#dean x male!reader

[l1tw1ck]

dean winchester consumes my mind LAWDDD I beg for anything with that man, surviving off of scraps looking for more top male reader x dean 🤕

- 🛸

No Longer a Mentor

Sub!Bottom Dean Winchester x Top!Male Reader

☆ Word Count: 1,512 ☆

After spending his young adult years with you, his mentor, more than his father, Dean found himself falling for you. He eventually made a move and forever changed the dynamic of your relationship

🕯️: well luckily for u, i just finished this draft :3

CW: Age Gap, First Time Bottoming, Blowjob, Fingering, Frottage (Sort Of), Creampie

Dean’s known you for a couple years, you're a friend of his dad’s and a fellow hunter. You became his mentor in place of his father, who often hunted on his own and left Dean in your care. You liked to stay in your state since the area was basically a supernatural magnet while his father preferred to travel the country so he chose you to finally allow Dean to stay in one place for more than a week. If you were anybody else, Dean would've been annoyed that his dad didn't take him along despite his age and experience. Instead of going to college, Dean spent those years learning to hunt with his father and mostly you. Thanks to all the time you spend with each other, his allegiance to you is almost stronger than his allegiance to his father. He hangs on your every word and treats you like a god. It's thanks to you that he finally accepted his bisexuality. But he doesn't want to tell you that.

He first started feeling differently towards you when you started to become more physical with him. You often hold onto his shoulder with your strong hand or pull him out of the way by his waist and it drives him crazy. He so desperately wants to feel your hands on other parts of his body and vice versa. Your voice makes him weak in the knees and you sound especially attractive when you've found your prey. You're much older than him but he can't get rid of his feelings for you. He tries his best to be content with just having a crush.

After you two had dinner, you decided to drink with him. The two of you laughed and talked over a few cans of beer and deepened your relationship further.

“You ever been in a relationship, [Name]?” Dean asks, slightly tipsy.

“A few. I mostly slept around in my college years and experimented a bit with other hunters but in the end I decided to marry my job instead.”

“Why?”

“I wanted to marry someone I could tell everything to so I tried dating within my circle but none of the hunters seemed to click with me in the ways that really matter.”

“That makes sense…then you probably haven't…” He trails off.

“I probably haven't what?”

“Had sex…lately……”

You laugh. “No, I haven't. Honestly, I think getting laid would really help me. It's been a rough couple weeks.”

“I…” Dean gulps. “I could help with that….if you don't mind…….being with a guy..”

You look at him in surprise. “You're drunk.”

“I’ve only had two cans and a half…You know I don't get drunk that fast.”

You look at him differently, no longer with the eyes of a mentor. “You’ll bottom?”

Dean nods.

You smile in amusement. “I might be a little rough, can you handle that?”

He nods again, more enthusiastically this time.

“Come here.” You motion for him to come over to your side of the table. He stands in front of you. “Kneel.” You order. Dean immediately kneels, his cock steadily growing in size. You unbuckle your belt and pull down your underwear. Dean stares at your cock in awe, body heating up as he watches you jerk it to its true size.

“Fuck. You’re big.” He breathes out.

“Too big?”

“I can handle it.” He says, licking his lips.

“Attaboy.” You run your hands through his hair. Dean blushes. “Ever done this before?”

“Never..” His eyes are trained on your length.

“Is this your first time with a man?”

“Yeah…”

Your gaze changes. Dean shivers in arousal. “How long have you wanted this?”

“A long time…I’ve been…fingering myself, in case we….” He looks away.

You grin, turned on by the thought of that. “You'll have to show me that some day.”

Dean’s face gets redder.

“Now, let me see how you suck cock.”

He's so hard right now. He opens his mouth and slowly swallows your length. He makes a dragged out moan in pleasure as he feels your thickness enter him. Pre cum leaks out of his cock as he imagines how it’ll feel in his ass. He bobs his head up and down enthusiastically, mimicking his past girlfriends by simultaneously swirling his tongue around your shaft.

“Fuck–” You moan. “That's it– good boy.”

Words can't express how happy Dean gets when you praise him.

“You're better at this than I expected, baby.” You smile at his cuteness. He can't hide how pleased he is. “You like sucking dick, don't you? I never thought you’d be a cock slut, Dean.”

He moans. He’ll happily be your cock slut. He pulls away and licks your length in a very sexy way, gaining more confidence thanks to his elevated horniess. “I love your cock, sir.”

“Of course, you’re my cock slut.” You press your hand against his cheek. “Stand up and take your clothes off, I wanna use your other hole.”

Dean’s cock throbs even more. He stands up and quickly removes his clothes, shivering under your hungry and lustful gaze. You pat your lap and he quickly sits on top of you, your shafts pressed against each other.

You grope his ass. “I don’t have any lube..” You trail off, mesmerized by his soft butt.

“I already fingered myself earlier.” He smiles.

“Good boy.” You praise him. “Then spit’ll be enough. Say ‘ah’.” You bring two fingers into Dean’s mouth. He sucks on your fingers in the sluttiest way he can before you take them out and gently push one of your saliva covered fingers inside his soft hole. You give him a moment before adding the second, then you start to finger him.

Dean lets out the prettiest moan you’ve ever heard. “[Name]~” He arches his back and subconsciously thrusts his hips, his cock rubbing against yours. “Your- yours feel so- fuck~” He groans. “So much better!”

You moan as well thanks to the sudden friction. You bring him into a sloppy kiss, the temperature between the two of you steadily rising. Dean pulls away first, more desperate for air, and presses his forehead against your shoulder. “Don't stop– mm- gonna come~” He whimpers. Your fingers find his prostate, an immediate gasp of pleasure leaving Dean’s lips. He throws his head back. “There! Yes!” He moans, grinding against your cock even faster. The combination of his moans, his expression, and his cock against yours all contribute to bringing you to closer your orgasm.

Dean comes first, cum splattering over the two of you. Yours comes second thanks to the amazing look on Dean’s face.

“You're so fucking sexy, Dean, you know that?” You take your fingers out and knead his ass.

“I know.” He gives you a kiss. “I want you inside me.”

You lift Dean up and slowly lower him down on your cock. You both let out noises of pleasure as you penetrate him. He bites down on his lip, thoroughly enjoying the feeling of his ass stretching to accommodate your girth. Once you bottom out, you give him time to get used to it. “Your cunt feels fucking amazing.” You groan. It's hard to hold yourself back but thankfully for you, Dean has no intention of waiting any longer. He places his hands on your shoulders and starts riding you. He quickly loses his momentum as the pleasure begins to overwhelm him. You help him out by grabbing his waist and doing the work for him, allowing Dean to fully enjoy himself.

He knew anal sex would feel good, especially because it's anal sex with you, but he never really had an idea of how good it’d feel until now. Now he's completely blissed out and only able to moan like a slut. It's especially thanks to your quick and rough speed that he's unable to think properly. You couldn't get yourself to go slower even if you tried. His ass just feels way too good.

“Your ass is perfect, Dean–” You groan. “So fucking good-” You hold him and stand up then gently place him on the table after clearing it of the empty cans. You rut into him like a monster, so horny that you feel like you could fuck him all night. You can never get enough of him.

Dean arches his back and shakes as ropes of cum spurt out of his dick. You know you should stop, or at least slow down, but you can't. “‘M sorry baby, fuck–” You moan, hanging your head low as you find your orgasm approaching. “‘M gonna come inside, okay? Gonna fill up your tight fucking cunt with my seed–”

Dean’s conscious enough to understand you. “Ye- yes!” He grins. He's been wanting to know what it feels like to get creampied. “Co- come inside!”

Encouraged by his words, you spill your cum into his warm and welcoming hole. Your thrusts come to a stop and the two of you start to catch your breaths.

“That…was so fucking good.” Dean says, leaning back.

[godjustkys]

| mdni 18+

| SUPERNATURAL headcanons

please give requests.

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RATED: NSFW

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STATUS: You're already in a relationship.

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Request: none, I wrote it myself on February 23rd.

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Dean:

1 - He might not admit it, but god does he love being bent over;

2 - He is SO FUCKING LOUD. When he's on top, he mostly groans, occasionally moans, but when he's on bottom,, the whimpers, whines and moans that escape his mouth is unbelievable;

3 - Praise him and he's on his knees for you;

4 - If you EVER put on a cowboy costume and you have the cowboy boots on... he's hot and bothered the moment he lays his eyes on you;

5 - LOVES pulling on your hair during intercourse;

6 - If the two of you are having sex and he's overwhelmed, he'll grab a pillow to hold onto or grip the sheets;

7 - You two have fucked in the back of Baby.. per Dean's request.. (surprisingly.);

8 - Once, in the heat of the moment, you started facefucking Dean while he was giving you a blowjob and ever since that happened, it's been his favourite thing about sex;

9 - You manhandling him is his guilty pleasure;

10 - At the start of the relationship, Dean believed that it would kind of be a switch-switch situation during sex. When you fucked for the first time, Dean was riding you and his legs started shaking. At that moment, he was thinking about getting off of you, but when you grabbed his hips and made him ride you up until the end, he gave up on that thought.

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Sam:

1 - He is not loud at all. Sure, a couple moans here and there but it's mostly just heavy breathing or grunts. Unless he's overstimulated;

2 - Whenever he's horny, he won't make it clear to you. He just gets all grumpy and grouchy;

3 - Unlike Dean, when he's overwhelmed, he'll hold onto you. And he'll scratch the living hell out of your back;

4 - If you mess with his hair during sex, so much as pull on it, he will moan;

5 - Once, when Sam got back from a hunt with an unconscious Dean, you scolded him and he got hard. (involuntarily);

6 - Sam insisted on trying mirror sex - lo and behold, he had his face buried in the sheets for the majority of it (when you didn't hold his head up). Why? He was embarrassed;

7 - During a hunt, Sam got really grumpy. You had to do something about it because Dean's taunting demeanour would set him off immediately, so you just dragged Sam into the bathroom, when Dean was out, for a quickie. It worked wonders;

8 - You had a habit of not caring about shortness of breath when kissing, so when you first made out with Sam, he thought he was gonna pass out. (He was overreacting, he was nowhere close to passing out);

9 - He LOVES it when you're bold and straightforward, it turns him on so much;

10 - His whole body starts shaking due to pleasure if you focus on his chest and neck too much.

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Castiel:

1 - If he's in the mood for it, he won't tell you. He will just stare at you until you figure it out yourself;

2 - If there is a moment when Castiel doesn't put his hands on your chest or stare at it, consider it a miracle;

3 - He cannot comprehend why he can't form coherent sentences during intercourse. He says "it must be some kind of curse". In reality, he's just too into it to care enough about speaking properly, but he does not realize it;

4 - Castiel does not realize how much you being rough with him turns him on. Degrade him for a couple seconds and he's hard;

5 - During sex, he holds onto you so tightly with his hands that a lot of the time, they leave bruises. Once, he noticed them and asked what happened. When you told him that they were from him, he just looked at you confused and said: "I never hit you?";

6 - Even though you being rough riles him up a lot, he prefers soft and gentle sex.

7 - When the four of you, you, Sam, Dean and Castiel were riding in Baby (you and Cas in the back seat), you decided to just lay your head in Castiel's lap and get comfortable. He was your boyfriend after all. It was fine at first, you even closed your eyes. Then suddenly, Castiel pushed you off. You sat up looking at him puzzled. He just gave you glare as he looked out of the window and covered his crotch. (Inconvenient places to get hard #2);

8 - He knows how mad it drives you when he gives you that soft innocent look during sex, it just makes you want to go rougher on him;

9 - He once asked you to 'rail him' without knowing what it meant. When you explained it to him, he replied with "oh, okay. So will you?";

10 - He finds your hands (minus your chest) the most attractive thing in the world. He WILL stare at your hands during intercourse because he wants them on him 24/7.

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A/n: if you want any of these headcanons to be made into a oneshot, please let me know. <3

[chaoticforever]

When The Dark Crawls | Yandere Dean Winchester x Male! Reader

Summary: Everyone knows that when a cat chases a mouse, the mouse looses. Dean lives for the thrill of the chase, and Y/n L/n? The man just wanted to leave.

A/n: Not too sure about this one.

Damn these handcuffs, Y/n thought. 

The cold metal of the handcuffs dug into his skin, causing him discomfort and making it difficult to move his right hand. He gazed around the area, hoping to find something that could allow him to unlock them, but didn’t see anything. He needed to find something fast before a certain someone came barging in here.

And that someone is Dean Winchester. 

A well-known hunter who had saved Y/n's life from bloodthirsty vampires that wanted to suck the blood out of him. In the beginning, Y/n had been so grateful to have met the man. He would be dead right now if it wasn't for Dean, after all.

However, as it turned out, that wasn't the last time they had seen each other. The following week after the whole vampire incident, the h/c man had been attacked again, and it seemed like he had nothing but bad luck with all these supernatural creatures attacking him for no reason.

Once again, Dean was there to save the day. He had shown up at the abandoned house they had Y/n trapped in with lots of silver bullets and managed to kill the werewolves and free Y/n from his binds.

Again, Y/n had thanked Dean for saving his life, and Dean just said that it wasn't an issue and that maybe he should stay with him tonight to ensure he was safe. The hunter laughed it off as a joke, but Y/n decided to take him up on that offer. He didn't want to risk another near-death experience. They say that third time's a charm, and next time he might not be so lucky to get away like the last two times.

On that day, Y/n asked about Dean's life and the circumstances that led him to engage in combat with these creatures, which he had not even believed in until a week prior. Dean explained to him that he and his brother hunt these monsters and it's the family business. Y/n couldn't imagine growing up like that, but he told Dean that if he ever needed any form of help from him, such as a place to lay low to let him know. Dean did save his life so Y/n believed that he should reciprocate.

