#dean winchester fanfiction smut

[all-alone-he-turns-to-stone]

The Most Innocent Sinner

Dean Winchester Masterlist

Summary: For everyone, she's the shy, pure, little Y/n. Dating Dean Winchester is like going on dates with the complete opposite of her. So it is a very nice surprise when Dean learns how kinky she actually is by finding her collection of sex toys.

Pairing: Dean Winchester x F!Reader

Rating: 18+

Content warning: Sex toys, masturbation (male and female), dirty talk

Square filled: Dildos for @spnkinkevents / “Now that’s something you definitely shouldn’t try at home.” for @jacklesversebingo / masturbation for @anyfandomkinkbingo / “Unfortunately, I’m turned on by that.” for @anyfandomgoesbingo

A/n: Finding a title is so hard. I got stuck on this one for way too long. Big thanks to my friends that helped me!

From the outside, Y/n looked like a Saint. Cute, she wasn't very tall and almost sickly shy, and her social anxiety didn't help her case at all. 

Since she didn’t have many friends, Y/n spent her time at the library surrounded by stories that made her forget how alone she felt. The characters on these yellowed sheets would never judge or criticize her, it was a comfort in which she really liked to immerse herself, especially after a hard day.

It was also where she met the Winchester brothers for the first time.

For someone like Y/n, the complete opposite of popular, invisible to people even when she was in the same room with them, the Winchesters were the pinnacle of perfection. Bodies built like gods, well-defined faces, piercing eyes, they gave off a strong and dominating aura that attracted the gaze of everyone in their path. And Y/n was no exception.

The moment the two brothers walked near her table at the library, there was no longer any need to read. Her book closed by itself in front of her, as she no longer held it open, her eyes fixedly stuck on the two men. Following their directions with her gaze, she turned her head, almost hurting her neck.

The colors around her suddenly seemed more vivid. The sounds, sweeter to the ear. She strained her ear to better listen to their conversations. And it was then that the stories she loved reading so much... Became reality.

Y/n had always had a habit of making herself fade away. Not wanting to attract attention, remaining discreet and making herself as small as possible. But the moment she saw them, it was like a light bulb went on inside her, and filled her with a life she had never really felt. And she decided to change that.

She didn’t want to hide anymore.

It was an adventure awaiting her, just like in her books. Filled with villains, monsters, but also angels, laughter, food and finally, a place where she belonged. It didn't take long for her to take part in their lives, quickly becoming a full member of their families. Although she wasn’t trained to be in the field hunting monsters, her lifelong experience of extensive reading was too vital and important to refuse her help.

Initially, Y/n was assigned to research. It was perfect for her, she could show them how efficient she was at this task so they would give her more to do eventually. Quickly, she climbed the ranks in the Winchesters' trust and became closer to them.

Everything about her personality was perfect to fit with Sam's. And yet, as the months stretched into years, she inevitably grew closer to Dean. Some will say that opposites flock together, and they are not wrong. Dean was the opposite of Y/n, stubborn, he didn't hesitate to say what was on his mind and loved seeing the adorable expression that invaded her face when he made inappropriate or worse, sexual comments. Immediately, Y/n would disappear from the room almost like magic, or she would become so embarrassed that he took pity and immediately changed the subject.

Y/n had a purity that Dean never had, and it was one of the reasons why even after all this time knowing her, he was still reluctant to let her come with them on hunts. Or even to involve her in anything that could endanger her or defile this purity. If he could keep her from losing that sparkle in her eyes, he would, no matter the cost.

After a few months of dating, Y/n finally agreed to live in the bunker with them. Dean helped her move in, putting her things in a room other than his, and although not sharing the same bed disappointed him a little, he understood why. She wasn't ready, and he insisted on her comfort. He was willing to wait for her as long as it took.

“If I had known you had that many boxes, I would have brought in extra hands,” Dean huffed, placing yet another heavy box on the ground. Straightening up, he raised his arms above his head to stretch his back.

“Sorry, all my books,” Y/n shrugged and lowered her head, embarrassed.

With a quick wave of his hand, Dean signaled that it was nothing. “It only takes a little longer but it’s no problem,” he quickly said to reassure her, so she wouldn’t feel bad about having so much stuff. After all this time knowing her, he knew how important her books were to her.

Her 500 books which weighed bricks to transport…

“I'll go get another box,” she accepted Dean's answer and as she passed him on her way out, left a quick kiss on the cheek. It was Dean's turn to react, his face quickly turning red.

“Okay, in the meantime, I'm going to start…” Glancing at the mountain of cardboard, Dean sighed again. “Cleaning a little…”

Sam wasn't there. Although he proposed his help for moving her stuff in, Dean's ego was more powerful. As a boyfriend, he had to take care of his girlfriend himself. Without help. Showing her that he was there for her, and that she would always be his priority.

Dean had been in several relationships in the past. And he loved each woman with all of his soul. But each time, his work, his family or the apocalypse had forced him to leave. It had been a very difficult task each time, but he had done it.

Just the thought of leaving Y/n had the same effect as losing a limb. It was unthinkable.

Ah shit. He was in love.

Him, in love?

It was the first time.

… Wait a minute.

He was in love with her.

This realization hit him harder than he expected. Dean took a few steps back, his head spinning quickly. He was in love. He wanted to spend the rest of his life with her. Never in his entire life had he felt this kind of thing for someone, feelings so strong, so true. When they were together, he felt so good, like he had finally found the thing he was missing. The person he needed.

Dean took another step back, and inevitably, his legs encountered a box. He lost his balance and, trying not to cause a landslide, had to hold himself against the nearest thing… Another box.

This one was strangely and unfortunately lighter than the others and failed to stop him from doing damage. Luckily, Dean kept his balance and avoided the embarrassment of falling on his butt, but the box fell to the ground.

“Son of a bitch,” he grumbled as he hurried to pick it up. As he took it, he noticed that it was not closed properly. It was definitely not his plan to go through Y/n's personal belongings, but when he opened the box to close it better, he couldn't help but see what was inside.

And it wasn't his fault. The first item on top was a box that displayed the inscription of its contents, and his curiosity, well… took care of the rest.

“What the…” taking the item in question, Dean examined it. His hunter's eye detected every detail, inscriptions, the wear on the cardboard and even the place where the packaging had once been sealed before opening. The sticky paper seemed to have been removed so quickly, the color of the cardboard remained stuck on it. It was exactly as if its owner, eager to have the object, hadn’t been concerned by the breakage of its packaging.

SO. It was still possible that the contents were not what was written in black and white on the packaging. It was still a possibility. Dean understood, it was his duty to get to the bottom of it once and for all. Otherwise, the question would haunt him for the rest of his life.

Heart racing for no good reason, Dean placed his fingers where the paper was torn off and pulled the tab. Then, breathless, he opened the box and peered inside.

“Son of a bitch,” his mouth breathed along with the last of his oxygen. No... he couldn't believe it. As if he needed further proof that his eyes had already given him, Dean reached into the box and pulled out the object.

It was still in its bag, but an opening proved its frequent use. Both soft and very hard, it was of regular size and of a pretty pink shade. Dean didn't need to take it out of the bag to know that underneath was the little hole to get charged, the wire still in the box.

In his hand, Dean held the thing he never thought he would hold… Let alone find among his girlfriend's stuff. The sweet, pure, shy Y/n.

Scared that she would come back and see him like this, Dean quickly put the pink dildo vibrator back in its box. A thousand questions swirled through his mind and his heart still hadn't stopped pounding in his ribcage. In his eagerness and nervousness, Dean almost dropped the box, so he had to pull himself together to put it back exactly where he had found it.

And that was when he saw them.

There were plenty of them. A dozen even. Some had their original packaging, others had boxes without inscription. Curiosity rose in Dean who forgot the presence of his girlfriend and owner of these toys in the bunker. It was like suddenly he was alone in the world as he began to pull out everything he had in front of his eyes, his pupils dilating with each new discovery.

Small portable vibrator. One that looked like a butterfly, insertable and vibrant. A… dolphin? A flesh-colored dildo, including ball and base with suction. A magic staff. Purple, pink, black, the colors were added one after the other. And then suddenly...

Dean came across the largest box.

It was curiously and surprisingly big for what was inside. Dean couldn't help it. It was heavy, there was no doubt about the contents, but he had to see it with his eyes, hold it in his hands, and absorb reality.

It couldn't be that big... right?

And oh my god.

“Now that’s something you definitely shouldn’t try at home…”

Examining it from every angle, he still couldn't understand. The words “bad dragon” were forever imprinted in his brain along with the image of that purple and blue hued dildo. It was imposing, as tall as it was wide, and the different textures were strange but pleasant to the touch. And inevitably, his brain went in that perverse direction he imagined...

Her moans filled the room and the echo was carried throughout the whole bunker. Sounds of pleasure? No. Of frustration. She moaned as she tried as best she could to get the dildo into her entrance, which was still too tight for such a monster. But her determination only grew with her goal, and the idea alone of being able to have all those inches inside her was so exciting that she almost didn't need any lube.

“Oh fuck,” breathed through her lips as the head of the toy finally pierced the breach. Her head tilting back, she wiggled on the dildo to widen her entrance to accommodate the rest. Kneeling over the toy made it easier for her to maneuver her body and part her lips for guidance. And when finally the dildo was inside her, a long sigh of relief mixed with the pleasure of having succeeded hissed between her lips.

“I love the view…”

Dean hadn't missed a single thing. Standing in the doorway, he watched, admired, and nourished himself with the magnificent view before him. Kneeling on the bed facing him, she knew he was there. Even though her eyes were closed, she felt his presence, heard his heavy breathing. And then there was the rustling of his clothes every time he adjusted his position or reached for his swollen crotch.

It was one of the hottest things she had ever experienced. The desire was so strong it was palpable. The smell of sex filled the room. A moan passed her lips as she opened her eyes to look at him, her breath leaving her lungs, making the air almost unbreathable because it was so saturated.

"Oh. No."

The sound of a heavy object hitting the ground brought him back to consciousness. Then it took him several seconds to realize the voice that had spoken just before the impact, what it had said and who it belonged to. Turning towards the door, Dean's eyes were wide open, the green almost disappearing from his irises because his pupils were so dilated.

Her face was not in any better condition. As her eyes, wide with fear and shame, moved between what he was holding and the box behind him and finally settling on him, Dean could see the embarrassment quickly filling her being.

“What is this?”

Still shocked by his discovery and what it implied, these words were the first and only ones that had managed to escape his lips. Obviously, he knew what it was, and what it was for. However, he needed to hear it from her mouth. To confirm what his eyes had already understood.

His question only made her more uncomfortable.

“You weren’t supposed to see that,” she muttered under her breath, lowering her head and crossing the distance between them to grab the dildo and remove it from the hunter’s hands. All this to hide the evidence that had already been consumed, unfortunately. “Please, forget about it,” she pleaded, still refusing to meet his gaze. Her hand resting next to Dean's on the dildo, she tried to take it back, but was surprised to see that he didn't want to let it go. “Dean?”

“It’s impossible,” his voice was low, almost a breath lost in the tension of the air. “Unfortunately… I’m turned on by that. And here I thought you were all pure and shy…” Taking a pause in his words only made the state Y/n was in worse. Next to Dean, she felt his breath against her cheek, and the heat of his body. It was heavy, his chest moving in time with his harsh breathing. As if he had to do everything to hold back. “I waited for you to be ready, and I'll still wait but… Y/n…” As she still refused to raise her head and meet his gaze, Dean took his other hand, the one that wasn't holding the dildo, to gently lift Y/n’s chin. “Thinking about you touching yourself with that… oh fuck, it’s hot, sweetheart.”

“Yeah?” A shy smile appeared on her lips, her eyes watering at how she was embarrassed but still... Very excited by this idea.

“Oh yeah,” Dean swallowed, his green eyes darting from Y/n's lips to her eyes, then back to her lips. Like two magnets held too far apart, but at the same time too close, it was inevitable.

Dean pressed his mouth to Y/n’s, kissing her forcefully. The dildo was quickly put aside, both needing their hands to touch the other. Dean placed his on Y/n's waist, and her around his neck. Her nails scratched the soft part of his neck, leaving red marks he would never see. It was intense, they almost devoured each other with an insatiable appetite. Opening her lips, Y/n stuck her tongue out barely, just enough to give access to Dean who was quick to push his tongue into her mouth. The kiss became languorous, messy, even, and Y/n backed into a box and almost fell. Dean broke the kiss to ask if she was okay, but she silenced him by replacing her lips on his to continue the kiss.

Their mouths didn't leave each other as clothes flew around the room, some getting stuck on boxes while others fell to the floor. Eventually, they managed to maneuver through the mountains of boxes to get to the bed. Y/n plopped down on the mattress and laughed against Dean’s mouth which only took a second to find its way back to hers. Now both were shirtless and their hands explored each other without stopping.

Finally, Y/n broke the kiss to speak.

“I want you to watch me.”

“What?” Dean was panting, his erection so painful in his pants he was afraid it would explode at the slightest touch. Like a hungry lion demanding its prey, he tried to grab Y/n's lips but she refused him access by placing her fingers between them.

“I want you to watch me use the toy…” If she was an angel a few moments ago, the Y/n he had, lying under him on the bed, half naked, was a little devil hidden under the appearance of a Saint.

Just the thought of seeing her in real life masturbating with the monster he had found made Dean gulp and push himself up so he was on his knees. His face was so red, he had trouble understanding how there could still be blood in his length.

“Are you sure? I mean, I… I can’t say no to that, fuck, but… I don’t want you to feel forced or…”

“Dean,” she interrupted, a smile tugging at her lips. “I really want to. And I know you want it too.” Y/n took a deep, slightly shaky breath before continuing. “So… Bring me the one you want me to use… And get comfortable.”

Dean swallowed and looked at his girlfriend's face. Since he had known her, they had never been this far in their intimacy. And he would never have imagined that she had this in her. Obviously he was surprised, but it was a very pleasant surprise. Like an excited child on Christmas morning, Dean rushed to the box of adult toys and once again admired all the choices presented to him. Each of them infused an image, each more erotic than the other, into his mind. For a moment, he hesitated to take the monster he had found shortly before, but decided that for now, this view was better in his mind. And he didn't want to embarrass Y/n even more than she was, what she was proposing was very intimate, very sexy, but also terribly hard to do. To open up like this, to show yourself like this...

Dean returned to his girlfriend, a box in hand. “This one,” he held out the box, knowing full well what it contained. Y/n took it, hesitated for a few seconds while staring at it in her hands. Just as Dean was about to repeat that she didn't have to, that they could continue to just makeout and that was okay, she opened the box and took out the toy.

It was a simple one. No vibration, just a flesh colored dildo with suction at the bottom. It wasn’t the biggest she owned, but it was still big, almost as big as Dean’s cock. So to see her use this, he could easily picture him in her…

Just the thought sent another wave of arousal down his pants.

“Do you need a moment, or lube or…” Dean was still standing up near the bed as she was on her knees on the mattress. For the first time, he was clueless and didn't know what to do. And yet, it was not his first time, nor the last, that he had more kinky moments with his partner. But Y/n was different, she wasn't just his sexual partner, but the woman he loved. And the prospect of getting even closer and more intimate was worth more than any sex he could have.

“I want you to watch the whole thing,” Y/n replied, lifting her ass off the mattress just enough to undo her pants and pull them down along with her panties with just one hand. In an almost expert manner, she finished undressing herself with one hand, her other never letting go of the toy. “You can sit down, you know,” she laughed when she saw Dean still standing where he was, stiff as a stick.

“Yeah, yeah, sorry,” he sat on the edge of the bed and turned his body towards her. It was like he was back at 15 with the most popular girl in school, ready for his first time. Nervousness filled his entire being, along with excitement, and if he wasn't so experienced years later, his erection would have disappeared or he would have come prematurely in his pants.

Dean silently thanked all the girls he had in the past that strengthened his stamina.

“How do you want me to use it?” 

Dean could see how nervous she was. It was the first time she was completely naked in front of him, and her body was shaking ever so slightly, shivers that covered her soft skin in goosebumps. But yet, through that nervousness, she was freaking sexy. Still kneeling, she was slowly stroking her intimacy with the toy, coating it with her wetness. And without asking, Dean knew she wouldn’t need any lube.

“Just… Like this, you can ride it…” The words got out of his mouth by automatism. Truth was, Dean was half there now, so excited and focused on her, a part of his mind was shut down. It was so hot, he couldn’t detach his eyes from her body, the way the toy rubbed through her lower lips, how her hips rocked back on it, and her face, so soft, so cute, so embarrassed… With eyes burning in a strong passion.

“Okay,” she whispered. Time seemed to slow down. Dean could feel his heart beating in his head and in his crotch, the intensity growing with each movement she made. Straightening up, she placed the dildo behind her, careful to align it with her entrance, and opened up her legs to let Dean continue watching. 

And he could see it all.

It was better than everything he could ever imagine.

The toy was big, but she was probably very wet and very used to it, because it didn’t take long for her to lower down on it. Inch by inch, the dildo disappeared into her entrance until it was almost completely gone. Her body was bent back, her chest glistening with sweat and the cutest moan left her lips.

“Fuck,” Dean groaned. It was too much, so he rushed to open his pants, just enough to free his aching cock. The simple touch sent thousands of electrical shocks of pleasure through his body, but still, his eyes were fixed on her. “You’re so hot, I don’t think I’ll last long,” he held the base of his cock stronger to avoid his climax.

“I don’t think I’ll last long either,” she whimpered. She had started moving already, slowly, up and down on the toy. Since she was on the bed, the succion was useless and she had to hold it with one hand. Dean could see how wet she was on the dildo, and imagined how warm it had to be inside.

Another groan whistled through his teeth.

“Hmmm,” she moaned, picking up speed. “It feels so good… Dean… Look at me…”

He didn’t notice, but his gaze was so focused on the toy and her pussy, he didn’t even look at her face. Blinking hard, he looked up, and when he saw her face, twisted in pleasure, he couldn’t help it.

His hand started moving on his cock at the same rhythm as her.

“Can’t wait to be inside of you,” Dean muttered through his rashing breath. “Must feel so warm in there, and you’re so wet, fuck, sweetheart, you’re killing me.”

As an answer, she moaned and closed her eyes for a second. But quickly, she set her gaze on him again, even if it had to be the most embarrassing thing she ever did. She wanted to watch him watch her, watch him stroke his cock, watch him cum with her. “Soon… I promise, soon, you’ll have me, you’ll fuck me as much as you want, whenever you want… I'm ah... All yours, Dean..."

"Y/n." Dean could only say that. Again and again, moaning her name as she continued moving on the toy. "Y/n..."

"Dean, I’m gonna cum, oh my god, I’m…”

It was stronger than her. Never before did she come with only a dildo in her, it always took her hands or a vibrator on her clit to reach the end. But right now, in front of her boyfriend masturbating with her, it was too much. It felt so good. 

In an explosion of pleasure, her orgasm ripped through her in a scream. She closed her eyes, her body shaking, her wetness flooding under her and on her bed. But she so didn’t care about this right now.

It took a few moments for her to regain her hearing back, and a few more moments to open her eyes. It was strong, and she suddenly felt so tired, like the world came crashing back on her. Feeling like she could sleep for a whole day without waking up.

Y/n landed her eyes on the man in front of her. Dean had his head bent back, eyes closed, mouth parted. Lower, his cock was still a bit hard, and his release was covering his hand.

“Oh,” she said sadly, realizing she didn’t see him cum. At least, they came together.

“Oh,” Dean repeated, finally opening his eyes to land them on her. “That was the sexiest thing I’ve ever seen and done,” he admitted, a silly smile filling up his face. So he was too, drunk on pleasure.

“Yeah,” she admitted, feeling her face flush with embarrassment. Wow. They did it. They actually did it. Her joy, thought, left her face quickly as she realized something. “Fuck.”

“What is it?” Dean immediately went on protective boyfriend mode when he heard the change in her voice.

“I think I…” Y/n’s voice was small, so small and shy as she lifted herself from the spot she was in, removing carefully the dildo from her, and looked at the mess she made. “It never happened before, but now my bed… I don’t think I can use it anymore… Oh no…”

“Sweetheart,” Dean rushed to her side, quickly putting himself back in his pants even if he was messy with his release as well. “It’s alright. There’s plenty of other room in the bunker, with other beds.”

“But,” she stammered, her gaze looking down at her hands. “What if I want to… Use your bed, with you?” 

Y/n ended up looking up at him, their gaze meeting.

A soft kiss on her lips answered her question, and all of her insecurities washed away.

“My bed is yours, sweetheart. We can always use this room for your books, I’ll ask Sam to help building shelves and-”

Another kiss, this time, more powerful, interrupted his sentence. “God, I love you so much.”

Babum.

The words he never said back before.

Dean thought they would be hard to say. Impossible, even. But he surprised himself with how easy it actually was.

“I love you too, sweetheart.”

Forever taglist: @nitnat6245 @eevvvaa​​ @wickedinspirations​@fictional-affairs @awkward-and-indecisive​​ @peachyaliien @katbratsupernaturalwhore

Supernatural Tag List: @peachyaliien @sexyvixen7 @stixnstripesworld @charred-angelwings @treat-winchesterswith-kindness​ @lyarr24 @fiftyshadesgrl @this-is-me19

Dean Winchester Tag List: @akshi8278​​ @kazsrm67​​​ @wtrpxrks @deanwanddamons @thoughts-and-funnies​​​ @charred-angelwings @jensendreamland​ @deanswaywardgirl​​​ @happyt0exist @waynes-multiverse​​​ @djs8891 @mimaria420 @this-is-me1​​​ @syrma-sensei

[goldenispunk]

[whorrorfix]

bitches be like “he’s my comfort character” and it’s just some dude covered in blood

[zepskies]

Headcanon: Wearing His Clothes

Pairings: Dean Winchester x F. Reader, Beau Arlen x F. Reader, Soldier Boy/Ben x F. Reader

AN: I haven't done one of these in a while! This one was requested by the lovely @luci-in-trenchcoats. 💜

Tags/Warnings: 18+ only. Fluff, spiciness/implied smut

Headcanon: How Dean, Beau, and Soldier Boy (Ben) would react to you (getting caught) wearing his clothes.

