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princessmisery666 · 2 years

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Pleasure In Illusions

Summary: You try and work things out with Dean, but sometimes loving someone just isn’t enough.

Warnings: angst, smut, language, objectification of Sam Winchester’s junk, more angst, break-up, cheating mentioned, not a happy ending.

W/C: 1.8k

Characters: Dean Winchester, Sam Winchester, fem!reader (you - no descriptions of body type or ethnicity.)

Pairing: Dean Winchester x reader, Sam Winchester x reader.

Bingo: @anyfandomfluffbingo // @anyfandomangstbingo

Squares Filled: Fluff - coitus interruptus // Angst - Am I Psycho by Tech N9ne (lyrics used)

Notes: sequel to Stay but don’t need to have read it.

Betas: @cockslut-padalecki // all the mistakes belong to me!

Graphics: pics found on google. Title card by me. @firefly-graphics made the dividers.

Master Lists: Main // AF Fluff Bingo // AF Angst Bingo

Sam Winchester is BIG, in every sense of the word. You had always suspected, and you’d seen him in sweatpants, there was no way to not notice the outline of his impressive size, even when he was soft. But you’d never dared imagine the burn of him stretching you wide open would feel as incredibly criminal as it does. It should be a felony that Sam holds such power to make you feel weightless yet loaded with electrifying tension. You understand now how people become obsessed, this is how it starts. A small taste of all their talents and you’re hooked like a crack fiend; already thinking about your next fix when your current one is still coursing through your veins.

Sam’s not as cocky or forward as his brother but he certainly should be, he’s got the skills to back it up. His fingers work your clit in small circular motions, his palm putting pressure on your public bone and it’s exactly what you need, it’s the exact way you get yourself off and you wonder how he knows that. His thrusts are slow and meticulous, but when he’s close to bottoming out he snaps his hips and it takes your breath away every time.

“Sam,” you moan, “please don’t stop.”

“You like that?” He hits your cervix with a deep snap, and stills, looking down between your bodies. “Fuck, look at that,” he says and you follow his eyes to the small bulge in your stomach, he swirls his hips and the bump moves too. He meets your eyes, and the shy, almost bashful smile that smears his lips is adorably cute but mixed with his next words it’s obscenely hot, “you take all of me so good, sweetheart.”

Your cunt pulses, urging him to continue. The new discovery turns him into an insatiable fiend and he takes his time exploring all the ways he can manipulate the bulge of his cock in your stomach.

You’re right there, right on the cusp of your orgasm. It’s like a boulder rolling down a hill, moving fast and heavy, it’s building momentum and just when it’s ready to crash into you the bedroom door opens and Dean fills the space.

Sam doesn’t stop, too caught up in the moment to notice his brother's arrival. You watch Dean over Sam’s shoulder, a devilish smirk on your lips, and the pleasure of seeing the hurt in Dean’s eyes tips you over the edge.

You sneer, “hi, Dean,” biting down on Sam’s shoulder, and the release you crave is so close…

Dean’s face twists in fury and he yells your name, “Y/N.”

Your body spasms and you jolt awake, eyes adjusting to the early morning light seeping through the almost nonexistent motel curtains. Dean’s arm is draped across your stomach and his nose nuzzles against the back of your neck.

“Um, someone was having a nice dream,” he says and you feel his erection press into your ass. He kisses your neck, behind your ear and his hand slides up your stomach to grope your breast. He massages it a couple of times and you can feel his longing in the open-mouthed kisses against your skin. He tugs you over to lie flat on your back.

He kisses your lips once, pulls back to look in your eyes and asks in a hushed voice, “Is this okay?”

Hesitantly you nod, it should be okay, but it feels wrong. But maybe if you pretend, eventually it will be. He kisses you again, his dominant tongue leading yours, his groping hand moves lower and he reaches the waistband of your panties.

Dean’s hand cups your sex over the top of the fabric and by instinct your hips thrust up, seeking more. You feel the wetness of your arousal but you’re not sure if it’s Dean or the aftermath of your dream. He smiles against your mouth, “all this for me, sweetheart?” His hand grips harder before he slips his finger down the seam and spreads your folds.

“Stop,” you sigh. He does immediately and you wriggle from underneath him to stand up.

Dean blasts a frustrated breath out and rolls onto his back, he palms his rock solid cock through the thin sheets, readjusting it before throwing his arm over his face. “I’m sorry,” he says, “I thought you wanted to, you were squirming in your sleep and you said my name.”