And a friendship between them formed, where Dean would stop by whenever he was on a hunt to check in or if he simply wanted to hang out with Y/n. Y/n always welcomed him. It's not like he had many friends, so he was glad to have another. However, he had noticed something.

Like the way Dean looked at him.

Y/n was not stupid. In fact, he was quite perceptive, and he was aware that Dean had a crush on him. He made sure to let Dean know that despite his gratitude, he doesn't share the same sentiment. Dean is an attractive guy, with beautiful forest green eyes, yet he only perceives him as a friend. After the rejection, Dean said it was fine as long as they were still friends.

However, it seems that Dean lied to him, as evidenced by the way he continued to touch and stare at him. In passing, Dean would find different excuses to touch or brush up against him. He found reasons to be near Y/n; their paths crossed more frequently than before. Y/n would turn a corner, and Dean would be there, leaning against a wall with a smirk on his face. He'd be at the same coffee shop, sitting at a nearby table, looking at him with a predatory gaze. When he went on a date, there was Dean, glaring at Y/n's date the entire time with a steak knife in his hand.

Hence, he felt increasingly uneasy with Dean's constant presence, but whenever he mentioned it, the hunter insisted that he was protecting him. Y/n did not share this perspective and informed Dean that he needed some space away from him. Dean's jaw tightened, and he warned Y/n that he'd regret his dismissive treatment.

Later, he discovered that Dean had been quite serious in his words, as the day Y/n's car unexpectedly broke down on the road one night and Dean kidnapped him, taking him to a secluded cabin far away. Dean claimed that Y/n belonged to him and was protecting him from everything that was evil in the world. He had to do it.

Y/n had attempted to escape before, but he was recaptured by Dean every single time. As punishment, Dean would spank Y/n's bare ass with his hand. Since then, he had learned not to attempt an escape while Dean was present, opting instead to try when he was absent. It wasn't fair that Dean decided to ruin his life, and he was determined to reclaim his freedom.

The h/c-haired male opened the drawer next to the bed and was relieved that he saw a paperclip. He knew people usually pick door locks with this clip, therefore, he was hoping it could pick a cuff lock.

Quickly, he bent down and picked up the paperclip, his fingers shaking as he tried to manipulate it into a makeshift key. He inserted the bent end into the keyhole of the handcuffs, twisting and turning it in a desperate attempt to unlock it. Sweat beaded on his forehead as he struggled.

"C’mon," Y/n muttered under his breath. 

Finally, after what felt like an eternity, the handcuffs unlocked, and the cold metal fell off his wrist. Thank God. He exhaled, rubbing his tender wrists, still feeling the lingering sensation of those handcuffs. I am free. Not wasting another moment, he stood up and darted out of the room, peering through the blinds to survey for any sign of Dean. A wave of relief came over him when he didn't spot the Impala.

Y/n's heart pounded in his chest as he bolted out of the cabin, his feet carrying him farther away from his captivity. Y/n didn't know where he was going, but he didn't care. All that mattered to him was getting as far away from this location as possible before Dean realized he's gone. Adrenaline coursed through his veins as he continued to run through the woods. despite him feeling incredibly exhausted.

Soon, Y/n reached the road and was so overjoyed when he spotted a car coming down the road. "Hey, stop!" Y/n jumped in front of the car and threw himself in front of it, causing the driver to slam on their brakes before the car could hit him.

The driver — a tall guy with brown hair —exited the car and promptly approached Y/n, looking worried. "Are you okay, sir?"

Y/n shook his head, his voice breathless from the running he did. "I'm not. This guy... he kidnapped me. Please, help me."

The tall man nodded. "I'll help you. Get in the car." He opened the passenger door.

"Thank you," Y/n slid into the passenger seat and buckled up as the other male shut the door and got behind the wheel.

"It's no issue," he turned the keys and the car roared to life. He stepped on the gas and the car cruised down the open road. The man glanced over at the one sitting in the passenger seat. "If you want, you can stay with me tonight. Then we can deal with whoever took you tomorrow."

"That would be great, thank you again." Y/n was sincere. "Do you have a name?"

After those words escaped his lips, Y/n wanted to hit himself. Of course, he has a name. Everyone on this planet has one.

The driver laughed. "It's Jared. And you?"

"Y/n."

During the remainder of the drive, Jared maintained a focused gaze on the road ahead while Y/n observed the passing scenery through the window in thought. The events of the past few months with Dean had left Y/n a bit shaken, but he felt incredibly fortunate that someone had been driving by at the right time to help Y/n escape from that stupid hunter.

When Jared brought his vehicle to a halt, Y/n shifted his attention to the imposing structure before him. The exterior looked quite old, and Y/n turned to face Jared, his expression marked by confusion.

"Uh, why are we here? I thought you said you were taking me back to your place."

"And that's what I'm doing now," Jared said. "This building is where I live. It's my bunker. You'll be safe here, don't worry."

Y/n regarded the place with suspicion, feeling a sense of unease that caused warning bells to ring in his mind. Despite his apprehension, he chose to ignore his intuition. After all, Jared had gone out of his way to help him, even though he wasn't obligated to, and Y/n decided to trust him. If it wasn't for Jared, he would still be at the cabin with Dean, and that was not a situation he wanted to be in.

Jared opened the car door for Y/n and escorted him inside the bunker. Despite the unappealing exterior, the interior was surprisingly inviting. Y/n appreciated the contrast. Jared then led Y/n to the room where he would be staying for the night, excusing himself to retrieve a blanket.

Y/n took a moment to assess the room, noting its basic amenities: a bed, a desk, and a drawer with a lamp, which was the only light source. Despite its simplicity, Y/n found the room to be quite inviting.

Later, Jared re-entered the room with a blanket, fresh towels, a washcloth, and a toothbrush. "Here's a blanket in case you get cold, a toothbrush for your teeth, and a towel and washcloth for your shower," he explained, placing the blanket on the bed, the toothbrush on the desk, and the towel and washcloth on the rack. "Get some sleep. I know it's been a long day."

"Thank you so much, Jared. I don't know what I would've done without your help." Y/n expressed his gratitude once again because he needed this man to know that he was so grateful for helping him.

Jared smiled reassuringly at Y/n. "No problem at all. I'm just glad I could help."

Jared left the room and closed the door behind him. Y/n lay on the bed and put the blankets over him, closing his eyes.

He was finally free.

Dean couldn’t get to him now.

XXXXX XXXXX

The next day, Y/n awoke feeling utterly refreshed. It had been a while since he'd slept so well, and according to the clock, he had slept for more than twelve hours. Although he hadn't intended to sleep for so long, he supposed his body needed it.

Rising up from the bed, Y/n gathered his towel, washcloth, and toothbrush, and proceeded to the bathroom. After a brief exploration, he found the bathroom and removed his clothes before entering the shower. The warm water cascaded over his skin, providing a soothing sensation as it cleansed his body and his mind.

After taking his shower and brushing his teeth, he returned to the guest room and he decided to wait for Jared to return so that they could discuss their next move.

Folding the covers meticulously, Y/n heard the door creak open from behind. Knowing that it was Jared, Y/n initiated a conversation without turning around. "Hey, Jared. Thanks for allowing me to—"

Panic seized Y/n's heart as he retreated a step. There, in the doorway, was Dean Winchester with a devilish smirk on his face that sent a shiver down Y/n's spine. No! Y/n's thoughts raced with alarm: he was free. How did Dean find him again?

Dean edged closer, attempting to narrow the gap between them. "Surprised to see me, Y/n?" he mocked, voice laced with amusement from the fear in Y/n's eyes.

Y/n retreated, pressing his back against the wall. "H-How did you find me?" he stammered, his face contorted with fear. The intimidating man's presence made it impossible for Y/n to conceal his terror.

A dark chuckle emitted from Dean's lips as he closed the remaining distance between them. Now face-to-face with Y/n, he slammed his hand against the wall beside him, trapping him against it. "Oh, I always find what's mine," he declared. "And you, sweetheart, are definitely mine."

"I'm not yours!" Y/n retorted, but his defiance was quickly overshadowed by a pressing concern. "What did you do to Jared?" he asked, worry clear in his tone.

Dean's smirk widened. "Jared's not real," he divulged, causing Y/n to stare at him in bewilderment. "His real name is Sam, my brother. And this bunker? It's ours."

Y/n felt his world shatter once the truth unraveled. He had never escaped; Jared, no Sam, brought him back to Dean. Y/n had been deceived from the beginning.

"This can't be true," Y/n whispered.

Dean's fingers trailed possessively down his arm. "It is true, my little plaything," he gripped Y/n's jaw and forced a hard kiss upon him, only to break away when Y/n continued to resist his advances. "Stop fighting it, pretty boy. Just let it happen."

No, this was bullshit. Y/n wasn't going to just let it happen or continue to cower in submission. Y/n delivered a swift kick to Dean's groin, causing him to crumple to his knees, clutching his injured area. He fled as Dean's chilling laughter echoed throughout the place  Dean taunted Y/n, urging him to run, claiming that he loved the chase. Y/n sprinted, feeling the wind whip against his face. He needed to get away on his own, unable to trust anyone in case another person he bumped into happened to be acquainted with Dean.

The surrounding area seemed devoid of buildings and people for miles, but in the distance, Y/n saw an abandoned house. It was his only option. He dashed inside. The interior had peeling wallpaper and boarded-up windows, yet it didn't look that bad. Y/n figured that Dean wouldn't consider searching for him here. His plan was to remain hidden until he was certain that he was safe, free from Dean.

The floorboards creaked beneath Y/n as he raced up the stairs, and the bathroom door was the first one he encountered. Y/n didn't hesitate before entering the shower and closed the curtain, trying his hardest to calm his ragged breathing.

Seconds turned into minutes, and in the deafening silence, Y/n believed he might have escaped Dean's clutches this time. But the illusion shattered when he heard doors opening, the floorboards creaking, and the taunting voice that was Dean's. 

Suddenly, the bathroom door opened, and Y/n stopped himself from breathing.

"Y/n, are you in here?" Dean's voice was laced with false sincerity. "Get out here. There's no point in hiding. I'll find you."

Y/n remained silent and unmoving in the shower, but it became very challenging, particularly as a spider crept up his leg. Not now. Get off me. The spider, though, disregarded Y/n's silent plea and kept crawling. Unable to endure the crawly sensation any longer, Y/n used his right foot to kick the spider off his left leg and killed it as quietly as he possibly could.

Y/n's heart pounded.

Two steps outside the bathroom, the green-eyed male halted, his attention drawn by a faint noise emanating from the shower. A smirk tugged at his mouth as he turned around, his gaze narrowing.

"So, that's where you are?" Dean walked back into the bathroom and yanked the curtains open, revealing an empty space.

A moment of confusion clouded Dean's face as he scanned the empty shower for Y/n. Unbeknownst to him, Y/n had silently exited through the second door connected to the bathroom and hidden in the nearby room's closet. This cat-and-mouse game between them intensified with each passing moment, but still, Y/n remained steadfast in his determination.

Yet, at the same time, Y/n struggled with the fear of being caught. He knew Dean was a highly skilled hunter, who's good at tracking people down. His chances of escaping were slim to none, but he was going to take his chances, nevertheless.

Y/n could hear Dean's footsteps echoing through the house, growing louder as he approached the room Y/n was hiding in. Then, the door to the room opened, and Y/n remained silent and still as Dean sauntered fully into the room. Not again.

"Come out, come out, wherever you are," Dean persisted, his voice saturated with that sick, sadistic satisfaction. "You can run, but you can't hide from me forever."

Y/n's fingers trembled as he searched for anything he could use as a weapon, but there was no weapon in the closet. Nothing. Y/n pressed himself against the wall, accidentally triggering a hidden mechanism that pushed him backward into a secret room nestled in the closet.

"Just you wait," Dean said, approaching the closet, his fingers curling around the handle with a predatory grace. "I have so many things in store for you, and you are going to love every fucking second of it. Ready or not, sweetheart, here I come."

With a swift motion, Dean yanked open the closet door, anticipating the sight of Y/n cowering in fear. To his surprise, the closet showed nothing but empty space. Dean's laugh echoed through the room. "I love this little game of cat and mouse, but trust me — I always catch my prey."

In the hidden room, Y/n's ear was on the wall, hearing the closet door closing and Dean's retreating footsteps. Y/n pushed open the secret room's door, entered the closet, and emerged into the main room.

The hidden man cracked the door open, the hinges silent, and he peered through the slightly ajar door. He observed Dean going up the stairs, heading to the attic. This was his opportunity, his one chance at freedom. Carefully, he eased the door open fully, ensuring not to make a sound.

Y/n's heart thundered in his chest as he tiptoed down the stairs, his eyes vigilant for Dean or his brother. He did not need any surprises. His pace quickened as he headed for the door, his hand hovering over the knob. He had done it. He won—

Suddenly, Y/n's body was sent crashing to the floor. Dean had appeared out of nowhere and tackled him to the ground. No, Y/n thought, his hopes shattered.

Y/n struggled to free himself from Dean's grasp and crawl toward the door, mere inches away. Dean, however, didn't plan on letting Y/n escape him this time. His grip on Y/n's legs remained firm as he pulled Y/n closer. Then, he pinned Y/n's hands above his head and placed his knee on Y/n's crotch, immobilizing him.

Dean smirked triumphantly down at his captured prey. "Man, that was a fun little game of cat and mouse, but you should know that you're my bitch." He reached into his pocket and retrieved a syringe, heightening Y/n's panic. Y/n struggled to free himself, but Dean's strength was overwhelming.  He took the cap off and quickly jabbed the needle into Y/n's arm. Weakness washed over Y/n, rendering him helpless against his impending fate.