Dean Winchester

Ugh, what a cocky SOB. 😆 (And yet, not the cockiest of them all.)

You've been doing it for weeks now, without comment from him.

But every time he sees you in one of his undershirts, getting ready for bed, it's always accompanied by a little once-over. A curve of his lips. A smirk, if you will.

He likes the look of you.

He likes that you're his.

And he likes the fact that you feel comfortable enough to steal his clothes.

He also likes welcoming you into bed next to him, with a hand running up your back, or venturing under whatever undershirt you've decided to slip on to feel the warmth of your skin.

"'S this mine?" he asks. You give him a quirking smile.

"You know it is," you say, with playful challenge.

Dean accepts that with a hum and leans in for a kiss as payment.

Sometimes that one stolen kiss leads to another, simmering with heat. And he’ll take great pleasure in taking back his shirt, casting it to the floor and rolling you underneath him on the bed.

But it doesn't stop at his undershirts. You steal his plaid ones if you want something to comfortably drown in when you're doing research, or just lounging in the bunker. The material is soft from several hundred washes. (The red and black one is one of your favorites.)

Rare though it is for him to wear hoodies, it's rarer still, because Dean can never even find one in his side of the dresser.

That's because you're keeping it hostage on your side, buried under your lingerie. (Even if he tried to find the hoodie, odds are he’ll get distracted.)

It gets to the point where he can hardly find anything of his.

His brows furrow as he rucks through his drawers for something clean to wear, while clad in only his most threadbare sweatpants.

"Damn it, woman. Where are my shirts?" he grouses.

You bite your lip and pretend to keep reading your book. You're already safe in bed, covered up to your chest by the blankets.

"I don't know. Have you done your laundry?" you ask, smiling to yourself. Dean catches you, with a suspicious brow raise.

He climbs into bed and snatches the covers away from you. You yelp at the suddenness and try to grab at them, but it's too late.

He discovers that you're wearing one of his newer shirts, which he had to buy to replace the ones he just can't seem to find.

"Are you kidding me? This is Theft in the First goddamn Degree!" he exclaims, even though he's close to laughing at the way you're already giggling. He manages to pin you underneath him on the bed, and he has half a mind to take this shirt back as well, by whatever means necessary.

And yes, tickling is one of those means.

"Sweetheart, for the love of God. Why do you keep taking my shit?" he asks, in a way that's half-serious in his frustration, but also half-teasing.

You shrug shamelessly, still smiling. You run your hands up his bare arms and shoulders, and back down his chest.

"I don't know. It's comfortable," you say. But your eyes lower as your face begins to warm with a blush. "Makes me feel safe...like you're always with me."

At that, the tension in Dean's shoulders eases. His smile can't help but soften around the edges as he looks down on you, now with fondness. After a while, he lets out a deep sigh.

"All right," he says.

You grin, because you know he's given up. You lean up for a kiss that successfully distracts him.

Dean still gets annoyed sometimes when he can't find a specific item of clothing in his drawer, but now, all he has to do is go over to your side of the dresser.

There he knows he'll eventually find what he's looking for.

Beau Arlen

Heh, in this episode of “Whose Hat is it Anyway”...

Beau's wardrobe reminds you of a cowboy in modern times.

Lots of browns and beiges, lots of slacks and buttoned-down shirts tucked in with an army of belts to choose from (even though the man only owns a few pairs of boots). Not to mention a slew of jackets that often pull the look together.

But being that he's new to Montana (specifically, Montana winters), you like to buy him sweaters. Cable-knits and soft ones in earth tones that you think bring out his eyes.

Beau accepts whatever you get him and graciously wears them. He trusts your judgment on what looks good on him, and he appreciates the way you think of him.

It's just one of those ways, however small, that you show that you care and that you're looking out for him.

One night while he's working late, however, you find yourself trying to reorganize the closet. The man is "organized chaos" at best, and you find one of his sweaters on the floor. It's a nice burgundy one that you bought him recently.

Ooh, so soft, you think, while feeling the fabric between your fingers.

You don't know what possesses you, but you decide to slip out of your pajamas and try it on yourself.

SO damn soft, you realize, as you practically drown in the sweater. It hangs about to mid-thigh.

Then you see one of his beige Stetsons hanging on the wall. A sneaking smile curves your lips, before you slip on his hat.

To complete the ensemble, you dig into the recesses of your closet and find a pair of your old cowboy boots. You go out into the bedroom and check yourself out in the mirror with a growing smirk.

"Hey there, darlin'," you try to impersonate your boyfriend's subtle Texan twang, and even his mannerisms by winking at yourself, tipping the hat forward.

You giggle at your own silliness in this moment, but alone in your own house, who freakin' cares? You should feel free to dance naked through the whole damn place if you feel like it.

So you spin on your heel and do a little twirl in your boots.

"Who's the sheriff now, huh?" You mime a pair of guns with your hands and shoot at your reflection. "Psh, psh!"

But that's when you catch sight of one Beau Arlen, leaning against the bedroom doorway with his arms crossed. An amused grin is plastered to his face.

You freeze in shock, still with your "gun hands" held up.

"Oh, don't stop the show on my account," Beau says slyly. He gestures at you. "Please, continue."

Your hot blush spreads from your cheeks and quickly begins to travel down your neck. "Uh...I was just...you know, cleaning the closet. You're very messy, you know!"

Beau snorts and draws closer. Those green eyes of his take in the full sight of you, down your bare thighs and cowboy boots, and back up to your embarrassed face. You bite your bottom lip on reflex.

"You know, I like what you got goin' on here," he says, waving a hand down your form. "But it's just...it's missing something."

He takes his badge with the gold star off his belt and pins it to your sweater.

"There you go. Perfect fit," he says, even as his hand slides up the slope of your back. You find yourself pulled further into his orbit as you try (and fail) to stamp down a smile.

"You're late, you know," you remind him. Beau bows his head and presses a kiss into your neck. You feel his smirk there.

"I'm sorry, Sheriff. Gonna arrest me, or let me off with a warning?" he teases. His other hand comes up to adjust the hat on your head. You smirk and cling to his arms over his dark brown jacket. It's one of his nicer ones.

"I think I can let you off," you play along. You lean up to skim your lips across his cheek, and closer to his ear. "But only for good behavior."

He has to chuckle then. "I can accept those terms..."

Beau's hands slip under your stolen sweater and begin to slide it up your body, inch by inch.

"Though I'm gonna need you to keep the boots on," he says lowly, just before he claims you with a searing kiss.

Soldier Boy (Ben)

Oh, here we go. 😅

As with most things, it's a point of pride for Ben.

He'd prefer you be too fucked out to move, let alone put on clothes after he's finished with you.

On the rare occasion that your body doesn't feel too much like warm molasses after a few hot rounds with your boyfriend, you like to at least grab one of his discarded shirts to cover yourself.

If he still has energy, he'll take that as a challenge. He'll try to slip his hands underneath whatever shirt you've found and divest you of it, so he can start devouring you again.

However. Ben does like seeing you in his clothes, in a possessive, claiming way.

There are days when you just want to be swallowed up in one of his large, comfortable shirts as you lounge about the house.

Ben sometimes watches you putter around, cleaning, working, cooking, reading, or watching TV in nothing but his clothes. He wonders if you're even wearing panties. You could be bare faced with a severe case of bed head, but his eyes will still occasionally follow you.

His expression doesn't reveal too much, but he likes it. (And because you know him, you know it too.)

Maybe he'll catch you as you pass by, hooking an arm around your waist and pulling you flush against him. You startle with a yelp, but then you grab onto his arms and smile.

"Can I help you, sir?" you tease.

"Think you can just walk by me, looking sexy as fuck?" he remarks. He steals a slow, thorough kiss. You cup his face and bring him back in for more, tenderly stroking his cheek.

"You know why I like wearing your stuff?" you ask. Your smile hints at teasing.

Ben arches a brow. "Why?"

"Because it keeps you looking," you reply. And you reach a hand around to slap his ass, for good measure.

Then you saunter away from him to get back to what you were doing.

Or at least, you try to.

Ben grabs your hand and pulls you back towards him, back into the cage of his arms, where he falls back into the trap you've so often laid. And he finishes what you started.

AN: Well, then. 😂 I hope you guys enjoy this! Who had your favorite reaction: Dean, Beau, or Ben? 😘

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Dean, Beau + Soldier Boy Tag List (Part 1)

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@lacilou @jackles010378 @waywardxwords @waynes-multiverse

[hintsofhoney]

Ladies With Experience

Paring(s): Dean Winchester x F!Reader

Summary: When Dean makes an off-handed comment about "preferring ladies with experience", you try (and fail) to not let it get under your skin. You're a virgin, but you've done just about everything else, and when you talk to Dean about it, he offers to be your first. He's your best friend, and you've been in love with him forever... who are you to deny him?

Tags: smut, first time, virgin!reader, dom/sub dynamics, dom!dean, p in v, oral (female receiving), spanking, fingering, not-so-innocent reader

Word Count: 5k

A/N: As always, thank you to my loves @wayward-dreamer and @makeadealwithdean for beta-ing. Would be nowhere without you two 🥰

You can also read me on Ao3!

DEAN WINCHESTER MASTERLIST | SUPERNATURAL MASTERLIST | MAIN MASTERLIST

“Anyways, let’s say you’re right, fine. Who would want virgins?”

You know Sam didn’t mean it like that , and you felt stupid for letting it bother you. For letting this case bother you.

“You got me,” Dean replied with a shrug. “I prefer ladies with experience.” 

And there it was, like a punch straight to the gut. You hated that it hurt you as much as it did. So what, you’ve never had sex. But you’ve done almost everything else. You knew what you liked and what you didn't. You’ve been around the block a few times with the various sex toys in your nightstand drawer. It’s not like you weren’t experienced at all . But that didn’t make Dean’s words hurt any less. You swallowed down the burger and fries from lunch that were threatening to come up, before standing up from your seat at the small motel room table. 

The brothers looked at you, eyebrows raised.

“I — bathroom,” you managed, before quickly making your way there, slamming the door shut behind you. 

Staring at your reflection in the dirty bathroom mirror, you let the tears fall. Silently, you wiped them away as Dean’s words echoed in your head, and you hated that you loved him. Hated that you’d never be ballsy enough to admit it to him, especially now.

Something like five minutes passed and you knew you didn’t have long before one of the boys — likely Sam — would come knocking to check on you. You flushed the unused toilet so they wouldn’t suspect anything and turned on the faucet, splashing your tear-soaked face with cold water before using a hand towel to wipe it dry. When you emerged, the guys were packing up their duffels.

“Did you find them?” you asked, hopeful.

Dean checked his gun, before flipping the safety on and stuffing it in the back waistband of his jeans. 

“I sure as hell hope so, ‘cause if I’m about to crawl through the goddamn sewers for nothing —”

“They’re down there, Dean,” Sam replied, giving him a pointed look. He turned his attention to you, and if he had noticed anything off, he hadn’t let his face show it. “You coming?”

You grabbed your gun off the dresser and holstered it in reply.

Six hours later, the three of you were sweaty, panting, and splattered in blood after a close fight with dragons in the sewers. Thankfully, you hadn’t had to wade in any actual sewage. You hadn’t said a word to either brother since you had gone to the bathroom six hours ago, and to keep them from growing suspicious of your sudden silence, you opted to take a nap in the backseat of the Impala on the way back to the motel. 

You stirred awake as Dean pulled into the parking lot, barely conscious enough to catch the end of the brothers’ conversation.

“I’ll get her,” Dean said. 

Sam nodded and got out of the car, gently closing the passenger side door before heading inside. 

You rubbed your eyes, blinking away the sleep in them as Dean’s face came into focus. He was looking at you over his shoulder, one arm resting on the top of the front bench seat. 

“Mornin’, sunshine.”

It took a moment for the feeling you had been filled with prior to your nap to come back to you, his words from earlier echoing in your head. I prefer ladies with experience . You shot him a cold glare.

“Alright. What’d I do?” he asked, turning in his seat to better angle himself towards you. 

The question caught you off guard.

“I don’t know what you’re talking about.”

“You haven’t said a word since we left for that hunt, Y/N.”

“How do you know Sam didn’t do something?”

He replied with a knowing look.

You stared at your hands, clasped together in your lap, and muttered, “It’s nothing. Stupid.”

“C’mon, talk to me,” he urged.

You hated this. How easy he was to talk to. How you had always been able to tell him what was on your mind.

But not this . You couldn’t tell him this. 

You shook your head. 

“Hey,” he said softly, shifting in his seat. He was fully turned around now, reaching out to tilt your chin up, forcing you to look at those green eyes. “Talk to me,” he repeated, no room for argument in his words.

“I can’t,” you whispered. You wanted to throw up. He was your best friend, and you were utterly, irrevocably, head-over-heels in love with him. He preferred girls with experience, and you had none. Not in the way that it mattered. And he had known that, thanks to a late-night stake-out game of Never Have I Ever . 

His jaw clenched. “You can tell me anything, you know that.”

You briefly met his gaze. You couldn’t hold it for long. 

“Was it something I said?” he prodded. 

You stared at the buttons of his open flannel, your eyes quickly darting up to meet his in silent confirmation. 

He sighed, pulling his hand away from your face and folding his arms on top of the backseat, resting his chin on his forearm.

“Do I at least get a hint?”

“Dean, I —”

“C’mon, Y/N. You’ve never not told me anything.”

“Why are you pushing this?”

“Because I can’t stand not talking to you.”

Your heart leaped at that confession, however innocent it might have been. 

“I’m talking to you now, aren’t I?”

“Because I’m making you. You would have silent treatmented me into next week.”

You didn’t respond.

He sighed again, defeated. “Y/N, c’mon. Please? Whatever I said, I’m sorry. I’m sure I didn’t mean it.”

“You didn’t mean that you ‘prefer girls with experience’?” you retorted quite sassily. The question tumbled out before you even had time to think of the implication that came with asking it. 

Dean opened and closed his mouth like a damn fish. 

“Thought so.” You began to move to make your way out of the car, when Dean reached out and grabbed your wrist.

“No,” he finally said. “I didn’t mean it.”

“It’s okay if you do. I told you, it was a dumb thing to be upset about.”

“No, it’s not. I didn’t stop to think about how this case might have been affecting you. You know I wouldn’t have let anything happen to you, right?” 

You swallowed, nodded. His hand felt like fire around your wrist.

“But for what it’s worth, I wasn’t serious. I don’t prefer anyone one way or the other. Sex is sex. If anyone’s willing to have it with me, I consider myself lucky.”

“Romantic,” you quipped.

A smile tugged at his lips. “I could show you, y’know.”

You almost threw up right there in the backseat. Your eyes grew wide.

“What?” you croaked.

“Well, if you’re worried about not having any experience… I just mean I’d be happy to, y’know. Show you the ropes.”

“… Of sex?” Really, you thought it was cute that he had this misconception of you. You knew about the ropes. You’d just never been tied up with them. 

“Of whatever you want.”

“You think I want to have sex with you?” It came out harsher than you meant it to, like part of you still thought you could hide the fact that you were in love with him. Like if you just joked it off it would go away, and you wouldn’t have to cross this line with him, even though you so badly wanted to. But you had to protect yourself, your heart. 

You didn’t miss the flash of hurt in his eyes.

“No, that’s not what I —”

You suddenly felt the need to clarify your question.

“No, I — I didn’t mean it like that either.”

Dean’s face morphed into one of confusion. “…So you do want to have sex with me?”

Your cheeks flushed red, and your throat bobbed. “Uh…”

“Forget it, stupid question, you don’t have to an—” 

“Yeah,” you answered, your voice barely above a whisper. Fuck it. Who were you to hold yourself back from the one thing you’ve been wanting for years? You cleared your throat. “Yeah, I really, really do.”

Dean’s eyebrows shot up to his hairline. “Seriously?”

“Oh, cut the shit, Dean. Like you’re surprised. Everyone wants to have sex with you.”

He scoffed. “ Everyone , Y/N, really?”

“There are literally smutty fanfictions written about you,” you replied, reaching into your back pocket for your phone, dead set on proving your point. 

“Gross. And Becky doesn’t count as everyone.”

“Actually, Becky only writes for Sam.”

You realized what you said at the same time he did, and he eyed you suspiciously.

“Why do you know that?”

God dammit. “I don’t. I mean — I — like, she obviously loves Sam. So, like, she wouldn’t write porn about you. Obviously.”

“Uh huh…” There was an uncomfortable silence for a beat or three. And then, “How much smut have you read about me?”

Your face felt like it had just been rinsed with fucking lava, and you knew it probably looked as red as it, too. 

“None!” you exclaimed, way too quickly. 

Dean smirked. “You do really wanna have sex with me,” he remarked, like he couldn’t believe it.

“Trust me, the urge is fading by the second.”

His grin disappeared almost instantly. “Would it help if I told you that I think about fucking you all the time, too?”

“Well, I don’t think about it all the —”

“Y/N.” He said your name like a warning, and the tone of his voice settled right in your core. 

“Yeah,” you squeaked. “Yeah, that helps.”

“Good,” he smirked, before grabbing his phone from beside him. 

“Uh… What are you doing?” You watched as he scrolled for a second, pressing a button before putting the phone to his ear.

“Telling Sammy to beat it.”

Your eyes grew wide. “What!?” you whisper-yelled. “No! Just — we can just do it back here!”

He gave you a pointed look. “I’m not taking your virginity in the backseat of my car, Y/N.”

“Why not!?”

“Because we’re not sixteen, for one. And for two… I wanna make it special.” He rushed the last bit out, like he was embarrassed to say it. And he should be. You cringed as you heard it. 

“Oh my God,” you began.

“Shut up.”

“You did not just say that.”

“Shut up. Sam, answer your phone, God dammit!”

“I have done, like, almost everything else, you know. In the backseats of many, many cars. You don’t need to make it special for me, Deano,” you teased. 

“For the last time, shut your mouth, or I’m gonna shut it for you,” he said, the look he gave letting you know he wasn’t in the mood to play. No, he wanted to fuck you. Beyond that, he wanted to dominate you. And you were more than happy to submit.

You might have been a virgin physically, but mentally? Mentally, you’d probably give Dean a run for his money. 

Sam didn’t answer. Naturally. He was probably in the shower, but you were kind of grateful because as much as you wanted Dean, you didn’t want to make Sam uncomfortable. Or worse, give him any reason to give you the talk . Because he totally would. After trying his brother two more times, Dean decided it would be better to just get a room of your own, and you were much happier with that decision. 

You watched as he unlocked the door, pushing it open and stepping aside, gesturing for you to go ahead. 

“Ladies first.”

“You mean you’re not gonna carry me over the threshold?” you joked. “Thought you wanted to make this special .”

He gave you an unamused look, and you shot back a sarcastic closed-mouth smile before you were being swept off of your feet and over his shoulder faster than you could process.

“Dean!” you squealed, as he carried you through the doorway, kicking the door shut behind him before practically throwing you onto the bed.

He was hovering over you seconds later, his face a few inches from yours, and the mood shifted from playful to serious.

“Are you sure you want to do this?” he asked.

You nodded, your fingers coming up to play with the collar of his flannel.

“If I tell you something, you promise you won’t make fun of me?” you questioned, your eyes glued to the plaid pattern on his shirt.

“Promise.”

“I was kinda… holding out for you.” You drew your eyes up to meet his.

“Seriously?” he asked, half laughing. You could tell it wasn’t because he thought it was funny. It was because he couldn’t believe it.

You swallowed nervously, nodding again as you stared into those green eyes, and you hoped that this meant as much to him as it did to you. Something told you it did.

“I wasn’t kidding, you know,” he said.

You tilted your head in question.

“About making it special for you. I know it’s like, the grossest thing I could have possibly said but, you deserve so much better than me, and so if —”

“There’s no one better for me, you idiot.” And you almost told him everything. That you’ve been in love with him ever since you met one summer at Bobby’s, back when you were just kids. That everything felt like it led up to this moment. That you wanted him to fuck you and make love to you all at once. That you didn’t want this to be the only time he did. But instead, you grabbed his face in your hands and pulled him towards you, your lips meeting in a kiss that felt like it could have powered an entire country’s electric grid. 

He deepened it, and the two of you were nothing but tongues and teeth and lips — it wasn’t sexy. It was hungry. Starved, more like. Like he had been thinking about kissing you just as long as you had been thinking about him. 

You wrapped your legs around his waist, pulling his hips down towards your denim-covered core, down until you felt the hardness underneath his jeans pressed up against the spot where you needed him most, down until you couldn’t help but grind against it. He moaned as he kissed you, so you did it again. And again. And again. And —

“You need to stop that.” It wasn’t a suggestion. It was a command. You noticed that your arms were above your head, his hands pinning your wrists against the mattress. You don’t know when that happened, but you weren’t complaining. In fact, it spurred you on. 

You smiled mischievously and rutted against him once more. 

“What’re you gonna do about it, Winchester?”

He dropped his forehead to yours, steadying his breaths.

“I can fuck you like it’s your first time, or I can fuck you how I actually want to.”

“And how’s that?”

He took a shaky breath, like he was actually having a hard time controlling himself. You felt a sense of pride shoot through you at that.

“Like the fucking brat you are.”

You almost came from that alone. 

Wanna know some common misconceptions about virgins? That they don’t have kinks. That they don’t watch porn. That they don’t have a plethora of sex toys  in their nightstand. That they sit and crochet in their convent dorm room all day. Sure, you were years past the age when girls typically lose their virginity, but you were no saint. In fact, you enjoyed being quite the opposite. And you enjoyed being put in your place. 

