#cyosamar17

[im-most-definitely-fangirling]

CYOSTODA - Part 6: Dean Picks Truth

Pairing: Mostly Dean x reader, though there is some stuff involving Sam and Leah (OFC)

Word count: 1068

Warnings: Some F/F action, but generally it’s just pure smut.

Summary: This is a part of the CYOSTODA-thing hosted by the awesome @littlegreenplasticsoldier​, so if you don’t know what it is about, i suggest you go check out the Choose Your Own Supernatural Truth Or Dare Adventure Mastermess, ‘cause this has been awesome.

If you want to follow the direct path to my little piece, you can use the links below:

Part 1: Setup by @littlegreenplasticsoldier

Part 2: Dean Picks Dare by @eyes-of-a-disney-princess

Part 3: Leah Picks Truth by @revwinchester

Part 4: Sam Picks Dare by @kittenofdoomage​

P5 Y/N picks truth by @babypieandwhiskey

Enjoy!

You waited a couple of seconds, eyes gliding over the body of the stunned Dean Winchester as you waited for his answer, the hands massaging your breasts and making you fight to control the sounds trying to escape your lips not stopping for a mere moment.

His mouth was hanging wide open, gaze lingering on the show the three of you were putting on. He was in another world, that much was clear to you.

You nearly whimpered as one of Sam's hands was replaced with the mouth of a certain hot lady sitting in front of you, a wanton moan escaping instead as the combined pleasure of soft, small lips on your breast and big chapped ones on your neck found its way to your core, the dampness of your panties increasing.

The sound seemed to bring him out of his trance, and he let his tongue swipe slowly, teasingly, over his full bottom lip, making you quiver with desire. Looking right into your eyes, he winked at you, before answering the question, that you, by the look on your face, had long forgotten you had even asked.

"Truth."

Oh how you wished he would have picked dare.

You could have dared him to do so many things, and all the clothes he was wearing… damn it. So many possibilities, lost.

The hands and the lips suddenly disappeared from your flushed skin, three pairs of eyes now staring at your nearly naked form, though only two were visible from where you were sitting. They were waiting in anticipation to hear what you would come up with to further speed things up, and with the desperation creeping up on you at the sudden loss of contact, you wanted to hurry up and come up with a good question.

And there it was.

"Would you rather watch or join the party?"

Even though you already had a feeling of what the answer would be, you gasped as he crawled across the floor, old floorboards creaking beneath him as the weight shifted.

And then he was right beside you, warm breath tickling you on your neck, a thread of whispered words filling your ear and making you putty in his hands.

"While the view is great, I would never pass up the chance of getting to feel you around me."

He took both your hands in his, gently helping you untangle yourself from Leah and the younger brother, before scooping you up in his arms and placing you on the biggest of the two beds. You were in for a hell of a ride.

You thought the Winchester brothers looked hot with clothes on, so when they stripped down, you nearly combusted. They were like Greek gods. No, scratch that, they were more handsome than that. You craved their touch, craved the feeling of fingertips running softly down your sides, down your thighs, over your ankles, and up again. Running up the insides of your thighs, teasing you by narrowly missing your core but giving you a bit of what you wanted, what you needed, by rolling your nipples between thumb and index finger. Wet kisses trailed up your stomach. Then down again.

The rest of your clothes came off, pulled from your needy body by his warm hands, and you closed your eyes and let the feeling of his breath ghosting over your newly uncovered skin wash over you. And then the feeling was gone.

You lifted your head from the pillow and opened your eyes. Sam and Leah fell down onto the other bed. And right in front of you was your Adonis leaning over you, watching, appreciating, emerald green gaze sliding over your naked form, his tongue darting out to once again wet his lips, his eyes suddenly meeting yours. Bending over, he puts his hands on the bed, then his knees. Crawling towards you. Mouth now by your ear, he whispers: "So what is your favorite position?"

You turned your head, the green orbs staring directly into your soul. "I'll show you," you whispered back, naked bodies sliding against each other as you made him lay down on his back. Straddling his hips, you leaned down, your chests touching as you let the next words slide over your lips. "I love the feeling of power this gives me."

Scooting down a bit, you pressed kisses on his neck, then collarbone, then chest. Hand gripping onto his throbbing length, lifting your body up, hovering over him, before sliding down on his member. He's stretching you in that perfect way, filling you up completely.

He wanted this as much as you did, you felt that when his fingertips dug into the soft flesh on your hips, undoubtedly leaving bruises. He held you, adjusted the angle, and hit that sweet spot that makes you arch your back, throw your head back, nearly screaming with the surge of pure pleasure rushing through you. You locked eyes with Leah over Sam's shoulder as they sit there, with bodies pressed against each other, Lotus-ing away.

You wanted to do that later. Maybe with Sam, maybe with Dean. Maybe with both.

You wanted to taste Leah's juices on your tongue, and the salty sweat from her skin as you kiss your way down her body.

And when you had had a break somewhere between 2 and 3 am, having taken a shower with the beautiful girl, you would make her sit back and watch as you pleasured both of the Winchesters.

The night was still young, and you had more than enough time to do what you wanted.

Soft, hard, somewhere in between.

Around 5 am you fell asleep with Dean pressed against your back, and Leah against your front, Gigantor laying on the other side of Leah, trying not to roll off the bed, which clearly wasn't meant for 4 people.

A whole year had passed since that night and you still had no idea how you were even able to fit on that crappy motel bed, but at least you still met up with Leah once in awhile, though not always bringing the boys with you. That was your little secret. But when you did bring them, which was actually more often than not, you were sure to have a great night.

Not as good as that first night though. That one, you'll never forget.

Tags:

@wheresthekillswitch

@jensen-jarpad

@27bmm

@notnaturalanahi

@deathtonormalcy56

@just-another-busy-fangirl

@mysteriouslyme81 

@mousehybrid

@atc74

@leatherwhiskeycoffeeplaid

@supernatural-jackles

@dontcallmebabe-ok

@impala-dreamer

@katymacsupernatural

@keepcalmandcarryondean - It won’t let me tag you :’(

@onetwothreefuckmeplease - Won’t let me tag you either :’(

@adri-hope79

[butiaintgonnaloveem]

CYOSTODA pt. 6: Dean Picks Truth

Characters: Dean, Sam, OFC Leah, and reader

Word Count: 6600-ish (I’m not even sorry this time)

Warnings: SMUT, voyeurism, f/f stuff, oral sex, sex - it’s porn

A/N: Okay, so if you’re following along, you should know that this is the part where all the sex happens. This is the conclusion for this particular thread of the story. So much love to our captain @littlegreenplasticsoldier for making this happen and for her patience while I had stuff going on. Also, love for @kayteonline and @saenalife for beta’ing and keeping me going when I hit the smut wall. What a crew to be a part of. Hope you enjoy!!

Get caught up:

Part 1 by @littlegreenplasticsoldier

Part 2 by @gemini75eeyore

Part 3 by @deandoesthingstome

Part 4 by @rizlowwritessortof

Part 5 by @saenalife (saena i can’t tag you!)

From part 5:

Although you would have loved to keep going, you didn’t think the game was quite done yet. There was no doubt in your mind that you had won this round, so you pulled away with a lingering kiss to the tip of his thumb and looked up at Dean with a tantalizing smile.

“So… truth or dare?”

His eyes focus on your lips for another few seconds, slick and shiny and hanging open a little. When he finally looks you in the eyes, he still wears a glazed-over expression.

“Dean?” you gently prompt, unsure that he’d actually heard you the first time. You start to reach for him, ready to shake him if need be, but with a clench on his jaw he seems to snap himself out of it. Staring you down intensely, he answers without a flinch.

“Truth.”

Your eyes remain locked with his, both of you unwilling to break the moment. He's finally giving you the look, it's more hungry and needy than you expected, but still exciting. Though he’s still kneeling above you, you've got the upper hand, holding his stare with a fierce look of your own; one you'd never tossed his way before, never really had the opportunity, but there's no reason to back down now.

You close your mouth to swallow, still tasting him on your tongue, before asking, “Have you ever thought of doing anything like that to me before?” You dart your eyes between his, anxious for the honest truth.

He pauses, breathing deeply through his nose as he clenches his jaw, eyes narrowed slightly as he tries to pull back control.

“Fucking yes.” Leah answers, her voice cracking the tension.

Your brows shoot up and you pinch your lips together to try to hold in the laughter threatening to splutter through them, only succeeding slightly. The stare down is over, Dean’s dragging his palm over his face and looking over at Sam, shooting him a look you haven't been able to decipher in all your time with them.

“Good to know, Leah, but I think that was Dean's turn,” you smile wide at her, giving her a mischievous up-down glance. She purses her lips, miming locking them and tossing the key.

Dean's taking the opportunity to settle back into his spot, shifting his hips as he straightens one leg, bending the other at the knee to prop his forearm on it, watching the exchange between you and Leah with interest.

“Dean?”

“Yeah?”

“Well?”

“You wanna know if I've thought of putting my fingers in your mouth?” he tilts his head, “Or are you wondering if I've thought of having anything else in your mouth?”

Shit. Oh, he's good. You look to Leah, looking just as thrown as you, then to Sam who's looking at you smugly. He's got you in it now.

“Both.” You shrug, still trying to hold on to the confidence from a moment ago.

“Yes,” he grunts before sipping down some whiskey.

You bob your head as you wait for him to go on. “Wait, that’s it? Just ‘yes’?”

“You didn’t ask for specifics.” He opens his hands at you in a ‘what can ya do’ gesture.

“Okay, well -”

“Nope, you got your truth. Leah’s turn.”

You turn to both Leah and Sam for help, but she just looks at you apologetically, and Sam ticks his head to the side in silent agreement with his brother.

Dean flashes a wink at you, watches you scowl in return before facing Leah with a grin. “Leah, truth or dare?”

She scans the room, eyeing up each of you and simmering in the tension. So far a few things have happened, but nothing that can’t be brushed off with whiskey and a shrug.

“Truth,” she answers, narrowing her eyes at Dean.

His cheek scrunches up in a crooked smile. His eyes flicker to you, then back to Leah. “Alright, Miss Leah, have you ever been with another woman?”

Her mouth drops open into a nervous grin, and a flush of red runs down her neck. She looks you over as you lean in to hear her answer.

“Sort of.” Your face lifts in amusement and curiosity. She pulls on her lip as she watches your response, her eyes trailing over your face, to your neck, to your chest. “There was a girl a few years ago, we both admitted we were curious, so eventually we got brave and started making out, but we both got too shy to go very far, so it didn’t go much farther than kissing and grabbing each others tits.” She shrugged, “It’s not something I’d be opposed to trying again, though...Just sayin’.”

“Just sayin’,” you nod and toss another wink her way as you look at her hands, noticing how delicate and feminine they seem; quickly the image of her hand on your breast fills your imagination.

“Why, Dean? You got a thing for girl on girl action?” She teases him, breaking you out of your thoughts to check out his reaction.

“Well...I mean…” He mumbles, tilting his head to find the right answer that doesn’t make him sound like a pervert. “I just enjoy beautiful women and sometimes they come in pairs.”

“Ah huh,” she grins then shifts her eyes to Sam. He’s sitting, patiently waiting and watching her fingers as they trail over the rim of her glass, “What about you, Sam?”

“What about me, Leah?”

“What do you think about watching girls together?”

He lowers his head, giving her a playful glare, “You haven’t asked if I want truth or dare?”

She rolls her eyes, pouting, “Okay, so truth or dare, Sam?”

“Truth.”

She practically bounces on the spot, happy that Sam is playing along, “So, Sam,” she tugs her lip between her teeth, taking a quick breath as she looks at you then back to Sam, “What do you think about watching two women together?”

He hums softly, watching her in amusement as she watches him, waiting. “Yeah,” he answers, his voice gravelly and deep, “Yeah, I like to watch.”

There’s a slight pause as you wait to see if he plans to clarify, but he leaves it. Your heart rate increases and you are nearly panting from all the information that’s been gathered with this go-round. Leah looks to be in the same state, her chest huffing out with each breath as she shifts in her spot. “It’s your turn, Y/n,” she reminds you. You nod and turn your attention back to Sam. He’s already staring at you, again with that smolder, which you’re not feeling very confident about resisting this time.

