Dean Winchester Smut

All credit goes to author of the smut reblogged here

[winchest09]

Life for Rent - Masterlist

Pairing: Mobster!Dean Winchester x Escort!Reader

Universe: AU

Summary: Y/N can be anyone for a price. Her life is ruled by contracts, men and money. It’s all she knows; countless identities, seedy clients, and strict regulations. She has to obey the rules, but her past is full of secrets and her future is resting in the wrong hands. But will her next client be the same as the rest?

Rating: 18+

Warnings: No minors to read this please. Each chapter will heed it’s own individual warnings but I will mention now that it will be a slow burn fic and there will be smut, angst, gritty subjects, violence and more smut. So please be 18 + to read this…

Total Word Count:  161,417. This series is complete! 

Main Masterlist

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Preview

Prologue 

Chapter One

Chapter Two 

Chapter Three

Chapter Four 

Chapter Five  

Chapter Six

Chapter Seven    

Chapter Eight   

Chapter Nine 

Chapter Ten  

Chapter Eleven 

Chapter Twelve

Chapter Thirteen  

Chapter Fourteen 

Chapter Fifteen 

Chapter Sixteen

Chapter Seventeen

Chapter Eighteen 

Chapter Nineteen

Chapter Twenty 

Chapter Twenty One  

Chapter Twenty Two

Chapter Twenty Three 

Chapter Twenty Four 

Chapter Twenty Five 

Chapter Twenty Six  

Chapter Twenty Seven 

Chapter Twenty Eight

Chapter Twenty Nine 

Chapter Thirty 

Epilogue

[dean67winchester-smut]

This story is absolutely incredible and I was hooked from the first chapter!😍😭

[luci-in-trenchcoats]

Accidents Happen

Request: Could you do a dean x reader college au and she and dean are seniors and just moved in together via some kind of online flat mate searcher thing and they’re both intensely sexually attracted to one another. One day when she goes to shower she purposefully leave the door open a little. Dean “accidentally” stumbles in and after she super seductively invites him in, he exfoliates her and that leads to you know what and then they do the thing and then there’s some fluff after the shower?

Pairing: au!Dean x reader

Word Count: 1,600ish

Warnings: language, smut

A/N: This was a fun little piece to write…

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[impala-dreamer]

Untouched

~Dean walks in on Y/N relaxing and she decides to play with him a bit instead.~

Dean x Reader

3,259 Words

Warnings: NSFW. Dean POV FP Smut! Praise!Kink, sub!Dean, Domme!Reader, Cumming Untouched, Tit Worshiping.

A/N: For my ‘Praise Kink’ square on @spnkinkbingo​ 2020. Hope you enjoy! I truly love writing Dean POV!

My Masterlist ~ Become A Patreon ~ My Original Works on Amazon

There’s something so fucking hot about her that I can’t even describe it.

She’s sitting on my bed, fully clothed- well, OK, she’s in a tank top and panties, but God, I can’t stop staring when I walk into the room. She’s on my bed, she always is. Says she likes to smell me on the sheets when I’m not there. I keep wondering if it’s a good thing that I smell so strongly it stays on my pillow, but if it makes her happy…

She looks up from her book and smiles. It’s this half crooked thing that just lifts one side of her face like she’s only mildly excited to see me. She’s got her reading glasses on and fuck, I can barely stand it when she eyes me over the rims. Some librarian must have done a job on me in my youth because I’m like instantly hard. Put a chick in glasses and Little Dean comes out to play. It’s a fact.

“What’s up, baby?” she asks, looking up at me over the thick rims.

I had a reason for walking in, but fuck me if I can remember it now. “Nothing.” I shoot a smile back, narrow my eyes and raise a brow, hoping she’ll take the bait.

She does. Nailed it.

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[impala-dreamer]

Help You Out

Spn FanFic

~When Dean finds out that Y/N has never been pleased orally, he convinces her to let him have a go…~

Dean x Reader

5,107 Words

Warnings: NSFW, Talking for 15 years about the smut, then some aliens, then the deed. Please Smut Responsibly…

A/N: This was an anonymous request during my Dirty Drabbles recently that just stuck with me (I told you I hold onto them). Hope you enjoy it. 

Feedback is GOLD ~ My Masterlist

“Mornin’.” Dean looked up from his breakfast as Y/N stumbled into the kitchen.

“Good morning,” she replied sleepily. Her hair was a slept-on mess, eyes dark with the smudges of her makeup. Her clothes, Dean realized, were the same as the day before.

Dean smirked around his coffee mug. “Walk of shame?” he teased.

Y/N shrugged and poured herself some joe. “More like ‘walk of meh’.”

