Playing With Fate
Square/s filled: "You need to get your strength back" @anyfandomkinkbingo (quote in bold) |
Pairing: Demon!Dean x F!Reader
Word count: 3,545
Summary: Y/N offers to help with the search for Dean after he becomes a demon and leaves the bunker. Her plan doesn't go the way she intended, but that didn't mean it wasn't a desired outcome.
Warnings: Swearing, angst, smut: dirty talk, oral sex (male receiving), vaginal fingering, hair pulling, choking, spanking, dacryphilia, degradation, dubcon, rough sex, mirror sex, unprotected sex (wrap it up people), squirting, I think that's it, but lmk if I missed anything!
A/N: Please blame the s10 rewatch I was in the middle of for this. I take no responsibility for the level of horny everyone's going to be after this lmao... Also, I've done things a little differently with this one, so I hope y'all enjoy! As always thanks to my loves @hintsofhoney and @makeadealwithdean for betaing this. Don't know where I'd be without either of you <3
What the fuck am I doing?
That was the first thought that entered Y/N’s mind, but it was fleeting, disappearing as she looked up at Dean from her submissive position on her knees, her mouth wrapped tight around his thick girth as her hands pressed into the muscle of his bare thighs. His gaze was intense, green orbs that occasionally gave way to solid black, something she had never anticipated would arouse her the way it had from the first moment he revealed them to her. He caressed her hollowed cheeks with his thumb, his other hand in her hair as her head bobbed back and forth, taking his length deep into her throat. It soon wasn’t enough for him, his grip tightening in her strands as he held her still, his pelvis smacking vigorously against her. Saliva dripped in long strings around her mouth as he chuckled, relishing in the way she choked and gagged around him, the glugging of her throat adding to the pleasurable cacophony that reached his ears.
Tears pricked her eyes as she moaned and spluttered around his shaft, her own thighs squeezing together to keep her arousal at bay for a moment. He noticed the way she squirmed, the way her flesh pressed tightly, the signs of her need obvious to him. He drew back from her throat, a harsh gasp leaving as her lungs burned, her chest heaving as she sucked in air and met his gaze.
“Spread your legs, sweetheart,” he ordered, grinning as he wiped her saliva around her lips. “Want that pussy of yours as wet as your mouth, got it?”
“Y-Yes,” she stuttered, nodding weakly.
“Yes what?” he growled, tugging at the roots of her hair and making her whimper.
“Yes sir,” she added, staring up at him.
The smirk never left his face as he thrusted into her waiting mouth once more. Following his instruction and opening her legs, her fingers moving between them and finding her clit already lightly covered in her wetness. She moaned wantonly as she circled the swollen nub, her eyes fluttering with the euphoria that coursed through her. Not only at the feeling of her hand between her legs, but at the way he was using her, and the shame of willingly letting him fading away with every plunge of his cock into her throat.
This hadn’t been the plan when she first found him. Far from it, in fact.
When Sam had called her with the location of the bar Dean had been frequenting, she had full intention of stepping in and setting him straight. He had warned her about Dean being a demon now, something that had happened several weeks before and which she chastised him for not telling her sooner. She could’ve helped and maybe with their “geek brains” together, as the elder Winchester liked to call them, they could’ve found him sooner. She wished she had known; her and Dean were friends, and she hated the fact that she hadn’t been there for him.
Friends were supposed to look out for each other. Especially those types of friends that were sometimes, on occasion, more than that.
Nevertheless, Sam said he would join her but she insisted on doing this alone, not listening to his protests and telling him to call her back once he had found Dean’s whereabouts.
When Y/N walked into that dive and took a seat at the bar, her eyes immediately found him. There he sat, at a table in the middle of the room, whiskey tumbler in hand. He didn’t look any different to the normal Dean she knew, not even when a blonde waitress came over to him and handed him another glass, draping her arm across his broad shoulders. She shrugged it off, now wasn’t the time to get jealous. She ordered herself a whiskey too, taking it and facing the room, crossing one leg over the other which allowed her denim skirt to ride up her thigh. That along with a tight, black tank top and black heeled ankle boots were her attire for the night; completely different to the usual hunter gear she’d be wearing but she needed something to catch his eye.
And sure enough, it did.