“Hey Sam,” you whisper, like you’re seeing him for the first time that evening.

His lips part in a flirty grin, flashing just a bit of his teeth, “Hey.” He pulls it back, making his expression a bit more serious. “So, truth or dare?”

You look down to the floor, lips pursed in an o-shape as you try to relax your breathing, trying to decide if you’re ready to snap the tension in the room just yet, or push it off with another truth.

“Time out,” you look up to see Leah with her hands in a “t” shape. Sam and Dean share a look, obviously questioning the validity of a time out during truth or dare, but she ignores them, reaching a hand out to you as she stands. “Hang on guys.”

You take her hand and the two of you make your way to the motel room door. She opens it, waiting for you to step outside before following you, both of you huddling from the temperature change.

“Sorry,” she starts, “I just...wanted to make sure you were okay with this.”

“Oh,” you answer, your confusion evident.

“Look, you live and work with those guys, so whatever happens, you still have to see them every day. I get to walk away from this either tonight...or tomorrow,” she shrugs, “I just don’t want to make things awkward with all of you. I mean, Jesus Christ, if you want to keep going with this, I am so game, but if you want to slow down or whatever, we can tone this down.”

“Ohhhh,” you nod.

“You just seemed a little tense and I didn’t want you to feel like, pressured or anything.”

Goodness, she just keeps getting better. “Thanks. Yeah, yeah. I uh, I appreciate that, but I’m good.” You nod, feeling more confident knowing Leah has your back, “I mean, masturbation and wet dreams can only take you so far, right?”

“Right.” She agrees, making you both giggle. “Okay, well, let’s get back in there.” Leah reaches out, pulling you in for a quick, tight hug.

You push the door back open, drawing the faces of Sam and Dean away from their own conversation and toward you with questioning glances.

“Everything okay?” Dean lifts his eyebrows.

“Yup,” you return to your seat. “Things are great. Now where were we?”

Leah settles back in her spot as well, nodding at you in encouragement. You catch Sam and Dean sharing another look, making you wonder what you missed while outside.

“Well,” Sam starts, drawing your attention with his husky voice, “We’re waiting for you to choose truth or dare.”

“Dare.”

He leans back a little bit more, resting his arm on the bed. “Did you like having your mouth on Dean last time, Y/n?”

“That sounds like a tru-uth,” Leah teases in a sing-song way, but he ignores her, watching for your response.

“Yes,” you answer breathlessly, pushing yourself toward Sam anxiously.

“Good,” he leans forward, “Then I dare you to lick Dean-” You suck in a breath, your eyes widening in anticipation. Sam adds, “Just from the waist up...for now.”

You turn to Dean, finding him watching you, his hands in fists and his thumbs rubbing against his other fingers. You’re already nearly on your hands and knees from the way you were leaning into Sam, so you pivot to fully face Dean, crawling the few paces his way. As soon as you start to move in his direction, his hands reach to pull off his overshirt. It’s hurried and ungraceful as he scrambles to get his shirts off, but encouraging.

You’re between his spread legs, your arms on either side of his hips, just lingering; your eyes roam over his shoulders, his chest, his stomach. Taking it all in without having to excuse it for any reason other than wanting to look.

“Sammy,” you drawl as you look at him from the corner of your eye, “You wanna see my mouth on your brother again?” You slide your tongue across your teeth. He nods at you with a ‘get on with it’ kind of tilt of his head. You catch the look on Leah’s face as you return your eyes to Dean, she’s got her lip between her teeth, watching the two of you intently. You lean in, feeling the warmth radiate from Dean’s skin and turn your mouth toward him, barely brushing him with your lips, just tickling him with your soft breaths over his cheek and jaw.

You lean in closer, reaching the hinge of his jaw and his ear, sticking out the tip of your tongue to just skim at the shell, and feeling him suck in a breath beneath you. You quickly dip lower, your open mouth covering the skin over the muscles of his neck, pulled tight as he draws back to give you room. Your tongue just licks at the skin, savoring the same taste you got from his thumb, but also remnants of the motel soap. You pull back as you lower your head to his collarbone, wetting your tongue before you push it between your lips and lick a long stripe from the muscle of his shoulder to the base of his jaw. He tenses beneath you, pulling up straighter with your movement like he’s trying to draw it out even further.

Smiling, you bring your mouth lower to his chest, bringing a hand up to rest over his anti-possession tattoo for balance, you kiss at the opposite side, smacking your lips and licking at the freckled skin, moving over him in no particular pattern - just dragging, kissing, licking at every bit you see.

Leah and Sam both shift, and you glance away from Dean to see what they’re doing. In your peripherals, you can see that Leah’s mouth is hanging open, her tongue licking around at the air, mimicking your movements, her fingers fidget at the hem of her shirt. Sam is leaning back, his eyes watching you, dragging slowly along the arch of your back, staring like he’s got all the time in the world. You let out a low hum of satisfaction, then push your hips up, arching your back to bend further down.

Dean’s muscles twitch under you, his pecs flexing and relaxing as you hover. You close your mouth, wetting your tongue before circling around his nipple in a slow swirl. His chest jerks in a shuddering breath which you mimic before diving in; your mouth covers the pink skin, sucking slightly as your tongue flicks over the little pointed tip and he grunts out a ‘yeah’ above you.

You spread your knees to dip lower, tracing the lines of his ribs, his muscles, then switching to the other side to do the same, sometimes flattening your tongue in a wide stripe, other times just tickling him with the tip; alternating hot breaths and cooling blows of air in your wake. His chest rises and falls, and his body squirms beneath you. You reach the waist of his jeans, his skin bunching a little and you can’t help yourself as you gently scrape your teeth against him, tugging just slightly at the flesh and making him hiss.

“I said lick, Y/n,” Sam scolds.

You pull away from the top of Dean’s jeans, giving Sam a playfully repentant look from under your eyelashes, “Sorry, Sam.”

“S’okay. I think it’s Leah’s turn now, anyway,” he answers, his eyes squinting at you knowingly.

Dean whines from deep in his chest and Leah breathes out a sigh. You plant a soft peck to the spot you’d nibbled and pull away, trailing your fingers down Dean’s leg as you slide back to your seat, licking your lips with an ‘mmm’ of satisfaction.

Dean head is rolled back on his shoulders facing the ceiling. He blows a breath out between pursed lips, his chest arched up as he sucks in more air. “Right. Alright,” he clears his throat, rolling his head to look at Leah, “Truth or dare, darlin?”

“Dare,” she responds, staring at his torso, darting her eyes over the broad stretch of his skin.

Dean shoots upright, pushing off his hands to sit straight, a smile crinkling his face and eyes shining with excitement. “Leah,” he pauses until she looks him in the eyes, “I dare you to put your hand down Y/n’s pants for the next round.”

Her eyes widen as she looks at you, her mouth popped open in surprise and her forehead scrunched with her silent question. You respond with a quick up-down nod. She bites her lip, then slides the whiskey out of her way, shuffling on her knees until she’s in front of you.

“You sure?” She barely whispers.

“Mm-hmm.”

“Okay.” She runs her hands up your arms, over your shoulders until she cradles your neck in her hands. “First though,” she whispers, pulling you toward her as she tilts her head, her eyes fluttering shut. You mirror her, and follow her lead feeling her lips slot against yours in a gentle pucker. She’s soft and small, and it feels a little strange to kiss someone without stubble or rough lips, but it feels good. You tentatively lift a hand to cup her cheek, instinctively parting your lips to dart out your tongue, meeting hers as she does the same, making you gasp into each other’s mouths and then dive into each other, mouths parted and tongues tangling.

“Shiiiiit,” a hoarse voice whispers behind Leah, making your eyes pop open as you pull away.

“Oops,” she giggles against your cheek.

“Yeah,” you smile. “Okay, so, how should we…”

“How about like this?” She again shuffles on her knees, making her way around you until she’s at your back, her legs spread wide for you to rest between them. You pull your feet out from under you, bending your knees and spreading your thighs open as you lean into her, letting her take your weight against her as she rests against the bed.

Your head just rests on her shoulder; the two of you shift until you’re both comfortable and she can reach between your thighs, her arms beneath yours and resting on your torso.

“Ready?” she asks with her mouth on your ear.

You look at the brothers, their cheeks flushed, jaws clenched, eyes focused on Leah’s hands as they rest over your jeans. Her fingers are just settled in the creases where your thighs meet your core, your legs in a ‘V’ with one Winchester seated at an angle at each knee.

“Yeah,” you swallow and she moves her hands to the waist of your pants, sliding the button through the loop and pulling at the zipper. The way she’s settled behind you makes it look like they could be your own hands, working their way beneath your clothes, but the touch is different, every little movement taking you by surprise. Her left hand grips over your hipbone, her right hand slides down, straight to your center, all four fingers slipping between your panties and your folds. Your breath hitches at the unfamiliar touch.

Sam and Dean both choke down appreciative groans at the sight, watching the fabric shift as Leah’s hand slides back and forth over you, her fingers just grazing along the wetness she finds.

“This good?” she asks, her voice high and breathy.

“Yeah. Good,” you answer, swallowing down a gasp.

She nuzzles her cheek against yours, staring at Sam from beneath her lashes. “Sam?” He blinks flicking his eyes from between your legs to meet her eyes. “Truth or dare?”

“Ask Dean.” You and Leah both pull up a bit. He catches the movement, lifting a hand to stop you, “I’m going to give my turn to Dean.” Your forehead wrinkles as disappointment flashes across your features, but again, Sam reads you, offering you a comforting smile. “Just, trust me? Dean, go ahead.”

“O-okay,” Leah’s voice shakes, unsure of the turn of events, but you feel her chin shift on your shoulder as she looks at Dean. “Dean? Truth or dare?”

His shoulders rise and falls with heavy breaths, and you watch the skin and muscles and the lines of his ribs move with each one. His tongue darts out to lick his lips, but his eyes don’t move from watching Leah’s strokes as he answers, “Dare.”

You feel her cheek smush up against yours as she smiles. “Dean, I dare you to kiss Y/nnnn,” she draws out your name as she swipes her fingers over your clit, making you twitch, “everywhere below the waist - except where my hand is.”

Just the thought of Dean’s mouth on you sends a rush of arousal to your core, and you feel Leah’s fingers dipping just inside of you to swirl her fingers in it. Dean watches you roll your hips with it and pushes himself up to his knees, sliding along the carpet until he’s between your feet. His hands settle on your knees, palms hot through the fabric, before trailing down your thighs to the belt loops, hooking his fingers through them.

“These gotta come off, okay?” he asks with a lopsided grin.

You nod and lift your hips, making Leah’s fingers slide deep between your pussy lips. Dean starts to tug at your pants, doing his best to shimmy them over your hips until he can smoothly pull them down your legs, lifting each leg in the air as he pulls them over your feet and crumpling them into a pile at your side. He returns your feet to the floor, soles flat, but legs spread wide.

You tremble, a strange mixture of nerves and temperature making you shiver although you don’t really feel cold with Leah at your back and Dean in front of you and the whiskey warming your blood. He’s staring directly at your core, watching Leah’s hand as she dips her fingers in and out of you, a damp stain on your panties showing your arousal. His hands are spread out over your knees again, the tips of his fingers digging into your thighs, putting pressure on them for balance as he ducks his head, placing a kiss to the inside center of your left thigh.

The smooth skin of his shoulders slips against your legs as he lowers himself between them, and you hear his knees knock against the floor as me moves them back allowing himself room to bend lower, kissing all along your thigh. His mouth feels hot, and soft, contrasted with the shadow of stubble growing in that pull against your skin with a slight burn. His breaths heat your skin as he maps it with his lips.

You inhale a shaky breath, at the same time hearing someone else’s sharp intake of air. You snap your eyes to Sam. His eyes are darting from Leah, to her hand, to your rapidly rising and falling chest, to Dean’s head working its way over your thighs, then finally to your face. His eyes are dark and wide with lust. You stare him down now, watching him as your body reacts to what the other two are doing to you, your hands roaming to grasp at whatever you can.

Dean’s mouth keeps getting lower and lower, licking and mouthing at the sensitive skin of your inner thighs, all hot and wet. Leah’s fingers stroke your skin at a steady pace, her middle and ring fingers sliding through the wetness from your entrance to your clit, her pointer and pinky sliding over the outside of your lips.