“I wasn’t dreaming about�� it doesn’t matter.” Admitting to dreaming about fucking his brother as a form of revenge would be cruel so you decide against it.

“Obviously not.”

“I’m sorry, Dean, I just… I’m not ready.”

“I get it.” He shrugs one shoulder but he still doesn’t look at you. “But it’s been weeks, I miss being with you, like that.”

“Do you?” You ask, unable to hide the anger you feel. “Do you get it? ‘Cause you seem kinda pissed.”

He removes his arm and sits up. He still doesn’t look at you, looking down at his hands but it’s written all over his face, he’s frustrated, maybe borderline angry.

“I am pissed,” he admits, “but pissed at myself for doing what I did. For making you so uncomfortable I have to ask if kissing you is okay.”

You feel bad for making him question where your limits lay but after all he was the one who cheated. He was the one who told you he loved you then freaked out and disappeared for three days, only to return with hickey’s and speeches about being fucked up if you left him.

“And I don’t want you to have to ask. But It’s hard to stop imagining you kissing and fucking someone else and it… hurts.”

His head drops to his chest and his eyes squeeze shut but he doesn’t speak.

“You asked me to stay and I did. I’m trying here, Dean,” you say, “I really am.”

He’s quick to scramble over the bed to stand in front of you, slipping a hand around your waist and one onto your cheek. “I know, I know and I’ll wait as long as it takes…”

The door opens cutting off the rest of his speech and Sam walks in, shirtless and sweaty from a run.

Sam reads the room and apologises, “Shit, sorry, I can come back.”

You shake your head, your eyes involuntarily dragging down his torso to the grey sweatpants he wears and you swallow thickly. “No. It’s fine, honestly,” you say before rushing off to the bathroom.

A few days later your bags are packed and you’ve loaded them in the car. You’ve said a tearful goodbye to Sam; he tried valiantly to convince you to stay and it broke your heart that his heart was breaking for his brother. If Dean pleaded as much, your resolve might falter. That’s why you’d packed your bags and loaded the car up while he was out on a supply run.

You wait in the garage for him; butt resting on the hood of your car. He must know what’s coming because once he shuts off Baby’s engine it takes him a long time to get out.

He finally does, pleading in his eyes as you approach. “Don’t do this.”

“I have to, for me.” You tell him, “I’ve tried, I really have. But the trust is gone and we can’t get it back.”

“Yes we can, it just takes time.”

You shake your head, “I’ve been dreaming about sleeping with Sam,” you admit and Dean’s fury burns into your eyes. “That’s not right, and you saw me last night, don’t pretend you didn’t.”

He looks away, chewing the inside of his cheek and you know he’s biting back anger.

“That guy at the bar,” you continue, “I saw you looking and all I could think about was kissing him to piss you off. I’m consumed with wanting to hurt you the way you hurt me, Dean.”

“So do it!” he interrupts loudly. “If getting even is what it takes, then do it, please. Just not with my brother.”

“Revenge isn’t going to solve anything! That’s not me.”

Silence takes over for a moment.

The emotions roll in waves, you’re practically vibrating with coiled tension; sadness that it’s over, relief that you’ve finally made a decision, guilt that you are breaking his heart and anger that he’d made the choices that led you here. You cry, tears running down your cheeks and dripping off your chin. “I thought I could survive the pain… but you broke me, Dean, and I really wanted you to fix me too. But you can’t, you choose to do something that we’re both paying the price for and I can’t pretend I’m not utterly devastated every time I look at you.”

“Please Y/N,” he begs, stepping forward, but you take a step back out of his reach. That breaks him and it’s almost as if his legs are about to give out but he stumbles back to rest against Baby’s hood.

“I wasn’t lying when I said that I love you, Dean,” you say, taking a step closer, a gentle hand cupping his cheek to make him look at you. “This isn’t easy for me. But I feel like I’m killing myself to love you. I’ve changed who I am, if anyone else had done what you did, I would’ve walked away and it’s a constant battle with myself to try and make this work. I’m angry and we fight, then I remind myself that I said I’d try and the next breath I feel guilty for lashing out at you. My mood swings have turned my dreams into gruesome scenes of revenge and I'm doin' things I don't normally do when illusions seem to be the only pleasure I can gain ‘cause the thought of you touching me, being intimate with you, scares me.”

He frowns, confusion tightening his brow. “Scares you?”