“Do your worst.”

It was like something in him snapped. His eyes were lust-blown and hungry and you didn’t miss the way his jaw ticked, and then he was undressing you so fast that you could’ve been part of a quick change act. He muttered something about a light system as he took off your clothes, and you nodded in a way that let him know that you already knew how all of that worked. 

When you were down to just a black lace bra and panties, he paused as his fingers hooked under your waistband. He stared at you, his expression serious, and you knew that he was going to give you one more warning. One more opportunity to say, “Actually, I’d like to have a totally normal, non-kinky, first time experience, please.” But that wasn’t what you wanted. 

“You sure you know what you’re asking for?”

You rolled your eyes. “I trust you. Put me in my goddamn place, Winchester. You’ve only been wanting to do it for the past two hours.”

“Oh, I’ve been waiting to do it for a lot longer than that, sweetheart.”

“Really?” you asked, raising an eyebrow.

“Oh, yeah,” he replied, huffing a small laugh before pulling off your panties in one swift motion. His hands came to rest on your bare thighs as he locked his eyes with yours. “Any hard limits?”

You shook your head. “I trust you. I mean, like, don’t pee on me or —”

“Not gonna happen. But… most everything else?”

“Dean,” you began, looking at him pointedly, “I trust you. If it helps, I’ve used like, toys on myself before. And I don’t mean just a vibrator, I mean like… well, you get the gist.”

“So I don’t have to go easy on you, is what you’re saying?”

“Put me in my place,” you repeated.

“Alright,” he replied, his hands gripping the underside of your thighs as he roughly pushed them apart, “but just so we’re clear, that’s the last order you’ll be giving tonight.”

Your throat bobbed and you nodded. “Yes, Sir.” 

You meant it as a joke, but it didn’t come out that way. No, the title came out in a way that made his jaw clench and his eyes darken and it stoked the fire raging in your core. 

Dean didn’t waste any more time talking after that, his tongue moving through your folds seconds later, drawing gasps and soft moans from your lips. You arched into him, your hands in his hair, silently begging for more. It wasn’t the first time a man had gone down on you, but it was the first time it felt like this . 

He pinned your hips down to the bed with one hand splayed over your abdomen and then his tongue was inside you and “eating you out” didn’t come close to describing his ministrations. He was devouring you like his life depended on it, like the sounds you were making were a goddamn Zeppelin song that he wasn’t anywhere near done listening to. And then he added a finger, and then another, and it didn’t matter how many times you had imagined him doing this while you had your own fingers inside you — nothing would have prepared you for how good the real thing felt.

“Oh — fuck,” you gasped, and he chuckled into your sex and you had to actively think about not coming on his face and ending this whole experience early. 

“You’re close,” he observed, flicking his tongue over your clit as he continued to pump his fingers in and out, and it was so fucking hot how he just knew that. It was like he had been fucking you for years, the way he knew your body, your tells.

You nodded. “Mmhm,” you confirmed, unable to form words with the way the coil in your abdomen was tightening. 

“Hold it,” he ordered.

Your eyes shot open, because it wasn’t the command you were expecting, and you tried to lift your head to shoot him a cold glare but you couldn’t. And he just kept pumping, flicking, licking, chuckling — fucking asshole.

“Mm — fuck — please!” you cried out.

“When you come tonight, it’s gonna be on my cock. So hold it.”

You didn’t think you could. You had played this game with yourself and your vibrator and your self-control was majorly lacking and God his mouth and fingers felt so fucking good and you were there, the coil wound so goddamn tight, it would take nothing for you to let it snap, and then — 

He stopped.

He pulled his mouth away from your core, his fingers out of your pussy, and you were writhing underneath him, because you had been right there and you needed him to be touching you again right the fuck now.

You whined.

He spanked your pussy. Not hard or anything, just enough to see if it was okay with you, and fuck, was it. 

“Stop whining,” he demanded. He positioned himself so he was hovering over you again, his face inches away from yours as he stared into your eyes. “Or I’ll give you something to whine about.”

You were curious as to what that something would be, but sensed that right now wouldn’t be the best time for that question. You nodded instead.

“Good girl.” He smiled when he said it, like he knew exactly what those two words would do to you. 

You squirmed underneath him, it had been too long since he’d last touched you. Too long being thirty seconds at most, but still. It had felt like hours.

“Has anyone ever told you,” he began, dipping his head to place a soft kiss on your collarbone, “that you are very,” another kiss to the other side, “very,” one more to the middle of your chest, “impatient?” He slowly pulled down the left cup of your bra, your breast spilling out of it. “Makes me wanna take my time.” 

His eyes stayed glued to yours as his head moved down to your hardened nipple, taking it into his mouth at a goddamn snail’s pace. You arched your back, and he let you this time, chuckling at how easy it was to make your body react. His other hand slipped underneath you, unclasping your bra in a way that reminded you that he had a lot of experience doing so, and you refused to water the seed of jealousy that had sprouted from the thought. It didn’t matter that he had done this a million times. All that mattered was that he was doing it now, with you. 

He pulled your bra off and threw it haphazardly over his shoulder, and you were suddenly very aware of the fact that you were completely naked, and he still had 87 fucking layers on, the outermost of which was still speckled with dragon blood, and it’s not that you were anywhere near clean, but you certainly didn’t want those clothes touching your bare skin.

“Dean?” you rasped, and he pulled away from your nipple to give you his full attention.

“You okay, sweetheart? Do you want to st—”

“No! God, no. It’s just —” you sighed, exasperated. This was dumb. You were going to stop him for this? Your eyes landed on a spot of blood on the shoulder of his flannel. Yes, yes you were, because that’s gross. “It’s just that your clothes are covered in monster blood and I’m like, totally naked, and I don’t want —”

He chuckled like you were the most adorable thing he’d ever seen. “I gotchya, baby.”

Baby. Baby ? You tried not to overthink the pet name as he climbed off the bed to take his clothes off, watching you the entire time. Sweetheart, you’d been called a million times. He called everyone sweetheart. But baby? Baby was his car, and no one else. Unless, that’s what you were to him now. His, and no one else’s. You filed the thought away under “Things to Think About After You Lost Your Virginity to Dean Winchester”.

He was in nothing but his boxers now, his cock already hard underneath them, and you bit your lip as he hooked his thumbs under the waistband and slid them off. And then, there he was, exactly like you’d imagined him but also better, because this was real and happening. You gaped at him, at his size. He wasn’t any bigger than the fake one you had in your nightstand, but that one was nine inches and you could never fit it all the way in. He was perfect. All of him. 

“You okay?” he asked again, crawling back onto the bed.

“Mhm,” you managed, gulping.

He was on top of you again, his forearm holding up his weight as his free hand came to grab your thigh, hooking it over his hip and leaning down to kiss you. You could feel him against your core, his cock moving between your folds as he moved his hips, teasing you with it. 

“Dean,” you breathed.

“Hm?”

“I want…” you couldn’t find it in yourself to finish your request.

“I know, sweetheart,” he whispered.

You decided you liked “baby” better. 

“Please.”

“I thought you wanted me to put you in your place?”

You shook your head. “N-next time. Just, please .”

His eyebrows shot up, and you realized what you had said. 

“Next time, huh?” he asked, with that shit-eating grin of his. 

You rolled your eyes. He stopped moving, the smile wiped off his lips as he gripped you underneath your chin, somewhere between rough and gentle, the look on his face telling you he wasn’t messing around. 

“Roll your eyes at me again, and next time I’ll really do my worst.”

You bit back a smile, and you just knew he was thinking, Brat. But you asked your question anyway.

“But not this time?” There was a devilish gleam in your eyes. You were tempting him, and he knew it.

“Do you ever get tired of being such a brat?” 

“Dunno,” you shrugged. “Do you ever get tired of it?” 

His jaw tensed, and he forced a sardonic, closed-lip smile. “Nothing I can’t handle.”

“Hm. But not this time, right?”

“Y/N —” he warned.

“Afraid you’re gonna hurt me? Scare me? What’s really keeping you from putting me in my place… Sir?”

For the second time that night, something in him snapped. You yelped as he flipped you over and grabbed your hips, dragging them upwards so your ass was in the air and your chest was on the mattress. Four hits to your cheeks came down in quick succession, and when you reached your hand behind you to block them, it was quickly pinned to the small of your back. Three more hits followed, accompanied by a pathetic, “Ow!” from your lips.

“Color?” he questioned roughly.

“So fucking green,” you replied, dazed.

Seven more hits followed, each one harder than the last, and you didn’t think there was anything better than the sting you were feeling right now. There was nothing more you wanted than for him to mark you up like this.

“Fuck, you’re dripping,” he commented. Five more hits. 

“Oh, fuck!” you cried out at the last hit, one that felt like it reverberated through your entire body. One that definitely left a handprint behind. 

“Yeah, but you like it, don’t you?” It was a rhetorical question. He spanked you four more times. “You just wanted me to mark you up, is that it? Think of me every time you sit down for the next few days, hm?” Three more. 

“Mmph!” Your cries were muffled by the comforter. 

“Yeah, I can tell. Look at this fucking mess.” He dragged his fingers through your soaked folds. “Jesus Christ,” he said under his breath, and then he was flipping you back over. He nestled himself between your legs, his tip teasing your entrance. His expression softened as he stared into your eyes. “Are you sure?”

You nodded. “Yeah,” you replied breathily. 

He slid into you slow and easy, your mouth open in a silent moan as he bottomed out. 

“Good?” he asked.

“So fucking good.”

When he started to move, you thought you were going to die. In a good way. In a way that made you decide right there and then that when the time did come, this was how you wanted to go out. 

“Harder,” you encouraged, and he obliged. “Faster.”

He was properly fucking you now. Hard and fast and dirty. Your legs were wrapped around his waist, your heels digging into his ass, forcing him to go deeper. His head was buried in your neck, your nails were clawing up his back, and the room was filled with moans and pants and expletives that put a sailor’s mouth to shame. 

“Shit, baby,” he panted into your neck. “God damn, you feel good. So fucking tight.” He sped up his thrusts, and the bed was squeaking so much that you thought it was going to fall apart underneath you, but you were too far gone to care. He reached a hand down in between your bodies, his fingers finding your clit, circling it expertly. You were on the precipice of your release in seconds. And then —

“Come. Soak that fucking cock, baby. Come for me.”

And you screamed loud enough to get both you and him kicked out of the motel if they cared enough as your orgasm ripped through you. He fucked you through it, his pace only faltering moments later, right before he pulled out and painted your stomach white. It looked like a Jackson Pollock on your abdomen. Kinda hot, actually. 

“You okay?” Dean asked, looking down at you as he finally caught his breath.

“More than,” you smiled.

He mirrored the look on your face before crawling off the bed and heading to the bathroom. He came back moments later with a damp washcloth, gently cleaning his masterpiece off of your skin. When he was done, he threw it across the room, aiming for the bathroom, and it landed on the tile in front of the toilet. He laid down next to you, pulling you into his chest as he pressed a soft kiss into your hair, and you wanted to ask so many questions, all at once. What were you two now? How long had he been wanting this? Would there be a next time? Instead, you opted for —

“You know in fanfictions, they write you as a submissive most of the time.”

He snorted. “They’re half right.”

“A switch?” you asked, surprised. “Lucky me.”

He chuckled softly. “Sorry about your ass.”

You shrugged. “I was asking for it.”

“Oh, you were definitely asking for it. Still, I… I dunno. It was your first time, I didn’t want to get too —”

“It was perfect, Dean.”

“Yeah?”

You nodded, smiling, dozing off already. “Yeah.”

[inlovewhithafairytale]

POV: Dating Dean Winchester....

[samsno1]

One Hell Of An Agent

Sam Winchester x F!Reader

Summary: After weird deaths start happening and your friend becomes a victim of it, two men appear at your door for questioning and your day turns into the weirdest you've ever lived.

Warnings: SMUT, size kink (if you squint), oral (f. recieving), big d sam (obviously), dean gets forgotten lmao, unprotected sex (wrap it up guys), piv, tit sucking, sam is a sweetheart, pet names (doll, baby, beautiful), a bit of body insecurity but, as i said, sam is a gentleman, reader is shorter and overall smaller then sam, use of y/n, NOT PROOF READ, english isn't my first language (if i forgot anything TELL ME)

Read it on AO3

WC: 6.1k

You can learn how to change the "Y/N" for your actual name here

enjoy your meal babies, mwah mwah

It was supposed to be just another day where you went to work to get pennies in exchange for spending close to 12 hours in front of a computer screen, get back home to drink until you decided you should take a shower and sleep. Then repeat.

You, standing in your living room with a circle of kitchen salt around you and two men who were supposedly FBI agents holding shotguns and the ghost of an old woman trying to kill you, wasn't in your plans.

They both had arrived at your house in suits earlier that day, knocking on your door. You groaned and got up from the couch, leaving your beer bottle settled on the coffee table. Once you opened the door you widened your eyes at the two men standing there.

The taller one greeted himself first. He had a – almost – shoulder length brown hair and beautiful hazel eyes. To say you were shocked at how handsome he looked was an understatement. The shorter one had deep green eyes and short hair, he was pretty too but his partner…

“Hello, I'm Agent Page, this is my partner, Agent Plant” He said, showing you his badge and nodding to Plant, him copying what his partner did.

You furrowed your eyebrows, recognizing the names from the Led Zeppelin band.

“Plant and Page as in…the Led Zeppelin guys?” You questioned and they shared a look. The shorter one stepped foward, giving you a once over, clearly checking you out.

“Just a coincidence Ma'am” He said, smiling at you and you nodded, still a bit skeptical.

You opened the door wider for them both to get in.

“Come in, please. Have a seat” You said, gesturing to the couch and they sat besides each other. Page eyed the beer at the coffee table in front of him and you cringed.

“Sorry, I wasn't expecting the FBI at my door” You chuckled lightly and took the beer bottle to the kitchen in the other room. When you came back, both their eyes were on you and you felt a bit intimidated.

“Well…why are the feds at my house…?” You asked, sitting at the armchair and resting your hands on your lap, fidgeting nervously with your fingers.

Page put his elbows on his knees, his fingers crossing in front of him as he leaned forward to talk closer to you. You took notice of his big frame wondering how someone could be so…wide?

“Miss…”

“Y/N” You filled in the gap.

“Miss Y/N” He said, licking his lower lip with his tongue “We are here to ask about the recent murders around”

“Oh” You said. You knew well about one of the victims, a friend of yours. It had been a little over 2 weeks since her death but you always went with the mantra to keep going no matter what. At the memory of her you felt your throat restrict and you blinked back tears.

Page seemed to notice and put a gentle hand on your knee to comfort you. When you looked up he was smiling slightly and you calmed down.

“We know Beth was your friend and we are sorry for your loss” He said, squeezing your knee “But we'd like to ask you some questions, if you don't mind”

You nodded and looked between the both of them, taking a deep breath.

“Yeah…yeah of course” You said and he nodded, pulling his hand away from you, the warmth still lingering where he had placed it.

“Did you notice any weird behaviors before your friend passed? Like she was distant, cold…?” Plant asked and you made a face trying to remember anything. You recorded a night you two went out

“Five days or so before she died…” You started, turning your head down to stare at your fingers over your lap. “We went to a bar near my house and she kept glancing behind her, nervous, on edge, as if something would jump her at any moment. When I asked her what was wrong she looked at me, terrified, grabbed her things and bolted”

You sighed thinking you should've went with her now that she was gone.

“I tried calling, texting. Nothing. For those five days I didn't hear anything from her then…they called me announcing that she was gone” You started tearing up again and closed your eyes to hold them back.

“She didn't have anyone else, y'know, I should've been there for her, I–” You choked on an inevitable sob and covered your face with your hands. Then you felt the taller man's hand on your knee again, his thumb stroking your leg.

“We are truly sorry, it wasn't your fault” He said, a voice so comforting and calm you felt it in your heart.

You took your hands away from your face and sniffed, letting out a slight chuckle. You felt a bit embarrassed to be crying in front of them both.

“I'm sorry” You said and brushed your hair back with your hand “I think this was it. She was always a very quiet girl but sweet, caring, I couldn't think of anyone that would do this to her”

The men nodded and looked at each other, a silent conversation you weren't a part of. You looked down to see Page's hand still on your knee and you smiled to yourself. What a nice fed.

"Thanks for the information Ma'am" Page said. When they looked back at you, he patted your knee lightly and got up with his partner. You stood up as well to accompany them to the door, them both behind you.

You opened the door and looked at them both going out, your gaze lingering longer on the taller one, looking him up and down.

They turned to you with a tiny card in his hand and gave it to you, your finger brushing against his.

“If you remember anything, give us a call. Thank you for your time” He smiled warmly along with the green eyed Agent.

“Will do, thank you so much” You said, smiling back seeing them walk away to the Impala parked in front of your house.

You kept your gaze locked until they drove away, snapping you out of your daze getting back in your house and locked the door, smiling like an idiot at the image of the handsome guy you just met.

Inside the Impala, Dean kept glancing towards Sam, who had his face buried into the newpaper about the couple murders happening.

“Dude” Dean finally said, a grin on his face. Sam looked up at him and made a questioning face at his side profile.

“What?” He asked

Dean laughed lightly and looked at his brother.

“She was eating you with her eyes” Dean said and at that Sam's full attention was on him, lowering the paper with a confused face.

“Who? Y/N?” He asked and Dean nodded. Sam sighed and rolled his eyes at his brother. “Dean, c'mon” He said.

“I'm serious, the look she gave you when we left, staring you up and down like a feast” Dean laughed mischievously, looking for a couple seconds at Sam's shocked expression. “She's pretty, y'know, if you don't want it, I'll have it”

“Shut up Dean” He said but he couldn't help thinking about your looks towards him and the impulse he felt to comfort you with a hand on your leg when he realized you were upset.

Dean laughed and shook his head at the stubbornness of his brother, driving back to the cheap motel they were staying at.

Your day went by as usual, some couple more beers here, a whiskey there, some movie you had on the TV.

You ended up falling asleep on the couch for a couple hours until about 2AM when you heard a loud thud in your house and your entire body entered fight or flight mode.

You got up and kept your ears trained for any more sounds until you heard your stove, the gas being poured out in your house and the color drained from your face. What the hell?

You went into the kitchen and for sure the smell of the gas hit hard on your nose and you gagged.

Suddenly the door to the kitchen closed behind you and you jumped in shock. Your heart started ringing in your ears and your hands were trembling.

“Hello?! Is anybody there?!” You asked, your voice shaking as you went to the door. Locked. You started to panic, were you crazy? Was this a dream?

There was a noise behind you and you turned, seeing the knife cabinet open and you glued yourself to the door, trying to get the lock open when a kitchen knife started to float up and towards you.

You screamed and banged at the door.

“Help! Someone, please!” You screamed and the knife was plunged in the door, close to your head and your body fell back in the ground, tears rolling down your cheeks when everything stopped.

You slowly got up and tried to open the door. Success. You scrambled out of your kitchen and unlocked the front door, sprinting out of your house terrified.

You remembered the card the Agent gave you. You didn't know if it was okay to call him this late but you just almost died. You thought he could make an exception.

With trembling fingers, you dialed the number on your phone, putting it to your ear. Please pick up, please pick up.

“Hello? Agent Page speaking, who is this?” He said with a gruff voice, he was definitely sleeping and you felt a bit bad for waking him up.

“Agent?” You practically whispered, your voice shaky with fear.

“Y/N?” He recognized your voice and made a confused face, sitting up on the bed. “What's wrong?”

“I– I'm sorry, I know I shouldn't have called I–” You spoke fast, nervous. He took notice of that “Something happened” You said simply.

“We are on our way” He said and slipped on his shoes, already on outside clothes. He nudged Dean to wake him up. “Hang in there”

“Okay” You said in a whisper as he turned the call off, biting your thumbnail in order to stay calm in the circumstances.

Dean woke up to see Sam getting his bag ready in a frenze, a worried look in his younger brother's face.

“Y/N called, something happened, she seemed stressed, let's go” He said, throwing Dean his bag, the oldest groaning as he grabbed the keys for the Impala.

As they drove there, Sam couldn't help but get even more stressed the long it took for them to arrive. He wondered if you were okay, if you had gotten hurt, or worse. When they arrived, you were sitting on your porch, legs tucked close to your body as you shivered.

When you heard the noise of the car you got up. The two came out and you were a bit weirded out to see them in normal clothes but relieved nonetheless.

When they got closer you breathed out in relief, the taller of the two coming closer then Plant, grabbing your shoulders and eyeing you up and down, looking for any visible damage.

“Are you hurt? What happened?” He asked and you shook your head at the first question.

“I don't know…If I explain it I'll sound crazy” You said

“Oh, sweetheart, believe me, we know crazy” The green eyed Agent said and you looked at him, the nickname foreign but you brushed it off.

“I was sleeping in my couch when I woke up with a loud bang” You began. “I got up to see that my stove started leaking gas and…when I wnt to the kitchen, the door…It shut behind me, locked” You said, shakily and Page brushed his hand on your shoulder, the same way he had done to your knee earlier “I couldn't get out and a knife started to fucking float, it charged at me, caught the door and then it all just…stopped”

“I was able to leave my house and…call you” She said and looked into his eyes, the comforting gaze seeping into her. “I'm sorry, I know it's late”

“Don't bother, it's fine. Let's try and see how we can help you, okay?” He said

You looked at him, puzzled, tilting your head at him

“You believe me?” You asked and he let out an aired laugh in amusement.

“What if I tell you we aren't truly FBI agents” He said.

“Oh” You widened your eyes and looked between the both of them, shameful smiles on their faces. “Right”

“Get in, we will explain everything we can to you” He said and you nodded getting inside your house.