With your focus on Sam, you can only feel, and it’s amazing. Leah works you over so easily, it’s different than the usual hard massaging that you’d get on your clit from a guy. She swipes and spreads your wetness around, moving her fingers over your swollen flesh, then putting pressure around you, right against your bones - a slow build from a practiced hand. Dean, for his part, is grunting and almost snarling as he tastes you, flicking his tongue against your skin as he sucks kisses everywhere his mouth can reach, enjoying the flavor of you as much as you did him. Your fingers of your left hand become entwined with the fingers Leah is still pressing over your hip, your other hand rakes through Dean's hair, tempting you to grab hold and push him where you want him.

And Sam - Sam is watching your face - he’s watching your lips part, your teeth bared as you pant. He watches the pink color your cheeks, and the way your eyes widen when one of them hits a really sensitive spot. He watches as your skin goes dewey and shiny from the effort of sitting between those two as they tease and taste you, pushing you until you pull your lip between your teeth, making the pink skin go white from pressure. You lift your hips, trying to get just a little more...

“Y/n.” Sam says, pulling back your focus.

“Uh huh,” you manage to groan.

“Truth or dare?”

Your face pulls an almost painful expression as you try to think about anything other than Dean's face being inches away from your core, or the way Leah’s fingers are now steadily circling your clit. You can't figure out how to make your mouth form words so you grunt out the easier option. “Dare.”

“Show me how pretty you look as you come.”

“Yuh...yes, Sam,” you nod, holding back the whine you want to release at his tone. You swiftly make use of your hands to grab at the hem of your underwear, lifting your hips to pull them off. Dean, without a word, takes over once they're past your ass, dragging them, followed by his mouth, down your legs.

Leah is grinding her hips into the floor behind you, pressing kisses against your shoulder, your neck, tonguing at your ear, whispering about how good you feel. Dean makes a noise, like a broken “oh” drawing your attention back to him, catching his eyes focused in the sight before him, your pussy on display. Leah's fingers glisten with your arousal as she strokes you, her fingertips halting their circling, and now spreading you as best she can to give the boys a glimpse of your most intimate area.

For this moment, it’s easy to ignore the rough, stained carpet beneath you, and how one of the glasses has been knocked over leaving a new dark, wet spot, and how you still have your shirt on because you have better things to focus on. Like the way Dean is staring at you like you’re a Thanksgiving feast, and how Leah has started to rub her free hand up your torso to squeeze at your breast, and how Sam is clenching his jaw and rolling his shoulders like a lion ready to pounce.

“More,” you beg.

Dean obliges, sinking his head between your thighs, planting a kiss to each side as you feel Leah slide her fingers into you, pumping in and out. Suddenly, it’s all heat as Dean’s mouth meets Leah’s hand, and she slides her digits out of you with a moan feeling it, too. You take your eyes away from Sam to catch the sight of Dean poised at your entrance, licking your juices from Leah’s fingers, his tongue performing the same way Sam’s did earlier, only this time she’s coated them with your arousal instead of whiskey. He pushes the pointed tip between her fingers, spreading them apart until he can reach you, the first touch of his tongue causing you to jerk up your hips in surprise. Even at the angle you’re at, you can see the corners of his lips pull into a smile before he dives back in.

“Mo-oore,” you gasp as Dean barely pushes his tongue inside of you between Leah’s still parted fingers as they allow Dean to lick between them at your sensitive folds. She rolls her hips even harder behind you, whining at her own lack of friction as she strokes at you.

“Make her come.” Sam’s voice is soft, but close. He’s moved over, sitting beside you and Leah and talking softly in her ear. You feel her turn her head before you watch as she captures his mouth in a hungry kiss that he returns with equal vigor. You watch them, feeling her shift as Sam leans further into the kiss.

Dean reacts slowly, but after a moment he hums a quick ‘uh huh’ before pushing his mouth against you, licking as far into you as he can. He shakes his head back and forth, devouring you like a starved man as he ruts his hips against the carpet, licking you up and down and humming with each pass.

Leah starts to use the tips of her fingers, circling and flicking your sensitive, swollen clit. Your hips rock and stutter with the motions, chasing the sensations, feeling the peak of your orgasm swiftly approaching. Your eyes flutter closed as you focus on the delicious tension swirling low between your hips.

“Come on, beautiful. You gotta show me,” Sam pleads, deep and strained.

“Sam,” you respond, feeling the air from his words on your cheek. You turn your head toward them, and blindly reach a hand up to grasp at him, just catching the collar of his shirt and pulling him away from Leah to yourself. His mouth meets yours and he immediately takes control of the kiss. You respond with pliant lips, letting him ravage your mouth with his, and it’s just what you needed.

A few more strokes and you’re there, gasping for air as though you’re drowning; hips jerking up as your pussy flutters and convulses from your orgasm, your back curling as it rolls through you, sending an electric rush of relief over your skin.

You cry out repeatedly, nothing but meaningless jumbles of words. Behind you, Leah gasps and whines, desperate for her own release as Dean hums and grunts between your legs, nearly slurping at the flood of wetness you release. Sam whispers praise and curses as he pulls away watching you as you let out your cries of relief.

“Fuckfuckfuck,” you whine when you can finally form words again. “Jesussss fuckingchrist.” Your chest heaves as you regain focus, opening your eyes and staring at the water-stained ceiling. “Oh God.”

“Yeah,” Dean mumbles, still nestled between your legs, placing soft kisses between breaths. You look down to see his hair, messy and damp from sweat, his back rising as he catches his breath.

“C’mere,” you make grabby hands at Dean, making him flash a lazy grin and push up to his hands and knees. He crawls up so that he’s just over you, and you rest your hands on his face and stare at him through your blissed-out daze. “Thank you,” you whisper, pulling his lips to yours. You can taste yourself there, sweet and tangy on Dean’s swollen, soft lips and it’s satisfying in ways you’d only ever imagined. It’s not a long kiss, you’re both still too out of air to keep it up, but you slide your lips to kiss over his cheek, planting your lips onto him firmly with each shift until you reach his ear.

“You should really show Leah how good you are at that,” you whisper. He responds with a stuttering groan and you push on his shoulders to give yourself space. You twist around to face Leah, cupping her cheek to quickly give her a kiss and a thank you as well. She nods and breathes out shakily. You start to try to untangle yourself when two huge hands reach out to grab you beneath your arms.

Sam pulls you out of the tangled mess of limbs and against his chest, your legs straddle over his as he stretches them out again. You can feel the hard line of his cock through his jeans, but you’re still a boneless mess, so you rest against him lazily, letting him hold you and plant kisses all over your face.

“That,” kiss “was,” kiss “incredible,” kiss.

“Yeah,” you agree, nuzzling against him, basking in the heat radiating from him. You can hear movement to your side - clothes rustling, hushed words and giggles, then the squeak of mattress springs, but you can’t bring yourself to pull away from Sam’s chest, savoring the loud thumping of his heart under your ear. It’s not until you hear the high-pitched pornographic moan that escapes Leah that you finally look over.

Dean’s head is between her thighs and she’s laid out over his torso, her mouth hovering over his cock. His knees are bent and you can see the flex of his muscles as he tries to keep himself from thrusting up to her, waiting for her to lower her mouth onto him. His cock is swollen, bobbing with his pulse just beneath her lips, but her eyes are screwed shut, her mouth still hanging open from her moan, and you know exactly what he must be doing to her.

It reignites the need within you and you start to subconsciously rock your hips in time with the way Leah is riding Dean’s face.

“Leah,” Sam snaps her out of her daze, her eyes hazy with desperation. “Suck him off.”

Her eyes roll back in her head as Dean moans against her, but then she’s licking her lips, getting them good and wet as she reaches a hand out to grasp at the base of his cock. Dean’s hips jerk a little at the touch, and you watch as she slides her hand up to just under the head. She places a soft kiss there, her lips spread in a grin, and you hear Dean gasp at the touch. After getting the reaction she wanted, she then lowers her mouth over him. You imagine she’s taking the moment to swirl her tongue over him until her lips meet her hand, and she slides down further, taking more of him into her mouth. At least, you think, that’s what you’d do.

At that moment, Sam ruts up against you, the roughness of his jeans giving a bit of friction to your sensitive core and making you suck in air. Your attention snaps back to him, his eyes watching you with obvious lust and amusement. With his fingers stretched wide, his hands trail over your back, roaming until they reach around to your front, and slipping down to the hem of your shirt so that he can slide them underneath along your skin.

“You should get naked, too,” you remind him, pinching at the fabric of his shirt.

He huffs out a short laugh, but pushes you off his lap, standing to shed off his clothes. You pull your shirt off as well, the sounds from Dean and Leah amplify a fresh wave of need, making your muscles buzz with excitement.

Sam reveals more and more skin, and you're grateful for the opportunity to gaze at him, admiring the long, lean muscles of his form. He snags a condom from his wallet and sets it on the bed before lowering his jeans. You watch as he reveals that v of muscle next to his hips and follow the lines straight to his cock, finally free from the confining fabric of his jeans finding it's more than you could have hoped for. Your mouth waters - actually waters - at the sight, and your hips squirm, anxious to feel him between them.

He continues to undress until he wears nothing but a cocky, lustful grin. You give him a fully appreciative once over as he sits at the edge of the bed before meeting his eyes. He nods his head to beckon you to over to him, flourishing it with a seductive wink.

“Sam,” you giggle in an almost embarrassing girlish pitch, “Are you still winking at me?”

“You still winking back?” He asks, running his hands up your thighs as you place them on either side of his.

“Oh yeah,” you nod enthusiastically, reaching for the condom to open the package and roll it over him. You stroke him a few times, watching the muscles flex in his neck and abdomen as he restrains himself from pushing himself against you. “What about Dean?” you question.

With a quick glance to the other bed, you notice that Dean and Leah have shifted - he's kept her on all fours, but is lined up behind her, dragging his dick in and out of her. He catches your look and tosses a flirty wink your way before sucking his lip between his teeth and slamming hard against Leah's hips.

Sam grows impatient beneath you, hooking a finger under your chin to bring your focus back to him. “See? He likes winking at you, too. You okay?”

“Yes, very much yes,” you assure him, shifting so that you can line him up at your core, quivering again with anticipation and need. You slide up and down over him, slickening him with your come while his hands rest above your hip bones, fingertips clawing at you, anxious to feel you around him. You watch him with hooded eyes, mouth dropped open lazily - waiting, waiting for your moment to pounce. He rolls his head back as he draws in a breath, his chest tight, and that’s when you slide him inside of you.

You sink down, letting your knees push away from his sides as you go lower and lower, inch by inch until he’s filled you completely. He chokes on air for a moment and you feel the throb of his cock.

“Sa-aamm,” you keen as you grind against him, finally satisfying the urge to be filled. He hisses beneath you, then slightly pulls you up before jerking you back down against him, punching the air right from your lungs.

You catch on quickly, taking over the movement since you’ve got the leverage over him, bouncing up and down, taking him in deeply over and over again. Neither of you can focus, too caught up in the feel of him being driven into you - up, down, up, down. Your hands claw at each other, but your eyes are shut tight, heads thrown back as you both heave breaths and moans into the air.

The pace is fast and hard, and it feels amazing every time your bodies meet, sending tiny jolts of pleasure right through you. Another orgasm starts to tingle and you can feel it as it builds and builds, making you chase it until you can’t anymore. Your knees are sore from the way you’re perched on the bed, and your thigh muscles burn, but you’re so close that you’re ready to cry from the effort.

“Sam, Samsamsamsam, I’m so close.”

He sucks in air through his teeth, “What do you need, baby?”

Your face is contorted in frustration as you beg, “Fuck me, please Sam, just fuck me.”

He squeezes you tight as he mouths at your shoulder, his teeth bared and just resting against you while he shudders beneath you, nearly overcome with pleasure himself, muttering a quiet, strangled “fuck” into your skin. Then he shifts, and you slip a leg off of him and roll over onto the bed, barely lying down before he’s on you placing another demanding kiss on your lips. It’s the kind of sloppy, open-mouthed, I-have-lost-control-of-myself kiss and it feels perfect. With a suck to your bottom lip, Sam pulls up until he’s seated on his heels with his hips slotted between your widely spread legs. He drags a hand down to your thigh to pull it over his hip bone while the other teases his tip over your clit then your entrance, pausing just there.