The green-eyed hunter chuckled darkly as he looked down at Y/n, caressing his face and letting his fingers trace over Y/n's lips. "I'm taking you home now. You'll never be able to escape me, pretty boy. Stop trying, and get used to being mine."

Y/n was starting to think that Dean was right. There's no way he can escape him.

Dean felt a sense of triumph as he looked down at Y/n, his little plaything. He had won, and there was no turning back. He knew that he had done terrible things to get him, but he didn't care. All that mattered was that he had Y/n, and no one would take Y/n away from him.

As the tall man carried Y/n away from the abandoned house and to the bunker, he could feel Y/n’s body tense up in his arms. Dean knew that he was terrified, but he didn't care. He would do whatever it took to keep the other man with him, even if that meant resorting to violence.

Dean placed Y/n on the bed in his room, their room, and could sense Y/n's fear permeating the air. He relished every bit of it, loving that Y/n was afraid of him and would soon understand who owned him. Dean needed to break Y/n, to make him see that Dean was his one protector from danger. He was doing all of this for Y/n, to ensure that he was always safe.

Dean climbed into the bed, wrapping his arms around Y/n and pulling him close. He could feel Y/n's body trembling with fear, but he didn't let go. He had to show him that he's in control. Now and always.

"It's alright, baby," Dean whispered in Y/n's ear, planting a kiss on the back of his man's neck. "I'm here, and I'll protect you from anything that could harm you, but don’t even think of trying to leave again unless you want a punishment. There’s no place you can go that I won’t get you."

Y/n remained silent, which didn't bother Dean, since he knew that after this day, Y/n wouldn't dare try to leave him again.

The green-eyed man held him close, and he thought about all the things he would do to keep Y/n with him. He would make sure that Y/n never left his sight, that he never spoke to anyone else, and that he was the only one who could protect him.

After all, Dean killed the few friends Y/n had to make Y/n dependent on Dean. He had proven his love and devotion to the man in the most extreme way possible.

And now he would do whatever it took to make sure that Y/n loved him back.

XXXXX XXXXX 

[suiternatural]

national underwear day but WE KNOW. WE KNOW HE LIKES WEARING PINK LACEY SATINY PANTIES🫵🫵🫵

[spermeboy]

DIRTY DEAN!

pairings: dean winchester x male reader

summary: after dean helped you out from an ancient curse, you decided to reward him with a special treat.

requested by: anonymous

warnings: SMUT, extreme fuck, humiliation and face slapping kink, choking.

"Thanks for your help back there" you say to him softly as you wipe some of the blood off his face and place some plasters over cuts, he winces slightly "o-ow" he says in a low soft tone. "Sorry Dean" you whisper to him gently caressing his cheek, you both stare deep into eachothers eyes until you feel him grip onto your hips as he pulls you onto his lap in the drivers seat. "D-Dean-" you begin to speak until he places a finger on your lips "shh baby" he whispers to you in his low seductive voice.

Dean's grip on your waist tightens and he begins to push you back and forth making you grind your hips down against his growing bulge, "m-mhm" Dean groans out as you continue to grind down against his bulge. "Someone's horny," you lean down to whisper in his ear as you gently begin to nibble at his earlobe. Dean grunts slightly as he pushes you off him lap and into the backseat where he climbs into the back seats towering over you in the car.

Dean wraps his hand around your throat, pulling your face closer to his, "so perfect," he mumbles to himself as he admires your flustered face. Dean presses his lips softly against yours as he tightens around your throat, turning you on more as you both begin stripping off naked, trying not to break the kiss. Once you're both naked and finally broken the kiss to come up for air, you stare and admire eachothers naked bodies.

You lean back against the backseat, and you pull your legs up to reveal your bare asshole for him. It pulsates slightly as the cold air hits it. You become all flustered once Dean finally leans forward and presses a soft kiss against your hole before his eyes change dark and ravenous as he dives him to lick wet strips up your hole before showing his index finger in.

He continues sliding his finger in and out of your hole before pulling out completely, and he begins to unbuckle his belt, pulling it off and striking it across your ass "A-AH!" You yelp out, but your dick leaks like a facet. He strikes your ass again and again until your ass is red raw, he pulls down his jeans and underwear stuffing his underwear in your mouth.

The salty taste of pre-cum soaked in his underwear caused your body to shudder until he pushed his cock in your asshole, you tighten around him as you feel every inch and vein of his cock. "Mhm!" You whimper out through his underwear as he pulls out just to thrust back in roughly, he pushes your face against the car window so everyone in the parking lot can see you.

"F-Faster!" You whimper out as he thrusts back and forth into your hole, his grip on your hips tightens as he nears his release wanting you to cum before he does. He constantly hits your g-spot causing you to release yourself all over the car door as your body is pressed against it, once you release your hole tightens around him causing him to blow his load inside your hole. Dean collapses against your body as the windows are fogged up, "fuck baby.." He whispers in your ear as he pulls you away from the window and into a hug.

sorry that this fic isn't longer, BUT happy Halloween! 🎃

taglist - @starboye @mailmango @ghostking4m @kingchaospostsstuff @crispysoup318 @inhumanshadows @its-ares @gayaristocrat @cronaaaaaaa @irlsamcarpenter

[mggsv]

Diner Boy

m!reader x dean winchester (18+)

summary: he’s a regular, comes often but there’s never really a pattern. he sits with his brother, Sam, you learned. sometimes they’re smiling and having a good time, other times they look like they’ve just fought, but no matter what- they always sit together, and today you’ve caught his eye- Dean.

warnings: car sex, hair pulling, overstimulation

“He’s staring at you…” Your work friend, Charlie, had said. You were standing at the counter sorting the tickets. It wasn’t a busy day, but it wasn’t slow either. It kept you both working, with plenty time to talk. You gave her a small look before scoffing, “You say this almost everyday Char.”

“Well yes, but, Sam and Dean don’t come here everyday.” You catch her eye as she motioned over to the table she just came from not too long ago. “You are very pretty..you get mistaken for a girl often-“

“I don’t want to talk about that. And besides,” you pick up a tray of food, fit for another table, “I’m sure they’re staring at you, you just like girls and don’t take interest.” You give her a wink while she starts to giggle.

It was true, though. He was staring at you. Your beautiful frame, your curly hair fanning around your face, your perfect lips that pulled into a smile whenever you interacted with the tables to catered to for the night. Dean was watching, and you felt his gaze.

You could hardly work. His eyes made your legs week, and your pants tight. You felt hot but there was no sweat. Your hands shook while taking orders. You knew what you wanted, what your body screamed at you to take before the chance of a lifetime slipped away.

Your shift ended roughly at 10. You’re tired, body aching. You take off your apron before saying your goodbye’s to your coworkers. Charlie had left an hour before. It was raining outside, it made you groan. As much as you loved the rain, you walked to work, and walking in the rain meant an umbrella you didn’t have. “Need a lift?” you hear a voice behind you, a familiar one at that, his voice. Dean. You hear yourself chuckle, turning around to look at his tall frame. “No.”

“No? It’s raining like hell out here and you have no umbrella, and you say “no”?” He’s leaning against the glass frame of the wall. He bore a small grin, but those eyes..those eyes said so much more. You felt it. They trailed your body down to your hips, and rested before making their way back up to your eyes.

“Yeah.” you cleared your throat. “And if you’re done..” you look away, staring at the rain pour harder. The droplets beginning to splash against your legs and his boots. Dean moves closer, the soft clack of his shoes perfectly in sync with the rain. Where was Sam, you had wondered. “Do you..need a ride?” He asked again, lowly, fit only for you.

“…yes.”

the walk back to Dean’s beautiful car felt like forever. He shielded you from the rain, his brown leather jacket over your frame. His arm wrapped around your shoulder securely like you were the most precious thing in the world at that moment, protected..

“ha….ha fuck.” Your hand was lost into his short locs of hair, gripping on what you could. You breathed heavily into the small space of Baby’s backseat, suffocated. Dean held your waist, cock disappearing into your hole for what seemed like the hundredth time this night. His teeth sank into his bottom lip, sweaty forehead rested against your shoulder. “Dean..” you moan.

He shuddered, bottoming out inside of you. Your cock leaked against his stomach. You were so closed it rubbed just up against it in the right of ways. Your breathes came to a shuddering halt. Your heart seemed to drop into your stomach, and a clean wash fell over you. Your hands found their way to Deans shoulder, squeezing as you rode out another orgasm, your seed shooting lazily across you and Dean’s stomach. “You feel so good baby..” He groans. His hands tightened the grip onto your waist. While your body relaxed against his own, he sped up. Your body moved quickly against Dean’s thick cock. “So fuckin’ good.”

Your body rolled against his. Your legs felt tight, you tried your best but your body shook to its core. “Dean-“ You gasp, nails digging into his shoulder. He hit that spot inside of you so well…You couldn’t help the helpless whimper falling from your lips. “Almost there.” Dean grunts, failing to notice Sam’s name flash across his buzzing phone.

[supercap2319]

Dean: *Smiles charmingly* "You know, Y/N. You should go out with a real man."

Y/N: *Looks at him and smiles* "Sure. Do you know one?"

Sam: *Laughing in the corner*

[twdxtrevor]

I swear, he does this to us on purpose . . .

[m4nspr34d]

BUT DADDY I LOVE HIM

Dean Winchester x M!reader

Warnings: Fluff, Angst, After sex, star crossed lovers.

Summary: Your relationship with Dean has been under wraps from the day you had met, struggling to come to terms with the fact you would be shun by your already displeased parents for sneaking around with a ‘Vigilante’ such as himself.

You fingers tapped at your computer, your headphones blasting the heavy bass of your music in your ears. It was another late night, your parents had turned in hours ago, all that was left for you to do was finish your essay and finally get to bed yourself.

The table shook as your phone vibrated, looking down to see Dean’s caller ID. Your music paused, your hands tipping your headphones onto your neck. “Hey, you.” His voice said over the phone, the distant sounds of cars passing over the phone. “Hey, you okay? It’s late, Dean.”

“Cant I call my boyfriend?” His voice said, that teasing town he always used, god. “Never said that. just— you never call at this time.” You said, chuckling as you took your headphones off, leaning back into the chair as the phone held close to your ear. “Yes I do!” He was defensive, you could just imagine the sour look on his face as he said it. “Not unless you’re up to something.” You added, amused to see where he was going with this.

“True.. look outside.” He said, bluntly, an almost defeated tone coating his voice. Your head fell back as a laugh escaped your lips, predictable. You stood up from your chair, walking to the window, not surprised to see Dean out in your front lawn, leaning against the lamppost, the phone held to his ear as he smirked. “Cute guy in my lawn, think you can give me five?” You teased as you leaned down onto the interior ledge, his scoff over the phone paring perfectly as his eyes fell to the ground for a moment, his head lifting again to look at you. “Need some company?” “Always.” You didn’t even have to think of the response, quick to hang up the phone, opening the window just enough for Dean to be able to lift it from outside.

You sat back into your bed, grinning to yourself as you waited, feeling like a teenager again, it had been a long time since Dean had to sneak in, only that your parents had caught on to what you were doing when you came back on the weekends, upping their security on you a bit. Your face lit up as you watched him appear in the window, a smirk on his face as he slowly opened it, carefully climbing inside and finding his footing. He was quick to step to you, you doing the same. His arms snaked around your waist, pulling you close to him, the smell of his cologne like a drug, the way he looked down at you with such compassion, such true and unequivocal love.

“I missed you.” He let his neck fall to you, nibbling at your ear playfully as you felt his lips pull into that damn smirk. “I missed you too.” You replied, your hands sliding up and down his arms. His head lifted once again to meet your eyes. “It’s my dad, you know how he is.. he just— he doesn’t want us to be a thing, he thinks you’ll corrupt me or something.” You said, a slight giggle passing as your hand reached to his head, your finger brushing through his short hair, your gaze moving between his beautiful; so, so beautiful— eyes, and the movement of his hair beneath the caressing of your fingertips. “Bit late now.” He said, his hand cupping your cheek, his thumb brushing beneath your eye.

you both started to giggle, your hands pressing against Dean’s mouth, your eyes widening as you desperately tried to suppress the laughter. His body pushed towards you. His hands pressed against your hips, firm but soft, setting you down onto the bed.

Your head rested against his bare chest, both of you at your most venerable, your hand lay adjacent to your face, your fingertips barely moving as you gave him any notion that he had every bit of your attention. “Y’know, we could just run away.” He broke the silence. You giggled at his remark, silly; but true. “You know I cant.” It wasn’t the first time he had entertained this silly fantasy, you two running away with Baby, living off diner food, motel after motel; much less glamorous than he seemed to think. “Yeah.. Yeah I do.” He said, looking down, pressing his lips into the side of your forehead.

“I have a life Dean, I have so much.. I cant throw it all away, I mean— Stanford? I worked so hard for it all, I can’t do that.. I just can’t.” Your voice was much softer than before, the playful banter only lasting for so long before the two of you had to bare the truth right in the eyes. “You could work at the shop, with me.” His head lifted from the side of yours, tilting to meet your gaze in his. “I know shit about cars.” “I’ll teach you.” It was tiring, you were both so different, such different backgrounds— yet, you both yearned for the one thing: eachother. A sigh tipped off your bottom lip, adjusting your head to ease the strain on him. “One year, then i’m outta here, we can settle down together, get a place, maybe a dog— or a fish, we’ll see how you clean up behind closed doors.” Your tone fell softer, a light chuckle hiding behind each word, but it didn’t take away from the clearly pained smile he flashed.