After a couple minutes you learned that they were actually brothers, the tall one was named Sam and the shorter was Dean. They told you all about what they did, the family business, how real the supernatural was and tried to explain that you experienced something ghost-like.

You were absolutely dumbfounded as they said all that. It was hard to believe that, how is all of it real if you hadn't seen anything your whole life similar to what they explained to you? Just now?

“Okay so…you both are like…the Ghostbusters?” But hotter. You noted, mentally.

“Basically, yeah” Dean said.

You sat there with your hands over your face. You didn't know if you wanted to laugh or cry at the situation.

The brothers walked around with the so called EMFs, machines you learned could sense the presence of ghosts.

You couldn't help but glance at Sam. His eyebrows were furrowed in concentration, his hair falling around his face and from time to time he bit his lower lip.

You were entranced at how annoyingly handsome he was until loud beeping from Dean's EMF startled you.

Sam whooped his head towards him and they shared silent looks. Sam turned to his bag and got a shotgun out and you widened your eyes at him. He took notice of that.

“They are loaded with rock salt, don't worry” He said and you made a confused face. He smiled at you and your heart skipped a beat. “Let's say…ghosts don't like salt. Salt and iron are their weaknesses” He said and you hummed in acknowledgement getting up and going to your fireplace to get an iron rod.

Sam stared at you as you walked back to him and you shrugged.

“It's iron, you said it could keep them at bay” You said and he nodded.

A loud noise startled all of you, in the kitchen, where Dean was the closest to and he cooked his gun, Sam doing the same and protecting you with his body.

“Stay behind me” He murmured to you and you nodded, iron rod in your hand prepared for any attack.

“Come on you son of a bitch!” Dean said and, as if on cue, the ghost of an old lady appeared in your kitchen and you gasped, recognizing her immediately.

“Mrs. Greene?” You whispered and apparently she heard you because in a moment she was there and in the other she was behind you.

“Y/N, watch out!” Sam yelled in front of you and you turned around, swinging your weapon and making her vanish for a couple of moments.

You were breathing heavily, your ears ringing until Sam snapped you out of your daze, turning you around by grabbing at your arm.

“Are you okay?” He asked, concern laced in his voice as he gave you a once over.

“Yeah, I think” You replied and Dean appeared as quick as possible making a circle of salt around you and Sam stepped out of it, letting your arm go.

“You need to stay there, she can't get you because of the salt” Dean said.

“You know her?” Sam asked and you looked at him, nodding.

“She was Beth's mother. Died in a car accident that…my father caused. Me and Beth bonded through their deaths but I guess her mom didn't really approve of that” You said, smiling sadly to yourself.

“Where is she buried?” Dean questioned.

“The cemetery near the only church in town. About 5 miles from here” You replied and Dean gave Sam a quick nod as he got his bag and gave his brother extra ammunition.

“I'll go do the dirty job, you, protect her, make sure that bitch doesn't kill her” Dean said as he went out the door, shutting it behind him.

You sat on the ground, in the middle of the salt circle, mindlessly playing with the iron rod in your hand. Sam looked down at you. You looked more than upset, understandably.

“Everything is going to be okay” He reassured you and you looked at him with a gentle smile. Until you weren't smiling anymore and instead was looking behind him.

“Sam, behind you!” You said, getting up again and he turned shooting the ghost and she reappeared behind you, outside of the circle.

You turned around, shaking and lifting your weapon at her. She looked down at the salt circle and the creepiest smile you've ever seen opens up in her face, sending shivers down your spine.

Suddenly the windows broke open and a strong gust of wind came in with full force. You covered your head to protect it from the glass until you looked down and the salt circle was broken around you.

Your heart dropped as she started approaching you and Sam shot her again from behind you.

To your dismay, she was behind him again, and before you could warn him about her she grabbed him by the collar of his shirt and threw him against a wall.

“Sam!” You screamed and she turned to you again, slowly walking towards your frame and you backed away, the iron rod propped in front of you protectively.

She knocked the rod out of your hand and you looked desperately at it on the ground.

Your back pressed against the wall and you closed your eyes, preparing for your death when she started screaming and you opened your eyes.

She was quite literally burning right in front of you, with her hands reaching for your throat until she was just gone, no burn marks on your ground, weirdly, and her desperation echoed through the house.

You let out a breath you didn't know you were holding, your heart beating in your ears. You heard a groan and remembered Sam was basically knocked out on the other side of the room.

You rushed to him and kneeled down besides him with a hand on his cheek and the other in one of his knee.

“Sam, are you okay?” You asked as he slowly opened his eyes. When he seemed to retrieve consciousness again he breathed in deeply and scrambled to get up but you held him down by putting a hand on his chest.

“Hey, hey, it's okay, she's…gone, I guess” You said and he focused his eyes on yours when you smiled. You felt your face heat up at the look he was giving you until Dean barged in through the front door, whistling at the mess.

He looked towards both of you on the ground and made a face, holding back a smirk.

“Burned her up…Am I interrupting something?” Dean asked playfully and you felt a tad of embarrassment, helping Sam get up with a grunt.

They started to gather their stuff and you wondered how the hell you were going to clean up your whole house. Glass and salt everywhere, a hole on the wall where Sam was thrown at.

When they were all done you got each a beer. They tried to deny it but you insisted, claiming it was a thank you treat for saving your life.

You finished all your drinks, throwing the bottles away and you walked them to the door, the Impala parked in front of your house. They got out and stood outside as you smiled at them.

“Thank you, again, really, you both saved my life” You said.

“It's nothing, really, we do this everyday” Dean said with a dismissive wave. “I'm going to load the car” Dean said, giving Sam a pat on the back and a look you didn't understand but apparently Sam did, since he gave a deep breath and a practically death glare at his brother, his chest going up and down.

“So…” He started, scratching the back of his head awkwardly.

“So?” You nudged, smiling up at him and biting your lower lip. His eyes stared at your mouth and you felt small under his gaze.

“You were amazing back there, you know?” He said, crossing his arms in front of him and smiling. “You knew what to do, few people can do what you did”

He complimented and you looked down, smiling like an idiot. He’s so sweet.

“Oh I just…went by logic I guess, nothing much. You said iron and I reached for iron” You said, fidgeting with your fingers as you looked up again.

“Yeah…” He said, looking from your eyes to your mouth and back up again. You decided to be a bit brave and got into your tiptoes to give him a kiss on the cheek, holding on his shoulder for support.

When you pulled back he didn't pull away and one of his hands cupped your cheek, looking between your eyes when he leaned into you, his lips against yours in a light kiss.

You responded almost immediately, your hand going to the back of his neck to deepen the kiss and he placed his hands on your waist. You reluctantly pulled away with a hum, dazed by the kiss with your eyes still closed.

When you opened them his eyes were on your face and you felt warm again. He pulled you back in your house and you giggled in surprise when he closed the door, his hand still holding you.

“What about your brother?” You said as he turned his attention back to you, a smirk on his face when he squeezed your waist. He leaned in closer and you held your breath.

“He can wait” He whispered against your lips before kissing you again, this time more intensely then before and you hummed, burying your hand on his hair while the other stroked his chest.

You started taking his jacket off when you stopped and pulled away.

“Is this okay? I mean I'm totally fin–” He cut you off with another mind blowing kiss and you gasped.

He shrugged off his jacket, dropping it to the ground and clasping your face in both his hands.

“Does this answer your question?” He smiled teasingly and you chuckled, wrapping your arms around his neck and pulling him down to kiss his lips again and his hands grabbed your hips in response.

He brushed his tongue against your lower lip and you opened your mouth to let him explore it, moaning lowly against his mouth.

He lowered his hands to the back of your thighs, not breaking the kiss, and lifted you up, wrapping your legs around his waist and you yelped in his mouth.

You noted he was big, you just didn't know he was this strong, lifting you in his arms as if you weighed nothing.

He walked to the kitchen and placed you on the counter, his hands going under your shirt and experimenting with his touches on your bare skin.

You whimpered, shivers running through your whole body as his big hands roamed through your burning skin.

You pulled away, your forehead touching his, a whispered “Fuck” coming out of your lips. Your hands went to the hem of your shirt and slowly pulled it over your head, leaving your torso bare besides your bra.

Sam drank you in, his adam apple bobbing when he swallowed and you felt embarrassed under his strong gaze, your hands slowly coming to wrap themselves around your stomach.

He held your wrists gently, pulling them away from you and his hands went up and down your arms.

“Don't hide from me, you're beautiful” He whispered and started to leave kisses down your neck, nibbling and biting where he noticed you liked the best with the noises leaving your mouth.

Your hand wrapped in his hair to pull him back to your lips, his kisses addicting like a drug.

He pulled away again to pull his shirt over his head, revealing his defined torso and your jaw physically dropped at the sight. He had some scars, some pale, old, others a pink tone, more recent but it just made him look even better, showing how much he had lived through. He chuckled at your reaction and settled his hands on your hips again, gently squeezing.

“See something you like?” He teased and you closed your mouth, your hands reaching slowly to touch his bare chest. He gasped at your feather-like touch on his tanned skin and you looked at him again, his eyes dark with desire.

“You're…stunning, like– I knew you were…muscular…from the get go but you're…” You trailed off and he chuckled, a bit embarrassed and leaned down to crash his lips against yours again.

His hands went to your back and unclasped your bra, helping you take it off and toss it on the ground along with the rest of your clothes.

His hands came to the front and grabbed at both your breasts, squeezing them and making you moan into his mouth. His fingers teased at your hardened nipples and you arched into his touch.

His mouth started trailing down towards your neck, your collarbone, until he got to the valley of your breasts and looked up at you. Your mouth was open, eyes hazed and deep breaths were making your chest go up and down. What a sight.

He closed his mouth into one of your nipples and you whined, the warmth of his tongue circling around it making you grasp at his locks with a certain strength that made him groan around your skin. His fingers teased the other breast until he switched sides, feasting on your breasts.

“Sam…” You gasped his name and he hummed in acknowledgement of your plea, pulling away from your breast with a smile. “Please”

He gave your lips a peck and went down your body again, leaving open mouthed kisses down your stomach until he got to the waistband of your jeans and looked at you again, asking for permission and you nodded at him.

His fingers popped open the button of your pants and opened the zipper. You lifted your hips to help him pull the clothing off and he dragged it down your legs slowly, drinking you in.

You felt a shiver run down your spine at his hungry gaze on your frame when his eyes noticed your soaked underwear.

He discarded your pants and ran his hands up your legs, his look never leaving your covered pussy. His hands stopped at your thighs as squeezed the flesh and you closed your legs instinctively.

He looked up at you and pried your legs open with his hands.

“What did I say about hiding from me?” He said, his tone deep and dominant making you swallow a whine as you spread your legs wider and he settled between them with a smirk.

He kissed your covered sex and you let out a low moan, his mouth traveled to your inner thighs, biting and kissing at the flesh, driving you insane.

“Please…” You begged, grabbing at his hair and he hummed.

“So desperate” He said against your skin, grasping your panties and pulling them down. You gasped at the cold air hitting your dripping core and he groaned at the sight.

He cupped your whole cunt with his hand, making your hips buck up into his touch and a low moan left your throat.

“Beautiful” He whispered and gave your thigh one last kiss. “Tell me if it's too much, okay?” He said and your heart melted.

“Okay” You breathed out and he smiled up at you. He took his hand away and you almost frowned when his lips wrapped around your clit and you moaned, bucking your hips against his mouth.

He smirked against you and put one hand over your hips to hold you still as he did wonders against your cunt. His tongue eating you out as if you were his last meal, ripping loud moans from your throat.

“Oh, fuck” You moaned, pulling at his hair “Sam– God” He hummed and groaned against your pussy sending jolts of pleasure through you.

He teased your hole with his finger, slowly entering you and stretching you out, hooking up and rubbing right at that spot and you moaned loudly.

“Jesus, fuck, right there– Shit” A string of curses left your mouth and he grinned proudly, adding another finger to your torture, making you cry out, his name slipping out of your lips.

You felt the knot inside of you tighten, your pussy clenching around his fingers and Sam knew you were about to cum.

“Cum for me, doll” He said and quickened his movements against you and your moans got louder.

“Fuck!” You groaned loudly as you finally came against his lips, your orgasm hitting you like a truck, your eyes closing in bliss, your fingers tightening in Sam's hair.

He helped you ride your orgams until the stimulation got almost painful and you started to try and close your legs.

“T'much, Sam–” You moaned and he pulled away, your juices shining against his face as he got up from his knees and grasped your waist tightly, smashing his lips against you, the foreign taste of yourself lingering on his tongue as he attacked your mouth.

“Taste as sweet as you look” He praises and you smirked.

You glance down at his still covered legs and crotch, the tent in his pants looked almost painful and you bit your lip. He noticed that and took you in his arms again, wrapping your legs around his hips, making your sensitive core grind against his jeans and you whined.

“As much as I'd like to bend you over that table and fuck you senseless” He said, getting closer to your ear and whispering: “I want to fuck you on a bed to see your cockdrunk face when I make you cum”

You shivered, not expecting these words coming out of his mouth and you attacked his neck with kisses and bites.

“My bedroom is down the hall, on the right” You mumbled against his skin, breathless, and he carried you to the room, his hands squeezing and digging in your ass as you continued marking his skin.

He gently placed you on the bed, kissing your lips hungrily and you led one of your hands down to his crotch, palming him through his jeans and he pulled away from your lips to groan, his forehead against yours.

“Fuck me, Sam” You breathed out and he kissed you one last time before standing up and unbuckling his belt and opening his zipper, dropping his pants to the ground and taking off his shoes.

You were staring, eating him with your eyes as he took off his boxers teasingly slow, stepping out of them and looking at your face for a reaction.

Your mouth watered and your pussy clenched around nothing. He was big. You expected him to be large, he was tall after all but you still were very shocked and wondered if you'd be able to take it all.

Sam seemed to notice your worries and grasped your chin to give your lips a comforting kiss. He wasn't cocky but he was aware of his size and knew it could be intimidating.

“We'll go slow, baby, if you want to stop, just say” He assured you and you felt all fuzzy and warm on the inside. It was hard to find men that actually cared and it seemed like you hit the jackpot with Sam. You nodded and he crawled over you, smashing your lips against his again.

He rubbed his cock up and down a couple times and lined it up with your entrance making you whine in anticipation. He slowly pushed into you and you pulled away to let your mouth hang open in a soundless moan.

Sam made sure to distract you from the pain, rubbing your thighs up and down and kissing your neck and collarbones. It took everything inside him to not pound into you. You tightened around him deliciously and he pressed his forehead against your shoulder.

“You feel so fucking good Y/N, God” He whisper-moaned against your ear and you hummed, your nails digging into his shoulders, definetly leaving marks to remind him for a couple days of this encounter.

“I feel so full, it feels so good” You moaned breathy as he was almost all the way inside you, his kisses soothing your hot skin, his fingernails marking your hips as he held back to let you adjust to his size once he was all the way inside.

You felt him in your throat and it took you a couple of moments to let the pain turn into pleasure and Sam was willing to wait as long as you needed.

When you finally stopped feeling the pain of the stretch you wiggled your hips against his cock and grabbed his cheek to give him a messy kiss.

“You can move, please” You said and he pulled back and forth, both of you moaning at the feeling, his dick hitting deeper than you thought was possible.

“Y/N” Sam moans against your shoulder, his strokes inside you making his whole body tremble with the tightness. His hand roams down your body until it reaches your lower stomach. He presses his hand down against your skin and you moan loudly. He grins, his breathing heavy as his hair makes a curtain around his face.

“Oh– fucking God!” You practically scream, your eyes rolling back as your nails scratch at his shoulder. He felt impossibly deeper and he quickened his thrusts, your whole body going limp and your mouth letting out incoherent babbles and moans of his name.

He was panting as he held himself up in his elbows to look at your fucked out face, kissing your cheeks and your lower lip.

“You look so pretty like this” He said against your skin as he kept his thrusts steady and deep. "I told you I wanted to look at your pretty face...when you came undone under me."

You felt your skin tingle, your body trembling and that familiar feeling on the pit of your stomach like a fire lighting up.

"The looks you were giving me..." He groaned against your skin, his hips sttutering as his orgasm came closer "I wanted to make those beautiful eyes roll back the moment I saw you" He admitted, giving your neck a harsh bite, definetly leaving a mark.

“Sam!” You moaned out, your hand tangling itself into his hair. “I'm cumming” You warned and he quickened his pace and your head shot back, exposing your throat to him.

“Cum for me beautiful” He said, leaving a hickey just below your jaw.

You unraveled below him with a loud moan of his name, your heels digging into his ass. A few more thrusts and Sam pulled out, stroking his cock one, two, three times until he came over your stomach, groaning and panting your name.

You looked at his face, sweat sticking some hairs on his face, his eyes closed, mouth agape and his hair a mess thanks to your hands.

You smiled in a daze and traced your fingers over his face and he opened his eyes, catching you already looking back at him. He leaned down and kissed you passionately for a couple seconds until he pulled away and stood up to go to your bathroom.

He came back with a wet towel to clean you up, gentle in your sensitive sex then he left the towel on the bathroom sink and layed down on the bed beside you again, pulling you into his chest and kissing the crown of your head.

You hummed as he wrapped his arms around you, massaging your sore muscles.

“That was…” You said, not finishing. No words were able to describe what you felt.

“Yeah, it was” He confirmed, smiling.

You snuggled into his chest, your hand tracing mindless patterns against his skin. Then you started to chuckle and he looked down at you.

“What?” He said with a hint of a laugh behind his tone.

“Your brother must be pissed” You said between laughs and he started to laugh too, feeling his chest vibrating against your cheek as his hand stroked your upper arm.

“I don't care, this, you, was worth it” He said and you looked up at him with a shy smile, not knowing what else to say.

After a while of silence between the two of you you started to think a bit.

“You're leaving town soon, right?” You asked and he hummed an affirmation. You hid your frown from him. “You're welcome back anytime, you know that, right?"

You said but didn't look at his face when you felt him looking down at you and he squeezed your arm as if to say I know.

You started to fall asleep against his steady breathing, your eyes heavy.

As you were almost sleeping you felt him leave a kiss on your forehead.

“I will” He whispered and you smiled to yourself, letting yourself fall asleep in his embrace.

☆

☆

☆

A/N: Notes and reblogs encourage me to keep writing. Feedback makes those writings better. Thank you for reading. Xoxo

[jays-bonnie-on-the-side]

FIRST TIME

PAIRING : teenage!dean winchester x teenage!fem!reader (au)

SUMMARY : reader finally decides to give her virginity to dean

WARNINGS : young love. fluff. smut. horniness. cunnilingus. fingering. under-aged sex. rough sex. semi-pubic sex. unprotected p in v. aftercare. attentive dean. strong language. praise kink.

A/N : this oneshot is a prequal to homework [if you haven't read it yet, go check it out!] thank you to everyone who's read and supported it, it means the world. i plan on making a few more oneshots (that could be read on its own) in this universe. let me know what you think 😆

Your eight-month anniversary with Dean was today. In a (good) way, it felt longer. Growing up, you were taught to respect your body. You were told to wait for marriage before having a man worship at your temple. It was "the best gift you could give your husband," at least that's what they said. Until now, you haven't had a problem waiting. Sure, you had urges from time to time like any teenager, but no one had made you feel how you felt with Dean.

The longer you spent with him, the more you craved. It wasn't just his physical attributes but his personality, too. Every exchange of words, every shared moment, and every heartfelt conversation only entrenched your love even further. It was the way he protected you, cared for you, and loved you that made you feel safe. Until you, he had no interest in dating. Why would he when all he wanted from girls was something they offered him freely?

You had been the first girl ever to deny him, and that's what drew him in. He wasn't looking for a relationship, but hearing the word 'no' intrigued him. Suddenly, finding ways to get your attention was his priority. Whether it was meeting you at your locker every morning with flowers, seeing you after school to offer you a ride home, or even cornering your best friend for help winning you over, he didn't stop. It wasn't until you overhead your peers discuss how Dean dismissed any girl who engaged with him that you took him seriously.

And there he was again, at your locker, with the brightest bouquet of tulips, your favorite. His charming smile beams towards you, filling you with joy from across the hall. Students pass by, talking amongst themselves about you. "Watch, she's going to blow him off again." "How could she do that? He's so hot." "He's only trying to win her over to get in her pants. She's not even that cute." Even though it wasn't in your nature to ignore them, you chose not to cause a scene, not with them anyway.

A smile lit up your face as you focused on Dean. "Hey," You greet once you're standing before him.

"Hey, beautiful," You couldn't help but blush at the pet name, loving how it sounded coming from his mouth.

He hands you the flowers, and you happily accept them. "Thank you."

"You're welcome." He leans against the locker beside yours, watching you open your own. You inhaled the bouquet before gently placing the tulips inside. "I'm sure I know the answer to this, but would you like to go out sometime?"

You close your locker and stare into his dreamy eyes as you reply, "I'd love to."

His face lit up like a kid on Christmas. It seemed he was ready for you to turn him down again, and as much as he wanted, he didn't expect you to say yes. He leaned away from the lockers as a smile stretched across his face. His infectious smile brought one of your own. You always imagined saying those words to him, and now that you did, it was better than you had dreamed it would be.

"Really? T-that's great! Does tonight work?"

"Yeah, tonight's perfect."

"Awesome, I'll pick you up at eight."

You weren't a bold person, but you couldn't resist standing on your toes to plant a kiss on his cheek. Your hand rests against his arm, maintaining your balance as your lips press against his face. Even though your gesture was small, he closed his eyes and enjoyed your lingering kiss. You slowly pull away and lean back on your heels. The passing crowd seemed to still at the publicly displayed affection. Hush conversations began as everyone gawked at you two. Before doubt could seep in, Dean grasped your attention.

"Don't listen to them."

You nodded, listening to his words and ignoring the others. "I'll see you tonight."