“No good?”

“I mean…” Y/N took the seat across from Dean and blew on her coffee to cool it. “He was…hot. Real hot. Blonde. Tall. Nice ass.” She paused, staring off into the distance, picturing her one night stand.

Dean popped a piece of bacon into his mouth. “That’s all chicks think about guys, isn’t it? He was tall with a nice ass.”

“You have a nice ass,” she laughed.

“Excuse me?” Dean sat up, nearly choking on his bacon.

Y/N winked. “It’s plump.”

He blushed. “You’re gross.”

Y/N shrugged and looked away, trying to brush off her less than amazing date and take comfort in her coffee.

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[impala-dreamer]

Five Minutes In Heaven

SPN FanFic (Drabble-ish)

Dean x Reader

1,208 Words (so…not a drabble)

Warnings: NSFW. Drunk!Dean Smut Kinda

A/N: This was a request by @kas-not-cas  for my 1K Drabble Party! Something Dean & Smutty. It’s Dean and kinda smutty. Hope you like it.

It wasn’t often that you saw Mr. Winchester drunk, but when you did, it was magnificent. His face would redden slightly; the change of color making his emerald eyes pop all the more brilliantly. He would relax and seem to float along, letting nothing bother him; no worries, no problems, just enjoying the night. As he loosened up so would his filter in both directions; his hands and tongue would roam freely and he would lose any remaining shreds of dignity that he carried with him usually, making him the most adorably silly flirt you’d ever seen. It took a lot to get him like that, and conditions had to be perfect.

Tonight the cards seemed to be playing in your favor.

You’d been without a case for about a week, the radar was clear; everyone was relaxing and enjoying a little down time. Sam had spent the day in town trying to pick up the tiny blonde yoga instructor from the studio, and had come home alone, again, and sulked off to bed early.

You and Dean however, found a party for two in the pantry in the form of some Tennessee Whiskey.

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[impala-dreamer]

Dean’s Red Shirt

SPN FanFic

~There are few things more sexy than Mr. Winchester in his red flannel…except maybe him catching you in it.~

Dean x Reader

2,597 Words

Warnings: NSFW. PWP. Seriously, no plot. Just smut. Dean Smut!

A/N: Another treasure from my WIPs. Originally a prompt from @jpadjackles many moons ago, now revamped and dedicated to my darling @tennesseewhiskey-and-pie in honor of her birthday this week. Hope you enjoy. (also this is the worst title of my career. I just… it’s the ‘sex shirt’, man, come on. lol)

~Feedback is the Crack that keeps the Writing coming back~

My Masterlist

The boys were not due back for another few hours and you were bored beyond belief. You’d already scrubbed the kitchen, reorganized your closet, and dusted the library; there was nothing left to do that could possibly fill your time productively.

Restless legs carried you through the quiet Bunker, your socked feet making not a sound on the hard floor. Suddenly overcome with a childlike desire, you eyed the long hallway and smirked at your own idea. You crouched down, readied yourself with a deep breath, and then took off into a full run, dropping to your knees after a pace and powersliding across the shining floor passed your bedroom. As you slid on by, you noticed the pile of clothes left untended at the foot of your bed. Oh!, you thought, I can do laundry!

You raced back, sliding like Tom Cruise to your door, and gathered up the mess. It didn’t seem like enough to do a full load, and you sighed. Maybe you could find something in Sam or Dean’s rooms.

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[luci-in-trenchcoats]

Snowed In

Summary: The reader is staying over her best friend Dean’s house for the weekend due to a nasty winter storm. During a game of truth or dare, Dean makes an unusual dare that will make serious changes to their friendship…

Pairing: AU!Dean x reader

Square: Cuddling

Word Count: 5,500ish

Warnings: language, angst, self-deprecation, brief mention of cheating, fluff, smut (handjob/fingering)

Prompt:  “I dare you to kiss me.” & “I don’t want to talk to you right now.”

A/N: Written for @supernatural-jackles ‘s SPN Bi-Weekly Writing Challenge & @spndeanbingo​

A/N: #2: Enjoy!

_______

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[impala-dreamer]

Quiet

SPN FanFic

~Dean feels a little insecure when Y/N is quiet in bed, but maybe with a little practice, they’ll both feel better…~

Dean x Reader, Sam

3,328 Words

Warnings: NSFW, Dean loving. Dirty talking. More Dean loving. Lots of expletives. Poor Sammy.

A/N: 1- Please enjoy. 2- that’s probably the worst summary I’ve ever written. 3- Hope you like it, it’s something I’ve had in my head for a long while. 4- Feedback is always loved and appreciated. This is my little thank you for all the birthday love you sent me today. Thank you! 