“Beg me again,” he demands, and it’s the last thing that you can handle at this point, especially with Leah and Dean both wailing from their orgasms on the bed over.

“Fuck me, Sam, pleaase!”

He slams into you, digging his fingers into your flesh as he uses your thigh for leverage. The sound you make would normally be alarming, but given the way your body responds and the way your walls clench around him, Sam pulls back to do it again. Over and over, your body gives in and just takes what he gives you. Your back arches and your nerves tingle with the endorphins and pleasure racing through them as Sam keeps fucking into you, catching the spot within you with each drag of his cock and sending your body spiraling into another orgasm.

As your chest heaves and you feel the pulsing clench and release of your pussy around him, Sam leans into you, thrusting fast and shallow and chasing his own orgasm. Another few seconds of pushing and he’s there, his mouth caught open and eyes pinched shut while his hips stutter and jerk, his cock jumping inside of you while he pulses out his come. He finishes, breathless, and settles over you, both of you slick from sweat.

“You good?” he huffs into your hair.

You turn your head to look at the other bed, finding Dean and Leah in a similar state. Dean must catch your movement because then he turns toward you, flashing you a comforting grin and a little nod.

“Yeah,” you nod back before turning and placing a kiss to Sam’s shoulder, “Yeah, all good.”

CYOSA crew tags:

@winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @deansdirtylittlesecretsblog, @sunriserose1023, @eyes-of-a-disney-princess, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @winchesterprincessbride, @ilostmyshoe-79, @mamalinda09,  @kittenofdoomage, @deandoesthingstome, @skybinx-blog, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid

[deansdirtylittlesecretsblog]

CYOSTODA: Sam Picks Truth

Title:  CYOSTODA: Sam Picks Truth

Characters: Dean, Leah, Sam and Reader

Location: Motel room, Crappsville, USA.

Word Count: 1060

Summary: The three of you celebrate the 1 year anniversary of you joining the Winchesters, and not dying, with fun and games.

Warnings: language, drinking, sexual innuendos, mentions of sex with another person, flirting at a whole new level

Link to the Choose Your Own Supernatural Truth or Dare Adventure MasterMess moderated by the amazing @littlegreenplasticsoldier

Part 1:  The Set Up by @littlegreenplasticsoldier

Part 2:  Dean Picks Dare by @eyes-of-a-disney-princess

Part 3:  Leah Picks Dare by @impalasutra

Sam passed you the bottle, making a point of keeping his eyes on your face.  Dean, on the other hand, was not quite the gentleman his brother was pretending to be and you felt his eyes roaming over your body as you poured yourself another glass of whisky.  “Alright, it’s not like you’ve never seen a naked woman before,” you grumbled as you started to feel the last round of alcohol hit your system.  “Let’s keep this game moving.”

Leah took that as her cue and turned her gaze on Sam, a wicked glint in her eye.  “Truth or dare, Sammy?”

You watched Sam carefully, not realizing you were holding your breath until you felt the burn in your chest. You took a breath, blinking rapidly. Sam was starting to look a little blurry.

“Wait!” Dean interjected. “I thought we were gonna hear what happened in the bathroom?” He stared earnestly at first you, than Leah, silently pleading with both of you to tell him what had happened behind that closed bathroom door.

“Later,” Leah smirked, dropping a wink over her shoulder at him. “Maybe when it’s your turn again.”

Dean sat back, looking like a deflated party balloon, a definite pout on his face. You couldn’t help but giggle. You took another drink from your full glass of whiskey, the room tipping on its axis just a little. You kind of liked it.

Leah turned her attention back to Sam. “Come on, Sam, truth or dare?”

You thought he might say dare, somehow keep the game going in the direction it seemed to logically be headed. You wouldn’t mind that at all, especially if it meant you might get to continue that kiss with Leah that had been interrupted. You were interested to see where that might go. You sat forward, forgetting your nakedness and the fact that Dean couldn’t take his eyes off of you, anxious to hear Sam’s choice.

“Truth,” he smirked.

“Fuck me,” Dean grumbled, sitting back, his shoulders slumping in disappointment.

Leah smiled at him, planted her hands on the floor, and slid closer to the center of the circle until she was sitting right beside you, her knee leaning against yours, her hand resting on your calf. You wished you didn’t still have on your jeans, because you would really love to feel her soft skin against yours again.

“What’s the kinkiest thing you’ve ever done?” she whispered. “In detail.”

One side of Sam’s mouth tipped up in a smirk reminiscent of his brother’s. He lifted his glass to his mouth and took a slow drink. He shot a glance at his brother, rested his arm on his raised knee, the glass dangling from his long fingers, his eyes drifting slowly over you.

“Sex in a public place,” he smirked.

“No way,” you shook your head. “Dean, maybe, but not you.”

“Hey,” Dean protested.

Sam rolled his eyes. “You think my brother is the only one that does stuff like that? Oh, you have so much to learn, Y/N. So much. You see, we were in this club and one of the dancers -”

“So you were in a strip club?” Leah interrupted.

“Yeah,” Sam answered, eyes narrowed. “Okay, we were in a strip club and one of the dancers came over to our table. She was flirting, a lot, hand on my shoulder, running through my hair, making it pretty obvious what she was after. Dean made himself scarce and the next thing I know, she’s in the booth beside me, her lips on my neck, her hand down the front of my pants.”

“Whoa, whoa, whoa, Sammy, TMI,” you groaned. “T. M. I.”

Before you could blink, Sam was right next to you, sliding one leg behind your back, the other bent at the knee, tucked up against you, as close to you as he could possibly get, his face just inches from yours. “Oh, but Y/N, it was so good.”

He was so close to you and his voice was so low that it was like the two of you were the only people in the room. You licked your lips, nodding at him to continue, the movement making your head spin a little. He put his hand, his huge hand, on your waist, leaning impossibly closer, the whiskey scent of his breath blowing across your face. For a second you thought he was going to kiss you, but his lips just grazed the edge of your jaw as he moved to press his lips to your ear.

His fingers drew circles on your bare back as he spoke, soft, easy, like he touched you intimately all the time. His voice was raspy, thick with the alcohol he’d drank, barely a whisper. “She crawled in my lap, Y/N, right there in the back of the club, people all around us. She pulled my hand between her legs and begged me to touch her.”

You closed your eyes and swallowed, heat pulsing through you. “Sam -” you murmured.

But he didn’t stop, his hand sliding up your back and into your hair, his fingers twisting in the strands. “She was so wet and oh, Christ, was she tight. Then she wrapped her legs around me, put her hands in my hair, and she pulled it, just like this -”

Sam’s fingers tightened noticeably in your hair and he tugged, just hard enough to draw a groan from you. His hair was tickling your cheek, warm breath against your cheek, close enough to kiss. You turned your head, just a little, but it was enough for your lips to brush against his in an almost kiss.

Sam pulled harder on your hair, tipping your head back enough that you could look into his hazel green eyes, the black of his pupils blown wide. There was a flush of pink to his cheeks and his lips were wet with saliva. You wanted to kiss him.

You’d forgotten Leah was sitting right beside you, forgotten about her hand on your leg, forgotten about everything, your entire focus narrowed in on Sam. You jumped when she squeezed your leg and cleared her throat.

“That doesn’t count, Sam,” Leah frowned and shook her head. “I wanted detail.”

“It counts, Leah,” you whispered, unable to look away from Sam’s mesmerizing gaze. “Trust me, it counts.”

“Truth or dare, Y/N?” Sam murmured.

Y/N picks Dare to be written by @klaineaholic

Y/N picks Truth written by @revwinchester

CYOSTODA Crew tag:  @winchesterswoonathon @saenalife @inkiestdawn @curliesallovertheplace @kreborn17 @winchester-writes @kayteonline @aprofoundbondwithdean @moonlitskinwalker @rizlow1 @sunriserose1023 @eyes-of-a-disney-princess @sammit-janet @revwinchester @notnaturalanahi, @babypieandwhiskey @klaineaholic @winchesterprincessbride @ilostmyshoe-79 @mamalinda09 @butiaintgonnaloveem @kittenofdoomage @deandoesthingstome @skybinx-blog @gemini75eeyore @ive-been-told-that-im-fangirling @leatherwhiskeycoffeeplaid

[eyes-of-a-disney-princess]

CYOSTODA - Part Two: Dean Picks Dare

Characters: Dean, Leah, Sam, and Reader

Location: Motel room, Crappsville, USA

Word Count: 1205

Warnings: Swearing

Following on from Part 1 by @littlegreenplasticsoldier, where you get into a game of Truth or Dare with Dean, Sam, and their motel neighbour, Leah.  You’ve just asked Dean Truth or Dare.

CYOSTODA Mastermess here

Dean’s staring at you, those gorgeous green eyes flitting over your face, and you can see the wheels turning, can practically smell the smoke. He locks eyes with yours as he runs his tongue over his bottom lip and you fight your urge to follow it’s path so hard you can feel your eyeballs shake with the effort. Dean smirks at you, like he knows full well what he’s doing to you, which let’s face it, he probably does.

“Dare.” he finally says, low and sure.

Shit. Shit fuck dammit. It’s too early in the night to just come out and straight up dare him to fuck your brains out. Plus, you know, desperate much? Yeah, no. Better think of something else, something more subtle.

“Alright, Winchester. I dare you to remove three articles of clothing from the person of your choice.” You give him your best flirty smile, trying like hell to hide your hope, “You can even pick Sammy if you’re scared.”

Sam laughs next to you, “Don’t even think about it.”

You glance over to Leah again, curious to see her reaction. She’s smiling, eyes hopping back and forth from Dean to you. She catches you watching her and throws you another wink, this one full of support. She straightens her spine and stares at Dean, confidence oozing from every pore, one eyebrow elegantly arched. Wow, you wish you could be so sure of yourself. You lift your glass, needing more liquid courage because no matter who he picks, you’re sure as hell gonna need it. Before the glass can reach your lips, you stop in thought. No one ever picks the person who actually wants to be picked. So why is she being so…? You flick your eyes over to her, confusion all over your face. She doesn’t look at you, eyes staying steady on Dean, the only sign she gives that she’s aware of you watching her is a slight smile tugging at the corner of her mouth. Son of a bitch, she’s good. You just hope he falls for it.

“Y/N.” Dean says just as you toss back your drink. You choke on the liquor, coughing as it burns your throat. Oh God, he fell for it.

He’s still smirking at you, the bastard. He motions at you, thumb jerking up. “Stand up, sweetheart.”

Abort! Your brain’s yelling at you. No, no, see where this takes you. Your vagina reassures you. Alcohol, more alcohol. Your nerves whisper to you. You take your nerves advice, moving to your hands and knees to crawl over and grab the bottle, chugging whiskey straight from the bottle. You catch Sam in your peripheral, his eyes on your lips wrapped around the mouth of the bottle. Jesus, you may end up regretting this idea.

You set the bottle back down off to your side, the glass thunking against the threadbare carpet. You pull your bottom lip into your mouth, worrying the remaining whiskey off the skin. Ok, you can do this. You push yourself up, wobbling a bit when the blood rushes from your head. Dean rises to his knees, as fucking smooth as ever, and shuffles over so he’s in front of you. This is a view you could get used to; Dean on his knees, staring up at you with wide eyes, fanned out eyelashes so long and thick you almost want to punch him, plush pink lips slightly parted.

You get a little lost in your thoughts, alright fantasies, until Dean’s hands on your hips yank you back to the here and now. He glides his hands down your thighs, thumbs reaching towards the inseam of your jeans and you have to put your hands on his shoulders to steady yourself. You were wrong, you can’t do this. Dean gives you a small reprieve as he runs his hands down to just under the knee, sitting back on his heels and tapping one hand on the back of your calf so you raise your foot. He guides you to place it on his thigh then runs his hands up under your pant leg. You find yourself thanking God that you had to wear your Fed suit yesterday and therefore had to shave your legs in order to maintain a truly professional look, this would be so much more embarrassing if you hadn’t gotten rid of the forest you’d been growing.