Dean had always had a higher level of awareness thanks to being a hunter, but after becoming a demon it had become a sixth sense. A familiar energy caught his attention as soon as it stepped into the room, his head lifting up to meet Y/N’s eyes as she stared back at him. He hadn’t seen her for a while, and if she was here that meant Sam had gotten to her. He had the initial thought of sending her on her way as he stood up, but as he made his way over to her, caught the way her thighs pressed together where they were crossed, he knew he could have some fun with her.
A grin pulled at his face as he gazed down at her, seeing her perfect mouth taking his intimidating length with each thrust, and he was glad that he had been right. It had been a long time since they had been together like this, and it was clear that he hadn’t taken advantage of their situation as often as he should have from the way she was working her tongue around him. She was unmistakably desperate to please him, to be with him in any way possible, even if he did have a new set of black eyes.
He had no problem exploiting that fact.
“Look so good choking on my cock, baby,” he groaned, holding her down against his pelvis.
His hand tightened in her hair once more and pulled her off his cock again, a dark chuckle escaping him as he heard her shuddering breath. Saliva hung off the edge of her chin, dripping onto the swell of her breasts, her eyes wide as she waited obediently for whatever he had planned for her next.
“Stand in front of the mirror,” he instructed, glancing up at the corner of the room before looking back at her. “Want you to see yourself losing control while I fuck you.”
Y/N somehow found the strength to stand from her position on the floor, the burning in her limbs only adding to the fire that was rising within her with each staggered step towards the mirror. Her appearance reflecting back to her was already a mess; her hair tangled in certain places, saliva drying and hardening at the edges of her mouth. As she spread her legs and curled her hands on either side of the frame, Dean stepped up behind her, calloused fingers sliding down the smooth skin of her back. Their eyes briefly met in the mirror before his gaze shifted down, following the movement of his hands as they admired the curve of her ass, a groan escaping him as his thumb grazed her puckered hole down to the sticky, wet warmth of her folds. She gasped as she felt the thick digit slide back and forth, no doubt wetting his skin as her arousal grew and dripped from her sex.
“So fucking wet,” he muttered, more to himself than to her, but he finally left his eyes and addressed her again. “Ready to take my cock, aren’t ya?”
Her lack of response earned her a heavy hand against the flesh of her ass, causing a yelp to escape her. Her eyes widened as they made contact with his, narrowed and glaring at her through the mirror. He had barely done anything to her and she was already overwhelmed by his actions. Her mind was caught somewhere between not knowing how much more she could take, and wanting to take everything he had to give. Now that he was a demon, she had no idea how much that was, but she was more than willing to find out.
His hand came down twice more in quick succession, making her jolt forward as she shrieked. The sting was intense but delicious as the sensation spread through her whole body, and she knew this was only the beginning.
“You better be fucking ready for me, sweetheart. ‘Cause I ain’t holding back.”
The implication of his words was clear. He wasn’t the Dean she knew anymore, and she shouldn’t expect him to be.
A brief nod was all she could muster as an answer to his earlier question, and that was all he needed. He brought his thumb to his mouth, glistening with her wetness as his plump lips wrapped around it. He kept his gaze on the reflection in front of him, their eyes locked as she breathed heavily, a groan leaving him as he sucked at the digit and took hold of his shaft, rubbing it through her folds. It wasn’t the first time she had seen him do that; taste her off his fingers, but it hit differently now.
Before she could register what was happening, he lined himself to her entrance and slammed into her, her walls sheathing his thickness completely as a ragged moan fell from her lips.
The sound was a harsh contrast to the soft whimper that she had tried to suppress when he sat down in front of her at the bar, flagging down the bartender and ordering himself another whiskey. He turned to her, his eyes taking her in as they roamed down her frame, an eyebrow lifting in approval at her low cut top and the way her skirt had ridden up slightly, exposing more of her thigh as she sat.
“Didn’t think Sammy would send someone else to do his job,” he started, sipping his whiskey once it was in front of him. “Guess he’s losing practice without me, huh?”
“He didn’t send me,” she clarified, trying to remain firm in his presence. “And there’s a quick fix for that. Just come home.”
He scoffed, chuckling as he dropped his head and shook it. “No fucking way.”