“I’d give it up for you— all of it, I don’t expect you to do it for me, you’ll be better than I am. I just don’t want you to outgrow me when you’re a big fancy guy in a penthouse.” “You know I wont.” “No, I don’t.” It hurt, truly it did, but that was how it worked. No matter how much you both lied to yourself, there was only so much of this sneaking around before it got tiresome, the closest thing to a date being sharing a few beers on your roof. “I don’t love you like the rest, you’re different, and I know I don’t have to be the one to say that for you to believe it.” Your attention peaked, propping yourself further up his chest, your cheek resting as you kept your jaw lifted to keep within his gaze. You hated having this conversation, sometimes you wish you could block out all the sad, the hurt, but, that’s just how it was. “I really do love you.” Those words meant everything to you, they always did, the way he said it at all the right times, it was never a one and done, it was a rare occasion, you knew he meant it— you knew he always did. “I know.. I know. I love you too.” Your fingers trailed up, passing his collarbones as you took the pendant of the necklace in between your fingers.

“Just let me talk to him, have lunch, i’ll sort it out, I swear.” His voice was so desperate, the way you could tell how bad he wanted this, how bad he needed it. “It’s better this way.” “Is it?” Silence, again. It was so hard balancing your own well-being with your family; your blood, and the man you genuinely saw yourself growing old with. “It doesn’t matter what we do, he won’t change his mind, I don’t want that to weigh on us.” Ignorance was bliss, whatever you didn’t know, couldn’t hurt you. a a kiss pressed against your forehead, his hand firm against your nape, his thumb gently rubbing back and forth along the skin beneath your earlobe. “Stay until I fall asleep?” Your eyes lifted, looking up as he flashed you a smile, nodding as his eyes closed for a moment. Your head pressed against his chest once more, your eyes fluttering as you drifted, the sound of his heart beating soothing you, the reassurance you needed, the kind that let you know how close he was, how he was always gonna be your shoulder to lie on.

Thump.

Thump.

Thump..

Thump..

Dividers: @cafekitsune Thought I’d start off with something short and sweet as I’m still getting my footing on here, any tips and criticism are welcome and appreceated. 🌹

[justsomegdude]

Hate or Lust?

Summary: Y/N and Negan get separated from the rest of the saviors for a few nights.

Warning: Negan is a warning himself, swearing, tension, sexual tension.

A/N: I randomly made this with my boyfriend on call! I hope it’s good!!

You’ve known Negan for a while, you were one of his first members. He always seemed to be annoyed by your presence, he enjoyed your work but not you as a person.

You were getting ready to set out with Negan, and a few other of his higher ups to go check out a few abandoned buildings that Dwight said he saw. Of course Negan chose you to go with him. He enjoyed how hard you worked, and how much you’d do for everyone. He didn’t bother to talk to you though.

You walked up to Dwight, slinging your bag over your shoulders. Dwight seemed to have a scowl on his face, never lightening up since Negan burned the side of it. He looked up at you as he fixed his sleeve. “How far away are they?” You had asked and slid your hands into your pockets.

He looked out towards the gate. “…not far away. maybe an hour at most?” He glanced at his sleeve, and then looked at you again. “Big boss making you go?” Dwight knew about the whole thing between the two of you. Dwight was honestly one of your best friends here, so if he didn’t see it himself you would have told him anyway.

With a nod of your head, you heard more footsteps on the gravel ground, slow dragging footsteps that could only belong to one person. “Hey dwighty-boy! You ready?” He stood behind you, looking towards dwight. You turn around to look up at him, which he did not return.

Dwight glanced between the two of you until you looked at Dwight. “Uh.. Yeah.” He wasn’t gonna say anything more, but noticing how there was tension creeping up into the air as Negan stayed put behind you. “You gonna ask the (lady/him) too?” Dwight’s eyebrows furrowed. He knew Negan well enough to know that he’ll never talk to you unless someone mentioned it.

He finally looked down at you, it was your turn to not do it back. “Hey.” His voice was firm, he obviously wasn’t going to enjoy this. You turned your head and looked up into his eyes. His usual smirk wasn’t ever shown when he looked at you. “You ready?” Was all he said, looking up at Dwight again. Your stomach clenched and you looked at the gravel covered driveway. You don’t know what you did to make Negan hate you so much, but it wasn’t a nice feeling.

“yes.” You spat out, it might come off as disrespectful, but Negan doesn’t want to waste time even punishing you. Dwight could be heard entering a truck. Negan stayed behind you, he didn’t make a plan on moving. You heard footsteps behind you from other men, but thinking it was Negan moving you spun around. Then, Negan instead of The Sanctuary in your view had you step back. He looked at you, by choice.

“Watch it, Y/N.” He said firmly, talking with gritted teeth. He held Lucille loosely as he still did not move. His eyes stayed on yours. Your stomach flipped, he never chose to talk to you, or even look at you without reason. So to say you were nervous was an understatement.

Taking a step back, you were the first to stop the staring contest. “Yes sir.” You said, in a quiet voice as you started walking towards the truck you had usually taken, although never keeping the same passenger. You didn’t look back at Negan, but his eyes could be felt on you still. Hopping into the truck with the keys, twirling them before sliding them into the key slot.

Your view was out the window, waiting for the other saviors to get into their trucks. You weren’t sure who was gonna be in your car with you today, so you waited. The door opened which made your eyes dart towards the passenger door, expecting anyone but him to show up. He got into the passenger seat and slammed the door shut. Your eyes on him but his eyes on the trucks in front.

You were now gonna have to share a truck with the man that seemed to hate your guts.. Negan. His leather jacket was on but it was now unzipped, Lucille was set on the floor in between the door and his knee. Your truck was the last in line so for him to be joining you, especially as he’d choose anyone but you, it was weird and not like him. “The other trucks were full.” Negan's voice was heard as you realized you were staring at him. Your eyes went back to looking out the window.

“Okay.” Was your response, you weren’t really sure how else you could even respond. The trucks in front of you started so you started your own. Negans presence made an uncomfortable tension. You and him weren’t heads on, but there was an underlying feeling of hatred.

The gates opened to the sanctuary, the few trucks leaving and you started your drive behind them. Usually with whoever your seating partner was there would be at least noises, but with Negan.. There wasn’t even a peep other than the truck's engine being heard. You guys were driving for about an hour like Dwight assumed when the trucks in front came to a slow stop. We arrived and Negan seemed to want to leave as quickly as possible, not even letting you stop the truck completely before he jumped out with Lucille.

You exit your truck after turning it off. Rounding the truck to get to where the other saviors were standing. It seemed like everyone didn’t care to wait for you, but Negan didn’t move until you were close enough to follow. There were two groups of us, although not discussed and just went either way, you weren’t sure which group to follow so you went to the one with Dwight, that just so happened to be the one with Negan.

Entering the house that Dwight chose to go in, someone that you didn’t bother to learn the name of stayed at the door for guard. The room you automatically walked into was the living room, where it looked mostly untouched other than pictures that were clearly taken off the wall, by the fact there were nails left behind. Everyone went into seperate room to search, two in the living room, one in the kitchen, one in the dinning room, and Dwight went into the bedroom on the first floor. Since all rooms were occupied you went up the stairs to go to the first room you saw. It was rather quiet other than the small chatter from the saviors down below. Looking through drawers you found nothing but clothes. Walking over to the bed to look in the nightstand, there were gauze(bandage wraps) which you quickly pocketed for yourself. Hoping no one will notice.

There was a voice from behind you, where the door was. You looked over to see Dwight. “Hey Y/N, find anything?” He entered the room, by how he sounded, he didn’t see you hide the gauze for yourself. You closed the nightstand drawer and stood up.

“Nothing but clothes so far, i’ll keep looking though.” You nodded and went to the other side of the bed to look at the other nightstand. Pulling the drawer open to find batteries, which has you picking them up and throwing them at Dwight. He almost didn’t catch it, he fumbled a little. “Sorry thought you were paying more attention.” I smirked, it was silly banter we did.

Dwight found it funny and finally cracked a smile after how long you’ve seen him without any emotion. He put the batteries in a bag. “Knew you’d find something.” Dwight said and walked towards the door. “Negan said that he doesn’t want to stay here too long, since he thinks he saw a few walkers.” You just nodded at him.

“Thanks Dwight.” You thanked him and he left the room. Taking a quick look around the room to see if there could be any more places to look, not much to look for as this room seemed to be the most bland. Taking a walk around the room before getting onto your stomach to look under the bed. There was liquor. Pulling it out to see what it was you heard footsteps and slid it back under the bed quickly.

You looked under the bed still, pretending like you hadn’t rodin anything. “Y/N.” Negans voice heard, it was a stern way to say your name, and it instantly made you uneasy. Why was he suddenly talking to you so much? “I heard something, what was it?” You looked up at him from where you were laying to see his eyes not at your face, but somewhere around your body. You sighed as you grabbed the liquor, and stood up to show him. Negan quickly smiled when he saw it and took it from you. “Damnnnn. Nice find.” He seemed happy with it, maybe he’ll act like he hates you less. Negan snapped for one of the saviors to take the liquor and bring it to your truck. His hand went to your shoulder, and it made you instantly freeze and you don’t know why. “I’m gonna have some funnn tonighttt,” His tone was bouncing-like. somewhat energetic. “because of you, Y/N.”

Negan then left and it made you speechless. He’s never smiled around you, not talked, not touched, not even looked at you most of the time you’ve known each other. There was nowhere else to look in the room so you left the room. Everyone was already outside taking the stuff they found to the trucks when one savior started to scream about a herd coming. You and Negan were left in the house and tried to run towards the door only to see the walkers already starting to surround the house. Negan saw this as you tried to run out the door and he had quickly grabbed on to your shirt and pulled you against him. “shh.” Negan said quietly. He was protecting you?

The trucks were heard driving off and negan cussed under his breath. They stranded us here without worrying if we were okay or not? Negan's grip is still firm on your shirt. Not letting you move, which made you feel the need to not move an inch. Negan's arm wrapped around your waist as he slowly pulled you back so you weren’t in view of the windows. Why would he care so much about you all of the sudden? “Negan..” You whispered. Which then led him to putting his hand over your mouth.

Negan kept you pressed against him, his arm around your waist and his hand over your mouth. You were hiding from any windows, to not be seen. Everytime Negan heard a noise his hand around your waist got tighter just slightly, but once knowing it okay he loosened his grip. You were unsure how to react to all of this, so you stayed still. Why Negan was protecting you so much was beyond what you knew. Your knees slightly trembled because of the nervousness with both the walker herd and Negan.

When Negan thought the coast was clear he slowly let go of you, but you didn’t move. He leaned down next to your ear. “Y/N.. I think we’re good.” Negans voice was low, he tried to tell you to move it in a way that made it seem less rude. You nodded and stepped out of his reach and towards the door. Your hand went to the doorknob as you tried to react calmly after what Negan had just been doing to you for minutes. When you finally opened the door there was a walker that wasn’t heard or seen and came walking towards you, Negan quickly pulled you back and hit the walker into the door frame. blood and brains dripping from the now dead.. dead guys head. Negan was protecting you left and right now, which only made you confused.

Taking a look outside to view around for anymore close walkers, and when there were none you and Negan quietly ran towards the truck. You didn’t know how to get back to The sanctuary.. You always were following behind a truck that knew where, but you didn’t. “Negan.. Do you remember how to get back?” You looked at Negan and somewhere along the line of when you were checking for walkers and now, Lucille was with him.

He quickly looked at you. “No?! you don’t know?!” He was more nervous sounding than angry. He cursed under his breath. “All I know is we came from that road..” Negan had pointed at the road that you both knew you guys drove down. Starting the truck and driving towards the road. “Those pieces of shit. How could they just leave?!” His hand hit the dash and it made you jump. Negan looked at you before trying to calm down.

—————

It was hours after then and you and Negan had no clue where you guys were. Ending back up at the houses since you’d been marking where they were at least, made you realize that you both were fucked. Your truck was almost out of fuel and it was getting colder. you didn’t dress to be out this long.

Your truck was parked at the side of the road while you and Negan had reentered the looted house from earlier. There was only one blanket that you always kept in your truck just in case.. so you had agreed Negan used it, although it wasn’t much of a debate since you knew Negan wasn’t gonna let you have it.

He was on the bed in the room downstairs and you were on the couch out in the living room. The colder the night got, the more you shivered. Asking Negan for the blanket wouldn’t do anything, but you had to try. Standing up from the couch and taking a slow stroll over to the bedroom, the door was open but you knocked anyways. Negan wasn’t asleep but he was close to being. “What?” Negan said with a quiet, raspy voice, clear on how tired he was.

You took a step into the room. “It’s really cold.. and i was wondering if i could have the blanket..?” Asking Negan a question felt scarier than it should have.

He sat up and faced you. “fuck.. fine. but you’re staying in this room with it in case I want it back.” He agreed and unwrapped the blanket from around himself and threw it at you. You didn’t want to push anything so you wrapped it around yourself and you were going to sit on the floor before Negan spoke up again. “Don’t be an idiot. Get on the bed.” His tone was a low grumble.

You hesitantly sat on the bed next to him, wrapped up in the blanket. At times like these you wish that there were more things to do than sit in silence, but without music, or drawing supplies, no games, it was all very boring. Negan laid down next to you, covering his eyes with his arm.

It was awkward, in the same bed as the guy that you used to think hated you, but now that he saved you twice you weren’t sure. You could feel the annoyance radiating off of him with how he was acting. “You didn’t have to give me it, you know..” You spoke quietly. This made Negan uncover his eyes to look at you.

“My leather jacket is enough to keep me warm, don’t worry about it.” He put out, turning over on his side with an audible groan. You kept sat up for a little while so it didn’t look like you were copying him, until you also laid down. Cuddling up with the blanket as you pretended he wasn’t there, so you could ease your mind into sleep faster.