When his warm, calloused fingers make contact, you practically jump out of your skin. He chuckles lowly as he curls his fingers under the cuff of your sock and slowly eases it down and over your heel, lifting your foot off his thigh as he slides it the rest of the way off your foot. You don’t take your eyes off Dean as he twirls your sock in the air before throwing it somewhere behind you but you vaguely hear Sam and Leah laughing.

“Saucy.” Sam teases.

Dean just smiles as he straightens back up, hands falling on your hips again. He lets his fingertips play against the skin above the waistband of your pants as he moves to your belt buckle. Oh God. He watches your face as he works the buckle open, his eyes darkening as your breath picks up. He grabs the buckle and pulls, the leather making an incredibly arousing sound as he pulls it through the loops. He drops the belt to the floor with a thud and quickly stands up.

Your breath picks up even more when he gives the hem of your shirt a gentle tug and raises a brow at you. Oh God. Oh God, oh God, oh God. Dean’s looking at you so reassuringly, so...is that tenderness you see in his eyes? Or is that just the whiskey? Either way, you nod your head.

Dean grabs the hem of your t-shirt and the tails of your plaid shirt in both hands but doesn’t get any further than your belly button before Sam interjects. “That’s two pieces…”

“Shut it.” Dean points at him, stopping him before he even finishes his sentence.

Dean gets both hands on your shirts and starts pulling them up, the backs of his knuckles dragging against your sides. You shiver as goosebumps break out across your skin. He gets the shirt to your armpits and you lift your arms up over your head. You hear three different gasps fill the room as Dean pulls the shirt up over face and uncovers your breasts. Turns out leaving your sexiest, but least comfortable bra, as your last option until laundry day worked out for you this time. High five for procrastination! You shake your hair back when your head’s finally freed, looking up at Dean to see his eyes are locked on your breasts, following the lacy line over the swell of each one, tongue playing behind his teeth. His eyes meet yours as he drops your shirts to the floor, one hand coming up to brush his thumb over your cheekbone, he drops his gaze to your lips and leans in…

“Dean.” Sam says sternly. “There’s rules, dude.”

Dean rolls his eyes and backs away, grumbling. “You and your fucking rules. Ok, Leah, guess you’re up. Truth or dare?”

Leah picks truth, written by @revwinchester

Leah picks dare, to be written by @revwinchester (yeah, she’s doing both, deal with it)

CYOSTODA Crew tag: @winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @deansdirtylittlesecretsblog, @sunriserose1023, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @winchesterprincessbride, @ilostmyshoe-79, @mamalinda09, @butiaintgonnaloveem, @kittenofdoomage, @deandoesthingstome, @skybinx-blog, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid

Punzel’s Crew tag: @sis-tafics @salvachester @mrswhozeewhatsis @sleep-silent-angel @demberly @heckyeahjensenackles @luckygrahams @feelmyroarrrr @silver-and-green @demondeansdomme @savingapplepie-eatingthings @wheresthekillswitch @highonpastries @awhiskeywithawinchester @oriona75 @manawhaat  @winchesterenthusiast @writingbeautifulmen @but-deans-back-tho @the-mrs-deanwinchester @supernatural-jackles @mamapeterson @misswhizzy @katnharper @nichelle-my-belle @sammit-janet @callmesatansprincess @ccpita @emilywritesaboutdean @xalgaliareptx @msmeghansolo @love-me-some-pie21 @carrollmomx3

[winchesterprincessbride]

CYOSTODA-Dean Picks Truth

Our fearless leader, @littlegreenplasticsoldier started us off with Part 1 here

@gemini75eeyore followed with part 2 here

@deandoesthingstome came next with part 3 here

@klaineaholic part 4 is here

Characters: Sam, Dean, Leah, Y/N

Setting: Another no-tell motel, Crappsville, USA

Dean doesn’t respond at first so you say his name, louder this time. “Dean!”

“Huh?” He mumbles, looking dazed.

You look over at him, and you realize Dean Winchester is looking at you like he’s seeing you for the very first time.

You know how he feels. You have crossed some invisible line with the boys tonight, and there is no going back.

“Truth or Dare, Dean.” You whisper, still feeling his hand on your ass, and you bite back the moan that threatens to spill out.

You look over at Sam and he smirks at you, his knowing eyes hot and teasing. “Yeah Dean. Truth or Dare?”

Dean stalls, indecisive. Truth has always served him well, but the dares have been pretty hot so far. Dare. He’d choose dare. But Y/N was sneaky.

The horrific vision of him running around the room naked clucking like a chicken suddenly popped into his head. “Truth, I choose truth.” He blurts out before he can change his mind.

“Truth, huh?” Y/N says, and Dean knows by her tone he’s in trouble.

You turn and wink at Leah. Then pausing a moment to think, you lean forward, lick your lips and say to Dean, “so what’s your favorite thing when it comes to oral sex?”

Leah snorts at Sam’s audible intake of breath and the look on Dean’s face. “Oh this is gonna be good.” She says gleefully.

He doesn’t say anything for a long moment as he looks at his drink. When he finally looks up, his eyes are fairly smoldering with lust.

“I like a woman who knows how to use her tongue. So many women think it’s the up and down that get us off, but it’s not.  But a woman with a talented tongue? There is nothing like it.  Give me a girl who can lick me like I am her favorite lollypop, and I will die a happy man.”  Dean finished.

You toss back the rest of your drink in one swallow.  “I’ve never had any complaints, Winchester.”  You spy something next to Dean and an idea pops into your head.  “Want a demonstration?”

Dean’s mouth drops as you stand up and walk towards him.  You can hear a pin drop in the room.  Sam’s breathing has gotten heavy.  You can see the bulge in Dean’s pants from here.  Every eye is on you.  You bend down in front of Dean, your eyes locked with his…

And grab the empty beer bottle on the floor next to him and walk back to your spot. “You didn’t really think I was going to blow you right here in front of everyone did you? I mean come on!”

Sitting cross-legged on the floor, you held the bottle in your hand.  You licked a broad stripe up the side of the bottle, then twirled your tongue around the head of the bottle while locking eyes with Sam.  He swallows hard and starts to sweat.  The more you worked the bottle the more he began to squirm.

Then you turned your attention to Dean.  Moving your hand up and down the shaft of the bottle, you hollow out your cheeks and took the whole neck of the bottle into your mouth before swirling your tongue around it and releasing it with an audible pop!

Dean groans and balls his hands into fists.  “Fuck!” He mutters.

You nonchalantly place the bottle back on the floor and wink at Leah.  “Like I said, Dean.  No complaints.”

The room was silent except for Sam and Dean’s ragged breathing.  You needed a minute to catch your breath.  “I’m gonna go get a soda.  Leah, you wanna come?”

“Sure.” Leah said, jumping up.

“Be right back guys.” You said as you and Leah walked down to the soda machine at the end of the hall.

“OK Y/N, what’s the deal? Which one is yours?” Leah asked.

“Neither.”

“Well I want Sam.  Can you keep Dean busy? I’ll have Sam back in one piece more or less in the morning.” Suddenly Leah didn’t look so innocent.

“I can try.” You told her.

The two of you walked back to the room and you sat on the bed.  Sam and Dean must have had a conversation of their own.  Within 5 minutes Sam and Leah had gone to her room to “hang out” and Dean and you were alone in his room.

The minute Sam and Leah were out the door, Dean was across the room and on the bed next to you.  “You have been driving me goddamn crazy all night, Y/N.” He growled.

“I dare you to do something about it, Dean.”  You whispered, and then he was on top of you and he was kissing you like a man possessed.

“I want you, Y/N…. I have for a long time and that’s the truth.” He murmured against your ear.

 @winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @deansdirtylittlesecretsblog, @sunriserose1023, @eyes-of-a-disney-princess, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @ilostmyshoe-79, @mamalinda09, @butiaintgonnaloveem, @kittenofdoomage, @deandoesthingstome, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid @skybinx-blog @percywinchester27 @a-sea-of-fandoms @dorky-and-i-know-it@fangirl1802 @pinknerdpanda  @atc74@buckysmetallicstump  @jotink78@midnightjazzmine @we-are-band-sexuals @winchestergirl-loves @gecko9596 @ronnie248-blogg@essie1876 @bohowitch @littlegreenplasticsoldier @winchesterprincessbride

[kayteonline]

CYOSTODA - Part 5: Y/N Picks Truth

Characters: Dean, Leah, Sam and Reader Location: Motel room, Crappsville, USA. Word Count: 2200ish (wordy4lyfe! It goes quick)

Summary:  Sam hits you with an easy truth, but Leah wants to know more, and Y/N ends up daring Dean 

Warnings: None really, sexual innuendos, and being in Dean’s lap ;)

See @littlegreenplasticsoldier‘s Master Mess

The road so far..

@littlegreenplasticsoldier​ Part 1

@gemini75eeyore​ Part 2

@deandoesthingstome​ Part 3

@rizlowwritessortof​  Part 4

You’re blushing, and you’re all getting giggly, and this suddenly seems like the best idea anyone’s ever had. “So, whose turn is it? Is it my turn?”

Sam gets that evil, seductive smirk on his face again as he nods. “Oh, yeah, Y/N. It’s your turn. So, what’s it gonna be? Truth or dare?”

With the whiskey making a nice, warm run through your body, combined with the revelation you’ve been a possible source of a few Winchester wet dreams, you hold tightly to the extra courage it’s given you and mirror his evil, seductive smirk back at him as you mull it over. “Well, as tempted as I am to want your dare, after those barefaced admissions, I’m gonna bet you…” pausing briefly, you glance at Dean making sure you’ve got his full attention before looking back to Sam, “…are curious to know, do I give the two finger salute to you? Or do I think of Dean over there when I need to check my oil?” Looking over to Dean again, his eyebrows lift in interest, lips pulling into a smirk when you throw him a playful little wink for your play on words. “Or maybe, I’m finger dippin’ to the two of you at the same time? So hit me with it, truth. What do ya wanna to know?” You internally high five yourself for the choice of words and slide the smirk back into place.

Without missing a beat, or even so much as a blink he asks, “Y/N, have you ever gotten off on thoughts of me, or Dean?” He’s not letting up on that god awful sexy little smirk of his, and his eyes are practically piercing your soul now; or is it your nether region? He really is loosening up now with that bold question.

Your liquid courage has a perfect answer for him too. “A girl has needs. Of course I get my rocks off as often as I please, but a lady has to have a few secrets, Sam.” Holding his stare you smile sweetly and slowly raise your glass to your lips. Dean grunts out a laugh, his tongue swiping out to wet his lips as he leans back against the cupboards, bringing one knee up to rest an arm on it as the other leg lays relaxed against the grimy carpet.

Sam’s mouth turns down in approval, nodding as he takes that in. The gears are still moving inside of that head of his though, and he’s about to say something more when Leah chimes in, “Well Y/N, I have a truth for you, sticking to this topic of self satisfaction and half naked bodies.” Her smile is wide as she shifts her legs around to cross them. “I want to know, what do you find to be the sexiest aspect of each brother?”

“This outta be good,” Dean smiles.

Your cheeks grow warm at having been put on the spot again. Sure, the brothers had to of assumed you’ve excavated your cave on more than one occasion with your recent lack of action, but damn, now you have to get specific about which parts you literally thought about? You were breathing a little sigh of relief with Sam’s easy truth, but it seems she’s asking what Sam may have been looking for originally.

“Are we talking physical aspects? Or characteristics?” you clarify, hoping you didn’t have to divulge the physical parts you’ve noticed the most day in and day out.

Sam gives her a conspiratorial wink and looks at you with an expectant smile, as Dean’s got his eyebrow pulled up to attention, his face giving zero clue to his thoughts, and Leah’s slyly smirking as she answers, “I know they’ve both been complete gentlemen so far tonight, and since you see them regularly, how about both.”

You let out a slow breath through your nose and decide to go for it. Brave Y/N, be brave. Someone’s gotta bend this tension filled room a little further, right?

“Well…” you begin, looking between each brother, lingering on Dean across the way, taking in the perfect spread of his long legs, eyes gleaming as he sits there patiently.