The Impala comes to a soft halt in the middle of the grassy field like it did all those nights ago. A smile appears when you realize he's recreating your first date. Dean had taken you to his favorite diner in town as the sun had set before coming here. The pur of the engine ceases, and his door creaks open. You've learned over the months to wait for your boyfriend rather than exiting Baby by yourself. Despite your protests, he insisted on being the gentleman his parents raised him to be, someone he was, only with you.

Dean helps you onto the hood, then joins. He wraps his arm around your shoulders, pulling you close to his side. Your backs lean against the windshield, heads tilted towards the night sky. Stars litter the dark canvas above, shining as bright as the first time he brought you. A warm breeze blew through the trees, over the open field, and towards the Impala. Crickets play their song as the rustle of leaves hum from afar. It was a scene out of a romance novel.

A content smile found its home on your face. You didn't need to talk to feel comfortable with him and were confident he felt the same. Being in his presence alone filled you with a sense of safety. Dean has had his share of fights defending you, whether you wanted him to or not. He never gave you a reason to doubt him, and you knew deep in your soul that wouldn't change. That's why you decided tonight was the night you'd give yourself to him completely.

Tearing your gaze from the stars, you direct your admiration towards your boyfriend. Feeling your stare, he turns his undivided attention towards you. You lean forward and connect your lips with his. He doesn't waste a moment to kiss you back with just as much passion. His hand runs through your hair, sending tingling sensations across your scalp. You breathe him in, quickly accepting his tongue. He leans over your body, deepening the kiss. Eager for more, you push him back against the windshield and straddle his hips. Your ass grinds against his lap, and he pulls your hair, breaking the kiss, only to attach his mouth to your neck.

Small moans escape your peppered throat, the light breeze carrying them away. The feeling of Dean's growing member rubbing against your entrance made you apathetic toward the marks he was leaving behind. You'd happily deal with the evidence later. Your eyes squeeze shut as the friction becomes overwhelming. Shallow breaths leave your lungs as tension quickly builds in the pit of your stomach.

With one hand on the back of your head and the other at the bottom of your spine, he lays you across on the hood. He hovers over your body before continuing the actions from before. Dean harshly rubs his bulging jeans against yours, and your legs wrap around his hips to pull him closer. Your body clings to his, only encouraging him to grind harder. Desperation gets the best of you when your walls clench around nothing.

"I need you," You breathe out.

Dean stops his movements and stares into your eyes, asking, "What?"

"I need you—I want you."

"A-are you sure?" He inquires as he rises to a seated position.

"Yes, D." You sit too and reassure him. "I've been thinking about it for a while now. What better time than on our anniversary?"

He hesitates but says, "Sweetheart, I'm sorry. I didn't expect—I would've planned it out if I knew you were ready. I imagined our first time—your first time—to be perfect. Not in the back seat of my car; You mean so much more than that."

"I know, but it can still be perfect."

"How?"

"Well..." You take his hand in yours, squeezing gently. "I think losing my virginity to the boy I love under the stars sounds pretty perfect to me."

"That sounds great, but the 'where' part is still an issue."

You glance around your surroundings before settling with, "Right here."

His eyebrows draw together. "On the hood?"

"Beats the backseat for my first time. And, I don't know, having sex on the hood of the Impala sounds sexier."

A dry chuckle escapes his lips as he shakes his head. "Does it now?"

"Mhm," You hum as you scoot closer.

He inhales sharply once you gently press your lips against his throat, instantly finding his sweet spot. Because your relationship hadn't gone further than second base, you both had gotten pretty good at teasing each other. You had to admit, there were a few times when you almost caved out of sheer lust. But tonight was different: you were ready. A grin plays on your lips as your other hand trails down to his tightening jeans. Groans fall from his mouth as you palm his erection and sink your teeth into his sensitive skin.

Your hand undoes his pants, and before you can slip your hand in, he lays you back down. His lips capture yours, and you quickly move in sync. You pull his shirt up, hinting you wanted it off. He complies and pulls it over his head, tossing it to the ground. As he kneels in front of you, you pull his jeans down and see his boner through the fabric of his boxers.

After discarding his pants, he reaches for yours to peel them off. As he did that, you quickly took your shirt off. You were both now in your undergarments, staring hungrily at one another. He hovers over you and kisses down your neck towards your chest. Your body goes hot, growing hornier by the second. His fingers drag the straps of your bra off your shoulders as his mouth places wet kisses on the top of your breasts. You arch your back, giving him access to unhook your bra.

The outline of his cock presses into your clit, distracting you from your unruly thoughts. His warm tongue finds your left nipple, licking it before taking it into his mouth and gently sucking. He doesn't leave the right one unoccupied for long. His fingers lightly pinch and twist your hardened nipple. You close your eyes, enjoying the pleasure his mouth, fingers, and dick are creating. The intensity of his member grinding against your clit and the stimulation of both your nipples were driving you to the edge. Suddenly, his mouth unlatches itself from you, causing you to open your eyes in confusion.

Dean's large hands run down your thighs, sending goosebumps along your skin. His fingers loop around the waistband of your underwear, and before he goes further, he silently asks if it's okay. You nod and watch as he pries your soaked panties from your body. Instinctively, you try closing your legs, feeling insecure. Flush ran throughout your entire body. You had never been this intimate with someone, and it was frightening. He detects your lack of confidence and promptly makes you feel comfortable.

"You're so beautiful." He praises. "So much better than I ever imagined."

His fingertips lightly ran over your skin as if he were afraid to hurt you. They cupped the back of your knees and gently lifted until they bent. Dean slowly kisses down your thighs, and between each peck, he compliments you. You feel your insecurity disappear the closer he gets to your most intimate area. Without wasting another moment, his face devours your pussy as if he were a starved man. You arch your back as he licks your cunt clean, skillfully working through your folds. Your eyes roll back once his nose presses against your clit. Before you knew what was happening, you came all over his tongue.

"Oh, God," you pant with embarrassment. "I'm sorry, baby. I didn't mean to—I didn't know I was gonna cum so fast."

Dean lifts his head from between your thighs, the area around his mouth glossy with your juice. "Don't ever apologize, you got it?" After you nod, he dips down again, slurping up every last trace of your arousal, humming, "You taste so fucking good, princess."

You tug at his hair, squirming underneath his face. His thumb finds your bundle of nerves, rubbing it in circles, making your body unexpectedly jerk. You watch as he removes his countenance and trails kisses up your body. He lays on his side next to you before tucking his arm around your shoulders. The beating of your heart quickens as he applies the right amount of pressure you didn't know your clit needed. Your hips buck upwards while a whine slips past your lips, wanting more.

His fingers travel further down, running through your glistening folds. You knew what came next, the anticipation deafening. Slowly, he slides his index finger inside you. A content sigh falls from your mouth, enjoying how his digit drives in and out of your cunt. Dean sees your pleased and lazy smile, and a smirk emerges on his lips before adding another finger. You inhale deeply, feeling the difference between one and two fingers. It doesn't take long before his thick fingers pleasure you once again.

You bite your lip to stifle your moans, not wanting to annoy your boyfriend with your uncontrollable squeals. He notices and mumbles against the side of your mouth, "Let it out, princess. I want to hear every little sound you make."

That was all you needed to hear. Dean's fingers worked faster, taking you near the edge, and your moans told him so. They grow louder with each thrust, but the moment his fingers curled, you lost it. Your hand grabbed his hair, holding on as he fingered your g-spot. The muscles in your stomach contract, and you get that feeling again; your climax begins. You close your legs, thighs wrapping around his arm, making the high intensify. His consistency doesn't falter, and his digits fuck you, only taking you higher. Once it ends, your legs fall, and he pulls his hand away.

Your chest rises and falls, trying to catch your breath. Dean brings his drenched hand to his mouth, his eyes finding yours before closing his lips around his fingers and pulling them out at an agonizingly slow pace. Fuck, you thought. Watching him suck your fluids from his digits alone could've made you cum again. Your left-hand slips into his boxers before wrapping around his erection. A small groan falls from his lips, having never been touched like this by you. Without having to see his length, you felt it was rather long. You pumped his silky soft cock a few times and felt him twitch. His previously soaked hand pulls off his remaining clothing, freeing his large member. Your eyes widen; He's much bigger than you imagined.

How was he going to fit? You wonder. He saw the worry in your eyes and ran his fingers through your hair, pushing it away from your face before kissing the tip of your nose. Dean gently grasped the hand that held him and intertwined your fingers together as he hovered over you. He nudges your knees apart, and you happily allow him between your legs. This was it. This was what you both have been waiting—what felt like anyway—an eternity for. Your mind was ready, but you weren't sure if your body was.

"It's going to be okay, sweetheart," Dean reassures. "I'll go as slow as you need."

You nod, intoxicated by his affectionate attentiveness. "Okay."

His lips connect with yours, kissing your nerves away. He rubs his tip through your folds, coating it with your wetness. You break apart and angle your head to watch his cock disappear in your awaiting pussy. The pain as he stretches your walls rips through your body, forcing your eyes shut. Your face scrunches in discomfort as he pushes in further. Whines come from your mouth as he slowly bottoms out. Dean stays still, kissing your forehead as you adjust to his size.

"I know, princess, I'm sorry. I promise it'll feel better."

You nod in response. Soon, your eyes open as the pain becomes tolerable, whispering, "Okay, you can move."

"Are you sure?"

"Yes."

Dean's eyes scan over your countenance, trying to detect any lies. When he saw none, he began to move. You inhale sharply as the pain rushes back. His hips stop their retraction, but you quickly shake your head in protest.

"Keep going," You say through gritted teeth.

Without question, he pulls back until his tip threatens to slip out. Slowly, he drives back in. You squeeze his hand and wrap the other around his shoulder as your legs cling to his torso. His lips pepper your face with kisses as he continues to thrust the discomfort away. Over the months, you've seen the womanizer everyone knew Dean as vanish. He always took care of you—physically, mentally, and emotionally. You couldn't have asked for a better boyfriend, especially right now. His effort to soothe you seemed to have worked. The pain turned to pleasure, and you ached for more.

"Faster," You murmur into his ear.

He bit his lip, trying to distract himself from spilling his cum so soon, but the way your walls squeezed around him made it nearly impossible. Dean picks up his speed, playing his own game of russian roulette. You felt his cock twitch inside you, prompting a moan and the tightening of your insides. He buries his head into your neck, attempting to postpone his climax. The pleasure began to build in your stomach, and per his earlier request, you made it known.

"Fuck, babe. If you keep it up, I'm going to cum." He groans.

You giggle, "Isn't that the point?"

He thrusts deeper, answering, "Not until you do."

A new wave of satisfaction washes over your body, making you moan louder, begging, "Harder."

Dean complies, bucking his hips into the back of your thighs. His name fell from your lips like a prayer. You untangle your hand from his and dig your nails into his back. Sure, you had daydreamed of having sex with your boyfriend hundreds of times, but you never imagined it being this mind-blowing. His member deliciously bruises your g-spot, causing pain and pleasure to fight for dominance. Sounds you never thought you could make fall from your mouth, encouraging him to quicken his pace. The Impala rocked side to side, utilizing the suspension's swaybar with each vigorous thrust.

"Fuck, Dean. Just like that, baby. Don't stop." You beg between moans.

The tension in your belly threatened to snap any second. The area just under his waist rubs against your clit, coercing your chest to arch into his. He presses you into the warm hood, keeping your squirming to a minimum. Tears flood your eyes as your immense climax approaches. Your body tenses as it braces for your last orgasm, squeezing Dean's phallus for dear life.

"Cum on my cock, princess." He urges as he fights off his own release. "I know you can do it. Mm... 'Want to feel you come undone on my dick. C'mon, sweetheart, do it for me."

His words were all you needed to fall over the edge. Except you didn't fall, you flew. Your fluids gushed on his member as you screamed into the night air. His thrusts began to falter, but he forced himself to ride you through your high. Your toes curl while your eyes roll back, your climax taking control of your body.

Unable to fight off his orgasm any longer, he hurriedly asks, "Where do you want it?"

You can barely form words as your body shakes uncontrollably. "D-d-does-n't ma-tter."

The weight of Dean's body lifts from yours as he sits back, pulling himself out and grabbing his wet member. Your eyes refocus in time to see him accidentally ejaculate on your folds. His cock twitches again, this time spraying across your upper body. A breathy groan falls from his parted lips as ropes of hot cum coat your skin. You feel his seed drip towards your entrance, daring to breed life with you. The thought of carrying his child brings a smile to your face. No, no. You're too young, you remind yourself. Can't start a family with him yet. He bends over your body and kisses your lips. He presses his softening dick against your wet folds as you kiss him back.

"As much as I love bathing in your cum, I think I wanna clean up so we can cuddle." You pant, trying to catch your breath on the way down from your high.

He chuckles against your lips before sitting up again. "I'll be right back."

Dean climbs off the Impala and opens the back door. You lay still as the fluids threaten to leak onto the hood. He shuts the door, returning with a blanket in one hand and napkins and a water bottle in the other. He sets the blanket on the windshield before hopping next to you. He wipes the mess away and uses the water to remove the stickiness left behind. Once he finished cleaning you up, he tossed the dirty napkins off the car. He lays beside you and wraps his arm around your shoulders. You snuggle into his bare chest, listening to the beat of his heart as he pulls the blanket around you two.

He stares at the night sky, gazing at the stars, when you confess, "I love you."

Your boyfriend kisses the top of your head, mumbling against your hair, "I love you too, sweet pea."

"Thank you for being my first."

His hand gently lifts your chin, guiding your gaze to meet his. "Thank you for trusting me to be your first."

Your lips curl into a smile, "I wouldn't have it any other way."

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[take-it-on-the-run]

Not A Lot, Just Forever

Dean Winchester x Pregnant!Reader

After throwing up morning after morning, the reader discovers her illness isn't what she initially thought.

Word Count: 4.1k

Tags: Pregnancy, unexpected pregnancy, brief description of motel bathrooms, vomiting (repeated), self-blame, mention of reader's mother dying in childbirth, mention of childbirth related deaths, anxiety, brief loss of consciousness, Dean is a sweetheart and will make a great father.

Characters: Dean Winchester, Pregnant!Reader, Sam Winchester, Castiel

@ghostlyaccurate requested: "Hii! I'm not sure if I already sent you this request, or if I sent it to someone else (oops🤭) but could I request a Sam Winchester and/or Dean Winchester x reader (your choice which one of them, if not both sepperately) where he helps reader deal with morning sickness, though he only finds out she's pregnant on the third day in a row that he's with her while she throws up. Ty!!"

Read it on AO3!

A/N: Adrianne Lenker title. I really really loved this request! I feel like writing the pregnancy trope is a sort of hard task to do, so I hope I brought it justice. I love love loved writing this, and I hope you enjoy reading it! Thank you for the request @ghostlyaccurate, and I promise I'm trying my damnedest to work through my inbox <3. Every mistake here is completely and 100% my own and of my own doing. (P.S. can you guess how hard it was to find "aesthetic" pictures of a bathroom and pregnancy tests for the pictures for this fic?? I think the ones I found actually work pretty well! Another thing, what happened to the yellow text color? I use it to tag fluff fics, and it's gone :( ).

Dean Winchester Masterlist | Supernatural Masterlist | Main Page Masterlist

Your head hung over the foul toilet bowl of whatever motel you, Dean, and Sam were holed up in, and a rancid smell invaded your nose. In earnest, you didn’t have the slightest idea where you were. The past couple of hours had been filled with a slight fever and the constant need to use Dean as a pillow. Halfway through the drive between towns, you convinced him to switch out driving with Sam so he could join you in the back seat.

The worn tile of the bathroom floor offered you minimal comfort, and the fact you’re supposed to be up for a case in two hours made your stomach churn over again. Ditching your normal avoidance of motel bathrooms, you gripped the edge of the toilet and emptied your stomach again.

“Y/N?” Dean’s groggy voice called out from behind the door, “Are you okay in there sweetheart?”

You squeezed your eyes together, cursing yourself for being loud enough to wake him up. Sneaking out from his arms was a feat enough already, trying to suppress the sound of you losing your guts at four in the morning wasn’t going to happen; even in a perfect world.

“No,” you groaned as he softly opened the door, “I feel like shit De, and you know how much I hate throwing up. And how much I hate motel bathrooms.” You whined. Your hair was falling to the front of your face and you were cursing whoever decided a bathroom didn’t need a working air vent.

Dean hummed softly, pulling the hair back from your face and holding it with one hand as he sat behind you on the floor. He pressed his lips to the back of your head softly, and gently traced shapes on your collarbone as you laid back on him.

“Just breathe, I’ve got you if you need to go at it again.” He said softly, cradling you in his lap as you tried to breathe. He ran his hand through your hair as your breathing started to hiccup less, and eventually, he sat you on the closed toilet lid to get you water.

You felt ashamed to be keeping him up at this hour. Your phone clock read 5:13 AM, almost an hour past when you’d originally gotten up. He already doesn’t get enough sleep as is, and here you are sitting, waiting for him to get back like you aren’t able to take care of yourself.

“Here you go, drink slowly. Did you use the mouthwash I gave you?” He asked as he handed you his water bottle. He stood across from you, tucking his hands into the pockets of his pajama pants. You nodded softly, gratefully gulping down the contents of the bottle.

The bags under his eyes were already enough to make you feel guilty. Hunters were used to running on minimal sleep, but with you around, he’d just gotten into the six-hour range. He rubbed his face, inhaling like he normally did when he was trying to make a decision. You didn’t want to go out for the case. You barely wanted to move your body to get back in bed and salvage what little sleep you could before life kicked you back into gear.

“Do you want to stay here while Sam and I talk to the family?” Dean asked as if he could read your mind.

I love you so damn much. You thought, bowing your head with a sigh of relief. You didn’t want to be the one to bring up staying in; neither of you ever wanted to admit you needed breaks, but if the other one was to bring it up, it made the process easier.

You nodded, pushing yourself to your feet as he opened the door for the two of you, “yeah, I think that’s best for all of us. Don’t need me puking in the victim’s bathroom as you guys ask your questions.” You tried to joke as you and Dean crawled back into bed, tucking yourself into his arms, and splaying your legs haphazardly on top of his.

The next morning wasn’t any better.

Sam and Dean had come home late from questioning the family, and you were barely aware of them unloading the Chinese food they brought for you. Dean sat with you against his chest, still half-dressed as an FBI agent, as you wolfed down the egg rolls he got. You found yourself starving when they offered you food, but now you regretted eating anything at all.

You found yourself hung over the toilet again, but thankfully only had to put up with one round of saying goodbye to your lunch. You were able to get yourself up and over to the sink, where you repeated Dean’s routine from the morning before.

You leaned against the counter in the small kitchen, Dean’s water bottle filled with tap water in your hand. You turned to dump the rest in the sink when the creak of a floorboard behind you had you spinning on your heel in record time.

“Jesus Christ, Dean. Why are you up?” You asked in a hushed tone, placing your hand over your racing chest.

“I could ask you the same thing,” He crossed the small room and came over to embrace you in his arms, “did you get sick again?” He asked innocently, but the combination of those words, and the pitiful shift of his eyes was enough to make you feel like a child. You were a grown woman, you knew damn well how to take care of yourself much before the Winchesters were in your life.

You huffed in annoyance, pulling back from Dean’s chest. You felt your face begin to heat up, and it felt like anything Dean could say had the chance to send you over the edge.

“Yes, I did. Right now, I feel like my body is too hot and too tight for my bones, and I also feel like anything you say is going to make me hit the roof. Even if it’s nice, I just don’t think my brain can take in any more words without wanting to jump ship.” You said you rubbed your temples. Things like this had happened occasionally in the past, and before Dean, you figured it was just because you were a rigid person. One night a particularly bad migraine had led to you yelling at him because he offered to get you some medicine. Instead of just leaving you to stew, like every other partner did, he simply asked you to explain what you were feeling. No judgment, no interruptions, and he’d do whatever you said would make you feel better in that moment.

Now, whenever you felt overwhelmed, he did the same. He’d swallow any sarcastic comment or solution to your problem and listen to you. No matter what was bothering you, at whatever hour of the day, he was at your side, doing what you asked of him without hesitation.

He just nodded, pressing his lips to your forehead before he led you back to the bed you two were sharing for the case. His body threw off heat like a bonfire, and your normally freezing hands were appreciative of that. In this moment, however, it felt like you were burning from the inside out.

You adjusted yourself between the sheet and the comforter, so the two of you could still touch without pressing your skin together. Dean waited for you to still before he made himself comfy, and he gently ran his fingers through the ends of your hair.

“Is this okay right now? Do you want me to leave you be?” He asked, in as soft of a voice as he could. You hummed, smiling at the tingling sensation running through you. Comfort, and a warmth that wasn’t burning to the touch, crawled up your back, and into your head. You tried to focus your eyes for a couple of seconds more, but without your control, they forcefully fluttered shut.

“Y/N.”

Sheet tangled between your limbs, and you could see the light through your closed eyes. Opening them, you find an unexpected sight. Instead of Dean, or Sam, standing at your bedside, the trench coat-clad angel you’d met five years ago stood awkwardly, waiting for you to fully wake up.

“Cas,” you rubbed your eyes as you sat up, “what are you doing here? Where’s Sam and Dean?” You asked.

Cas sighed and sat at the end of your bed. He shot you a quick look, before focusing his eyes on the blank wall in front of him. He tapped his fingers on his legs, a habit he picked up from Sam.

“Dean called me and told me you were sick. I came in, and told him I’d try and cure whatever… ailment is afflicting you.”

You smiled at the way he spoke, and the fact Dean went out of his way to try and help you out, but there was something off about Castiel’s demeanor. You sat up and touched his arm to get his attention.

“Cas, what’s wrong? Did something happen that I should know about?” You asked softly.