—————

Waking up in the morning, your blanket was still around you, but you felt another thing on you. You looked over at Negan only to find out his arm had been wrapped around you while you both slept. Maybe Negan accidentally moves a lot in his sleep, and would most likely hate waking up with him touching you at all, so you try to quietly and gently move his arm off of you. What you didn’t expect was his arm to tighten around you. His unconscious form wouldn’t allow you to move his arm off of you.

The only thing you could do was wait for him to wake up. Which obviously took longer than you’d wish. He most likely fell asleep after you then. Waiting for him felt unnecessarily long, because all you were doing was lying there silent and still. Probably ten minutes you were sat there with his arm wrapped around your waist until you felt him move, a small noise coming out of him as he finally took his arm off of you and sat up completely. To not make it seem like you were awake, you waited a little longer. He got up and walked out of the room, which made it perfect for you to finally ‘wake up.’

The blanket you used, you left on the bed. You didn’t need it as much anymore since it was day and it would get warmer out. Walking out of the room a minute after Negan did, you saw him looking out the window. “Hey Negan.” You said getting a little closer. He turns around to look at you.

“Hmm?” He hummed and looked back out the window. “Hi?” He questioned why you asked, understandably so since you guys usually never talked.

“Do you think they’ll come back for us?” Your question made Negan clench his jaw and face you again.

He looked at you for what felt like forever before he finally answer. “They better.” Was all Negan came up with. You noticed that he was getting upset, so you took that as a sign to shut up. You looked out the window as well to see what Negan happened to be looking at. There wasn’t anything out there, must have been just hoping for them to come back.

Negan and you were waiting around almost the entire day doing nothing. Since the saviors that so rudely left you took almost everything from the houses nearby there was next to nothing to actually do. You ventured into the other houses but again, all were looted by the people who left you. No sign of them even coming back yet.

You were outside laying in the grass looking up at the sky that was slowly getting darker. Negan was standing by you, you couldn’t tell if he was watching you or just watching for anything in general.

“you look dumb.” Negan spoke up, looking down at you. Which made you look up at his direction.

“I don’t see you finding anything to pass the time.” You glared, although not really fun it’s better than nothing.

Negan nods, “Yeah, and i don’t see any food on the table either, so maybe help me find some before it’s too late?” His statement made you stand up and wipe your clothes from any collected dirt.

Looking over at him, his eyes were closed. “Yeah? and how do you expect to find food? we’re not hunters.” Your statement made his eyes open. (Daryl randomly appears and hands them squirrels -Ray)

Negan stared at you for what felt like minutes yet again. His eyes weren’t only on your own, but seemed to go up and down, what felt like judgement. “I mean if they don’t come back, we’ll need to find food somehow.” Negan finally broke the silence.

“Well no duh Negan, we aren’t just gonna let ourselves starve??” Your hands go up as you shrug, annoyed. Negan’s eyes went to the ground. You sighed. “Well if we can’t hunt, since we both don’t know how i assume, how do you expect us to find food?” You said, a more logical reply.

Negan looks around. “We’ve only been around the houses we’ve already taken from, we can move out more. See if there’s anything around?” His question was reasonable, probably the most reasonable thing he’s said all day.

You walk over to the truck, which has Negan following you. As you both get in the truck and you start it, you don’t really know where to go from here. So basically the rest of the day was spent driving around. Not much talking happened yet again between the two of you, like two kids that hate eachother but the teacher paired you up anyways.

“Stop.” Negans voice was heard suddenly which made you stomp on the breaks. More or less the sudden noise scared you. “Jesus christ not that fucking’ fast!” He glared at you for your abrupt stop.

“You said stop randomly, what would you have done?!” You glared back at him. Negan ignored your comment and got out of the truck. Were you to follow him?

Hoping out of the truck to see why Negan had left, was a mistake because he started taking a piss. You sighed and walked back to the truck. He could have at least told you why, so it wasn’t weird that you followed him. Negan noticed but said nothing. You looked around the place Negan has forced you to stop at, seeing if there was anything other than woods… there wasn’t.

As you make it back to the houses from earlier.. yet again.. you found nothing nearby. Your truck was almost out of fuel, and you didn’t have any food. If Dwight doesn’t come back soon it’s gonna end up with one of us death, if not both. Making your way back inside had Negan basically pacing. This was the first time you’ve seen him actually nervous.

Walking over to him had him stop and look at you. “Are you.. okay?” Was the only thing you could think to ask. Negan sighed.

Negan nodded and began to pace again. Although you could tell he was lying, he also wanted to be seen as a ‘fearless leader.’ So of course he’d pretend. “Those fuckers left us, and they didn’t even come back!” He exclaimed, as if you didn’t know what was happening. You came up to his pacing self yet again and gently grabbed his arm to get him to quit pacing.

He stopped and looked down at you. “It’s just us. You don’t have to pretend you’re alright.” You quietly said. This made Negan let out yet another sigh.

“Okay, I’m not fine, alright?” He was still looking down at you, and your hand was still holding onto his arm. “How can i be a leader when my group isn’t with me!” He sounded frustrated.

“I’m still here.” You said which made Negans facial expressions soften. “You’re still my leader, Negan.” With what you said made Negan finally break the eye contact.

You both stayed silent, in the same position for a minute. “As much as I love being a leader, with only one follower it’s not easy.” He finally spoke up. It was your turn to sigh.

Your arm gently slid down his arm to his hand. “As much as you seem to hate me, be annoyed by me, even hate being around me. You’re not alone here.” You paused, he didn’t seem to pull away from your touch at all. “We’ll make it back to the sanctuary, you’ll be your usual leader self again. You can go back to hating me then, but for now, instead of treating me like you can’t stand being around me, let me help. Talk to me.” You spilled out what you’ve wanted to say all day. It was dumb to say half of the stuff you just said, but you had to tell him. You couldn’t stand seeing him pretend to be okay while he’s clearly frustrated and nervous. He’s your leader, and for him to be one he needs someone to follow him. You will be that someone.

Negan was speechless as he looked back up at you. You stared at eachother for minutes before he finally said something. “I never hated you.” This caught you by surprise. He paused. “You being one of the best saviors had made me nervous. That maybe someday you’d think you’re better than i was, so i avoided you.” His eyes fluttered closed, and his face scrunched up as he paused yet again. “You were always one of the best, ever since you joined the group. And it’s not an excuse for me to have been such an asshole towards you after all you’ve done for me. I’m supposed to be your leader, but i’ve treated you like absolute shit.” His voice became shaky when he finished. His eyes opened again.

You didn’t know how to reply at first, I mean what could you even say to all of that. You thought of anything else you wanted to say, about you two, or about how he felt. “Negan..” You whispered his name so he’d look at you. “I let you lead me because you’re a good leader. Even if i thought you hated me the entire time, everyone has a reason for a wall to be built up. To hide certain people away. I never once doubted you as a leader, because I know I couldn’t lead. especially not as many people as you do.” This made you both squeeze eachother hand. You wanted to continue but you didn’t originally know how do you waited until words came to mind or Negan spoke.

Without a word from either of you Negan opened his mouth to speak. “I didn’t only build up a wall for you because i thought you’d take my place. There was something about you that i noticed right away.” He paused. His body turned to face you more directly. “I saw how brave you were, how you could defend yourself, and i wanted you in my team. But when i got you.. I messed up. I’d have been better to you if I didn’t think the way I did, or feel the way I do.” He seemed like he wanted to say something specific but he couldn’t.

You rubbed at his hand. “Negan, take your time. We’ve got plenty..” This small remark made you both smile softly. Negan just nodded.

His eyes closed for a moment before he looked directly into your eyes. “After my late wife died, i thought i wouldn’t like anyone. I was wrong.” Negans voice was quiet but firm, whatever he was getting at meant something. The fact that he mentioned the one person he swore to never mention.. made this even more emotional for the both of you. “What i’m trying to get at here y/n… is that I think I might like you. And that’s why I wanted to act like I hate you, to hide the fact I fell for someone after Lucille.” His eyes never left yours, so yours didn’t leave his.

You stared at eachother for moments until you felt your cheeks heating up. How did you feel about Negan? He was rude but you always like him.. “Negan.. I can’t say I like you yet. But i’m willing to try.” Your reply made Negan smile, and go to hug you. As you were hugging for what felt like forever you heard tricks outside. Which made Negan hide you behind him as he looked out the window. It was the familiar trucks, The saviors were back.

Getting back to The Snactaury, you and Negan got to finally explore what was talked about when alone in that house together.

TAG LIST!

@pinchofhoney

@starstruck-loner

@rome-writes21

[l1tw1ck]

Not a Suspect

Bottom!Dean x Top!Male Reader

☆ Word Count: 1,292 ☆

probably ooc/plot dependent, I haven't watched in a while 😭

CW: Non-Con, First Time Bottoming, Anal Fingering, Humiliation, Overstimulation, Semi Rough Sex, Blood Mention, Daddy Kink, Creampie

“What the hell do you think you're doing?” Your hand is pressed against Dean’s neck, his back against the wall. You lifted him a few inches in the air in order to meet your eyes. You caught him snooping around your room.

“I- I thought this was my uncle’s house!” He smiles sheepishly. You're so much stronger than he is, he wasn't expecting to be put in a chokehold. “The door was unlocked so—”

“Save it. I’ve seen you and that other guy hanging around town snooping for information about that incident. You must think I’m a criminal, huh?”

“That's not the case, sir, I um—”

“Did you come to that conclusion after you searched my things?” You click your tongue then look him up and down. “I’ll let this slide though. As long as you make it up to me.”

“I uh, I have forty dollars-”

“Hmm.” You place him on the ground and turn him around. You grab his wallet from his back pocket and find an ID. Your old jobs gave you the skill of knowing what's fake and what's real. “Of course. I knew you weren't a real detective.” You laugh.

“I’m an undercover investigator!”

“Uh huh.” You find a secret pocket and find his real ID. “There we go. Dean Winchester.”

Dean’s ears burn red. He can't believe he's in this situation and that he can't fight back, something about this is making him feel timid. Sam warned him not to do this but he didn't think he'd feel so helpless against you. He’s fought much stronger and scarier creatures than you but it's different when it comes to humans. You can't figure out their motives so easily.

You drop his wallet and lean over, unbuckling his belt then forcefully pulling his pants down. “Hey! What are you doing?!” He flails around defiantly.

“Stop moving.” You use his belt to tie his wrists together.

“I’m not gay!”

“You really think I care, sweetheart?” You pull down his boxers. “Besides, I’m sure you’ll enjoy yourself.” You spread his ass open and spit on his rim before forcefully shoving a finger inside him.

“Fuck!” He cries out. “Stop!”

You chuckle. “I know your type. You gag at the mere idea of having sex with another guy.” You force another finger inside him and start stretching him out. “Then, once you do, you love it like the little slut you really are. Trust me.”

His entire face is red with humiliation. “You're wrong.”

“We’ll see about that.” You find his prostate. Dean moans, his knees buckling. If it weren't for your hand on his waist, he’d probably fall. “There it is.” You say gently, your husky voice making him feel strange. You continue to prod at his prostate, reveling in his strained whimpers. He’s trying so hard not to make a sound. He clenches his fists and aggressively bites down on his lip as you continue to pleasure him, although he doesn't want to admit that.

He will admit that it hurts. A lot. Dean rests his forehead on the wall. He hates how good it feels despite everything, your thick fingers stretch him out so well. His face is so hot it feels like he has a fever. “Ah–” Dean gasps. “No- no—” He shuts his eyes tightly and lets out a muffled moan as he comes, splattering the wall with his cum.

“Good boy~” You praise him, slowly sliding your fingers out. It feels like Dean’s head is going to explode. “I’m a little too impatient to keep going.”

Dean gulps at the sound of your belt falling to the ground and your fly being unzipped. There's nothing he can do to stop you. You take out your hard length and press the tip against his rim. You lick your lips and begin to force yourself inside. “You're tight, baby.” You groan, pressing your chin on his shoulder. His palms begin to bleed from how tightly he's clenching his fists, it's too painful for him.

“Fuck—” He breathes out. You're big.

“It hurts, doesn't it?” You coo, reaching out for his weeping cock. “Let me help you.”

Dean moans as you begin to roughly stroke his dick. “Sto- stop–” A single tear runs down his cheek. You're reaching so far inside him. He rolls his eyes back as you bring him closer to his climax.

“It’s all in, baby.” You bottom out. “How’s it feel?”

“It fucking hurts–” He hisses, more tears running down his cheeks. “You bastard– ah~!” He comes once again.

“You're cute when you whine.” You slowly pull back then shove your cock back inside. Dean rolls his eyes back and lets out a slutty sounding moan. You grin and start thrusting in and out of him at a steady pace. You look at his beat red face, his mouth remaining open to let out his pathetic moans. “‘S good, isn't it?”

Dean shakes his head despite his body betraying him. “No- No~!”

“You're not good at lying.” You place your hand on his throat, lifting his head up. “Admit it. You like getting fucked.”

He bites down on his lip and rips a bit of skin, blood trickling down. You lean in closer and lick up his blood. “You like how Daddy spreads open your tight hole, don't you, baby?”

He lets out a muffled whimper, his cock weakly spurting out another rope of cum.

You chuckle. “I know I’m right.” You let go of his neck and stroke his dick again. “You’re just a pretty little cock whore.”

“Nnh- No-” He moans. Dean is well aware of the fact that his lies are completely unbelievable. He doesn't want to like this at all.

“Yeah? You really think you're not? You think you're not into this?” You laugh again. “No, Dean, you're a slut who loves taking cock. You love how it feels to have a cock in your ass. Admit it.”

“I don't- I don-” He pauses, drool spilling from his lips as you stroke his sensitive cock.

“Be honest, slut.” You rub the tip of his length with your thumb. Dean has another orgasm. He…He really does like it.

He whimpers adorably. “Don't…Don’t stop.”