You set your glass on the carpet and rise to your knees, catching Sam’s eyes. “Sam here, he’s very much a gentleman, and one who’s always willing to put your needs ahead of his own.” You slowly make your way closer to him as you speak, looking over your shoulder at Leah until you’re behind him, and set your hands on his shoulders. “The sexiest thing about Sam, if you ask me… is his mind. He’s smart. Too smart sometimes for his own good. I mean the things he can do with a computer…” You raise one hand, fanning yourself dramatically, Sam’s head dropping forward as his shoulders shake with laughter. “You want logic and fact, he’s your go-to guy. He’s definitely the more logical one of the two.” You give her a playful wink feeling his hand rest over yours and give it a tiny squeeze, catching Dean eye-rolling so hard you can almost feel it.

Threading your fingers with his you pull his hand up. “Then you have these.” You unwind your fingers and he leaves his hand up in the same position as he follows your lead. “Just look at the size of that hand, huge right? Those long, dexterous fingers. I mean they just give a girl all kinds of wandering thoughts watching them at work… or even at rest; paging along a book, through papers, his hair, anything.”

You ruffle his hair some with a smile, before turning your attention to the other brother. “And then you have Dean over here.” He’s a little further away from Sam so you drop your hands to the floor, pulling your bottom lip between your teeth and slowly crawl towards him. And by slow, it’s slow. He’s just far enough away you can drag it out a little bit.

He shifts to sit up straighter at the attention, eyes locking with yours as you move. “Fearless, selfless Dean,” you sigh. Sam’s leaning back some, unable to keep his eyes from dragging over your form in this position; your back arched just so, and you can feel Leah doing the same, her own lip between her teeth as she hangs on each word. “Don’t be fooled by his macho man act, because while he’s 200% man in there, underneath it all lies a huge, bleeding heart of gold. The love he has for his family, blood or not; the amount that he cares about those he’s allowed in, he’d do anything and everything for them… and that, is the sexiest thing about Dean.” You’re between his spread legs when you stop, both of them now raised at the knee to make room for you. Rising up you sit back on your heels. He looks away shaking his head with a disbelieving half smile, but you know you’ve struck something inside; you can feel it pulsing off of him.

Shifting closer to him, you move until your knees rest against the bottom of his thighs. “Then you have that mouth of his.”

His eyes slide back to yours, head tilting along with his mood. He swipes his tongue out to wet his lips, pulling your attention to them, and that damn eyebrow is arching again indicating you’ve got his full attention.

You have to clear your throat to reign in your wayward thoughts the small action provoked so you could speak again. “Those plush lips, full of sass and bad jokes. And as funny as he thinks he is, you will never prepare yourself for his charm. Boy, can he lay it on thick too. He’s smoother than fresh butter when he’s in the zone.”

He scoffs rolling his eyes, and you bust into a fit of giggles. “Aw, you thought I was going to talk about how soft and supple they are, didn’t you?”

“Actually, yeah. I kinda did. Gotta say I’m a little disappointed there, Y/N.”

It’s your turn to roll your eyes. What is with these three calling you out right now? “Ok, fine,” you sigh with fake exasperation.

When you had started this truth, you had a plan of mentioning it, for dramatics, but decided to keep that bit of information to yourself, locked away for those nights you were alone in your own bed. The alcohol, however, had loosened you up a lot further than you originally thought now that you’d made it this far. That, combined with the light headed feeling you got from Dean’s blatant staring at your mouth at the moment, you decide to jump in feet first.

“To say I’ve never looked for extended periods of time, being with them as long as I have, would be a lie,” you start.

“Stared would be more accurate,” Leah interjects, nodding at you suggestively when you look at her over your shoulder.

“True, but I can’t be obvious here. I do se-”

“Sure you can,” Dean cuts in, practically giving you whiplash with how fast your head turns. “I wouldn’t mind.”

You quirk your eyebrow up, pursing your lips as you scan his over his face. “I know you don’t. Just one look at them, pouting naturally, subtly inviting the viewer closer. How could one not want to see just how soft they really are? To run their tongue along the soft, supple flesh, nibble and suck at that full bottom lip, feel them work across their skin.”

His eyes have gone a shade darker as you talked about him, the two of you now staring at the others mouth he responds, “The feelings mutual sweetheart.”

You both bring your eyes up to meet the others at the same time.

“Well Dean, then I dare you to find out if its true. Kiss me.”

He takes an audible deep breath in, slowly leaning the upper half of his body forward, and places his hands on your thighs.

“Whoa, guys, that’s not the rules of the game,” Sam speaks up.

Not breaking eye contact your hand flies up, arm outstretched behind as you to hold a finger up, one of Dean’s hands doing the same, signalling him to give you a minute. He’s moving just a little slower than you thought he would given the vibe he was putting off, and with the nerves bubbling in your stomach to confirm if he actually felt the same, you reach up and place your hands on his shoulders, pulling his mouth to yours.

You both simultaneously sigh when your lips lock, his hands coming up to take your face between his wide palms and press his lips harder against his. You push into it with him, feeling the confirmation he wanted this too as you tilt your head to the other side, sliding your lips along his for a different angle. He follows your lead, and with the warmth of arousal spreading across your body at the contact, you lick along his bottom lip, asking for entrance.

Sliding your tongue tentatively in, he happily meets you in the middle, and the smooth slide of the muscles against one another has you both moaning in appreciation, like you’re devouring the most delicious meal you’ve ever tasted.

It’s getting steamier the deeper the kiss gets. Your hands have run their way into his hair, as his have trailed down your back, settling into the curve of your lower back, pulling you closer as he moves straighter to press you against him. You climb over his raised thighs, accepting the invitation for connection and he lowers his legs in response once you’re over, wrapping his arms tighter around you.

The contact is heady. The kiss is heady. God he’s amazing at this. He was not lying either about how good that mouth of his is. Your breathless and wanting more as you settle down in his lap, melting into his warmth, a grin forming against his lips when you feel how much he’s enjoying this beneath his zipper as he presses his hips tentatively against yours.

You’re beginning to wish the other two weren’t present so you could rip his clothes off, and feel all of his smooth skin against yours. The ache between your legs is quickly going from a dull roar to a full fledged fire, and if this keeps going, your cares might completely fly out the window and they’ll really get a show. But you don’t want it to stop.

Sam clears his throat, and you barely register the sound, too lost in the feeling of Dean’s mouth against yours. He hasn’t noticed either, even when Sam clears his throat again, Leah giving him a shrug as she smirks, amused watching the two of you go at it like horny teenagers.

“You guys want us to leave? Or do you want to continue playing the game?”

It isn’t until Sam speaks that you finally pull away from each other, the two of you breathing like you’d just run a mile. Smiling you shrug at Dean who rolls his eyes at his brothers comment. Someone sounds a teeny bit jealous…

Dean leans closer, dropping his voice so only you could hear. “You have no idea how long I’ve wanted to do that.”

“Yeah, I do. Because I have also…”

You slowly slide off his lap to the ground, and place your hands on the floor behind you as you carefully move away, crawling backwards towards your original spot. “I believe it’s your turn, right Dean?” You put on your best sexy little smile, one you’ve used a time or two to get information you needed. “Truth… or dare?”

Dean picks truth (he tries ;) ) by @kreborn17 HERE

Dean picks dare (well, tries to ;) ) by @deansdirtylittlesecretsblog HERE

CYOSTODA Crew tag: @winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @deansdirtylittlesecretsblog, @sunriserose1023, @eyes-of-a-disney-princess, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @winchesterprincessbride, @ilostmyshoe-79, @mamalinda09, @butiaintgonnaloveem, @kittenofdoomage, @deandoesthingstome, @skybinx-blog, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid

[deandoesthingstome]

CYOSTODA - Part 6: Y/N Steals Leah’s Turn

Characters: Dean, Leah, Sam and Reader Location: Motel room, Crappsville, USA. Word Count: 2169

Summary: Leah’s made a choice that leaves you right where you want to be.

A/N: I’m EXCITED for this part! It’s an end, a wrap up, a “get what you’ve been wanting.” But it is also a collab with the Master of Messes herself. Here is Ali’s part 6 as a read-along. EEEEE!!!!

See @littlegreenplasticsoldier‘s MasterMess

Following on from  Part 5: Dean Picks Truth by @winchesterprincessbride, where you get into a game of Truth or Dare with Dean, Sam and their motel neighbour, Leah.  Dean’s Truth led to a little unprompted Dare. Italics from previous part.

“I dare you to do something about it, Dean.”  You whispered, and then he was on top of you and he was kissing you like a man possessed.

“I want you, Y/N…. I have for a long time and that’s the truth.” He murmured against your ear.

Tension rushed out of your shoulders as you realized you’d been waiting an unbearably long time to hear Dean say those words to you. You tried to not rush too much into something that liquor and dares had started.  The alcohol and the truth was definitely feeding the evening, but you wanted to keep it light, just for now…

“You know, Leah’s not here to take her turn,” you teased, smiling up at Dean from your spot on the bed. When Dean paused and rolled to his side, brows furrowed as his eyes asked a silent question, you continued with your train of thought. “Truth or Dare, Dean. You gonna ask me instead?”

Dean’s face softened as his lips curled into an easy grin. He bent forward leaning over you again, nuzzling against the warmth of your neck.

“Mmmm’okay...Y/N...Truth,” Dean pressed his lips against your skin, teeth grazing along the sensitive flesh. “Or Dare?” Punctuated by a tilt of his head so he could drag the tip of his tongue up your neck and over your chin, putting his mouth right over yours again as he swallowed the words you had yet to utter.

Dean’s nose nudged against your cheek as he pressed his lips to yours, tongue slipping quick between the space, drawing a sweet moan from deep in your chest. He slid his hands down your arms before lifting them back and over your head, grasping both wrists with one large, calloused hand as fingertips from the other traced back down before squeezing your ribs and brushing a thumb along the side of your breast.

“How did we not get one article of clothing off during this game?” Dean groaned, hand slipping ever lower and tracing along the hem of your shirt.

“We went about a round and a half, stud. You and I only got two turns each. So for my third,” you pulled one arm free from his grasp to reach a hand around Dean’s neck, tickling at the short hairs on his nape, “how ‘bout truth AND dare?”

Dean let out a quiet laugh, eyes sparkling as he considered your choice. “Both, huh? You’re lucky Sam’s not here to remind us of the rules. Alright,” Dean leaned in for one more deep kiss, his warm tongue slipping past yours before his mouth caught your upper lip as he pulled away. “Kid, I dare you to tell me the truth. All this teasing and flirting all night long, hell all year. How much of it’s real and how much of it’s the whiskey talking?”

Your heart leapt into your throat at the thought that Dean even remotely believed what was happening here, tonight, on this bed, wasn’t real.

“None of it, Dean. None of it’s the whiskey.”

Dean took a deep inhale as he closed his eyes and when he opened them you saw relief and hunger … before a loud thump sounded through the wall. It was one quick hit, but the picture above the bed was still swinging as you tilted your head back to see what had happened.

“Um, did you say Leah’s room was right next door?”

“Ooh, yeah.” Dean nipped at your exposed throat. “You think Sam’s man-handling her over there?”

“Oh no, no way. That has to be Leah pushing him down hard. Sam’s on bottom right now, no doubt about it.”

“You think she’s straddling him like this?” Dean gave a quick peck on your lips as you pulled your chin down to face him before tossing a leg over your hip and pulling himself up to his knees. “Unbuttoning her shirt?”

He wiggled his hips, grinding down onto you as he drew his hands up his sides in a goofy strip tease. He plucked at his buttons, teasing a few through the holes before you huffed and grabbed a chunk of fabric in each hands.

“Maybe Sam’s impatient.” You pulled your arms apart quick, the rest of the little plastic discs flying off in a handful of directions. “Though I doubt she’s sporting the patented Winchester double layer.”

“Maybe we’re all impatient.” Dean shrugged the ruined flannel to the floor before reaching behind his neck to pull off his t-shirt. Your hands caught on the smooth flesh of his chest as he bent over, dragging a hand up your side with the hem of your shirt clutched in his fist. You did a few flops as he tugged the tee over your head, but the smallish neckline hooked awkwardly on the back of your head as Dean leaned back, pulling the shirt forward instead of up and now here you were craning your head left and right to try to loosen the hold.