“I think you’re pregnant, Y/N.” He looked at you, and there was a rift of guilt lingering in his eyes.

A course of confusion and shock coursed through your body before you felt a rotting pit settle at the bottom of your stomach.

“Why would you… think that, Cas?” You felt a tightness taking over your throat, rubbing your hand across your neck to try and loosen it.

“I can sense life forms. Human ones, at least. It was hard to tell with Sam and Dean here, but once they left I was able to confirm my suspicions.”

Your hand traveled to your lower abdomen before your mouth spat out a request without thinking.

“Pregnancy tests. Can you get me some, please? I just,” you ran your hand across your forehead quickly, “I want to confirm, using non-magical means.”

Cas nodded, “of course. I’m going to assume you don’t want me to let Dean know?”

You nodded your head before swinging your legs over the side of the bed. Deep down, you knew Cas was right. You were late by a few days, but you’d chalked it up to the illness that’s kept you on the bench for this case. You didn’t usually react as poorly as you’ve been to an illness, even when you’d gotten a terrible case of Pneumonia.

Getting up from the bed, you walked into the bathroom as Castiel vanished to get you a couple tests. Looking to the mirror, you’re met with a form of you that was a little scary; purple, slightly-puffy eyes, smeared makeup that hadn’t been washed off from days before, and your skin was breaking out in places it hadn’t before.

Dean hadn’t said a word about it, but even someone as blissfully ignorant as him had to have noticed the way your face wasn’t looking like your own.

Dean.

You’d have to tell Dean you were pregnant, with his child. That you’re going to be parents.

What if he didn’t want to be a father at thirty-six?

Children weren’t one hundred percent out of the question, but they were longer down the line in hunters’ lives. If you were lucky enough to get out of the life unscathed and find someone who would want to settle down with, you’d likely be creeping into your mid-forties, at best. Mary had gotten lucky with John, but now they’d both been taken away by the thing they’d spent half of their marriage avoiding.

What if you weren’t ready to be a mother at thirty-five?

For you, it wasn’t the question of wanting to have kids, but you never saw you or your boyfriend backing out from hunting anytime soon. To add on, you’d heard of many nasty births that ended in fatality for the infant or the mother, including your own. Every time you and the boys were on a case involving a child, you’d be extra reckless. Dean picked this up within the first couple of times you’d almost gotten yourself killed to save a kid, and you explained your fear to him. The fear of a mother not being able to welcome her child home in her arms, or the child not seeing his mother again, and their fate lying in your hands. You’d already ripped apart your family, and you tried your damnedest to keep as many together as possible.

A ruffle of feathers and a sharp knock on the bathroom door snapped you out of your thoughts.

“You can come in, Cas.”

Wordlessly, the angel stepped into the small motel bathroom holding a plastic bag. He pulled out three different pregnancy tests and set them on the counter.

“The woman working there said I should get a couple just in case one doesn’t work like it should.” He said as you picked up the first test. “I’m telling the truth, but I understand you wanting to confirm this to yourself.”

I know Cas, you thought, but you didn’t say a word. Instead, you stared at him, waiting for him to leave the bathroom, but he had a blank look on his face and didn’t move a muscle.

“Cas, I’m going to need you to leave the bathroom for me to do this.”

“Oh, sorry. Of course. I forgot how ‘hands-on’ human tests can be. I apologize.” He said blatantly before stepping out of the bathroom and shutting the door behind him.

Fuck me.

That’s what got you into this in the first place, dumb ass.

After twenty disgustingly long minutes in the decrepit motel bathroom, you walked out holding four positive tests. Cas was sitting on Sam’s bed, staring out the window, but immediately stood up and crossed the room to you. You handed him the tests, and he placed them on the table between the two beds.

“How do you feel?” He asked. Another thing he picked up from his years on earth was the ability to know when to ask what questions.

You felt blank. Void of answers and solutions to the situation at hand. Whether or not to turn left, or right.

“I… don’t know what to do, Cas.” Your voice broke along with the tears you were holding back, and a sinking feeling of hopelessness began to dig its way through your head.

Neither you nor Dean are ready to be parents. What if Dean’s angry? He would never kick you out of the bunker. The bunker is the only real home any of you have had in a long time, but is it safe? Is the world safe enough to bring a baby into? A Winchester baby, who would no doubt be a target from birth. What if the baby doesn’t make it to full term? What if this baby kills you like you killed your own mother?

“Y/N,” Cas placed his hand on your shoulder, “I’m going to ask you to take a breath.” He drew his hand up and waited for you to inhale. Taking in a shuddered breath, you followed the flow of his hand, stopping your heart from running up your throat.

“Thank you.” You said, sitting down on your bed and grabbing the pregnancy tests off the nightstand. Two pluses, two double lines. You and Dean were careful and used a condom whenever you found extra time together, but somehow God decided that rubber wasn’t going to work as intended.

“I think I’m going to just lay here,” you tuck yourself under the bed sheets once more, the tests shoved into your pajama pants, “and wait for Dean and Sam to get home. I’ll get him out of this stuffy ass room and tell him in private. Sam shouldn’t have to witness if we- if we argue. I know it makes him feel awful.”

“That’s a smart plan. You need to take this one step at a time and do it carefully. I know Dean cares for you deeply, but if you need someone to support you, all you have to do is call for me.” Cas squeezed your shoulder reassuringly.

“Thank you, Cas.” You yawned, pulling your body further under the covers of the bed. Castiel smiled slightly, before turning away and disappearing with a familiar rush of wings flapping.

Your body was covered head to toe in sweat, and the bed sheet you wrapped around yourself was thrown onto the floor. No light entered the room, and the time on the alarm clock read 1:43. Your stomach churned in a familiar way, and as you got to your feet you finally noticed neither of the boys were in the room.

You clambered to the bathroom, phone in hand, trying to call Dean. One hand braced on the toilet, and the other tried to thumb down to his contact. There wasn’t any time to think about the fact you were carrying a baby inside of you, the baby whose father is missing in the middle of the night with no calls or messages.

They always call. You thought before you set your ringing phone on the floor to throw up for the first time that morning. The phone rang, the sound slowly driving you insane each time you redialed Dean’s number between dry heaving into the bowl.

Your hair was sticking to your forehead, poorly swept away and held back by a rubber band you found on the sink. The heat, the pain, and the fear of losing contact with the Winchester brothers combined with the reality of you being pregnant was finally built up enough to break the swarm of emotions you barely choked down when Cas was in the room earlier.

Eyes burning, you slumped against the sink cabinet and brought your phone to your ear as you called Dean once again. You let out a sob, tears rushing down your face and neck, leaving behind a slightly burning trail. Your breathing became uneven, the sound of your own heart drumming through your ears drowning out the ring of your phone. Letting your phone slip to the floor, you brought your knees to your chest and folded your arms as a nest for your forehead.

Neither of the boys called within the twenty minutes you were in the bathroom, your phone was now close to being dead, and no muscle in your body wanted to obey your brain telling them to move and do something. You weren’t a weak woman, you took the cards you were dealt and tried your best to win, but sometimes all you could do was fold.

“Y/N? Y/N?”

A hand pulled your face from your knees, and you could barely see with the light of the bathroom now on and blinding you. A warm hand rested against your cheek while another briefly touched your forehead.

“Help me get her up, Sammy,” your eyes fluttered closed and you felt two arms hook under both your arms, laying them over shoulders as your feet lightly dragged across the floor.

“I’ve never seen her this bad, Dean.” The voice you now recognized as Sam said. Your legs were swept up from under you and you were laid on the bed you’d crawled out of.

You felt the tests still pressing in your pockets, and you thanked whatever greater being was willing to listen. There was no way you wanted to Dean to discover that information on accident.

Dean.

The other voice was Dean.

You moron, who else would it be?

The bed next to you dipped down, and you felt a gentle hand tuck a few stray hairs behind one of your ears. The sweat covering you was sucking every inch of clothing to your skin, and all you wanted to do was peel either of the pair off.

“I thought Cas was going to come here and help her out,” you heard his voice straining as he spoke, and you felt your heart snap in two.

You moved your hand, as heavy as it felt, and squeezed the first part of him you touched.

“Sweetheart,” you could feel Dean’s breath as he hovered over you, “you’re scaring me here.”

“Cas…” you gave out a heavy cough, “he came. He helped me figure out what’s been happening.”

A glass of water was brought to your mouth, and you took every drop of it. After swallowing the cup, your eyes finally were able to open. You were greeted by a worried Dean hovering very close to you, and a worried Sam crossing back from the kitchen holding Dean’s water bottle.

Sam set the bottle on the bedside table and sat on his bed, facing you and Dean. Dean’s attention was solely on you. His hands grabbed both sides of your face and brought his lips to your forehead, before resting against it.

“Hey,” you said, chuckling slightly, “I didn’t mean to scare you, De. You, or Sam.” You sat yourself up in bed.

“Did Cas tell you what’s wrong?” Sam asked, looking at you expectantly.

“He did, but… is it okay if I talk to Dean? Alone?” You asked softly.

Sam shot Dean a look, which Dean promptly returned with one that had Sam standing up, and walking into the hall.

Orange rays of light shone from the window of the room, and you could just barely see the sun climbing on the horizon. Dean moved to hold you in bed while you gained the composure to tell him you were both parents.

“Dean…” you breathed steadily, trying to even your heartbeat that was ramping up once more, “I have to tell you something-”

“I kinda gathered as much sweetheart,” he said lightly, lines forming around his forest-lorn eyes beautifully.

“- it’s important. I mean, it’s going to change our lives, for the rest of our lives.”

Dean’s face became more serious, pulling you to face him as he crossed his legs.

“You know you can tell me anything, Y/N.”

Do it, now. Just say-

“I’m pregnant.”

The air hung heavy around the pair of you as you handed him the tests in your pocket, and you could see the clocks turn in Dean’s mind as he stared down at them.

“But we used a rubber?” He said, and you could guess where his thoughts were wandering.

“We did, but you’re the only person I’ve been with for years, Dean, I need you to believe me when I say that.” You said reassuringly as you could without sounding like you were lying.

His face broke into a small smile, and he brought his thumb to trace over your lower cheek, “I know, sweetheart. I trust you with my heart, I just know not to use that brand anymore, seems like their effectiveness is questionable.”

You laughed, tears drying in your eyes as you pushed at him playfully, “Dean! You gave me a heart attack, you son of a bitch!”

“I’m sorry, I’m sorry okay!” He laughed, capturing you in a giant bear hug and rolling you on top of him. You looked down at him and brought your lips down to his.

“You’re going to be a father,” you said, beaming at him while smiling the hardest you’d ever in the longest time

“You’re going to be a mother,” he replied, smiling just as hard. Your face fell slightly, and the word mother finally kicked into your head. “Hey,” Dean said as he saw your face shift, somehow remembering the story you told him all those years ago, “Remember, we’ve got an angel on speed dial, and you know how hard it is to take out a Winchester.”

Your heart warmed at the statement, the baby inside of you was just as much L/N as it was Winchester. You loved Dean with your heart, as did he love you, and now the two of you were going to brace the dangerous world you’d spent years protecting with the amalgamation of that love.

You brought Dean’s hand to your stomach as he brought his other hand to your face. His calloused fingers were gentle on your skin, and small crinkles formed around his eyes as he smiled, holding his hand at your stomach as you gazed back at him.

A knock sounded at the door, making you turn your head around before you and Dean burst into laughter, and told Sam he could come back in the room to tell him the news.

[deanbrainrotwritings]

— i believe in a thing called love

SUMMARY : dean thinks you’re playing a game but he slowly realises you’re not. 

PAIRING : dean winchester x fem!reader

CHARACTERS : none

WARNINGS/TAGS : explicit(18+), unprotected piv, oral (f. receiving), fingering, edging, praise kink?, horniness 

WORD COUNT : 4.2k

A/N : title from a song by the darkness. this fills the square amnesia for my @jacklesversebingo card.  I’m sorry yall, I like cliffhangers 😔 (but there’s a part two coming, yay!)

You don’t remember ever waking up to a more warm and pleasant morning.

Usually, you woke up after sleeping however many hours you could have, and always felt like it wasn’t enough. Your eyes burned with sleepiness, your body felt heavy with fatigue, and your mind was clouded with the darkness of unconsciousness.

Not this morning.

You felt light and warm, like the vapour of your too-hot shower. Your bed was soft and your sheets smelled of sweet and flowery fabric softener. 

You opened your eyes to a room blanketed in complete darkness. There was not a window in sight for sunlight to slither into and your stomach sank slightly when you realised that you didn’t know where you were. Or how you got to where you were now.

Your nakedness beneath soft, thin sheets made you feel vulnerable. You pulled the sheets up your body and started to get out of bed, only for the sheets to catch on something. No, on someone. A man who groaned gravelly and slightly tugged the sheets away from you.

Your eyes widened, your blood went cold with fear, and your body became hot with adrenaline. You froze as you thought of what to do and looked around to see if you could make any shapes while the darkness smothered you. 

“Come back to bed, sweetheart,” he pleaded lazily, his voice thick with sleep making your skin prickle. He gave the blanket a lazy tug to encourage you, but you ignored him. You didn’t know him, the audacity. You simply released the blanket and blindly made your way around the room for clothes that you must have left somewhere. 

You heard him sigh tiredly, the blankets rustled when he shifted, and the room lit up with the quiet click of a lamp’s switch and you yelped when you saw him, equally naked, in the bed. He sat up in alarm and looked around, before just staring at you in confusion.

His hair was a mess and he looked tired… but hot. His arms were thick and strong. His shoulders were broad and a familiar tattoo rested above his heart, beneath his collarbone. He wasn’t ripped like someone who was obsessed with going to the gym and dieting. He was so damn fine. The thin blankets came lower down his hips when he sat up inquisitively. His stomach became taut and you could see the faint lines of his abs. At least you slept with someone hot and not some creep. Well… he could still be a creep.

“Sweetheart, what are you doing?” He moved the blankets from his hips, subsequently flashing you his dick, when he began to get up and make his way to you.

“No, stop!” You shouted, covering your eyes before deciding to cover yourself instead. He instantly obeyed and froze on the spot, bewildered. “Cover your eyes,” you demanded exasperatedly.

“What? Why?” He asked, but he still covered his eyes with his hand. But who could blame you for quickly stealing a glance at his very pretty cock? “Did you start your period? You’re not due for another two weeks.” You blinked at him, astonished and disoriented.

“Uhhh, what? How do you even know that, dude?” You flushed with embarrassment.

“Dude?” He lowered his hand to give you an irritated look. The only reason you didn’t shout at him to look away was that he wasn’t staring at you like you were a piece of cake. “It’s way too early for jokes.” He shook his head at you and turned around to sift through the tall dresser behind him. Your eyes hesitantly dropped to his perky ass and you forced yourself to look away before he turned to you.

Forgive me. I am just human.

“Where’s my damned clothes?” You asked, leaning forward over the bed to drag the blanket towards yourself to cover up. He turned with a deadpan expression while he slipped his boxers up to his hips. But when you lifted your brows expectantly, he rolled his eyes at you and smiled sarcastically, flourishing his arms in front of the dresser.

He was kind enough to pull out a black shirt that looked like it was his, then pink women's underwear, and finally some colourfully striped socks. He handed them to you, but you backed away.

“No, I’m not wearing that,” you refused, looking disgustedly at the cotton underwear and the small socks. 

“It’s yours,” he told you flatly.

“What do you mean it’s mine?” 

He blinked at you boredly and dropped the clothes on the bed to cross his arms across his very sexy broad chest. “Alright. How long are you gonna keep this up?”

“I… uh, what?” 

He smiled slowly and climbed up on the bed to get closer to you. Once he did, he reached for your waist and tugged you forward. Your heart thudded heavily in your chest and you clutched the blanket closer to your breasts. Even standing on his knees in the bed, he was taller than you. 

“What game are you playin’ at, hmm?” He asked seductively, gently squeezing your side. Your lips parted slightly and your heart raced. 

You studied his face, captivated by his beauty. The crinkles at the corner of his verdant eyes called to you when he smiled down at you. You could see he was doing the same. His eyes followed a path along your face until they landed on your lips. You couldn’t help following the same path on his own with your eyes. After letting your eyes drift across the curve of his freckled nose, the line of his jaw, and the attractive stubble, your eyes fell to his pillowy lips.

His hand moved to your jaw. He looked playful and your heart sped up the longer he admired you. His calloused hand gently slid up your jawline to tangle his fingers in your hair until finally, he dipped down and kissed you. His lips felt soft against your slightly-chapped lips, but he didn’t seem to mind. 

His mouth moved lazily, yet expertly over yours. Your stomach fluttered and your breath hitched. As simple as it was, it felt amazing. His lips on yours sent waves of need and excitement through your body, electrifying your skin. 

He clouded your mind with his kiss and your mouth slowly fell open. He cupped the back of your head in his hand and tilted his head, slowly becoming more firm and needy. Your hand released the sheet from your body and your hands found their way into his soft brown hair. He hummed lowly in appreciation and splayed his free hand across the bare skin of your back.

He carefully removed his hand from your hair, then you felt his hands move to the back of your thighs. He broke the kiss momentarily, his breath against your swollen lips made you dizzy as he hoisted you up. You clung to him, dazed and aroused, and he carefully dropped you into the bed again.

His knees parted your legs. You could feel your arousal dripping down as you were exposed to the room’s cool air. He almost instantly pressed his hips to your wet core. You could feel the warmth of his hard cock against your pulsing clit. You moaned softly and he gave you a charming smile that heated your cheeks in response. 

He leaned down to kiss you again. This time, his tongue pushed past your lips. The warmth and wetness of his saliva moved against your tongue. He did it as if he’d done a thousand times to you—shamelessly, with craving. 

His lips moved passionately, firmly against yours. His tongue brushed over yours needily, lovingly. He tasted you with hunger and pulled away with heavy breaths, ignoring the string of spit connecting your lips to his. 

He leaned forward again, except this time—when you closed your eyes—you felt his lips brush against your cheeks. His warm breath tickled your neck and ear, so shivers trickled through your body. 

You squirmed beneath him and wiggled your hips longingly.

“I’m gonna make you come so hard on my tongue, baby,” he whispered. You cursed softly. Your cunt clenched with excitement at the thought of him doing to your pussy, what he’d done to your mouth. You almost didn’t feel him press wet kisses down your neck until he sucked gently at your pulse.

He moved down your body slowly. Used his teeth, tongue, and lips on your flesh to hold you in his spell. He did it so precisely, fanning the embers to create a fire of desire that overwhelmed your body with lust. 

His lips brushed against your nipple and your heart lurched. Heat pooled between your legs, followed by a warm wetness that you somehow knew would boost his ego. 

“Tell me what you’re thinkin’,” he whispered against your breast before gently sinking his teeth around your nipple. His fingers pinched the other. How he expected you to respond was unclear as he teased your sensitive skin with his expert tongue and strummed at your flesh like a professional guitarist. 

“How did I end up here?” You replied quietly, carding your fingers through his short hair. He chuckled softly at your response, moved on from one breast to the other. His saliva on your abandoned nipple enhanced the coldness of the room, causing your skin to tingle. 

His laugh was a whole other thing. Hot and deep. Everything about him seemed to be that way. Hot and deep.

His hand sneaked down to your ribs, your stomach, and stayed there. Warm, heavy, huge, and calloused. One hell of a man. You bet he could choke you with one hand. 

You moaned softly at the thought and squeezed his sides with your thighs in attempts to alleviate your desire. It was futile, but you had a feeling that’s how he wanted you. He smirked against your breast, you could feel the stretch of a smile on his sinful lips, and he finally moved on.

“You’re so desperate today, aren’t ya?” Amusement seeped into his voice, but there was nothing amusing about the way his hand finally moved between your legs. He slid his middle finger through your folds, slowly teasing your clit with ghostly touches. “Always so wet, baby, fuck,” he moaned against your hipbone. 

“Please,” you whined, clutching his hair tighter. He sucked a lavender mark on your hips and slid his lips down to your pelvis.

“Yeah?” He teased with a smirk. You loosened your grip on his hair, just slightly. His green eyes sparkled up at you, but all you could really focus on was his finger turning to two fingers that quickly dipped into your entrance to gather your excessive slick. “Fuck.” Oh, God. No one should sound so hot saying that word, but your stomach seemed to flip excitedly when it sounded so pleased. “Look at that, sweetheart. You’re soaked, it’s gonna be so easy for me to fuck you.”

“Jesus Christ,” you whispered, your toes curled with excitement. 

He parted your folds with his fingers and lowered himself to level his mouth with your dripping cunt. His warm breath on your wet heat made you squirm and your legs shamelessly opened wider for him. The Pied Piper of sex.  

His eyes fluttered shut when he kissed your clit. You don’t think anyone’s ever done that to you before. To be fair, you can’t remember much and you don’t know if it’s because of his intoxicating sensuality or because of something much more serious. Quite frankly, you didn’t care as he continued to kiss you down to your clenching entrance with hums of appreciation vibrating through your desperate core.

“Please,” you laughed breathily, weakly attempting to pull his face closer between your legs. He perked up even more at that, and flicked his tongue against your clit, perfectly striking a nerve like a chord that resonated through your entire body and made you quiver. 

He flattened his tongue from your aching pussy to your clit, slowly and loudly savouring the taste of your arousal on his tongue. He did it over and over before settling for lapping at your entrance where your arousal puddled. His moans were husky and praising.

You gently weaved your fingers through his hair and panted heavily. His nose nudged at your pulsing clit and his tongue pushed into your fluttering pussy. 

“Fuck, please,” you whimpered, tightening your grip on the hair at the top of his head. He hummed against your core and roughly licked his way up to your clit. Quick flicks of his tongue on your clit made you writhe with pleasure. Curses slipped from your lips and all you could think about was the sensation of how wet your pussy was with his spit and how close to coming you were again.