“That’s what I thought.” You say smugly, smirking. He shivers. You let go of his poor length and pull out. You turn him around and lift him up by his thighs, pushing his back against the wall. He looks at you in embarrassment as you slide your length back inside him and roughly fuck him.

Dean moans more freely than before, his eyelashes fluttering like a hand fan. He wraps his arms around you for stability. “Fuck~! Wai- wait~!” He gasps.

“I can't control myself, your cunt feels too fucking good.”

He mewls. You lean in and sloppily make out with him. You’re driving him insane. You slide your hand up underneath his shirt and rub your thumb against his nipple. He moans into your mouth. His nipples have always been sensitive but it feels even better in this situation.

You pull away and let out a groan. “Gonna come, sweetheart, right in this tight ass of yours.”

“Mmh- yes~” Dean really feels like a slut now. You were right.

You chuckle and let out a low sound of pleasure as your thrusts slow to a halt, your cock spurting hot ropes of cum into his cunt. “There you go, getting your ass stuffed is a much better job for you.” You pull out and drop him onto your bed. “Should I call you a cab?”

He shakes his head. He doesn't want to leave. “Can I stay?”

You chuckle. “Sure. And you know what? I know a few things about that incident you're looking into.”

[godjustkys]

| mndi 18+

| What a perv.

please give requests.

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Pairing: Top!dom!AMAB!reader x bottom!sub!Dean Winchester.

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Genre: smut.

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Word count: 2,357

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Warning(s): slight feminisation, use of pet names, reader being a cocky asshole (just a lil bit), unprotected sex, reader has clothes on/character does not, bratty Dean >:)

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Request: "can i req perv dean winchester x top male reader? possibly where dean’s jerking off to something that correlates to the reader (like a picture/boxers/whatever works really), but ends up getting caught? he’d usually use his glib tongue to get away, but poor princess is so embarrassed he’s caught jerking off to a guy."

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A/n: i think about dean a lot, putting my headcanons to use here. i need him so badly,,

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You had just gotten back from a grocery trip, putting the bags on the kitchen table. “Fuckin' hell, it's quiet.” You murmured to yourself, your hands on your hips.

Sam was out. Somewhere. Said he had business to attend to. He took Cas with him, so the only one that should be home right now was Dean. At first you thought you'd come home to Dean sitting in the kitchen and drinking, or simply watching the TV.

Neither of those were the case. You slowly walked to Dean's room, thinking to yourself. Just as you reached the door to his bedroom, you opened it immediately, figuring it'd be pointless to knock at this point.

“Dean, will y- woah—” you were in the doorway, standing still, your hand on the door handle.

Dean scrambled to sit up, getting a blanket to cover himself up. “What the hell! Knock, you moron!” He yelled at you, his facial expression clearly offended. Dean swallowed hard, eyebrows furrowed.

“Jesus Christ, okay, sorry-” you thought it was funny, how you caught him jerking off. You had a grin on your face, taking in the surroundings for a little while as you took a small step back, planning to close the door and leave Dean alone. Your smile dropped in a matter of seconds when you noticed your shirt — your dirty, bloody shirt that was supposed to be in the laundry,, in the grasp of Dean's hand.

“S'that..” you inquired slowly, squinting your eyes. “Is that my shirt?” You tilted your head to the side, your shoulders slumping. Why would Dean have your shirt in the first place?

“wh—” he looked down at his hand, practically baffled. Once Dean realized you had seen the piece of clothing, his grip tightened. “What? N— no, no that's mine.” He tried hiding it behind his back slowly.

“Dean, that's my shirt.” You pointed out, your facial expression going blank. “Were you-” you paused mid sentence, trying to take in the new information. “Were you jerking off to me?” Your tone had gotten a tad bit more serious.

“Huh?” He turned his head to look at you, wondering if he heard your question right. “No! No way! What in the world are you talking about?” His tone was defensive as he sat up more straight.

“Wait, scratch that. You were jerking off to a guy?” The look on your face was priceless, absolutely stunned. You knew you caught him, he was in a pinch. He wouldn't get out of this easily. “Since when are you so accepting of your attraction to men?”

“Hold on, does that mean you find me attractive? Am I attractive to you, Dean?” You fixed up your shirt, trying your best to look presentable. “Am I hot enough to get you off? Hm?” That same grin crept back on your face. Being friends with Dean was one thing, annoying and teasing the absolute shit out of him was another. You loved every minute of it.

Dean's gaze shifted to the floor, the feeling of heat cursing through him. Was he getting embarrassed? No, he had to come up with something to derail this conversation.

“You're being fucking ridiculous, [Name], get the hell out.” Dean made eye contact with you, trying to keep his poker face up.

“Awh, is my poor princess embarrassed to be caught jerking off to a guy?” You cooed, walking into the room and closing the door behind you. “You know damn well that it is my shirt.” You spoke, making your way towards Dean. Before the other could respond, you reached around and snatched the shirt.

You held it up, taking a proper look. “Yep,” You nodded with an affirming tone. “It is, in fact, my shirt.” Dean looked away from you, eyebrows furrowed as he huffed, clearly annoyed or even embarrassed. “Fuck off, out of my room, now.” He commanded, his voice ever-so slightly shaky.

“Ay, what the hell? I caught you jerking off to me, and now you're trynna kick me out?” You tilted your head to the side, throwing the shirt onto the ground. “Come on, I gotta know if you're in love with me or not,” you pushed further, your tone firm.

Dean scoffed as he laid back down with a small thud, the blanket still covering his lower half. He brought his arm up to his face, covering his eyes. “No. M'not. Get out,” Even though Dean denied it, his tone didn't seem that confident or convincing.

“You want me to get out and leave my shirt so you can continue jerking off to me? Orrr,, perhaps, there's a chance you want me to stay and get the real deal?” You didn't give it up, how could you? Dean Winchester, an absolute ladies man, trying to get off to his friend, a guy.

“What are you talking about??” He asked in an almost offended tone, taking his arm off of his face to look at you.

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

Deep breaths and groans filled the silent room, your hands gripping his firm thighs as you slowly pushed your cock in. Both of Dean's legs were over your shoulders. “Shit.. t'feels weird,” He breathed out, his left hand resting atop of yours, right hand freely on the bed itself.

“Yeah, well, now you know how a woman feels when you fuck her ass.” You said in a taunting tone, not taking your eyes away from your lower half. The sight of your cock slowly disappearing in his entrance - god.

Dean muttered something out that was followed by a grunt, his hand gripping the sheets underneath the two of you a little. “Jesus Chr— ist..” His voice faltered mid-word, eyelids fluttering shut. “Relax, Dean, relax. You're doin' good,” You encouraged him in a gentle manner, rubbing circles on his thighs with your thumbs to soothe him - calm him down.

“I am- relaxed.” He grumbled out, letting out a small wince. “Wouldn't say it feels like that,” You leaned down a bit, pushing on Dean's legs. Soon enough, you fully bottomed out. “Need a moment?” You asked, eyes flickering all over Dean's torso. “You take me for a wimp?” He said breathily, opening his eyes to make eye contact with you.

Once you looked into Dean's eyes, you got so lost. He looked breathtaking like this, the look in his eyes - full of lust, neediness and want, the glossiness of them. His slightly furrowed eyebrows, clenched jaw, his hand on yours,, the hand gripping the sheets.. so perfect. All of him was perfect. “Fuckin' hell..” You muttered out, moving your left hand to Dean's cock, very slowly jerking him off.

“Mff-..mm.” Soft noises escaped his mouth, followed by a sigh of content. Your touch stimulated him to no end. “You never got to cum, right? I interrupted you,” You spoke in a delighted tone, a smirk plastered on your face. “Why don't we finish off what you started, huh?” Your hand's pace had quickened with your sentence as Dean tilted his head back, his blinking getting more frequent and excessive.

“Fuckkkk..” He said, his voice quiet and low. His breath hitched in his throat for a short moment as you started slowly thrusting in and out. Agonizingly slowly. “Did you grab my shirt from the laundry?” You questioned suddenly, looking down at him with half-lidded eyes. “Cause it was dirty, you know, I'm curious.” You added, a grin flashing across your face.

“Mmh— nhgggh!—” Dean breathed out simple whines and whimpers. You were not sure if he even heard you, your thrusting getting more rhythmic and deeper. It was all new to the other - he'd usually do the fucking. “Hey Dean-oooo, I asked you a question baby,” You cooed, thumb rubbing over the slit of his dick, putting pressure on it. “Son of a bitch— shit!” He pressed his head back into the pillow, hand gripping the sheets so hard his knuckles turned white. Dean had a hard time not squeezing your hand as well.

You moved your hand, intertwining your fingers together as you pushed his arm, making his forearm rest beside his head, pressing his hand into the mattress a bit as you propped yourself up. “Breathe Dean, jeez,” You said with a small breathless scoff, your other hand pumping his cock continuously. “Sh— shut up,, I hate y..you, hhgg!-” Dean managed to speak, his sentence truly holding no malice or hostility behind his tone of voice, moving his head to the side and letting out a hiss at the feeling of your cock inside him. “Do you?” The grin never left your face. “Not only did I catch you jerking off to me, or my clothes rather, but you're letting me fuck you as well. That speaks volumes to me baby,” You shifted on your knees, finding a completely new angle. You pushed in, reaching deep. With that, Dean choked out a gasp, his eyes shooting open as he arched his back off of the bed slightly.

Almost immediately Dean let go of the sheets, bringing his hand to his mouth, covering it. He let out a couple muffled moans, really starting to sweat. Your thrusting pace quickened. It was harsh and deep. “You feelin' shy? We're alone, no one's gonna hear you, Dean.” You mumbled, looking down at your hand jerking him off. His cock twitched, leaking precum. You let out a groan at the feeling of Dean clenching around you.

At this point Dean was seeing stars behind his eyes, the feeling was entirely new to him yet it felt so good. Too good, maybe. He whimpered against his hand, his thighs tensing as they shuddered. You clicked your tongue in annoyance, not exactly directed towards him. You removed your hand from his cock and grasped his wrist, removing his own hand from his mouth so he wouldn't muffle his moans anymore. You pinned it next to his head on the mattress, almost the same as his other hand.

Of course Dean tried resisting being pinned, but you did all of that while fucking him mercilessly and relentlessly. “oh- ah! fucckk—” He bit down on his bottom lip to try and suppress his moaning. You suddenly hit his prostate with a harsh thrust, earning a loud whine from Dean, his one hand clenching into a fist, the other squeezing yours. “Nnh! Shit! Yes yes yes, just like that-” he rambled out, his chest rising and falling with each breath that he took, his lips parted.

His legs started trembling over your shoulders, toes curling. You let a soft groan leave your lips, leaning your body down again, Dean's knees inches away from his chest. He seemed more flexible than you thought. “Yeah? Feels good, doesn't it?” You said in a confident tone, letting out a soft sigh of content, your thrusts ever so slightly losing rhythm.

“Ghhh— pleaseee, pleasepleaseplease,” He whined, his muscles tensed visibly as his body spasmed, shaking his head. You abused his prostate, most likely bruised it as well. Dean squirmed underneath you, his arms aching - couldn't put his hands where he wanted with you pinning him to the bed. His cock throbbed as it was lightly pressed between the both of your abdomens. “w- I'm close! shit! i'm so close!-”

“Go on, cum for me, you've been so good,” You praised him in a softer voice, trying to keep up the same fast pace just to push Dean over the edge. His eyes shut tight, pushing his arms up in an attempt to free himself. As you noticed this, you let go of both of his hands and he almost instinctively wrapped them around your neck, pulling you in as close as possible. Without any further warning, Dean came, making a mess on his own stomach. He choked out a breath he didn't even know he was holding, panting afterwards, eyebrows only stitching together further.

“There we go, good boy,” You murmured, gasping softly as Dean's walls tightened around you. He was starting to get a bit overstimulated with the way you continued pounding into him after he came. One hand of Dean's gripped your shirt, the other holding onto the back of your neck. You felt your own climax nearing.

“Mmhhh,” You hummed out, placing open-mouthed kisses on Dean's neck as a way to distract yourself a little. You ended up only chasing your own orgasm, your cock twitching inside Dean's hole. He shuddered, fingers tangling in your hair, slightly pulling on the locks. “There- there, right there-” Dean moaned out, his voice hoarse and raspy, trying to ride down his own orgasm.

Your hips stuttered, slowly breaking the pace. You were close, almost ready to pull out. Dean felt slight emptiness near his prostate due to you not pushing back in and he whined. “N— no, no, inside, come inside.” Dean rasped out, holding you close to him. You raised an eyebrow at this, nonetheless complying with the other's request. “Fuck Dean, you're kinky,” you joked, pushing your cock all the way in.

His legs continued to shake, burying his head in the crook of your neck. “g-god,” Dean managed to speak through the string of moans and whimpers he let out. With one harsh final thrust and a groan, you came inside Dean, the warm liquid pooling inside him. He let out a shaky sigh, his grip on you loosening. You dropped your head down and leaned your forehead on Dean's shoulder, relaxing. “This fulfilled your expectations of me?” you asked, clearly out of breath. “Or do you wanna go again?” You whispered, your hands moving to remove Dean's legs from your shoulders, lowering them and making them wrap around your waist.

Dean paused as you lifted your head back up again, looking down at him. He made eye contact with you, his eyes ever so slightly teary. “You think you got enough stamina for another round?” He mocked you, his panting very audible, voice quieter than usual. “You're a little shit,” You chuckled, shifting your position to a sitting one. “You're getting what you asked for,” with a tight grip on his hips, you started moving again.