Which sent Dean flying backward onto the floor at the foot of the bed as you pulled yourself to hands and knees and peered over the edge at him.

“Holy shit! Are you okay?” you called out before Dean popped right up onto both feet, chucking a shoulder into your jaw and snapping your head back. “Ah, fuck, Dean!” you hollered, hand cupping your mouth and swiping at your lip to check for blood.

“Oh shit, shit, shit...Christ...Y/N, are you okay?” Dean stared down at you wide eyed and horrified, like the whole evening was about to be a bust.

When you saw no blood, you started giggling before letting out a full-blown belly laugh. “Okay, okay. C’mere.” Dean knelt on the floor in front of you and you bent your head down to tangle your lips against his, ignoring the dull, achy throb in favor of the soft, sweet pleasure of his tongue winding it’s way around yours. You were just sinking into the soul bearing kiss when you felt his fingers at the waist of your pants, fumbling for the button before dragging the zipper down.

“Mmmm...Dean,” you mumbled against his fever-kissed lips, “lemme help.” You placed your hands over Dean’s on either side of your hips, shimmying side to side as you both pushed your jeans and underwear to a puddle around your knees. You tried to work the pants back along your bent legs, shuffling your knees forward one at a time before finally managing to strike Dean square in the chest with a bony knee.

“Ooof!” Dean huffed as he pulled his lips from yours, leaning back away from the bed. “Okay, look… Hey, relax there slugger.”

“Don’t laugh at me!” you cried as you fell back onto the bed, struggling to get your legs out from under you and pull your jeans all the way off. “Arrghh!” You collapsed in a tangled heap of denim and frustration as Dean stood and rounded the corner of the bed, chuckling low.

“Come on. Lemme help you.” You turned your head to Dean with a sigh, puppy dog eyes apologizing for all the awkwardness. Beer and several shots were not helping the situation, no matter what your hunter’s liver was used to. It was too fast. Not fast enough. “Easy now, just relax.”

Dean leaned over and took hold of your bare thighs, gently tugging you ninety degrees so your legs hung over the side of the bed before ridding you of your cursed jeans and panties. When you were left bare but for your bra, you glued your eyes to Dean’s face and watched him drag his gaze from toes to nose with sincere appreciation. As he locked onto your eyes, you propped yourself up on your elbows and reached to unclip the front fastener of your bra.

“I’m gonna drop these right here before I touch you again, because as soon as I do I don’t wanna let go until we get where this night is headed.” Dean unbuckled his belt and worked off his pants, standing unashamed at attention before you. You bit your bottom lip and reached out a hand to draw him to you but he shook his head slow with a half-lidded grin and dropped to his knees again.

His hands were solid on your thighs as he spread you wide, lips kissing gentle up between your legs, tongue dragging slow along the crease of your thigh before he nudged his nose onto your clit, sending a spark through you. Firm pressure held your legs down, when all you wanted to do was close and hide, but Dean had you laid bare and he wasn’t letting go.

“Lemme just,” was all he said before his lips wrapped tender around your clit and you felt the flicking of his tongue. It was all you needed to let go completely, head dropped back to the bed as you let him take what he wanted and give you what you needed. He licked gentle through your folds, up and down and side to side, tongue circling and swirling and sending your already aching clit into overdrive with just a few talented swipes.

You grabbed hold of his head over both ears and held him in place, bucking up into him and pleading silently for release.

“FUCK! YOU’RE SO BIG! PLEASE!” 

Leah’s scream came through loud and clear through all your quiet and you shuddered a bit thinking about what Sam must be doing to her. Before the guilt of thinking of his brother while Dean was going down on you could take over, a somehow smooth growl traipsed up your belly.

“Don’t hold back,” Dean took a quick break to urge you along and you took his cue, letting out a soft moan as he returned his mouth to your throbbing pussy. With every stroke of his tongue, your cries of pleasure increased. Every time he wrapped his lips around your clit to add a little suction, you bucked harder into him. And you were almost there, you could feel the wet warmth spreading through you… and then…

Thud. Thud. Thud. Thud. Thud.

That picture was clattering against the wall in earnest now. You turned your head to watch it, wanting to laugh at the absurdity but realizing behind that wall Sam had likely found the angle with Leah that was going to send them both over the edge. When you turned back to peer down at Dean, you caught his eyes flick from the wall to you and even with his face half buried in your pussy you could tell he was thinking the same thing and it was spurring him on.

You imagined Leah’s legs wrapped around Sam’s hips, his lips sliding down her neck and wrapping around her rock hard nipple. And you would have continued to imagine Sam pistoning into Leah, sending her spinning into oblivion if it weren’t for the clattering of the picture falling off the wall.

“Oh, that is fucking it,” Dean left off taking you on your trip to bliss, fumbled around in the pockets of his discarded jeans, and stood, moving back to the foot of the bed. “C’mere you. Let’s give ‘em a little of the same, you think?” He winked at you, rolling the condom over the length of his thick cock.

“You don’t want a personal demonstration of my bottle skills?” you sassed back.

“Oh, I do. Goddamn I do. But right now, I just wanna,” Dean grabbed your waist, twisting you on the bed again before flipping you over, “bend you over and give them a show.”

You pushed back to your hands and knees as Dean lifted you by the waist, swiping a few fingers through your soaked folds to make sure you were still ready. He lined himself up and eased in, filling you slowly, letting you acclimate.

“More, Dean,” you tossed a hot glance over your shoulder.  “Show ‘em what you got. Stud.” With a final wink you turned to face the headboard and smiled wide as it began to bounce against the wall, alternating taps and thuds as Sam continued, undeterred by noises coming from your room.

It didn’t take long for you to lose sight of the original intent of this position and find yourself caught up in the feeling of Dean’s cock pressing urgently into your g-spot, dragging back and forth and sending another wave of warm wet surging through you. The feel of his fingers digging into the curve of your hips and his waist snapping against your ass pulled a loud final moan from your lips and as you dropped your head to the mattress you realized Dean was coming, too.

You found that you couldn’t begin to care less that the wall thuds had ended, no matter what the pile of chest heaving, lithe and sweaty limbs had to look like over there. Gorgeous to be sure.

But Dean was pulling out and pressing you down, sliding up along side you, kissing your face.

“Best game of Truth or Dare ever. Let’s never play again.” He winked and slotted his lips against yours, gently plying you open and kissing you tender. “Couldn’t bear it if someone else besides me won.”

CYOSTODA Crew tag: @winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @deansdirtylittlesecretsblog, @sunriserose1023, @eyes-of-a-disney-princess, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @winchesterprincessbride, @ilostmyshoe-79, @mamalinda09, @butiaintgonnaloveem, @kittenofdoomage, @deandoesthingstome, @skybinx-blog, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid

A few more of my own for good measure: @mrsjohnsmith LOL that’s it! Just about everyone else I would tag is already playing this game.

[deansdirtylittlesecretsblog]

CYOSTODA Part 6: Dean Tries to Pick Dare, But Sam Has Other Ideas

Title: CYOSTODA Part 6: Dean Trys to Pick Dare, But Sam Has Other Ideas

Characters: Dean, Leah, Sam and Reader

Location: Motel room, Crappsville, USA.

Word Count: 14449

Summary:  Things have taken an interesting turn. Dean’s ready for his dare, but Sam has something else in mind. 

Warnings: drinking, sexual innuendo, lots of almost smut

Author’s Note:  I am wrapping up this strain of the game! :-)

See @littlegreenplasticsoldier‘s Master Mess

The road so far..

@littlegreenplasticsoldier​ Part 1

@gemini75eeyore​ Part 2

@deandoesthingstome​ Part 3

@rizlowwritessortof​  Part 4

@kayteonline Part 5

You slowly slide off his lap to the ground, and place your hands on the floor behind you as you carefully move away, crawling backwards towards your original spot. “I believe it’s your turn, right Dean?” You put on your best sexy little smile, one you’ve used a time or two to get information you needed. “Truth… or dare?”

Dean pulled in a deep breath and you couldn’t help but watch the rise and fall of his muscled chest, his broad shoulders, or the way his shirt stretched a little (okay - a lot) on the inhale. You swallowed and you were completely convinced that there wasn’t a person in the room who didn’t hear it. You grabbed the bottle of whiskey and poured yourself another shot, completely aware of Dean’s eyes boring holes into your head.

He tipped his head to one side and that smirk he got when he knew he things were going his way was on his face. You’d seen it a million times before, imagined it a million times more than that, and damned if it didn’t send a rush of heat roaring through your nether regions.

“Dare,” he said, the eyebrow now joining the smirk.

“Whoa, hold up,” Sam interjected. “You just did dare. It’s Leah’s turn.”

Dean turned to look at his brother, a protest on his lips, but Sam cut him off.

“Y/N dared you to kiss her and you did,” he shrugged. “That makes it Leah’s turn.”

You didn’t miss the dirty look Dean gave his brother, or the way Sam tipped his head to one side, and looked at him with that “Dude, chill” face he had. Something was going on, something you weren’t privy to, something only the Winchesters understood. You hated when they did that.

“Fine,” Dean growled. He shifted slightly, his eyes dragging over you as he turned to look at Leah. “Alright, truth or dare?”

Leah leaned forward, her elbows resting on her knees, her glass dangling from two fingers. She exhaled and you suddenly felt something shift in the room, a tilt to the dynamics between the four of you. Leah licked her lips and stared intently at Sam.

“Dare,” she whispered.

Dean’s eyes darted back and forth between his brother and the attractive stranger he’d invited to join the party, a woman who had somehow managed to infiltrate the group and make herself right at home. You leaned forward, wondering what dare Dean would toss her way, silently hoping it wouldn’t involve him.

“You remember where I said my favorite place to be kissed was?” he asked, one eyebrow raised as he waited for her answer.

A blush colored Leah’s cheeks as she nodded, obviously remembering her earlier confusion. “Yeah?” she murmured.

“And you remember offering to -”

“I remember,” she nodded. “What are you getting at Dean?” She took a sip from her glass, her tongue dragging across her lower lip, catching a drop of whiskey in the corner of her mouth. Dean stared at it, the tip of his own tongue darting out to tap at the curve of his top lip.

“I dare you to kiss Sam in his favorite place to be kissed,” he said, the smirk turning into a full blown, turned-the-tables grin.

Leah didn’t even hesitate, her head nodding before the words were out of Dean’s mouth. “Okay,” she nodded.

Dean laughed, low in the back of his throat. “Sammy, show Leah your favorite place to be kissed.”

Sam shrugged, trying to act nonchalant, like requests like this one were par for the course, happened all the time, but you saw the way he tipped his chin towards his brother, and the satisfied smile on his face. He pushed himself up to sit on the end of the double bed he’d been leaning against, smiling as he grabbed the edge of his shirt and lifted it slightly. He pointed to the strip of skin just above the waistband of his low slung jeans.

“Right here,” he smiled.

Leah rose to her feet, her eyes on Sam. She stripped off the long sleeved henley she was wearing, dropping it to the floor as she stalked across the room, slow, steady, determined. You couldn’t take your eyes off of her, off of the way she moved with sinewy ease, one strap of her tank top slipping off of her shoulder, the way her jeans hugged her curves, or the way the tips of her fingers tapped against her thighs as she walked. She stopped in front of Sam, one hand coming out to brush the loose strands of hair off of his forehead before she dropped to her knees in front of him, one hand on his thigh, the other twisting in the bottom of his shirt, pushing it up. She leaned forward, her eyes on Sam’s face as she brushed her lips over his tanned skin.

Sam sighed heavily, his eyes fluttering closed. Leah smiled, her hand sliding beneath his shirt and up his chest, pushing him onto his back. He went easily, no protest, his fingers twisting in her hair as she followed him, her lips still on his stomach. You could see her tongue dart out from between her wet, pink lips, dancing along the edge of his waistband.

Dean tossed a glance your way out of the corner of his eye, shifting uneasily, dragging his large hands down his thighs, tugging at his jeans. It was only for a second, long enough to relay every thought in his head with that quick glance.

A quiet moan came from the double bed where Leah had Sam sprawled out beneath her, her head moving from side to side as she kissed him. The next sound you heard had you blushing and turning away, unsure what to do or say or look.