You felt one of his fingers slowly push inside your cunt. He worked you open carefully with one thick finger plunged deep inside you and simultaneously began to suck on your clit. Your body became tense; you were right on the edge of your orgasm, but he moved away from your aching cunt to quickly kiss his way up your flushed body, to reach your lips. 

“I wanna come,” you pleaded quietly, staring profoundly into his greedy eyes. 

He chuckled playfully at you and slowly pushed a second finger inside you. His breath fanned over your lips and you traced the slick of your pussy on his smug mouth with your eyes. He stroked your walls slowly, skilfully pressing the pads of his fingers into the sensitive depths of your cunt. You clamped down in desperation for him to press over and over into your g-spot, but he wasn’t merciful. He wanted you to feel the length of his fingers moving deeply inside you. 

“Say my name,” he murmured against your lips. You squeezed his hips with your knees as you squirmed restlessly. Again, he made you delirious with pleasure after a request so you could do anything but properly think. He angled his fingers into that delicious spot inside you, but the buildup of your climax was as torturously slow as the stroke of his fingers. 

“Your name?” You gasped mindlessly, closing your eyes to focus on feeling him being in all the right places. His lips brushed against yours, ignited your body like a spark to hot-wire a car. His thumb pressed gently into your clit and he slowly drew circles. 

“Dean,” he whispered bewitchingly against your lips. You felt his arm press into the pillow beside your head and he tenderly brushed your hair away from your neck. 

“Dean,” you moaned—begged, heart hammering in your chest at his tenderness. His response was instant, with his lips pressed against yours, numbing your mind once more, but a third finger slid into your pussy so you nearly toppled off the edge again. After a few thrusts that left you moaning wantonly against Dean’s mouth, his fingers disappeared from inside you. “God,” you cursed in irritation.

Soon, the entirety of his warmth was gone from your body. His bruising kiss left you breathless and thoughtless, but you managed to open your eyes to watch him lower his boxers with his thumb hooked at the stretchy waistband—leaving himself completely bare again. 

Dean bit his lip as he stroked his cock with his fingers coated in your slick. He seemed more than happy to have you watch. And you were more than happy with staring at the girth and length of him in his hand. His cock was pretty, beautiful even—if you could even imagine. Throbbing. Leaking precum at the tip so your mouth watered for a lewd long moment. You bit your lip and wondered what he tasted like—hopefully as good as he looked, how he’d fuck your mouth if you asked him to.

The sight of him like this made your arousal skyrocket. 

“What do you want, sweetheart?” He asked breathlessly, slowly making his way closer between your legs. 

The thought of his cock stretching you out instantly drove you crazy. 

Once he was close enough, he leaned over you again with his arm beside your head again. He slid his hot cock through your folds and your breath caught in your throat. He moaned softly. You tore your eyes from where he coated you in his precum repeatedly. 

“I want you… inside me,” you replied bashfully, heat flared up to your ears and you squirmed involuntarily—desperate to be fucked as you ruined the sheets beneath you with your slick. But over and over he teased your clit with slippery circles of his tip that began to build your resolve. He wasn’t going to let you finish and you knew it. 

“Which part of me?” Of course he’d do that. 

You became frustrated quickly and remained quiet to think of your next move. Dean had taken you to a point where your confidence was merely pent up sexual frustration.

You sat up and climbed into his lap without a single thought. As shamelessly as he’d touched you, you gripped the base of his cock. His lips parted and his eyes widened in pleasant surprise when you took his chin between your fingers and kissed him hard. He gave you full control and released his dick so his hands could find your hips instead and pull you closer. 

He felt heavy in your hand, the throb and heat of him made your grip tighten in anticipation. He moaned against your mouth when you slowly stroked up his silky skin, slick with his precum. You thumbed at the slit, smeared his excitement around the head of his cock, and sucked his bottom lip into your mouth.

Dean groaned softly and squeezed your hip. He slowly let himself lay on his back and pulled you down with your lips still locked in a breathy and covetous kiss. You twisted your hand upwards, faster, and emphasised the movement of your fingers beneath the head of his cock. He pulled away slightly with a gasp and found his place between your legs to run a teasing finger through your drenched folds. 

“I’m gonna fuck you so hard… wanna bury myself inside of you,” he murmured against your lips. 

“Oh, fuck,” you gasped instantly against his parted mouth, “yes.”

Dean kissed you hard and replaced your hand on his cock with his own again. He pulled away to catch his breath with you. Using his other hand, he brushed your hair out of the way and continued to pant for breath. He watched between your bodies, his throbbing cock in his hand, but you only watched him—curiously and longingly. He stroked himself slowly and he cursed under his breath when the tip finally breached the wet opening of your vagina.

Your breath hitched, but his name managed to slip out quietly. He hummed in satisfaction when you slowly lowered yourself on him. The delightful stretch of having him inside you weakened your knees and your pussy tightened around him. He thrusted upwards slowly, sliding his cock further into your wet heat, perfectly stroking your g-spot.

You pulled away a small distance and watched him become utterly enraptured. His freckled cheeks were tainted a deep red that spread up to the tips of his ears and down to his neck like a wildfire. He looked so fucking beautiful. His brows furrowed in concentration and his plush lips parted to release soft groans of pleasure that made your pussy throb around him greedily. 

His eyes fluttered open and he leaned up slightly to reach your lips. He managed to land a small peck before you started lifting yourself up and down on his cock. A broken moan from him made you smile devilishly. He fell back into the mattress and squeezed your hips roughly.

“Dammit, you feel so fuckin’ good,” he praised breathily. You hummed softly and wrapped your hands around his wrists to guide his hands up to your breasts before bouncing on his lap faster, building a more steadfast rhythm. 

“I love the way you feel, too,” you moaned softly, aroused at the sound of Dean’s cock entering your wet pussy and your skin hitting his when he was buried so deeply inside you the breath was nearly punched out of your lungs in surprise. 

“You’re so unbelievably beautiful,” he continued to worship quietly, pinching almost painfully at your nipples, then teasingly brushed the pads of his thumbs over them—maybe soothingly. You moaned and leaned back with your hands on his thighs the closer you got to your orgasm.

One of Dean’s hands moved away from your breast to slowly slide down the front of your body. You watched him stare up at you, adoring you with his touch and lauding you in between groans and gasps of ecstasy. He squeezed your thigh encouragingly and cursed at the way you clenched your cunt around his sensitive cock. 

You allowed yourself to close your eyes and let the pleasure of riding him saturate your mind and body. His hands moved along your body, praising without words when all he could do was groan and pant lewdly at your enthusiastic fucking. 

He kneaded your breasts, squeezed your flesh, scratched gently at your skin. You were teeming with bliss and you were embarrassingly wet, but everything about him made you pathetically horny and he appeared to absolutely love every second of it. 

Dean’s hand finally moved between your legs to find your clit and rub it continuously. His hips bucked upwards when you whined his name and clamped down on his cock as you orgasmed. Your body shook above him and he hummed low in his throat, partially amused, but mostly satisfied. 

His thumb rubbed furiously at your clit—dilating the duration of your orgasm, intensifying it—and only stopped when you couldn’t handle it anymore. Your whimper and the way you weakly draped your body over his with your forehead pressed into his warm shoulder, stopped him.

You couldn’t process much after that, but soon your face was pressed into his pillow and your pussy was getting filled again with his cock. His fingers bruised your hips and you gasped out moans as your second orgasm began to build. 

"Shit, you love it like this, don't you, sweetheart?" You were flustered by the soppy sound of your cunt every time he pounded into you from behind, but you were partially grateful that he was close to finishing. A perplexing, carnal part of you wanted him to keep ploughing into your pussy until you ached.

“Fuck, you’re such a good girl,” Dean praised gruffly. You only whimpered brokenly in response as he fucked you through the squelch and wetness of your second orgasm. Your toes curled with the unbelievable sensation that seized your body when you felt his cum fill you with warmth. His release slipped between your thighs in a mixture with yours and you cried his name as your walls pulsed around his throbbing cock. 

Dean released you and your body sank completely into the soft mattress. He panted against your shoulder and murmured praises with his comforting hands sailing along your body. 

Your mind slowly returned to the real world and the beat of your heart slowed to its normal rhythm. You were exhausted and you wanted to clean yourself up, but Dean had other plans for you: staying in bed and cuddling.

You willed yourself into getting up out of his bed. You sat up—his arm loosely around your waist—and became aware of the lack of windows and the wooden stake that rested at the far end of the little platform—a shelf really—he had above his bed next to a little fan. 

“Um…” you trailed off, wiggling out of his arm to slide out of the messy bed. 

“You’re seriously not gonna stay in bed?” He questioned you as you looked around, attempting to ignore the rest of your mixed release dripping from between your legs. You felt his fingers move between yours, then a sharp tug pulled you back in bed. Your legs were shaky so you ended up right back where he wanted you to be—in his embrace. 

“Yeah,” you laughed awkwardly. You squirmed and wiggled until he finally released you, “I don’t know you and I need to… get back… somewhere, home.” He sat up on his side and stared at you blankly for a few seconds. No, he’s too beautiful. 

You looked away and decided to pull “your” clothes from where he’d thrown it to get something to cover your body now that your post-orgasmic brain was becoming logical and self-conscious. 

“Babe, drop it, we’ll play that game later,” he dismissed you with a cute snort. You groaned at him when he snagged his shirt from your hands. He slowly peppered kisses along your neck and shoulder and you were unable to fight him.

“Dean, I’m serious,” you tried weakly and gripped his hair to pull him away as gently as you could. You turned to look at him again and he backed off. “Look at me and tell me if I’m lying to you.” He rolled his eyes but held your gaze for a few moments as he contemplated you. 

You saw the amusement on his handsome face but you continued to frown. The amusement faded into perplexity and concern. 

“Ah, shit,” he muttered.

—> stone flower

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[artyandink]

hyperthermia

Summary: Based on a request by @yinorathedragontamer. You needed a break from hunting, so you didn’t go on the latest one, but found you needed something to occupy your time. Just your luck that the Winchesters happened to return home when you were washing Baby, and you caught the eye of a certain someone.

A/N - Banners in use by @cafekitsune, first entry for Jensen-A-Thon!

TW: Set in S9 (so hot, scruffy Dean guys), and blatant checking out/fantasising

Want to request something? Drop a message in my ask box!

Want to join my Dean Winchester (or any other Jensen character) taglist? Go to my main master list and find the Forms link!

Dean and Sam ambled back into the bunker, duffel bags carried by their taut arms like they’d done a million times before, so what should be a bag of bricks was a feather. Dean swept his hand over his mouth while Sam’s went through his hair, both ready to crash from the wear and tear of the hunt.

“I swear, m’ready to goddamn pass out.” Dean chuckled, nails scratching over the scruff that had grown on his cheek. He’d been hit a few times - not enough to cause bruises and whatnot - hard enough to cause fatigue once the adrenaline of the fight was used and faded.

Sam could only grunt in agreement, trying to rub the effects of a long drive from Oregon out of his eyes, paired it’s the disgruntlement of having to listen to rock tracks in the car. “You and me both. But hey, we should at least visit-”

“Roger that.” Dean cut Sam off before he could finish, in search of you. You were always a sight for sore eyes after a hunt, no matter what you were dressed in or if you were covered in blood; he enjoyed the vision that you were. More than he cared to admit.

He checked your bedroom, but he only found an unusually neat bed and a clean room, which was a rare occurrence for you and had him thinking that you were kidnapped, which prompted him to take out his gun.

You never did up your bed.

He crept through the hall, hoping to the good God that his boots didn’t squeak, but then familiar humming of ‘Stairway to Heaven’ caught the attention of his ears, originating from the garage. Followed by his arrival there, where he spotted you. And it wasn’t only just the sight of you that had him standing up straight.

You, in nothing but a soaked through plaid shirt tucked into some tight denim shorts, the sleeves of the plaid rolled up to your elbows and drawing his attention to your pretty hands. Hair damp and falling just right and had him biting his lip and fighting off the urge to ruin your friendship entirely. Droplets of water running down your neck, that damn sexy curve of your slightly bent legs and trailing beneath the v-shaped neckline that the collar of your shirt made that he was starting to think was made on purpose to make him go insane.

The image was too damn sinful. And he was suddenly not so tired and ‘ready to goddamn pass out’, more like licking his lips and biting the bottom one as he folded his arms over his chest. Eyes trained on you. Yeah, not so tuckered out anymore and ready to catch the full nine.

His bed can go to hell, he wanted you pinned against the bonnet of his Baby, legs spread wide so he could fit in between and show you how much he appreciated the job well-goddamn-done. Did he mention you were washing Baby? Probably not, he was too distracted with the way your hips were swaying as you stepped to cover another part of his beloved Impala with soap suds that then trickled down your own body and made your attire that much more see through and you that much more delicious.

Holy Jesus of Nazareth, you were giving his self control a run for its money. And his self control was likely to lose the money and go bankrupt if he wasn’t distracted pronto.

Wait- but why was he objectifying you? You were doing him a solid by cleaning the other girl of his dreams, why the hell would he think about your legs like that? And your body clearly outlined by the wet, clingy material of your shirt that he was starting to feel jealous of because he wanted to be that close to you.

No. Bad Dean.

He licked his lips again, his hips shifting slightly as he fought a clearing of his throat in case it’d alert you of his presence. His mossy eyes trained so precisely on you, it’d probably let you know he was there anyway, heat radiating from his gaze.

He didn’t want to think about the curve of that pretty neck. Or the way it’d feel under his lips.

Neither did he want to think about those delicate hands - that he knew were tough as hell - holding the sponge that was lathering up his Baby. Or the way they’d feel working his - nope, too far.

Definitely not the way the shirt looked like it now had to be peeled off your skin to reveal the treasure underneath, because god-holy-damn he had managed to catch a glimpse of black lace underneath that plaid. He’d happily unwrap you like a frickin’ present and it wasn’t even Christmas for about six months.

“Damn, pretty girl.” He muttered, running a hand through his hair that was begging to let his feet walk over, grab your hip and pull you into him so he could lick up your neck to collect all the water droplets running down them. What he wouldn’t give to just pop the button on those shorts, get to his knees and work you until his tongue ached.

Right there. Right-frickin’-there. Against his Baby-

“Pretty girl? That’s what we’re calling her now?” Sam muttered into his ear with a snort, not loud enough for you to hear as you bent over Baby’s bonnet in just the right way to have Dean’s eyes sliding down to that gorgeous ass framed in those shorts that should damn well be illegal.

Dean was snapped partially out of his thoughts, left embarrassed and disgruntled and somewhat still ogling that God-blessed ass before he followed Sam through the halls, the latter of which was sporting a smug smirk. “H-Hey, I was just-”

Sam raised his hands in surrender with a small laugh, looking back to Dean knowingly. “Hey, if you wanna check out her ass, do it at your own risk.”

“I wasn’t checking out her…” Dean got an image of it again and smirked slightly, jerking his head to the side, “yeah, maybe I was, so what? Can you blame me? That thing’s-”

Sam held up a finger, shivering in borderline discomfort as his mind filled the blank. “I’m gonna TMI you before you say it.”

“I’m just sayin’, I’m a man. I have needs, where a female who’s a badass hunter and also happens to be gorgeous and also happens to live with us is concerned. And it’s worse when she’s handlin’ my Baby.” He gave Sam a sheepish grin, but the younger Winchester only shook his head in mock disapproval, grabbing the duffel with his pyjamas.

“I’m going to bed.”

“You do that.” Dean grabbed his own duffel, heading to his room which, to his luck, passed the garage and you working on the car. You managed to lock eyes with him, and you gave him a cheery wave. He returned it, and as you turned, his eyes slid down to the curve of your ass again, eyebrows pumping once as a smirk stretched his pouty lips.

“I’ll see you in my dreams, sweetheart.” He muttered before he disappeared off to his bedroom to live his fantasy.

Meanwhile, you dried your face and neck off with a chuckle, going back to your room to change into some get into some drier and more comfortable clothing with a smug smirk on your face.

You’d noticed Dean through Baby’s newly cleaned mirror that you could probably sing ‘Reflection’ from Mulan in. His eyes taking you in and licking his lips like you were the latest snack he wanted to devour. His hands itching to touch you, his mind going blank when you pushed out your ass on purpose in order to catch his attention.

That was just phase one of your multi-step plan to strip Dean Winchester of his self control where you were concerned.

“Mission accomplished.” You muttered under your breath with a giggle.

I’d really appreciate feedback, loves! Have a great day!

TAGLIST: @k-slla @hobby27

[cosmicanakin]

ִ𓂃⋆ A HUNTER'S REMEDY.

੭୧ . . . dean winchester x female!reader.

ᯓ trapped in a motel with dean, you find unexpected relief from restlessness through helpful distractions.

warning(s) smut┆friends with benefits┆s1 dean┆thigh riding┆strong language. 𓇼 i swear i have BAD dean brainrot. he just won't leave my head no matter what i do. gonna watch supernatural tonight for spooktober<3 eighteen plus! adult content | minors do NOT interact.

　✧⠀ ⠀⠀　𓈒　⠀⠀ ⠀૮₍ ´ ꒳ `₎ა⠀⠀⠀ ⠀⠀ ꪆৎ masterlist

you sat across from dean at the rickety motel table, your eyes occasionally flicking between the worn pages of john's journal and dean's focused expression. it had been hours since sam left for the library, promising to return with more information about the case, and the sun had long since dipped below the horizon.

your leg bounced restlessly under the table, a nervous habit you'd developed over years of hunting. the original plan had been to hit the local bar—a much-needed break from the constant research and hunting—but sam's extended absence had relegated you and dean to more case work.

"would you cut that out?" dean's gruff voice broke through the silence, his green eyes fixed on your fidgeting form. "you're making the whole table shake."

you mumbled an apology, trying to still your movements, but the restless energy continued to course through your body. your relationship with dean was... complicated. best friends who occasionally crossed lines that friends shouldn't, but neither of you ever complained about it. it worked for you both, somehow.

"i can't help it," you whined softly, shifting in your chair again. "we've been sitting here forever."

dean watched you for a moment, his tongue darting out to wet his lips — a gesture that shouldn't have affected you as much as it did. "come here," he ordered, his voice dropping an octave lower.

you hesitated, knowing exactly what that tone meant. "dean..."

"now," he demanded, pushing his chair back slightly from the table. "you clearly need help focusing, and i know exactly what'll help."

heat pooled in your lower belly as you stood, making your way around the table to where he sat. dean's hands found your hips instantly, guiding you to straddle his right thigh. you could feel the heat of his skin through your thin black leggings as they pressed against the rough denim of his jeans.

"there you go," he murmured, his breath hot against your ear. "now be a good girl and help yourself while i work. maybe this'll help with that restless energy of yours."

your breath hitched as he pulled sam's laptop closer, acting as if he hadn't just given you permission to get yourself off on his thigh. his free hand remained on your hip, encouraging you to move.

slowly, you began to rock against him, the friction of your leggings against his jeans creating the perfect pressure. dean continued scrolling through newspaper articles, but you could feel the tension in his body, the way his thigh flexed beneath you every so often.

"that's it," he praised quietly, his eyes still fixed on the screen. "just like that, sweetheart."

your movements became more desperate as the pleasure built, your hands gripping his shoulders for leverage. the material of his flannel bunched under your fingers as you ground down harder, the thin fabric of your leggings doing nothing to dull the sensation.

dean's grip on your hip tightened, guiding your movements when they became erratic. "focus," he reminded you, though his voice had grown hoarse. "sam could be back any minute. wouldn't want him walking in on his brother's best friend getting off on his thigh, would we?"

the thought should have made you stop, but instead, it sent a thrill through you. you buried your face in dean's neck, muffling your whimpers against his skin as you chased your release.

"fuck—dean," you breathed, your hips moving faster.

"i've got you," he assured, finally looking away from the laptop to watch your face. "come on, baby. let go for me."

your orgasm washed over you suddenly, your body trembling as dean held you steady. his free hand stroked your back soothingly as you came down from your high, your breathing gradually returning to normal.

"better?" he asked, a knowing smirk playing at his lips.

you nodded, still too blissed out to form words. dean pressed a quick kiss to your temple before gently nudging you to stand on shaky legs.

"good. now maybe we can get some work done before sammy gets back."

you returned to your seat, noticing how dean adjusted himself in his jeans when he thought you weren't looking. the restless energy was gone, replaced by a pleasant buzz that made focusing on the journal's pages much easier.

when sam finally returned an hour later, arms laden with books and local newspaper clippings, neither you nor dean mentioned how you'd passed the time waiting for him. but every time your leg started bouncing again that night, dean's knowing look across the table made heat rush to your cheeks, and you couldn't help but wonder if you'd need another "study break" before the night was through.

[bunnysbrainrot]

Discreet

Kinktober Prompt: Dirty Talk

Relationship: Dean Winhester x Reader

Content: Sexual content, implied sex, sexting, Dean has a breeding kink, mentions of cum/creampies, exhibitionism fantasies.

Summary: While trying to focus on research, Dean executes a plan to distract you, shamelessly in front of his brother. Can you hold it together, or will you crack under the pressure?

"Hold on, I think we're looking at the wrong Louisville," Sam speaks up. You whip your head to the brother before opening your laptop to inspect for yourself.

Dean arches an eyebrow, "Sam, there are a million Louisville's, you gotta narrow it down."

In his lap, Dean begins to type into his phone. You shift in your seat, staring at your open laptop, opened to a list of different states that are each home to a different Louisville. In your back pocket your phone vibrates against your chair. You glance at Dean before opening the new notification.

I'm bored.

You stifle a laugh but roll your eyes, replying to Dean.

Another vamp case isn't enough for you?

You see Dean smirk out of your periphery. Sam's brows furrow as he mutters to himself, scrolling through different sites and resources, occasionally asking for your and Dean's input.

"We've checked Kentucky and Georgia already - I think Ohio should be next on our list."

