensation, pulling on your restraints again, wishing you could pull that perfect spiky hair, hold his head right where you needed him most.

“You taste so fucking good sweetheart, just like I always imagined,” he said before bringing his mouth back to your core, licking, sucking, nipping, like a starving man having his last meal. Your hips bucked up on their own and he threw a strong arm over your hips, holding you where he wanted you.

When you thought you couldn’t take anymore he added two thick fingers into your clenching pussy, curling them inside of you to match the pace of his tongue. Your body jerked hard at the intrusion and his name fell from your lips in a needy moan that you didn’t even recognize. You were almost sobbing with pleasure, so damn close to the edge if he curled his fingers inside of you one more time you were going to be thrown over the edge.

Almost like he sensed your end as well he pulled away suddenly, stopping your release in its tracks right before it consumed you. You were so close, You made a strange noise somewhere between a strangled sob and a gulp of breath as he rubbed your sides with his calloused hands. Letting you know he was still there with you.

Leaning down in your ear again his voice pulled you back to reality. “Never, tell me, Sweetheart, that I can’t make you cum. It’s all I’ve wanted to do since we met each other. I can’t tell you the ways I’ve thought about how I’d do it. What you’d look like underneath me, what you’d feel like, falling apart with me deep inside of you.”

“Dean, please!! Please, Dean!” you begged him, all pride threw right out of the window. You needed him more than you needed oxygen right now.

“What baby?” he said, his fingers trailing down your body again. Playing with your breast, making your nipples stand on end before bringing his tongue down to circle each of them.

“Please Dean, I need you,” you begged him.

You felt the bed dip again as he positioned himself between your legs, running his thick length through your folds, gathering up your slick before seating himself inside you in one smooth thrust, all his teasing makes his entrance easy.

Both of you groaned as his cock stretched you almost painfully. Filling you up in a way you had never been before.

He gave you very little time to adjust to him before he was pounding into you, hitting that most sensitive spot deep inside of you at a ridiculously hard pace. You were caught somewhere between pain and pleasure as he pounded into you.

Incoherent words and sounds falling from your mouth as he pushed you again toward the edge again, your body already clenching around him as his pace got faster.

“Dean!” you begged him again.

You were right there, one more trust and you would be in pure bliss.

But again he stopped.

You were crying this time in earnest. You didn’t know how much more of his you could take. You heard his knife flick open next to you before your hands were released, and he brought them down next to you gently rubbing your shoulders and wrist where you had been bound. Your body felt like jello. His hands gently pulled the cover from your eyes, revealing him to you for the first time tonight.

His forest green eyes filled with more love and admiration than you ever expected to find there when he met yours. Bringing his lips down to yours again in a kiss full of fire and need as he entered your body again, slowly thrusting in and out of you, grinding deeply inside of you, deeper than you had felt him when he had you bound. His lips barely ever leaving yours as he drove you back to the edge again, his leaking tip hitting your cervix with each slow, deep thrust.

Your body was nearly shaking under this touch as he held you close to him and you clung to his shoulders, his eyes never leave you.

With one last deep thrust your walls clamped down around his throbbing length and he yells against your neck, spilling his seed deep inside of you as your body milked his.

Your orgasm was stronger than anything you’d ever had in your life, your vision momentarily going black as you completely lost control of your body. Wave upon wave of pleasure racking your you until you were pretty sure you blacked out completely.

Dean held you close to him as you came down from your highs together, panting like you’d both run a marathon.

Your body lay limp against his as he laid down on the bed again, disappearing only long enough to retrieve a damp rag, cleaning you up gently before cleaning up himself, then sliding in the bed next to you, pulling your exhausted body against his strong chest.

“I love you Y/N. I always have, and I always will. Even If until now I’ve been too stupid and scared to admit it.”

Looking up at him your lips meet again in a sweet kiss.

“I love you, Dean.”

For the first time, you felt whole, safe. More than you’d ever thought a hunter was allowed to feel.

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