A zipper being lowered.

Your eyes caught Dean’s, both of you desperately trying to look anywhere but at the couple on the bed, where Leah’s hand was now sliding beneath the edge of Sam’s jeans, her mouth traveling greedily back and forth across his stomach. Sam had one had on the back of her head and the other twisted tight in the thin bedspread beneath him, his eyes squeezed shut, his tongue just peeking out of the corner of his partially open mouth.

Dean leapt to his feet and held his hand out to you. You took it and let him haul you up, trying to hold back your giggles. Dean threw open the bathroom door and pushed you inside, crowding you against the counter of the small bathroom as he pushed the door closed behind him. You collapsed against him, your hands clasped around his neck, your face pressed into the soft cotton of his worn plaid shirt, muffling your laughter.

“That was more of my brother than I needed to see,” Dean half-whispered, chuckling.

You looked up at him, so close you could smell his aftershave, the whiskey on his breath, see the freckles scattered across his cheeks. He was warm, heat radiating off of him, completely encompassing you. Overwhelmed by everything that was Dean, you tried to take a step back, but the counter was behind you, the shower to your left; there was nowhere to go.

“You know, Leah stole my turn,” he whispered.

“I think Sam stole it and gave it to her,” you giggled. “Hey, how long do you think we’ll be stuck in here?”

“Hmm, long enough I hope,” Dean grinned.

“Long enough for what?” you murmured.

Dean’s arms slid around your waist, pulling you tight against him. You could feel every inch of him, every hard, tight, aroused inch of him. He kissed you, kissed you so hard that when he finally pulled away, you were gasping for air.

“Dean -”

“Don’t talk, Y/N,” he shook his head. “You’ll just try to talk yourself out of - out of whatever this is.” He cupped your ass and lifted you onto the counter, stepping between your open legs. “So shut up, Y/N, and go with it.” He pushed his hands beneath your shirt and up your sides, his touch igniting a flame of desire deep inside you.

You nodded, pulling him closer, your hands on his ass. You kissed him, let him take control while your hands ran over his body, touching everything you’d always imagined touching, pushing his shirt off and to the floor.

“What do you say we try out a couple of those fantasies of yours to the test? See if they live up to your expectations?” he whispered. “Let’s see how many times I can make you scream my name.”

“I dare you to try,” you smiled.

CYOSTODA Crew tag: @winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @sunriserose1023, @eyes-of-a-disney-princess, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @winchesterprincessbride, @ilostmyshoe-79, @mamalinda09, @butiaintgonnaloveem, @kittenofdoomage, @deandoesthingstome, @skybinx-blog, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid

[deansdirtylittlesecretsblog]

CYOSTODA Part 3: Leah Picks Dare

Characters: Dean, Leah, Sam and Reader

Location: Motel room, Crappsville, USA.

Word Count: 630

Summary: The three of you celebrate the 1 year anniversary of you joining the Winchesters, and not dying, with fun and games.

Warnings: drinking, flirting, smooching (aka kissing)

Link to the Choose Your Own Supernatural Truth or Dare Adventure MasterMess moderated by the amazing @littlegreenplasticsoldier

I am following Dean Picks Truth by @gemini75eeyore

“Ok Leah, your turn. Truth or Dare?”

Leah shifted a little on the floor, trying to get comfortable. Her butt was falling asleep. She bit the inside of her cheek, contemplating Dean’s inquiry.

“Dare,” she blurted.

Both Dean and Sam’s eyebrows shot up, surprised at her answer. She shrugged, her smile widening, and winked at Y/N. Again. She appreciated the blush she got in return.

Dean glanced around the room. It was obvious the wheels in his head were spinning. After a second, he picked up one of the empty beer bottles sitting beside him and tossed it into the center of the rough circle they were sitting in.

“Spin the bottle. Whoever it lands on, you have to kiss. Boy or girl.” He sat back, a smirk on his face.

“Okay,” Leah shrugged. She could totally do this. She rose up on her knees and reached for the bottle.

“Wait!” Dean held out his hand, stopping her. “And I mean kiss, Leah, really kiss. Not some quick peck on the cheek. Lips, tongue, sucking face, the whole nine yards. Still want Dare?”

She sat back on her haunches, staring at the three people she’d only just met. Three relatively attractive people, three people that she wouldn’t have any problem kissing, under normal circumstances. And while this was definitely not normal, she wasn’t about to shy away from a challenge.

“Yep,” she grinned. She grabbed the bottle and spun it. The shitty, worn carpet didn’t deter the bottle in any way, it spun perfectly six or seven times before it began to slow, finally coming to a halt.

Pointing right at Sam.

Leah watched Sam as she crawled across the circle toward him. He had an easy grin on his face, one side of his mouth tipped up just a little, his hazel eyes sparkling, two fingers loosely wrapped around the bottle in his hand. A low chuckle came from him when she stopped in front of him, resting her hands on her thighs as she sat looking at him for a few seconds.

“What’re you waiting for?” he asked, the challenge clear in his voice. “An engraved invitation?”

Leah giggled and before she could change her mind, she pushed his arms off of his knees where they’d been resting and crawled between his spreadeagled legs. She took his face in both of her hands, tipped his head back and leaned over him.

Sam’s lips were warm and soft. Her tongue danced across the lower one, urging him to open his mouth. He smiled, shaking his head just a little, the ends of his soft brown hair tickling her fingers. She pushed herself a little closer, until her knees were pressed against his inner thighs. One of Sam’s hands fell to her waist, squeezing and releasing, squeezing and releasing, his mouth finally opening, her tongue sliding inside. His nose was smashed against the side of her face, the hand not on her waist curling in her hair, pulling her closer until she felt like he might devour her.

God, the man could kiss. Leah could have sat there all night, kissing this man who was a perfect stranger, hoping it might lead to more.

The sound of Dean clearing his throat to her right brought her back to reality. She broke off the kiss, reluctantly, Sam’s lips chasing hers as she pulled away.

“Okay, so we’ve established that Leah isn’t afraid to take a Dare,” Dean chuckled. “Who’s next?”

Leah kept her eyes on Sam, watching the way his chest rose and fell with every breath, the slight pink to his cheeks, the way his eyes flashed when he smiled at her, the way he licked his lips as she stared at him.

“Sam,” she murmured. “Truth or Dare?”

Sam Picks Truth by @klaineaholic

Sam Picks Dare and then so does Y/N by @notnaturalanahi 

CYOSTODA Tags:  @winchesterswoonathon @saenalife @inkiestdawn @curliesallovertheplace@kreborn17 @winchester-writes @kayteonline @aprofoundbondwithdean @moonlitskinwalker @rizlow1 @sunriserose1023 @sammit-janet @revwinchester @notnaturalanahi @babypieandwhiskey @klaineholic @winchesterprincessbride @ilostmyshoe-79 @mamalinda09 @butiaintgonnaloveem @kittenofdoomage @deandoesthingstome @skybinx-blog @gemini75eeyore @ive-been-told-that-im-fangirling,

[deandoesthingstome]

CYOSTODA - Part 3: Leah Picks Truth

Characters: Dean, Leah, Sam and Reader Location: Motel room, Crappsville, USA. Word Count: 820

Summary: We started out slow, but then Leah turns on the charm. 

See @littlegreenplasticsoldier‘s MasterMess

Following on from Part 2 - Dean’s First Truth by @gemini75eeyore, where you get into a game of Truth or Dare with Dean, Sam and their motel neighbour, Leah.  Dean just asked Leah Truth or Dare..

“Always with the winking around here, huh?” Leah laughs at Dean before offering up a very succinct, “Truth.”

Dean gives a little head tilt to the right, sizing up the dare-you stare Leah is silently throwing his way. You can see the wheels spinning and wonder how personal he plans to get with this new found friend.

Sam tilts a little to the left, chucks his shoulder into yours as he raises a glass to the pair across the floor and whispers, “Watch this,” in your direction.

“Alright then, lovely Leah, if you were the opposite sex for a day, what would you do?” Dean grins, and turns to give you a quick wide eyed look, almost like he can’t believe he went down that road so soon, but Sam’s shaking his head and chortling into his glass like he shoulda bet cash money on the thing.

“What, you mean if I didn’t have these?” Leah asks, glass set firmly on the floor as she reaches up to cup her own chest. “If instead I had this?” Her voice drops into a sultry pitch as one hand slides down her stomach, palming over the crease between her legs and a non-existent cock.

You don’t miss the gaping mouths on either Sam or Dean. Leah had started off shy when Dean’s answer had confused her just a moment ago. But here she was, all brazen and forward.

“I mean, I guess it could be useful to find someone who knows how it works to help me figure out all the kinks.” Leah tosses Sam a duck-lipped smirk and you’re stifling a giggle as you watch his confusion take over. You always did find it heartwarming when Sam isn’t quite sure what to make of anyone’s advances, let alone a gorgeous woman who might just be insinuating that she’d head Sam’s way for advice on how to handle her dick for a day.

Just as Sam clears his throat, eyebrows raised and forehead wrinkling in that adorably concerned way of his, Leah shifts her legs around and crawls across the floor diagonally to you, grabbing the opened whiskey by the base and pushing it along in front of her. You catch Dean’s ninja dimples as he bites at his lower lip and flicks his eyes down to watch the fabric of Leah’s jeans stretch across her ass, then just as quickly he flicks ‘em in your direction and you can see the joy as he realizes what he just truthed himself into.

“But really, I mean, I’ve been around a few in my time. I think I have a pretty good idea of the basics. It’d be nice to maybe head out to a bar, buy a few rounds…” Leah’s found her way just in front of you. “Meet a nice girl and offer her a drink, too. Seltzer if she wanted, but all I have is whiskey right now. You want another?”

You hold out your mostly empty glass give a tiny nod at Leah’s hopeful question and watch as she leans back, thighs on her heels while she slow pours another couple fingers, her eyes locked on yours the whole time. She’s counting, you can tell, and when she reaches a drawn out four she tips the bottle up. Not one drop spilled. Surely your heart’s not beating this fast because you were worried about wasted whiskey?

“I’d probably chat her up for a bit, find out a little about her. And usually I’d prefer to take my time, right?” Leah’s still on her heels in front of you, raised up just enough that you’re tilting your head back to maintain eye contact and you see her hand reach out, feel her fingers hook gently on your jaw. “But I’m on a deadline. Don’t have forever, so I might make a bold move and see if she’s willing to take a chance on me tonight, cause I’d definitely like to try out the bells and whistles of my new piece. Whaddya say?”

And then she winks at you again, and goddammit if you aren’t gulping just like Sam was a minute ago. Before you really get a chance to lean into the cradle of her palm, she’s shot up to a quick stand, swiveling around to take the few steps back to her spot, an easy laugh escaping her lips before she settles back down and turns to Dean’s shocked gaze.

“Or something like that. Too bad the bar burnt down.”

“Well, okay. Game on. Nicely played, Leah. You got an extra whiskey for little ole’ me over here? Need to whet my whistle after that one.” Dean holds out his glass as Leah tips the bottle still in her hand.

“Alright then, how’s this go? Seems we were moving clockwise, right?” Leah twists a bit and settles her gaze back on Sam. “So, tell me Sam. Truth or Dare?”

Sam picks truth (and you pick dare), written by @klaineaholic

Sam picks dare, written by @rizlow1 

CYOSTODA Crew tag: @winchesterswoonathon, @saenalife, @inkiestdawn, @curliesallovertheplace, @kreborn17, @winchester-writes, @kayteonline, @aprofoundbondwithdean, @moonlitskinwalker, @rizlow1, @deansdirtylittlesecretsblog, @sunriserose1023, @eyes-of-a-disney-princess, @sammit-janet, @revwinchester, @notnaturalanahi, @babypieandwhiskey, @klaineaholic , @winchesterprincessbride, @ilostmyshoe-79, @mamalinda09, @butiaintgonnaloveem, @kittenofdoomage, @deandoesthingstome, @skybinx-blog, @gemini75eeyore, @ive-been-told-that-im-fangirling, @leatherwhiskeycoffeeplaid

A few more of my own for good measure: @mrsjohnsmith LOL that’s it! Just about everyone else I would tag is already playing this game.