It was beyond romantic. Candlelight flickered off the brick walls, filling the room with a soft glow and hints of vanilla and caramel. He was taking his time; hands gliding slowly over her ample curves, his lips brushing over her tender skin. There was no rush, nothing they had to do tonight but lay together in the warm air and enjoy each other.

Y/N lay back against the mountain of pillows and smiled as Dean hovered over her, their naked bodies pressed together, skin sliding against skin. His hand traveled down to the heat between her legs, gently slipping inside. She bit her lip, closing her eyes as Dean’s fingers worked their magic. He watched her with dark eyes as she breathed deeply, her body beginning to shake as he circled her swollen bud; her hands wrapped around his neck, pulling his lips down to hers, meeting in a silent kiss. He could feel her desire, feel her muscles closing around his fingers, feel the flood dampen his hand.

“You ready for me baby?” His breath caressed her cheek and her fingers tightened around the back of his neck. She nodded, grinning, and kissed him again as he positioned himself at her entrance and slowly slipped inside.

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[superfanficnatural]

Day at The Office

Pairing: Office AU!Dean Smith x Male!Reader

Summary: Being Dean Smith’s secretary isn’t easy work, but it does come with a few perks.

A/N: Haven’t been writing any male readers in a bit, so I decided to write this little one shot. As always, I hope you enjoy!

Warnings: Smut, 18+ NSFW, Oral Receiving (Male), Rough Sex, Slight Exhibitionism?, Throat Fucking, Rimming, Swallowing, Dirty Talk, Anal Sex, Power Dynamics (Boss x Underling), probably some others that I can’t think of.

Word Count: 2,903

Gif isn’t mine

Another day at the office, another day of being Dean Smith’s secretary. You had gotten the job about a year ago and you had been loving it ever since. Dean was a great boss, he tiptoed on the fine line between boss and friend, making sure you were comfortable with any task that he gave you. At first, it took you by surprise. You had been a secretary for many men before and usually they were all grade A assholes, but Dean was different. He had a way about him that made everyone feel familiar and comfortable. It was a Tuesday morning and you had just walked into work, always one of the first ones in so you could be prepared for whatever Dean was going to ask of you. You had always called him Mr. Smith but he shook you off everytime and told you to call him Dean, yet, everyone else still called him Mr. Smith. It was endearing and thrilling at the same time, being able to call him by his first name, something no one else in the office could do. You double checked his calendar for the day and read over the emails you had yet to check, Mr. Davies from the marketing branch asking to meet him for lunch this afternoon. After putting him in, you saw the elevator open and Dean walk in, his suit hugging tightly around his bicep muscles, his pants doing nothing to hide the juicy bow legs underneath. Another thing about Dean, he was probably the sexiest man you had ever seen in your entire life. His green eyes always made it hard for you to finish a simple sentence while looking at him. His lips made it hard for you to keep your sanity after he fished out his tongue and licked over them oh so slowly. 

As he walked by your desk, he shot you a wink, “Morning, Y/N.”

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[cockslutpadalecki]

Blinded In Chains

Summary: When Y/N refuses to allow Dean the one thing he craves, he has a very voyeuristic way of showing her what she’s missing. 

Characters: Demon!Dean x Reader, Demon!Dean x unnamed female character.

Words: 1334.

Warnings: female masturbation, deep throating, oral sex (male receiving), voyeurism, multiple orgasms, smut. 

A/N: This was inspired by a particular scene in film “365 Days” which I personally just made better, imo. Fully encouraged by @twistedanddecayed. Credit unknown for GIF. Beta: @negans-lucille-tblr but all the general bullshit is entirely mine. While likes are gold, feedback is golden. Masterlists/taglists can be found in my bio. Subscribe to Patreon and get access to fics two weeks before Tumblr.

“If you don’t wanna enjoy my cock then someone else should,” Dean taunts, a sly smile pulling at the corners of his lips as his eyes flash onyx. He motions with his finger towards the doorway and the brunette struts towards him, her hips swaying from side to side as she strips down to nothing but a thong.

White satin. Dean’s favourite.

He slumps against the plush leather, one arm splayed leisurely across the back while the other lazily pumps up and down his already hard cock until the tip begins to weep.

His unscrupulous stare never leaves you. Not even when she kneels between his thick thighs or when she dips her head and starts to suck. It penetrates you like a red hot poker searing into your skin, your veins carrying the heat right to your core.

Squirming in the chair you’re tied to, the wood creaks against the pull of the handcuffs cutting into your wrists as you clench your thighs together, afraid he’ll be able to sense how unabashedly wet you are already.