You nod, shame heating your cheeks. “What if you compare me to her, whoever she was? What if she was better? What if you're imagining being with her?”

“I’m not, I wouldn’t.”

“I know,” you soothe, thumb rubbing over his cheekbone and it’s hard to be the one comforting him when he’s the cause of the heartbreak.

“We don’t have to be together,” he bargains, “I just need you here, please.”

You shake your head, “I can’t be here, I’m sorry. I love you, but it isn’t enough.” You kiss his cheek, lingering for a moment, resolve wavering.

Dean moves to rest his cheek against yours. “I’m sorry,” he whispers, “I love you and I’m so goddamn sorry.”

He stands up so quickly you stumble back and he’s the one to walk away further into the bunker. You wait until the door closes behind him, and let out a long breath; sadly letting you walk away is the one thing he’s done that makes you think he really does love you.

Super Supernatural: @denimbex1986 / @avanatural / @deanwanddamons / @b3autyfuldisast3r / @flamencodiva / @katbratsupernaturalwhore / @petitgateau911 / @waywardbaby / @xoxabs88xox / @cockslut-padalecki / @stoneyggirl2

Driving Baby, Whisky & Leather - Dean Winchester: @deanwinchesterswitch / @krazykelly / @deandreamernp / @akshi8278

So Get This - Sam Winchester (there was some Sam smutty goodness so I added you guys 🥰): @supernaturalgrandma / @samfreakingwinchester

#anyfandomangstbingo #anyfandomfluffbingo #supernatural #deanwinchesterangst #samwinchestersmut #deanwinchester #Dean Winchester #samwinchester #Sam Winchester #smut #angst #SPN #spn fanfiction #dean winchester

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princessmisery666-library · 3 years

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Misguided Ghosts

Summary: Soulless Sam’s reign was short and he did a lot of things Sam wishes he could take back. He made amends with everyone he could but never had the courage to face you or tell Dean exactly what happened. That is until a coincidental case finds him back at your door.

Warnings: smut from the off, slightly rough sex, p in v, unprotected sex (wrap it before you tap it), Soulless!Sam is a bit of a dick, dom vibes, language.

W/C: 1.9k

Characters: Sam Winchester, Dean Winchester, fem!reader

Pairing: Soulless!Sam x fem!reader (you - no descriptions of body type or ethnicity.)

READ IT NOW: AO3 // Tumblr

#SoullessSam #SamWinchester #SoullessSamSmut #SamWinchesterSmut #SPN #Supernatural #Smut #Smutty Smut Smut #Soulless Sam #SPNFanfic #SupernaturalFanFic #DeanWinchester

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spfanthings · 5 years

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#sam #winchester #supernatural #samwinchester #samwinchestersmut #sam winchester smut #dean #deanwinchester #sammy

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miscellaneousfanfictionslut · 5 years

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Ask Me What I’m Wearing // s.w

Title: Ask Me What I’m Wearing Square Filled: Clothes Sharing Pairing: Sam x Reader Summary: Sam’s off working on the case and you decide to give him a surprise call. Words and Pages: 1027, 2 pages.

“Ask me what I’m wearing.” Sam could recognize your voice. It was breathy and light, you sounded sultry. A slight rasp came out when you said anything with an ‘r’. He could hear your breathing on the other end while he collected himself from his thoughts. Your breaths were shallow which made a bigger lump form in his throat as he came up with the possibilities of what you could be doing. Finally, you spoke again “Well?” your voice was taunting and he was sure you could hear him gulp on the other end.

“What are you wearing?” he timidly asked. His breath had become shallow now almost a pant as he felt his face became red. “Good question,” he heard your smile “I’m wearing that big, blue flannel shirt you love… it smells just like you,” he remembered that shirt. It was now his new favorite shirt. “What are you doing?” he blurted. He heard you giggle and a small smile morphed his way onto his face. “I’m being bad…” he heard you whisper “I found your shirt and it smelled like you. Like your cologne, and coffee, and old books… it made me horny.” His voice became rough and deep “Keep going.” “I lay down on the bed and took all of it in. Then I slowly slid my hand down and into my panties – that pair you love, the red ones – and then I thought I called you.”