[bigfan-fanfic]

Got A Problem With That? (Male!Reader x Dean Winchester)

@innerpiratefun Can you make a part 2 of Dean Winchester x Male Reader he's a mechanic in California, it's my favorite fic also could you include a part where Sam realizes the collar and says something to dean but dean doesn't take it off or something like that, btw love your fics

Here's PART 1

"He's good at that stuff. Maybe better than you." Dean smirks at his little brother.

Sam scoffs. Skeptical.

Dean chuckles, turning up the music.

They've left you back at the motel - there's no way you're letting Dean travel off alone for this journey, but you're also not skilled in monster hunting, so you've made yourself useful through research.

You're currently compiling a little database on monsters through research and the brothers' anecdotes.

You're not very happy about being dragged into a search for John Winchester, but you want to support Dean, who seems to have genuinely missed his brother.

Besides, apparently Sam tried to leave, but was driven into a deeper need for vengeance when his girlfriend was killed in the same way as their mom.

"You're pretty, ah, serious with him, yeah?" Sam asks again. In the two weeks since you started traveling together, Sam has asked this quite a few times.

"Yeah." Dean responds shortly - as he has each time. He knows their dad might be weird about it. Knows he and Sam weren't exactly raised to even know about sexuality besides heterosexuality.

They both know things, but it's still... awkward to see each other after so long and have to share that.

Dean's been wearing a leather jacket and many layers - trying a little harder not to let his collar show.

It's technically just a necklace, but it serves the same purpose.

You have a thicker leather one for play, but for just wearing, it's a black chain of twisted links attached to a black circle. It's not particularly noticeable, but it is distinctive.

"So... what's this?" Sam asks, reaching out and pointing at the necklace.

Dean tenses as if about to smack Sam's hand away, as if thinking he was going to touch the necklace. "Y/N gave it to me."

"Oh. It's... nice."

"Thanks."

Sam clears his throat, uncomfortable. "Looks kinda like a BDSM thing."

Dean winces. And that tells Sam all he needs to know.

He chuckles a little. "Wow, Dean."

"Shut up." Dean growls. He's not laughing.

"Jeez..." Sam smirks, happy to get under his skin. "I was just-"

"It's something special to my partner and me. That's all you need to know. And all I feel like telling you. Got it?"

"Okay."

The drive is unbearably awkward, especially on the way to take down another spirit.

"Dean?" Sam asks as they park.

"Yeah?" Dean asks gruffly.

"I'm... I'm happy you're that close with someone. I wanted to have what you have with... with Jess."

Dean shifts uncomfortably. But he doesn't protest or shy away - you've helped him learn to communicate and part of that is listening.

"So yeah. It's really cool that you have a partner you're so close to. You're a lot less of a douche than you were." Sam chuckles.

"Yeah. Th-thanks."

"Jerk."

"Bitch."

Sam makes to open his door. "How'd you pull a guy so much smarter than you, anyway?"

They leave the car, already more relaxed.

"Yeah, well, it's actually a funny story..."

[sweetcocopowder]

Could i have a demon dean fic with the prompts "Are you afraid of me?" And "Take it off" with a male reader please

Prompt 6 | Crossroads Demon!Dean x Male! Reader

Synopsis: You finally bring yourself to summon a crossroads demon to strike a deal. But you quickly find out that this crossroads demon does things a lil differently to seal a deal.

Word Count: 3.7K

Warnings: Smut. Tongue fucking. Size kink. Dean's a big boy. Reader's short. Praise. If i miss anything, please tell me. It's late at night.

Notes: I am so sorry that this took forever to post. This is probably the longest fic for the Milestone. I wanted to get it right since these types of prompts take me forever to write. But, I hope your enjoy hehe

You can’t get your breathing under control. It comes short and shallow that it makes your head dizzy and light. It actually worked. The ritual actually worked. You stumble backwards, your feet catching against each other on the loose gravel as you fall on your ass. So much for first impressions.

The demon stands tall in the middle of the crossroads clad in a pitch black suit. He sweeps a hand through his blonde hair, trying to tame it but some strands still fall over his freckled face. His black eyes scan over his surroundings before they flicker to an intoxicating green. They set upon you, a frown forming deep upon his features.

“You’re a little pipsqueak now aren’t you,” the crossroad’s demon comments.

At that, you’re quick to your feet, dusting yourself off as thoroughly as you can. You puff out your chest and square your shoulders, because you’re in charge. You’re the one that summoned this demon. You’re the one making the deal. How dare he call you that when you’re the only offering him something in return.

“Don’t call me that,” you snap at him, but your voice comes out cracked.

The demon chuckles, a set of fangs showing from behind his lips. He walks towards you, and you quickly realize just how much taller he is than you. You’re short for a man, only coming up to a 5’5. And standing next to someone over 6 feet is always something.

“I can call you whatever I damn well please,” the demon snaps.

You flinch slightly, brows furrowing in anger at the mouth on this hellish creature. He may not have any horns. Or no tail. Or any hooves in those dress shoes he wears. But he sure as hell smells like a demon. Sulphur at its finest.

“I’m here to make a deal,” you get back onto topic, the reason why you even summoned him here in the first place.

The demon rolls his eyes. “Yes, yes. I know why you’re here. Didn’t summon me for a chit chat now did you?”

He pinches your chin between his thumb and pointer, inspecting you. He moves your head back and forth, looking over every inch of you. You swat his hand away at the feeling of your cheeks flushing something hot.

“Is it money you want? You want your girlfriend to love you? Want a promotion at your job you’ve been stuck in for eight years? Or want your boss dead?” The demon lists off on his clawed fingers.

“What!? No!” You bark out.

“A new car? Your partner to be pregnant?” The demon asks a few more things. “I can do that myself if you want. If you’re the one shooting blanks then you’ve come to the right person. Probably the straightest and strongest shooter you’ve met!” He chuckles loudly.

“No! What are you going on about?”

The demon laughs harder, the noise seeming loud out in the open, deserted road. “Then what is it you want, pipsqueak?”

You ignore the comment. “I want to be six foot tall,” you answer with as much confidence as you can muster.

The demon goes silent. He stares at you with wide eyes, as if you’re pulling his demonic leg. But when you stand there in silence, not speaking a punch line, it settles into the demon that you aren’t joking.

As much as you’d like to be joking, you’re not. You’re sick and tired of people belittling you because of how short you are. Treating you like a child even though you’re a grown ass man. It’s humiliating at some points. And this demon is just showing you that it’s all true.

How will you explain it when you come back to your boring office job six feet tall? You’ll get to that afterwards.

“So,” the demon clears his throat. “You want to sell you soul to be six feet tall? Am I correct?” He asks bluntly, gesturing his hands around as he speaks.

You nod with a, “Yes.”

The demon pops a hip out with a hand placed over it. You watch the motion before dragging your eyes back up. You’d be a fool to admit the demon before you isn’t hot. You wonder if this is what he looked like before he became a demon. How does becoming a demon even work?

The demon shrugs. “Well I guess I know people that have done worse.” He sighs. “Do you know how a crossroads deal is made?” The demon asks with a cocked eyebrow. He makes his way towards you again, reaching out and patting down your tie.

“Yes. A kiss to seal to deal,” you say with confidence.

Just a simple kiss.

“I do things differently,” he says as he hooks a finger into the tie.  

“What?” You utter out weakly before you can control yourself.

With the smell of burning fabric, the fabric touching the demon’s finger burns a neat line. It falls off, flopping to the ground. His green eyes land on you and you find yourself unable to speak. A hand hooks into your belt and you stiffen up greatly, your face burning a bright red once again.

“My deals are struck a lil’ more intimately. A little more hands on,” the demon grins, his lips only mere inches away from yours.

You can smell the demon better than before now. The smell of sulphur still lingers, but there’s something else that lingers. Something much sweeter. It’s not a pleasant combination of smells though. But what else did you expect a demon to smell like. Rainbows and unicorns?

But you know what the demon is talking about. You summoned a cross roads demon. Not a fucking succubus.

Yet at the same time, you don’t want to have to do the entire ritual again just to get an ugly demon. It would be a shame to pass up on an opportunity like this. Yes? Maybe you are a little messed up in the head. But those green, green eyes. You can’t seem to look away from them.

“Do you still want to be six foot tall?” The demon all but growls out right in your ear.

You swallow thickly. What harm could getting fucked by a demon to be a little bit taller do? You’re just selling your soul.

“Y-yes,” you utter out.

The grin that spreads across the demon’s face is devious. “Are you afraid of me?” He asks, his voice low and even.

It goes straight to your crotch though. You’ve never had anyone come onto you like this but you’re quickly realizing you might be more into it than you may have first realized. You swallow thickly, not being able to look away from the demon’s piercing gaze.

“No,” you squeak out.

The crossroads demon takes a large step away from you with a hearty laugh spilling from his lips. You’re confused. You can’t help but stand there dumbstruck at the sudden change. With the demon’s back turned, you quickly adjust yourself in your suit pants. Don’t tell yourself that he was joking?

The demon turns back around to you, his eyes looking you up and down as if you’re a piece of meat. You can’t help but step from one foot to the other under the watchful, dark gaze.

“Take it off,” the demon suddenly says.

“W-what?” You utter.

“I said,” the demon makes his way back towards you, placing a finger on your chest. “Take this fucking suit off or otherwise you’ll be walking home in nothing but your birthday suit.”

Oh. Oh. Oh my lord. You can feel yourself become as bright as a tomato and yet, you follow the command instantly. You begin stripping, starting with your coat and button up, then to kicking off your shoes. With only a split second of hesitant, you take off your suit pants and hesitate at your underwear. You look to the demon before you who only cocks an eyebrow your way. You swallow thickly again, butterflies coming to your chest as you strip everything. You cover yourself subconsciously with your hands in front of yourself, trying to hide your bulge.

You flinch at the warm hand splayed across your chest suddenly. You can’t drag your eyes away from the crossroads demon. He licks his lips in anticipation, liking what he sees before him.

His hand glides up your neck to the back of your hair, gripping in to tug your face upwards to him. He’s so much taller than you it’s almost intoxicating. You’re almost standing on your toes as he comes down for a kiss, capturing your lips with teeth and tongue. You can’t help but moan into the kiss as the demon grabs onto your sides tightly. His sharp nails dig into your soft skin causing a harsh shiver to run down your naked back.

The demon pulls away, looking down at you with devious green eyes. A string of saliva connects your flush lips to his and all you find yourself doing is staring.

“Now,” the demon purrs, “Did you want to take this on the hard gravel or do you want to try and stand and take it?” He asks lowly.

You swallow thickly, thinking it over. The thought of your back or stomach getting scuffed up doesn’t sound all that pleasant in your eyes.

“I’ll be alright standing,” you say, a slight shake in your voice.

The demon shrugs with a cocky expression on his face. “Alright,” he mumbles, “It’s your deal.”

He then drop to his knees in the loose gravel, his eyes never leaving yours. He grabs onto your thighs and spins you around. Definitely not the direction you thought this was heading, but you don’t complain otherwise. You can’t help the shaky exhale that leaves your lips at the sudden direction this is turning. This is not what you thought would be happening tonight, but you can’t remember the last time you were properly laid. So may as well take this as it is.

Large hands spread your cheeks open and you suddenly feel very, very exposed. You try and hold back the whimper that tries to escapes your throat as hot breath touches your skin. You bite down on your knuckles as you bend over just a little, giving the demon a better look.

“I’m gonna loosen you up a bit,” you hear the grin on the demon’s voice, his face buried under you. “Don’t want this to be unpleasant is all. May be a demon but I’m not a monster.”

“Who would hav- AH!”

You don’t get much warming than that before a hot tongue licks from the base of your balls all the way to your hole. You shiver violently at the feeling. Does his tongue feel much stickier and thicker than a normal humans or is that just your imagination? He licks a long strip from your balls to your ass again, this time slower than the last. And this time you can’t help the sound that comes from your mouth. You place both of your hands on your knees with your head bowed between your shoulders. This might be a little harder than you thought.

“Don’t hold back, pipsqueak. I love hearing those beautiful noises,” the demon says huskily. “It’s like a reward.”

You go to say something, but everything and anything you were going to do is thrown away as a thick tongue is pushed past the tight rim of your ass. You let out a startled cry at the odd sensation of the hot, sticky tongue within you. It’s as thick as at least three fingers and feels longer than such. It prods and seeps deeper within you, as if searching for something. It stretches you oddly, the strange feeling earning a whimpered moan from your lips.

You bend over a little more, fisting your hands on your knees as they begin to shake. You shudder an exhale as the demon’s tongue curls within you, folding on top of itself to make itself thicker before coiling back out. This is not what you had in mind, but you must admit it does feel amazing. If he keeps this up, you might have to take it to the gravel because your legs might just give way.

You can’t help but keen and gasp at the warm tongue prodding and pushing against your prostate. Your legs shake as it only feels like he goes deeper, and deeper. A sheen of sweat starts to cover your skin that’s quickly cooled in the cold night air.

Your cock sits half hard between your legs, but it wouldn’t take much more to get yourself to full length. You wrap a hand around your cock, giving yourself a few dry strokes. You can’t help the groans and whines that slip through your parted lips as the demon seems content in eating you out for the time being.

After another minute of prodding and twisting, you feel yourself already coming close. This is all so new and blissful that you can’t help yourself. You’re coming in your hand before you even know it. You gasp and groan, clenching your jaw as the tongue retracts from within you. A little shame rids into your gut, but the satisfaction out weights it for now.

A dark chuckle comes from behind you, “You lasted a little longer than some of the other fellas that come to me.”

“Nice to know,” you pant out.

You don’t think you can stand much longer. You return your hands to your knees, trying to catch your breath.

“But we ain’t done, pipsqueak,” the demon rumbles as he stands to his feet.

You peer over your shoulder with wide eyes to catch the demon wiping his mouth with the back of his sleeve. His blonde hair is ruffled, and those green eyes only watch you with a hunger that’s on the verge of starving.