Why didn’t you just give him what he wanted?

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[impala-dreamer]

Don't Fake It

SPN FanFic

~You and Dean have a great night together but you don’t exactly…finish. You’re fine with it, but when he finds out, he decides he’s got something to prove to you.~

Dean x Reader, Sam

2,714 Words

Warnings: It’s Smut, obviously ;) NSFW (even though I wrote it at work)

   Dean was being louder than usual. It might have had something to do with the entire bottle of whiskey he’d drunk over the course of the evening, but he was wild and relaxed and pounding into you like a porn star. At one point he even raised his arm and pretended to swing a lasso around; watching himself in the mirror that hung on the bathroom door while he held your hips in place,

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[impala-dreamer]

Dean’s Red Shirt

SPN FanFic

~There are few things more sexy than Mr. Winchester in his red flannel…except maybe him catching you in it.~

Dean x Reader

2,597 Words

Warnings: NSFW. PWP. Seriously, no plot. Just smut. Dean Smut!

A/N: Another treasure from my WIPs. Originally a prompt from @jpadjackles many moons ago, now revamped and dedicated to my darling @tennesseewhiskey-and-pie in honor of her birthday this week. Hope you enjoy. (also this is the worst title of my career. I just… it’s the ‘sex shirt’, man, come on. lol)

~Feedback is the Crack that keeps the Writing coming back~

My Masterlist

The boys were not due back for another few hours and you were bored beyond belief. You’d already scrubbed the kitchen, reorganized your closet, and dusted the library; there was nothing left to do that could possibly fill your time productively.

Restless legs carried you through the quiet Bunker, your socked feet making not a sound on the hard floor. Suddenly overcome with a childlike desire, you eyed the long hallway and smirked at your own idea. You crouched down, readied yourself with a deep breath, and then took off into a full run, dropping to your knees after a pace and powersliding across the shining floor passed your bedroom. As you slid on by, you noticed the pile of clothes left untended at the foot of your bed. Oh!, you thought, I can do laundry!

You raced back, sliding like Tom Cruise to your door, and gathered up the mess. It didn’t seem like enough to do a full load, and you sighed. Maybe you could find something in Sam or Dean’s rooms.

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[impala-dreamer]

Betcha Can’t

SPN FanFic

~Dean and Y/N make a bet that truly has no losers…~

Dean x Reader

2,916 Words

Warnings: NSFW. Lots of nakedness, Masterbation, Talking Dirty, Sex, Porn, it’s porn. 

A/N: This is a commission for the awesome @theworldiscolorful. I hope you like it! This also stands for my ‘Dirty Talk’ square for @spnkinkbingo Kink Bingo 2018. Let me know what you guys think, and as always, Please Smut Responsibly ™

Feedback is GOLD ~ My Masterlist ~ 2018 KinkBingo Masterlist

The windows were dark, curtains drawn; just a little light from the bathroom filtering into the motel room through the cracked door.

Sam’s bed was empty; a pile of discarded flannel and a backpack thrown atop the hideous green comforter.

If Sam were to come back at that particular moment, he would have seen a line of random clothing articles leading from the door to the bathroom, and then a subtle double trail of wet footprints from the steamy shower to the far bed.

Luckily, Sam wasn’t coming back anytime soon.

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[impala-dreamer]

Alternative Medicine

SPN FanFic

~Research has knocked you down, but Dean thinks he has the magic cure~

Dean x Reader, Sam

2,096 Words

Warnings: Um… it’s just smut. NSFW and such

A/N: Dean crisis, activated! Thanks, @because-imma-lady-assface for the read over and title suggestion. ;)

~Feedback is the Crack that keeps the writing coming Back~

“That’s it! I’m done!” Bleary-eyed and exhausted you pushed your chair back from the big wooden table and stood up, slamming your book down and announcing your departure. “I can’t take it anymore!”

The brothers looked up from their research, each eyeing you with furrowed brows and frowning lips.

“Y/N/N, we kinda need to get this done.” Sam looked at you with the most pathetic Puppy-In-Crisis eyes, but you would not be deterred.

“Sam,” you shook your head, slapping your hands on your hips. “I have been reading the same fucking paragraph for the last ten fucking minutes and have retained exactly zero fucking information. I’m exhausted. Please, I gotta go lie down.”

Dean chuckled softly and looked over at his brother. “You know she’s tired when she drops all the f-bombs.” He whispered the “f-bombs” like it was a secret, and licked his lips, looking up at you as if he thought he was funny. When you didn’t even crack a smile, his expression fell and he shrugged. “Sorry?”