Sam let out a huff as he felt his pants restrict him and quickly he glanced at the door to see it locked tightly. He stood half-up and undid his belt tightly holding the phone in his other hand. Yanking down his pants he felt his belt scrape his lower thigh but then it hit the floor with a clank. His hand traveled to his SAXX boxers and he slowly pawed himself while laying down and getting situated. He heard you let out a moan on the other end and closed his eyes as they rolled back into his head. Fuck, even your moans made him feeling like he would come “Tell me, tell me what you’re doing to yourself.” On your end, you had your bottom lip caught in between your teeth as you breathed in his scent and let your fingers lazily rub yourself. Your red panties had a pool of juices that slipped through your fingers coating them. Your cheeks burned as your breathing was shallow and uneven. Slowly you calmed yourself “I’m touching myself, like how you do it…” “And how do I do it?” he asked urgently. You slipped a finger inside wishing yours were as thick and long as your large husband. You pumped it in and out focusing on your rhythm as your brain raked through all of yours and Sam’s times. You smiled “You start slow teasing me and touching me as lightly, and little, as possible. Then you slip your fingers inside of me and you go in and out until I’m begging for more.”

Sam slid his underwear down and his large cock sprung up hitting him on his stomach. His hand tightly grasped it and at first, he went slowly. Trying his best to mimic how your hands would feel. Your soft hands that would try to fit around his girth manhood and he swore if he concentrated right he could actually feel you. He imagined you own your news as he watched you slowly stroke him your cheeks flushed and lips slightly parted. He remembered your eyes looking up at him with the innocence he loved and was destroying all at the same time. He scraped all of the thoughts when he heard you let out another moan, his hand sped up and he chased his own closure. He gritted his teeth and forced out “Fuck yourself harder, do it like me, baby,” before hurry clicking speakerphone and dropping the phone to use his other hand. You followed his instructions and let another finger enter you while your other hand dropped the phone before it flew down to rub at your clit. You tried to reach all the places Sam could and imagined his domineering stare on your as his fingers roughly fucked you. His fingers would get to every little crevasse and every spot that made you have to hold back your screams. His grunting on the other end made you moan louder as your hips came up to fuck your own fingers. Your voice became high pitched as your throat tired out from moaning “Fuck! Oh god, Sam!” and you felt your eyes roll into the back of your head while your head fell back onto your pillow Sam’s hand sped up as he heard your series of a moan as he imagined your body compulsion and your toes curling backward. He choked up as he hips jerked forward and he felt his cum spill out and onto his hand that tightly gripped himself. His face turned red and his breath came out in a staggered gasp.

As you both came down Sam grabbed the phone and clicked speakerphone off before lifting it to his ear. “Baby?” his voice came through, shyly on your end. You grabbed the phone and lifted it up with a small smile on your face. “I missed you…” you said quietly. He chuckled on the other end “I’ll be home soon.” “How soon?” “Well, if you hadn’t interrupted me we would’ve left by now… Deans has been banging on the door for the past thirty minutes.” You laughed as your cheeks flushed “Let him know I said hi,” you teased. “Oh, baby, I’m sure he knows.”

- If you want to be tagged whenever I write these (or when I write in general) feel free to send in an ask, make sure to specify what series/when you want to be tagged or who with. -

Taglist: @spnkinkbingo

#spnkinkbingo #samwhinchesterimagine #samwinchestersmut #clothes sharing #sam winchester #supernatural #spn imagine #spn #samwinchester #is #a #snack #sam #winchester

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applepieanddie-blog · 5 years

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You were getting bored of reading, leaning into Sam as you watched him work on his homework. You sighed deeply, mindlessly playing with his shirt sleeve. “Sam I don’t wanna rush you, but are you almost done, I wanna go nap somewhere.” You told him, a smile forming on his lips. “Then go lay down.” He suggested but you shook your head. “I don’t wanna be alone, I want you to come lay with me.”

He shook his head. “Alright, let me finish this, then Ill walk you home.”

You nibbles on the inside of your cheek. “But, you’ll come in too right?”

Sam nodded, his eyes still on his papers. “I’ll tuck you in and turn on your tv but I gotta test coming up.” He told you and you giggled, snuggling into his side. “You’re such a dad Sam.” You commented and Sam’s face blushed, but dean was the next to speak.

“Sam? A dad? Yeah right.”

You smiled, deans hand petting your hair. “What are you kids up to?” He asked and Sam answered. “Studying, what are you doing?” He sounded unimpressed, and he was.

Dean noticed this but didn’t back off. “Duh, I’m here to see my adorable little brother and my sweet little baby doll.” He cooed, pinching your cheek, which made you cringe. “Don’t touch my face.” You told him and he chuckled. “I over heard you talking, you need daddy to come lay down with you?” He purred, you’re blush glowing in your face, Sam standing up, rage filling his expression. “Dean!”