The bite and careless lilt of his laugh and words stung, but she couldn’t dwell on it.
“Dean, this isn’t you,” she reasoned.
“Oh, but it is, Y/N,” he countered, as he turned on the bar stool and leaned his forearms back on the bar, his eyes never leaving her. “It’s the new me.”
Green irises flashed to solid black, holding her gaze long enough for a fear she had never experienced before to run down her back. Along with another strange yet familiar feeling between her legs. Strange because this wasn’t the time or place for it. As his eyes quickly returned to normal, Y/N’s jaw clenched as she stared up at him.
“Dean, look, you don’t have any options here,” she stated, pushing her drink aside and reaching into the left pocket of her denim skirt. “You’re coming with me back to the bunker, and Sam’s gonna get to work on curing you. End of discussion.”
Dean sipped his drink as he watched her take out a pair of silver handcuffs, devil’s traps carved into them. He slowly placed his drink down as he smirked, his gaze shifting from them up to her. “I think those are gonna look better on you tonight, sweetheart.”
She rolled her eyes, but she knew they weren’t as effective as usual. He was getting under her skin and they both knew it. From her other pocket, she pulled out the top of a flask as she stared up at him, waiting for him to look back at her as he glanced down.
“Don’t make this harder-” she started but his sinister scoff stopped her.
His green eyes, that once held so much admiration for her, were now void of any kind of emotion as he finally looked at her. Slowly, the shift almost imperceptible, his face hovered an inch away from hers. “I thought you liked it hard, Y/N. Hard… fast… so rough you wanna feel that ache between your legs for days.”
A shuddered exhale fell from her lips, one she hadn’t realized she had been holding, causing him to chuckle.
“So how ‘bout you stop wastin’ your breath on this back and forth,” he continued, gesturing between them as a smirk spread across his face. “And admit that you’re real curious to know what it’s like to get fucked by a demon.”
Their gazes remained locked as he tested the waters; tested whether temptation would coax her into letting him corrupt her for no other reason than pleasurable amusement. He saw the way fear, guilt and thirst circled in the depths of her eyes, and he hoped it was the last of those that would win.
As Dean peered into those eyes once again, through the mirror’s reflection, he saw all of those things give way to euphoria as he pounded deep into the tight heat between her thighs.
Y/N barely recognized the face staring back at her. Hooded eyes, her mouth agape as a string of erotic noises escaped her with every slap of his hips against the curve of her ass. He had been right. She did enjoy sex when it was harder, faster, so rough that she felt the constant throb at the apex of her thighs. The Dean she knew was well aware of that fact, and this Dean, this… twisted version of him was using that to his full advantage. She wasn’t sure if she was willingly letting him, or if he was coercing her into this sinful act, but it was bliss.
A heavy hand slid up her back and into the strands of her hair, pulling harshly as his sweat slicked chest pressed up against her. His breath fanned over her ear and cheek as they stared at each other. A loud, lustful cry erupted from between her lips as the head of his cock drove deeper into her at this new angle, reaching places within her that hadn’t been explored in a long time. A tear brimmed at the corner of her waterline, rolling down slowly as another followed from the other, her thoughts as overwhelmed as her body by everything she was feeling. He laughed in her ear, the sound wicked as it rumbled from his chest against her back, watching the tears make tracks on her face.
Dean leaned down, the tip of his tongue slipping out between his pouty lips and dragging over the skin, the tang against his taste buds making him groan. Her eyes widened in disbelief, but her core tightened within arousal from the act.
“So fucking hot seeing you like this,” he whispered against her ear. “Just mine to use. You can’t lie to me, Y/N. I can see it in your eyes, can feel it from the way you’re squeezing around me. You love my cock inside this tight, little pussy. You don’t care anymore that I’m a demon, do ya?”
Y/N couldn’t remember the words she had spoken in agreement to leave the bar with him. All she could remember was his hands on her hips, pushing her up against the brick wall, rough lips fused to hers as his thumbs played at the strip of skin exposed between her top and her skirt. All she could recall was the way his fingers slipped under the hem, making her breath hitch as they danced over the flesh of her inner thigh and pulled her thong aside, moving between her folds.
He smirked into the kiss, pulling away and looking deep into her eyes. “So wet already, sweetheart. My black eyes got somethin’ to do with this?”