"Since when do Vampires attack cities just based on its name?"

Sam clears his throat. Your phone vibrates in your hand; you swiftly check the message, but instantly forget the start of Sam's explanation.

You have no idea how badly I want to fuck you right now.

A rush of red floods your cheeks before you shove the phone back into your pocket. You snap back to attention for Sam, though your mind is traveling elsewhere.

"The way I see it, vampires can have a pretty twisted sense of humor. It's possible that vamps from all of these different states thought it would be funny to go after their own Louisvilles."

Despite Sam's talking, Dean's attention is set on you as you try to pay attention. He smiles when he watches you falter over Sam's words, and laughs when you have to ask Sam to repeat part of what he said. Of course Sam pays little mind at first and simply reiterates, but still shifts his attention to Dean. You take a break to reply to him.

right now??? Dean we're literally in the middle of our research.

A swift reply from a too-cool Dean: I know.

You put down your phone with a short exhale and school yourself back into a research mindset. A few minutes pass without a disturbance, save for the occasional comment or question from you or Sam, but there was radio silence from Dean. Until he prods further, at least.

"Hey, check the link I sent you," after you perk your head up, you realize that Dean's focus is on you once again.

"Could you send it to me, too, Dean?" Sam requests.

Dean quickly changes the subject, "It's not for the case, it was somethin' we were talking about earlier. But trust me, if I find anymore nerd content, I'll send it your way."

Sam gives his brother a glare before he tends back to his laptop. You comply with Dean and look at your phone, and it takes everything in your willpower to keep yourself collected.

I would fuck you on this table right now, if I could. You're lucky I don't want to scar Sam for life.

You accidentally chuckle, bringing Sam to attention again. You mutter an apology at his confused look and you both look back to your computers. Hiding your phone behind your laptop screen and out of view, you watch the flood of Dean's texts come in.

You would sound so much prettier if I could hear your screams echo off the walls.

Warmth floods between your thighs - you instinctively clench onto nothing but the thought of Dean buried in you, splayed wide on the mahogany table. Your mind rushes to the idea of Dean bending you over onto the wood, holding you firmly at the hips as he juts his hips from behind.

Everything alright, sweetheart?

His teasing leaves you scowling at your phone. Hopefully your expression could be assumed to be directed at your research, which hasn't made any progress, no thanks to Dean. You debate your reply before sending it.

What else would you do?

You see a smile stretch Dean's lips as he prepares his response. You tense as you await, but his text is drawn out, making you wait. Dean was delivering this flawlessly - just enough to watch you squirm and lose yourself to the thoughts.

I would start out slow. Ideally you'd just be in a t-shirt and panties, sitting right here in front of me on the table. I would lean you back, and slowly pull your panties to the side...

It was all he gave you, for the time being. You shift in your seat again, clicking your laptop a few times to build the illusion of intent research.

Your phone buzzes with a new message.

I would start with my fingers. I'd tug your panties to the side, and slip a finger in. You'd sound so much better when you'd try to keep quiet. I would make you come with one finger, then two, then three.

The reply to him is short, but it's all you can muster as you've fallen under his spell, Would we be alone?

Dean clears his throat before he rises from the table. He holds an arm in front of his crotch and quickly turns to leave for the kitchen.

"Want a beer?" he asks generally.

Fuck, you needed more than a beer. To deal with this, he should've offered a handle of vodka for you to drown out the untimely advances.

"Sure," echo you and Sam, smiling at each other that you spoke at the same time. After all these months with the brothers, you all had really begun to mimic behaviors. It was a beautiful sign of the time you've shared and the intricate work you all put into your relationships.

It's a nice way to clear your clouded head. That is, until you see a new reply from Dean. You make a particular effort to watch Sam out of the corner of your eye.

Doesn't matter. If someone was home, they'd have a hell of a show.

You quip, You're feeling pretty bold, huh?

He reminds you, Again, you're lucky I don't want to scar Sam for life.

Dean comes back into the room, meticulously holding three beers in one hand, while he texts with the other. You're intently eyeing your phone as you await his reply.

I'd add my tongue, too. I know exactly what pretty sounds you make when I've got my fingers in your pussy, and your clit in my mouth. You'd look so pretty trying to grip onto the table.

The scowl stitching your brows together softens as you feed into the flirtations. A fresh flow of heat melts between your legs, reminding you immediately of the power Dean could have over your body, even without using his hands.

You'd be shaking by the time I was done. You would be begging like you always do. Begging for my cock, begging me to fill up your needy pussy. Cause my hands just aren't enough to fuck you dumb, are they?

Breath hitches in your throat. Are you seriously about to full-on sext Dean right in front of his brother? Surely, Sam would have to notice at some point, though Dean shows no sign of him regarding it.

No, sir, you admit. You prop your phone back on your laptop and 'continue to research', pathetically at that.

Sweet girl is always needing my big cock to ruin her insides, isn't she?

The image of Dean's length intrudes your thoughts, throbbing and leaking with beads of precum. You can envision its warmth at your entrance, and the way Dean notches the thick head of him into your tight hole before he eases himself inside. Your fingers ache with the effort of not shoving them into your slicked panties to toy with yourself.

Dean's teasing doesn't ease in the slightest. If anything, it seems like he's trying to have you undone. Begging.

You'd ride me in the chair, first. I would have you fuck yourself onto my cock, but you wouldn't be able to come yet. Not until I can watch the way I stretch you open on the table.

Sam's muttering saves you from falling too deep into the rabbit hole Dean's excavated for you. You steady your breath, debating the risk of replying back to Dean. If he's finding amusement in doing this, you can't tell - his expression is cool and collected, to your frustration.

Do you know that your tummy bulges when I'm inside you? I'd make you watch. You'd see how my big cock shoves into that tight pussy, stretching her wide open for me.

You squirm helplessly in your seat, crossing your legs to stifle the dull throbbing radiating from your clit. With your thighs shifting together, you brace yourself to finally issue a reply.

You're mean

Dean audibly chuckles. Sam inspects him and scowls, "Dean, are you even doing your research? We really need to work on this - we're leaving tomorrow."

The eldest Winchester trains his expression back to utter seriousness, "Y'gonna wring my neck for taking a break?"

"This is important-"

"Yeah, yeah, I know," Dean dismisses, zoning back in on his own laptop and ignoring his glaring brother. You ease slightly now that the heat is pushed to Dean. But, the texts don't stop. Dean assumes a stronger façade, steeling his poker face.

You like it, though. I don't think you understand how wet you get when I'm a little mean. You love being my perfect slut. I wish you knew how tight you feel when I call you a whore.

The answer was evident in your sex. Your walls flutter around the emptiness in your neglected pussy, longing for a proper filling. Lust glazes your eyes as you glance up at Dean, finding him smirking knowingly at you. Fuck him. He knows exactly what he's doing to you.

"Dean, I'm sending you some articles. These are from the Lousiville in Ohio - those deaths look pretty similar."

Sam's words fall on deaf ears. After a few moments, Dean finally opens the links his brother sent him, giving you a bit of a break from his relentless texts.

You direct your attention back to your laptop and ogle at the screen. The thoughts Dean planted in your mind run a rough course, battering you with each thrust and moan that could be happening if you and Dean were alone.

Assuming Dean's read the articles, you stare at his next text, heat rumbling in your gut.

Would you be a good cumslut? Would you take my cock like a needy little whore?

He needs an answer. Dean needs to know that his words are taking effect, and he wants to hear it from you - how eager you are.

You reply, I would. I'll be a good girl.

Because you know what I do with brats, right? Dean's reply shudders through your core.

This time, you don't reply. Ultimately, his question is rhetorical and answered immediately in your subconscious. Any sort of bratty behavior is quickly corrected by either Dean's punishment, or a complete denial of any stimulation until you were begging for Dean's forgiveness. You'd spent countless times on your knees, in front of Dean's cock, begging for him to absolve you, and fuck you senseless.

If you're good, I'll give you what you want. How does it feel when my cum is deep inside of you?

The drenched fabric of your panties rubs against your slick folds. You adjust your sitting position, sitting up to let yourself open onto the material of your underwear. Ever so slightly, you grind yourself in your seat, watching Sam intently out of the corner of your eye, hoping he won't notice the feeble attempt to get yourself off.

The reply is short, It feels good, sir.

Dean clears his throat, and pretends to open a web browser.

I know, sweetheart. Feels good to keep me in your sweet pussy, keeping all of my cum for yourself. It feels so good to breed your cunt.

A deeper strain aches at your arms, urging yourself to take your own break to relieve yourself in the bathroom. Dean can see you squirm in your chair, and intentionally avoid his stare.

He texts you again, trying to earn a visible response to his taunts.

After I'm done, I would hold your legs open and watch my cum leak out of you. One of these days, I want to see how many times I can do it in a day. You'd be messy all day long.

You envision it yourself - the foreign image of white, warm ropes of Dean's cum spilling out of your stretched cunt and onto the floor below, wasted. Tightness pulls your abdomen taught as you think about being bred for an entire day, all to Dean's satisfaction. Your pussy clamps down onto nothing, yet again, at the sheer thought of it.

"I'll send you the same articles I sent to Dean. Let me know what you think," Sam is honing in on you this time. You nod and keep an eye out for the incoming links, and click on them. Eyeing them intentionally, you try to shove aside the persistent fantasies from taking over your senses.

Another text pops up on your screen.

It would be a lazy day. In the morning I would fuck you slow, giving you your first load of the day. We'd make lunch. You'd still be sore, but not as sore as you'd be after we eat.

Your mind travels elsewhere. The computer screen fades out of your attention as your eyes glaze over again.

I would fuck you on the kitchen table. You'd pull your panties up right after I was done and sit in my cum for hours, waiting for more. I wouldn't let you take those panties off. You wouldn't waste anything I gave you.

He was exactly right. It didn't matter how many times Dean had spilled himself into you, you relished the feeling of his cum buried deep inside of your pussy, precisely where it should be.

You want to touch yourself, don't you, sweetheart?

Your fingers twitch at the screen, as if they want to follow Dean's question to provide him a swift answer.

I want you to fuck me.

Dean's smirk grows. Your breath grows strained as he replies.

Needy little slut.

It would've been your undoing if it weren't for Sam's company. You throw a pitiful look toward Dean, but it goes ignored.

You'd let me take you anywhere in this bunker, wouldn't you? I could fill you up in every room of this place.

You reeled over the number of room's in the bunker, listing them off until you lost count. The slick between your folds soaks your panties further as you writhe gently in your chair.

I know you will. You would love knowing that I've stuffed your cunt in every room. And no one else would know, but we would. It would give you plenty to think about.

The mere idea of it gave you more than enough to go off of. How Sam hasn't realized that something's amiss, you don't understand, but are silently thankful that he can't see your unraveling. Dean, however, cannot focus on anything else. The strain of his cock against his jeans is bordering on discomfort, but he intends to keep you under his spell.

He lowers a hand to his lap and slightly grazes the growing bulge. Dean seems to have teased himself just as much as he did you - all thoughts of research dissolved in the presence of his new fantasies.

I'll bet you $10 that Sam is gonna run an errand after this. We should see how well we can use the free time.

A new tension tightens in your tummy. There would be no telling how long Sam would be occupied for, but Dean didn't see any qualms.

Yes, but maybe not in the main hall, for everyone to see us?

Your compromise is accepted. Dean nods slightly across from you, still staring at his laptop screen, then glancing to his phone.

Prude.

Under the table, you kick Dean's shin. He yelps at the new pain in his leg, earning a confused look from his brother. Sam looks between the two of you quizzically.

"Do y'all need a room to yourselves, or something?"

Dean smiles at his brother, avoiding your new glare, "No, no, we're fine. Aren't we, baby?"

The glare doesn't let up, but you don't reveal the truth of your texts with Dean. You look to Sam and jab a thumb toward his brother.

"He's being a dick, can you punch him for me?"

Without question, Sam delivers a firm punch to Dean's arm. Dean's shocked frustration is met with a devilish smirk from you, satisfied that you're now blameless. A moment after the brotherly bickering, a new text lights up your phone.

You're mean

You giggle at the screen and send him a final reply, letting him sit with the thoughts he'd poured into both of your heads.

I know. But, you like it.

Hey everyone! If you enjoyed, please help support my writing by reblogging!

Apologies that this took so long. I appreciate all of your kind messages as I balance how busy life has been lately. Thank you for all of your love and support! Happy reading!

-Bunny

[rubyvhs]

day two : car sex (dean winchester) .ᐟ 18+ fem!reader

Dean waves at Sam as his brother walks away from the car and into the victim’s house to question her. All three of you thought it’d be best to split up, and since you and Dean are obviously you and Dean, you’re both together. 

You quickly step out of the car to get in the passenger's seat, and the second you do, you lean in to kiss your boyfriend. It had been ages since the both of you have had the car to yourselves, have had any time to yourselves. 

He seems to agree as reaches one hand to pull you closer and you oblige, nearly hitting the console between both your legs as you’re practically joined at the hip. He lets out a low groan in your ear and you pull away with a smile. “What?”

“I miss you ‘s what. Too many back to back cases, that’s for sure.” Yeah, well, can’t argue that one. Until you remember you’re outside your case’s house and quickly move back. Dean notices the change in your demeanor and chuckles. “Okay, yeah, let’s get to the morgue.”

And you’re not sure how you even got into it after hearing that, or how Dean managed to get hard, but the way the tip of his cock is teasing your entrance, slipping past your clenching pussy, he’s definitely hard. So fucking hard and wanting, “c’mon, sweetheart, gotta relax for me. Don’t know how I haven’t stretched out your pretty pussy yet— god, still so fucking tight.”

“Dean— ah, ‘s too big,” as if you don’t cry it out every single time. You’ll never get used to him being so much bigger than you, manhandling you, but most of all, forcing you open with his cock enticing way too loud sounds out of you that he has to swallow down.

“Still in the parking lot, baby.” He reminds you, his fingers brushing against your nipple roughly on their journey down to your clit where he rubs slow circles. He already ate you out, he doesn’t know what more preparation you need, but anything to get his girl there, to make this a little easier for you ‘cause under all that moaning and pleasure, Dean knows it might hurt sometimes. 

“I know, i’know Dean, need you to go faster though, please, baby, need you inside.” And he ain’t stupid enough to refuse as he pushes into you then starts rocking his hips back and forth, groaning into your mouth then he lands in between your shoulder and jaw, kissing every part of you to try and ground himself if even a little.

Having sex with you? Great, awesome, unreal. Having sex with you in Baby? “Fuck, sweetheart, so fucking good.”

“Too much— De, wait, wait,” he slows completely, worry filling his eyes.

“You okay? What’s wrong?”

“Can I— I wanna try something. Please.” Like he would argue with that. You tell him to sit up and he does, back against the leather (after he put his jacket under the both of you, Baby’s a national treasure), and you slowly get on top of him. Dean can’t help the groan that escapes when he feels your hot core slide against his dick, his hands shooting to your waist. But you don’t exactly have time for foreplay, so you adjust yourself until he’s inside you.

Dean’s eyes shut closed as his head rolls back with a grunt. Jesus, you’re so beautiful and there, riding him, slowly like you’re trying to find a rhythm but two minutes in Dean can’t wait for you to, he grabs your hips roughly to move you and you bite down on his shoulder only slightly, knowing he likes it. 

“Jesus, you close, baby? You gonna come?”

With his hard thrusts and fingers playing with your nipples, both of your orgasms are close— until oh God, finally— you let go with a scream that Dean swallows in a kiss, him bucking his hips into yours further. 

You’re still catching your breath, head laying on Dean’s shoulder, when his phone rings and he takes it, his voice thick. “Hello.”

“I’m in the morgue, where are you?”

“What morgue—” You slap his arm before he remembers, “oh shit, yeah, we’re there. We’re here— never mind, Sammy, we’re on our way.”

He hangs up with a breathy laugh and you pull away to look at him. “No wonder you spend all your time in this car.”

“Mm,” he hums, looking up at you, “she’s one a kind, isn’t she?” And you’re not sure whether he’s talking about the car or you.

[ant0niepax]

Honestly I love how I upgraded from Wattpad to tumblr, less cringe but still cringe to keep it entering

[cryptfile]

★ kinktober file 01 — wandering star, d. winchester

based on this request here, fem! reader, 18+ mdni, warnings of established relationship, degradation, dumbification, edging, p in v, oral sex, praise kink, english is not my first lenguage (thank god!) any mistakes? i’m not sorry for it, feel free to hit me up with requests in my inbox to keep kinktober going! <3 also, dividers by @cafekitsune!

He’s cocky after a hunt goes the way he wants.

Dean Winchester’s always a damn headache after a sucessful solved case. He gets in this mood where he feels invincible and well, he just feels like he could win the lottery if he puts his mind into it.

Sam’s done by the time you guys are in the next town, checking into another cheap motel. The older Winchester has been a damn pain in the ass the whole ride so the first thing he does when you guys ask for separate rooms? Ditch the problem to you.

“He’s your boyfriend,” he’d say, obviously done with his sassy attitude as he left to his own private space — Sacred space he values since you appeared. “You deal with him.”

You love your boyfriend that’s for sure but after a hunt? Your muscles are sore, you feel like you’re going to get sick and on top of all? You been dying for a hot shower and bed.

Dean’s plans are way different, cause by the time Sam leaves saying he’s going to buy burgers in any open restaurant, he’s all over you. Literally.

“Why are you so needy?” you ask furrowing your brows, he’s in a good mood now that he survived a violent ghost who’s bones you had to burn, and honestly, it doesn’t make any sense: The rush of adrenaline? The near death experience? Usually he’s deep in his third dream by now, but that night? He got this grin in his face when he’s pushing you to the motel bed despite any response he could recieve—. “Dean.”

“Just want to make m’lady feel on cloud nine,” he says, planting soft kisses on the exposed skin of your neck, a fight you cannot possibly win. “Can I do that? Take care of my girl?”

Thing is, deep down, you don’t want to win any fight. Not that one at least when Dean’s pulling you to the edge of the bed, unblucking his belt as he lets the fabric of his jeans fall to the floor, he’s craving you ever since you pulled this show up in the morning when you said there was no time to shower together since the case was so important. Naked, standing in a foggy bathroom: You won’t let him have you? Not even ten minutes? Fucking unfair.

He can do a lot in ten. You do love it even when it’s rushed, when Sam’s pushing on the other side of the door screaming something about being late, his only goal is to take whatever he needs, so in ten minutes he can do plenty. He can kneel on the slippery floor, filthy thoughts as he helps you lift up your leg — “Such a pretty pussy, already dripping for me?” he would said, the sound of his voice imprinted in your memory. The warm water burns on your skin as he uses a hand to spread you open, buring his face in your cunt without a previous warning.

Even under the shower he makes you sweat. Dean’s damn skilled so he knows what spot he needs to hit to get you there, the wet sounds that fill the bathroom on random mornings — He knows you’re getting there when his digits finally fill you up in a way you can even describe, his tongue lapping over your clit, taking his time, savouring each sound he manages to get out of you, the way you say his name when he’s nose-deep in what he claims belongs to him.

And god you’re a mess. A fucking mess every single time.

“You owe me,” Dean says confident, “We solve the case, job done here. I want your full attention now.”

He has it soon after. Every ounce of it.

He’s not patient enough to play with you before like he would do in the morning, in the dirty motel you’re now at the hunter would mumble something about not giving a single fuck about preparing you cause you’re already wet enough for him, something about being already used to his size cause he’d fucked you plenty of times before, that your warm and tight cunt is already prepared for him cause you’ve been his for months, convinced that you can take him. No problem at all.

“You were such a bitch to me this morning,” he says, pushing your cheek against the matress, not caring enough about your comfort as he forces himself inside you, muffling the sounds of your moans as he places his hand on your mouth, keeping you in place—. “Do you have any idea of how hard is to concentrate on a ghost when all I can think is to have you beneath?”

He’s rough when he’s needy, straight up filthy as he lets his primal desires take over. Dean forgets about it all. His hand collides against your ass a couple of times, spanking hard enough so the skin is red to be visibly noticiable, to make you think about another pain more than the one you felt as he’s finally buried inside you.

“Atta girl” he praises, leaning to place kisses on your shoulders, giving you just enough time to adjust— “Lookin’ so pretty when full of my cock.”

He enjoys the view so much. So damn much Dean chuckles for a second, almost proud of the mess he’s done with you, always so damn tight, already clenching on his dick as you squirm desesperate to move. He got you where he wants you to be.

“Move that nice ass for me,” he says seconds after, demanding you to take him faster as he moves you at the rythm he needs—. “That’s it, fuck yourself pretty witch, work for it.”

“Dean,” you whine, the sound distant thanks to his fingers covering your mouth— “Dean-please”

“What are you begging for?” he chuckles, the sound of his laugh making your skin shiver as his hips buckle up to meet the pace you’ve been setting— “My girl is dumb for my cock already? Only a few minutes in and my baby is talking nonsense?”

He’s giving you exactly what you need, that nice pace as he grabs you by the tights, fingers buried in your skin as his movements become more erratic, desesperate as the time passes.

Dean waits. Cause he can be a cruel son of a bitch sometimes, drive you fucking mad cause he knows when’s you’re close to release, when you’re ready to cum as he slides his cock off, leaving you hollow as you loudly gasp.

“What the actual-fuck?” you ask clearly annoyed, looking over your shoulder as he offers you a sly grin—. “Dean, what the fuck?”

“We are goint to work in some manners here,” he says, grabbing you by the hair, roughly pulling your head to the side so he can look at your face while speaking—. “Cause you’re not doing to me what you did in the morning ever again. Teasing me all fucking day, acting all innocent about it. No. You’re gonna cum when I say so. And we’re gonna start all over again ‘till that big brains of yours finally gets it: No more leaving Dean Winchester all hard in the bathroom.”

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