“Deal isn’t struck until I come in you,” he says bluntly.

“W-what?” You stutter.

The demon leans into your back, wrapping his arms around your middle and hooking his chin on top of your head. He engulfs you fully, holding on tight so that you can’t leave. He leans down and breathes into your ear, and you can’t help but freeze up and become ridged.

He speaks slower and gruffer this time, his voice rough in your ear, “I’m going to fuck you until you come again from just my cock. And nothing else. And then I’m going to fill you up so that you, a little pipsqueak like yourself can become nice and tall to impress everyone around you.”

Goosebumps run across your cool skin at the thought of such. You’ve never had anyone talk to you like this. You’ve never let anyone talk to you like this, but oh my do you like it a little bit too much. The rough words go straight to your soft cock, making it twitch.

“Do you want me to do that?” The demon asks as one of his hands slides back around to your ass, giving the soft flesh a squeeze. “Can you do that for me? Hmm?”

You breath out shakily, “Y-yes, please.”

You can feel him grin again against your neck before giving your flushed skin a kiss. He moves away but just enough so that he can undo his belt. The clinking of the buckle is loud on the open road, and you suddenly become very aware of where you are. You glance around at the empty fields that surround the gravel crossroads. No one comes down here and you bloody hope that no one decides to spontaneously come down a deserted road. But all of that is quickly washed away as a thumb prods into your saliva slicked ass. You grit your teeth at the wet sound and the feel of the cool saliva running down your legs.

The demon hums behind you, almost satisfied with what he’s inspecting. “I think I over did it a little, but you’ll be perfect all the same.”

The thumb disappears to only be replaced by the warmth of the demon’s cock. From what you can feel, he’s big. You can’t help but tense up as you suddenly over think everything. But a hand comes around your front, resting over your heart.

“Oh my,” the demon hums. “Now now, that won’t do. Relaaax, pipsqueak. I ain’t going to do this if you don’t want to. It’s your deal after all.”

The statement does in fact calm you down. You’re here to make a deal. He may be a demon, but he hasn’t hurt you as of yet. Which is reassuring to you right now.

“L-Let’s seal the deal,” you shakily utter out. Not out of fear, but more anticipation and need.

A low chuckle in your ear has your soft dick twitching. The demon pushes past the rim of your ass, the head of his girthy cock slipping in easily. You gasp loudly as he pushes in a little further before pulling out and slamming his hips flush against your ass. He bottom’s out quickly, the entire length of his dick sitting snuggling inside of you. He worked you open well enough to do so, a deep chuckle emitting from his flushed lips. He curves in just the right way that hits against your prostate almost perfectly. The way that has your knees becoming weak and leaves you breathless. He stretches you a little painfully, more so than his tongue but you find yourself only wanting more. The pleasure that courses through your gut fizzles your head and you find yourself not thinking straight.

The demon begins a quick pace, using the hand on your chest to keep you in position as he thrusts into you. He more or less towers over you, being able to hold you up if your legs decided they didn’t want to support you any longer.

The noises that comes from your mouth are ones of pure bliss. You don’t know where to put your hands and after a while you end up placing a one on top of the demon’s on your chest. He chuckles at that, low and deep into the nape of your neck before grabbing a hold of both of your wrists. He crosses your arms in front of your chest, holding onto you tightly as he pounds his hips into your ass. The wet plap of the demon’s hips is numbed out by just how loud you are. You whine and keen and moan with every thrust and every inch he gives you.

You try to catch your breath but every time it’s knocked out of you with each thrust. You’re unable to keep yourself quiet at the closeness and the fulfilment of the demon. He breathes into your neck, mouthing words and kisses into your sweaty skin. Your once soft dick now bounces between your legs half hard. You don’t think you could handle anything touching your dick at the moment. Everything buzzes and trembles in all the right ways.

“You’re probably the best one yet,” the demon grins in your ear. “Taking my cock like a good lil’ boy.”

The praise makes you feel high. You get lost in everything, the constant stretch and pull of the demon pounding without tiredness into your ass. You hunch over, allowing better access for the demon and he follows you. Towering over you, holding you close to his chest. Engulfed in his arms that could wrap around your entirely.

You come a second time, this time being much harsher than the first. You forget how to breath and forget where you are for a second. The demon lets up. Even when you’ve tightened around him, it only makes his movements even more driven. He pumps once, twice before driving his cock deep within you. The warm sensation of him filling you makes your entire body shudder. Makes your dick twitch, expelling a little more cum before once again softening between your legs.

Your legs tremble and shake and if it weren’t for the demon holding onto you, you would have fallen on your face by now in the gravel. You breath heavily, trying to catch your breath as the demon makes sure every last drop of him is expelled inside of you. Sealing the deal.

He pulls out and you whine at the sudden loss. It’s a pathetic noise that you can’t stop. You never knew you could make so many noises until tonight. Nothing that has ever been drawn from you before. And find yourself having loved every moment.

“Can you stand?” The demon chuckles.

You lick your lips and swallow thickly. After a while, you nod sharply as you drag your feet under you. The demon lets you go but keeps his hands on you, afraid you may fall to your knees. But you don’t, you shake a little, but you stand all the same.

You can feel the demon’s cum drippling down your leg and you already know it’s going to be a fun five hour drive home. You might have to grab a motel because five hours sounds like five days right now.

When you turn to face the demon, you now stand eye to eye with his green gaze. He grins from ear to ear with a cocked eyebrow. The deal has been struck.

You don’t feel any different, but the ground does now look as if it’s further away. You’ve gotten your extra inches. Just like that.

“Th-thank you,” you manage to get out.

This makes the crossroads demon laugh, covering his mouth with a hand. Crow’s feet scratch at the corner of his eyes. He points to you with a toothy smile.

“You know, if you ever want to make another deal, call on me personally,” the demon chuckles deeply, “This was fun.”

That, actually sounds like a good idea. You work in an office. You’re digging yourself an early grave anyways.

“And how should I-“ you have to lick your lips, your entire mouth dry. “How should I do that?” You ask.

“Dean,” the demon finally greets himself. “The name’s Dean.”

-

:)

[mlmxreader]

You're The Only Hell Your Mama Ever Raised | Dean Winchester x m!reader [NSFW/MDNI]

『••✎••』

↳ ❝ You're The Only Hell Your Mama Ever Raised, Warrant with dean Winchester please? ❞

: ̗̀➛ After ten years of living with Bobby, you decided to join the Winchester brothers with hunting; four years later, things between you and Dean start to get a little more complicated than just hunting partners.

trigger warnings: ̗̀➛ alcohol consumption, praise kink, swearing, blowjobs, cum swallowing

↳ word count: 1545

•───────────────★•♛•★──────────────•

It was such a vivid memory that you could hear Bobby talking in the twilight hours of the night, hushed tone and grumbling with every other sentence, almost as if he had ever regretted taking you under his wing the same way that Rufus had; they were the closest thing that you had to parents, and with Rufus halfway across the country working on a case, it was down to Bobby to keep an eye on you.

But you couldn’t tell who he was talking to, you couldn’t hear who was on the other send of that fucking phone, but you figured that it was likely to be either Rufus or John Winchester - an old friend of his who had a little bit of trouble with his own boys, the youngest of which was the same age as you. 

“It’s time that boy was shippin’ out,” Bobby grumbled, and you knew without seeing him that he was shaking his head and stressing himself out. “And I mean come hell or high water. He’s old enough now, he should be in his own home with a good damn job. Not still bouncing between my place and Rufus’ place… set him up with Dean and Sam? Are you stupid? He isn’t a hunter!”

You waited for the inevitable as you scratched the side of your neck and chewed at the inside of your lip, not really sure how to react to such a suggestion yourself; you had known Dean and Sam since you were kids, but it was different now you were all grown up.

You hadn’t seen them for years, and there was no doubt in your mind that they had changed a lot more than you ever did.

“He smokes and spits and drinks and fights, sure,” Bobby scoffed. “But that’s on me - I let him get away with it and don’t tell him off properly… yeah, no, no, his friends do all look like trouble - but I wouldn’t expect anythin’ less… no, he sleeps pretty much all day and he’s never around at night - you’d think he was a vamp til you saw his teeth… I just… where’s the boy I used to cuddle? He was so little, and such a nice kid… where’d I go wrong?”

You wanted to go down and reassure him that it wasn’t his fault how you turned out; Bobby and Rufus did everything for you, they never gave up on you no matter what you were like.

You could understand why he was so frustrated, but you didn’t want him to sit there blaming himself at all. So, you crept down to where he was in the kitchen, and waited for him to hang up before you hugged him tightly and shook your head.

“You didn’t go wrong with me anywhere, Bobby,” you murmured to him. “You and Rufus are the best dads a guy could ask for.”

Bobby sighed heavily, although he couldn’t help but to hug you back as he frowned. “Ten good years you’ve been with me, kid - and it’s like suddenly I don’t know you no more.”

You pulled away and cleared your throat, nodding slowly. “I’ll go find the Winchester boys. They’ll put me on the right track, don’t worry.”

•───────────────★•♛•★──────────────•

Four years, you had been on the road with Sam and Dean, now; you checked in with Bobby and Rufus  as often as you could and went to visit whenever you got the chance, but you were happy with the boys in all honesty.

But it was a slow night tonight, on the way to the next town hoping that there would be a case, you and Dean were forced to share a room, as there were only two left in the motel and Sam was… preoccupied with someone who worked at a local pub. 

“You’re not the only hell Bobby ever raised, y’know,” Dean chuckled, shaknig his head as he took a long swig from his bottle of beer.

You shrugged as you hummed softly, nursing your glass of vodka as if it would last all night. “Yeah, Rufus tried to tell me that - but you know me, I only ever do things that my way… and to think, Bobby thought I was a good boy just goin’ through some phase.”

He grinned, doing his best not to laugh as he quirked a brow. “You? Good?”

“You can’t say much anyway,” you mused. “You’re the only hell your mama ever raised.”

He nodded, pursing his lips slightly as he struggled to hold back the laugh. “Maybe so, but at least I didn’t try and pretend to be good.”

You shook your head as you licked your lips, quirking a brow. “Remember when your dad used to dump you at Bobby’s and we’d sneak out all the time?”

“Yeah, ‘cause you were always doing it so I went along - it was only fair,” he pointed out. “But you know how it went down when Dad found out I snuck out… wouldn’t let me have no fun.”

“Don’t worry,” you told him. “Two more years to make it sixteen, then you’ll see - we’ll both have changed our ways.”

Dean put his beer bottle down, crossing the room as he raked his eyes over you, swallowing thickly before dropping to his knees between your legs. “Well, if we only got two more years to make some trouble… why don’t we raise a little hell ourselves?”

You started to chew at the inside of your lip, breath hitching in your throat as you looked down at him and noticed that sparkle in his green eyes; you nodded, which only earned you a playful smack to the side of the knee. 

“C’mon, be a good boy and don’t act coy,” Dean told you softly. “Tell me.”

You nodded again, clearing your throat and almost gulping. “I’m sure we can raise a little hell.”

Slowly, he ran his hands up your legs, settling his fingers between them so that he could feel the outline of your cock; gently and carefully, he started to palm it through the dense and coarse fabric. “This okay?”

You stifled a moan as you nodded. “Y-yessir.”

He grinned. “I like that. You want me to keep goin’?”

You couldn’t even stifle your moan anymore, letting it out with a shuddering breath as you raised your hips a little and practically squeaked out for his touch; Dean helped you slowly, pulling your jeans and boxers down to your ankles before wrapping his hand around your cock and giving it a few firm pumps.

With great control, Dean slowly licked a stripe from the base to the tip and hummed softly.

“Don’t stop,” you groaned out softly, and when he finally took you into his mouth, you felt like that was it.

Fuck raising hell, you never wanted the sensation to end; his mouth was so warm and wet, his tongue worked you so expertly and when he used one hand to massage your balls and the other to wrap around your cock and stroke it - fuck.

You didn’t want anything else in the world. Your hand managed to find its way into his hair, tugging at the short brown strands softly as you tilted your head back and stared at the ceiling for a moment before closing your eyes tightly shut.

Letting yourself drown in the feeling of his mouth around you. The soft sounds of his mouth as he took every inch of you one bit at a time; his eyes closed as he focused on nothing but making sure that you felt as good as possible.

Even the soft little moans he made around your cock only spurred you on more and more as your breathing grew more ragged and harsh by the second, doing your best not to buck your hips and fuck his mouth as hard and fast as you could.

But fuck, when he started to twist his hand a little bit, you were nearly completely over the fucking edge.

Dean’s movements picked up as he realised how close you were getting, almost desperate to taste your cum in his mouth; his spit and your precum mixing so that his mouth squelched a little around you; you could already feel it coming, your toes beginning to curl in your shoes as you heard him gag and grunt around you.

Your grip on his hair grew tighter as you gently bucked your hips against him, needing nothing more than to know what it felt like to cum in that pretty and smart mouth of his. You buckled, thighs shaking as you yanked at his hair one last time and, without warning, finally came.

To his credit, Dean didn’t stop, still sucking and licking your cock until it was perfectly clean, a long trail of spit from his mouth when he pulled away at last, looking up at you with a massive fucking grin.

“Fuck,” you breathed out, wiping sweat from your forehead as you realised just how fucking weak you were from your own orgasm. “You weren’t kidding about raising hell, huh?”

Dean shook his head as he laughed softly. “Nope… but if you wanna, we can keep goin’, maybe see just how far we can get until the morning.”

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[supercap2319]

Sam: "So, the toxicology report came back on Lance. Nothin'. But the medical examiner said his body showed clear signs that he was killed by Belladonna."

Dean & Charlie: *In unison* "The pornstar?"

Y/N : "The poison you dumb sluts."