“No,” she whimpered, trying to remain defiant but she was flailing.
The amused grin he had given her in response then matched the way he was staring back at her through the mirror at that moment.
“N-no,” she moaned, a small smile playing on her lips. “I don’t care anymore…”
Her words had somehow emboldened the pace of his thrusts, the scream silenced in her throat as his calloused fingers wrapped over it tight, his other hand groping at her breasts as he slammed into her. Her own hands struggled to hold herself steady against the mirror, the frame shaking from the brutal force of his hips smacking against her. Her walls clenched around his girth, causing sounds only akin to a feral animal to come from him right against the shell of her ear. Along with the loud squelch between her legs and her own choked moans, she knew it wouldn’t be much longer before she fell over the edge into the deepest depths of hell with him.
No matter how heavenly it felt to have him inside her, she knew she was headed for the fiery pit for what she was doing. It was debauchery at its finest, and yet she couldn’t care less.
Y/N wasn’t sure when it happened. Maybe it was the short walk from the bar across the street to the motel, maybe it was when they stepped through the door, or when they stripped each other of their clothes as their kiss became as heated as their frenzied touches. Maybe it was when she fell to her knees in front of him and wondered what the fuck she was doing, allowing a demon, something she hunted on a regular basis, to invade her every thought and sensation. Even if it was a man she knew very well, it had been wrong.
But it had also never felt so right.
The familiar pull in her core had her eyes squeeze shut, but a tug from Dean’s hand in her hair had them opening again. He made her watch their sinful actions in the mirror once more, as he felt her walls like vice around him.
“Such a good slut just for me,” he groaned, nipping her earlobe. “You’re all mine now, right?”
The lewd moan that escaped her wasn’t enough of an answer for him, as his hand cracked against the globe of her ass, causing her to shriek.
“Tell me,” he growled.
“I-I’m yours,” she finally replied, her voice sounding like a stranger’s from how hoarse it was.
“Damn right,” he grunted.
Her eyes rolled back as her air was still cut off by his heavy grip on her throat, but suddenly it dropped to grip her hips tightly with both hands, as his own began to falter with each frantic thrust. Her lungs burned as short breaths left her, moans turning into loud cries of his name as she reached that euphoric peak, her body convulsing as a stream of liquid gushed down her thigh, pushing his cock out as her wetness spurted against the mirror and dripped onto the carpeted floor. Her chest heaved as she breathed harshly, her vision blurred and unable to focus.
Dean took hold of his shaft, slicked up by her release and pumped his hand back and forth, expletives and groans falling from his parted lips as his cock pulsed in his grip. With one last tug, the veins in his neck strained as he let out a strangled grunt, his eyes flashing to solid black as ropes of his release shot over the small of her back. He grinned as he looked at her with those demon eyes she had found herself aroused by, and she smiled back slightly.
This was definitely not how tonight was supposed to go.
“Fuck, that was hot,” he muttered, grabbing her by her shoulders to steady her.
“Yeah,” was all she managed to push past her heavy breaths as she came down from her high.
“Well, I’m good to go again, but,” he smirked as his eyes flashed back to green irises. “You need to get your strength back.”
Y/N was taken aback by the concern, but she knew better than to assume it was for any other reason than needing her recharged for another round. He moved away from her, but not before smacking her ass once more as he walked away. She stumbled to the edge of the bed, still able to see herself in the mirror, her hand admiring the scratches and bruises forming along her skin. With a strangely content sigh, she fell back against the bed, unbothered by his cum sticking between her and the sheets underneath. She glanced to the side as he sat down next to her, his hand roaming over her body, fingers flicking over her nipple, making her moan softly.
“Take five, sweetheart, ‘cause I ain’t done with you yet.”
She bit her lip as she looked away from him, staring up at the ceiling. She heard a small buzz from her phone in the pocket of skirt, but made no move to search for it on the floor. It was no doubt Sam, texting for an update on how things were going. This was definitely a unique way of laying a trap, certainly not one she was planning, but at least this way Dean would never suspect that she had him right where she wanted him this whole time.
She’d let Sam know where she was eventually. She just wanted to enjoy playing with her own fate a little more.