“Yeah, yeah.” You waved him off and rubbed your eyes. “This case has got me so fuc- friggin’ stressed. I have had a migraine for like four days. I’m taking a nap. Call me if you find anything remotely helpful.”

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[impala-dreamer]

As Long As It’s Love

SPN FanFic

~Sometimes the night just doesn’t go as planned…~

Dean x Reader

3,305 Words

Warnings: Smluff Ahead! NSFW. It’s also kinda crack. But amazingly heartfelt, true-to-life crack smluff.  ;)

A/N: This is for everyone who’s ever had sex, as you know it sometimes gets messy. Thanks to @because-imma-lady-assface for the read over. I hope you all enjoy. I’m totally in love with this.

~Feedback is Gold ~ My Masterlist ~  

The library was quiet after Sam went to bed. It wasn’t very late, but there wasn’t much to do, so he bid you and Dean a goodnight and shuffled off down the hall.

You were settled comfortably in one of the big armchairs against the wall, feet dangling off one side, head against the back, mindlessly perusing an old Men of Letters journal you had found tucked away in a box in the store room. It wasn’t particularly interesting, but you found the classical handwriting comforting and enjoyed thinking about the day to day doings of those who had occupied the Bunker before you.

Dean was at the table across the room, boots up and crossed at the ankles. His was on his cell, playing a rousing game of Words with Friends, occasionally scratching at his jaw while he pondered his next move.

A great yawn overtook you suddenly, and you stretched your arms above your head, ending the action with a dramatic sigh and smack of your lips.

Dean peeked up at you with an adoring smile. “Find anything juicy in there?”

“Oh yeah,” you joked. “Apparently, on April thirtieth, nineteen…” You paused to double check the date, “forty-seven, Walter dropped the coffee pot and it shattered all over the floor.”

Dean raised his eyebrows and pursed his lips in mock fascination. “Intriguing.”

“Mhm. But, all was well, they cleaned it up and requisitioned another.”

“That’s riveting stuff you got there, Y/N/N.”

“You ain’t kiddin’.”

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[jensengirl83]

Too Much Moonshine

Dean x reader

Word count-2578

Warnings-smut, a little fluff

Summary- Reader convinces Dean to drink her moonshine with her, leading to an unexpected outcome

Thank you to @impala-dreamer for the prompt.

“Come on Dean, just try it.” I’m trying to get him to try the blackberry moonshine I picked up while we were in Gatlinburg Tennessee for a case.

“I’m not trying it Y/n. I don’t drink the girly stuff, you know that.”

“Dean it’s flavored moonshine, it’s not girly.” My exaggerated eye roll should show my frustration with him.

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[deanwanddamons]

Movie Night

Summary: Dean and Y/N have a movie night which ends with them making a movie of their own.

Pairing: Dean Winchester x Y/N

Words: 2.4k

Warnings: Smut, oral sex (male and female receving), swearing, p in v, unsafe sex, sex being filmed.

A/N: This is a request from @justagirlinafandomworld as she answered a question correctly on my SPN quiz and won a drabble or her choice. Her request was:

For my drabble, could I get a movie night with Dean that turns steamy?

As usual, the drabble turned into a one shot! Sorry it’s taken so long, but I hope you like it!

This also fills my @spnfluffbingo FWB (friends with benefits) square.

A/N 2: Thank you as always to my beta’s @winchest09 and @emoryhemsworth and the gang for your love, support and encouragement. You know who you are ❤️

Banner and dividers by the incredibly talented @talesmaniac89 😘

My Masterlist

“I’ll only agree to a movie night if I can choose the movie,” Dean told Y/N. “No chick flick moments.”

“Jerk.”

“Bitch,” he countered.

“Fine. Let me take a guess what you’re going to choose?”

Dean raised one eyebrow sarcastically. Y/N knew him too well, and he was very aware she was going to guess correctly.

“Time to slice and dice?” She guessed with a smirk.

“It’s a classic and you know it!”

“Okay, whatever Dean,” she chuckled. “Pizza is in the oven and almost done. You sort out the film and I’ll get some beers.”

Dean went to his room as Y/N went into the kitchen to get the food. Putting the pizza on a plate, and a beer under each arm, she carried them into the bedroom.

In grey sweats and a black T-shirt, Dean lounged on the bed. She placed the pizza in front of him as the movie started. He flopped over into his stomach to face the TV, propped a pillow under his chest, and wrapped one arm around it as the other reached out to grab a slice.

“Time to slice and dice,” he quoted, taking a bite of the pizza.

Y/N lay down next to him on the bed, mirroring his position and popped the caps on the beers, handing one to Dean. She really enjoyed these evenings, but unfortunately they didn’t happen very often.

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