The older Winchester raised an eyebrow. “What?” He shrugged and you started to gather your stuff. “I better get going, um, Sam come over later if you can, I got new movies from Walmart.” You told him, dean grabbing your arm, before you were able to leave. “Hey, don’t be a stranger, shoot me a text sometime Alright.” He have you a kiss on the top of the head, Sam growling at him.

#samwinchester #samimagines #samwinchesterimagines #deanimagines #deanwinchesterimagines #deanwinchesterimagine #spnimagines #supernaturalimagines #deanwinchestersmut #samwinchestersmut #highschoolau

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nervousfanmentality-blog · 6 years

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Soulless Sam

Imagine Sam fucking you while he was souless

Word count:1030

Warning:Female oral receiving and normal sex?

A/n:This is my first smut imagine and I've never done anything so this might be bad.

You woke up with the light as the light peaked it's its way into your dimmed room. You groaned as you checked the clock that read,5:30am, so you rolled out of bed and decided on what you wanted to wear today.

You threw on Sam's flannel which you always wore since Sam let you, because he knew his shirt kept you warm. You then tossed on jeans and your favorite pair of boots.

You made your way downstairs as your footsteps were muted, Since Dean was always asleep at this time. You found the kitchen and Sam was on his laptop.

He wore jeans and he was shirtless which caused you to gulp and leave eye contact from Sam. You appointed yourself towards the fridge as you heard a low rumble escape your stomach.

You roamed the fridge for breakfast as you heard footsteps coming towards you. You jumped a bit as you felt Sam's giant and firm hands on your hips.

“Did I ever tell you how fucking bad I want to rip my shirt off of you?” he placed a surprise gentle kiss on your shoulder.

Sam had always dreamed about ripping your shirt off and giving you the time of your life. He always dreamed about you moaning his name. Sam never told you how he felt because he was scared of rejection, especially from you. But now that he was soulless, he didn't give a fuck. He was also determined to get you to be his no matter how many times you've said no.

Sam smirked as he knew the effect he had on you as you were already a waterfall for Sam. You weren't the one to hook up but c'mon, it's Sam FUCKING Winchester.

“Did I ever tell you how bad I've always wanted to taste that pretty little pussy of yours?” Sam whispered as his voice dropped an octave. Sam’s grip on you had tighten on you than before.

“No.” You managed to whisper without a stutter. You turned around and saw the smirk on his face that you knew he had on before.

He rested his forehead against yours as you felt his cold breath;His breath sent shivers down every inch of your spine.

You always dreamed about being close to Sam. You dreamed about him making love to you and him pounding into you where you couldn't walk the next morning.

“Just say no,Okay?” Sam murmured and tucked a piece of your hair behind your ear.

Something overcame your shyness. You wasn't sure what but you were glad it did. “Fuck me before Dean wakes up?” You whispered as you made your way towards Sam's bedroom;Your ass and hips shaked along the way to tease Sam of what he's gonna get tonight.

You took of your clothes without a care in the world. You heard the door shut behind you,”I'm going to fuck you senseless.” Sam said in a low husky voice.

“Lay down. Now.” Sam said as his lips curved into a smirk. You simpered as you always knew Sam was a dominant guy. Dominant was your kink and it always turned you on.

You did as you were told and layed down with your legs spreaded out just for Sam to put you in a bliss.

Sam threw off his pants as he made his way to you. Something in Sam's look told you he wasn't going to be gentle.

Sam soon hovered over you and started to kiss your neck;As he left little, tiny hickeys down your neck.

You tried to touch Sam's hair but he pushed your hand back in its position.

“No touching until I say so.” Sam demanded as he continued to leave kisses down your neck, that turned into rougher and rougher and sloppier kisses.

You did what he told you to do but it was real hard not to, when all you wanted to do is run your fingers through his hair.

Sam left more kisses on your neck and he continued to kiss your chest, your stomach and all the way down to your pussy. You let out a moan when Sam bit down gentle on your pussy;He caused a gasped to escape your lips.

“No noise okay?” He grinned as he thought you couldn't go through tonight without a noise.

You nodded in response not sure if you were suppose to answer. Sam used his tongue to slide in easy due to the ocean in your pussy.

Sam licked all the way in your pussy as he touched all sides and he touched every inch of you. He made your eyes fluttered to the back of your head.

You tried your hardest not to moan so you bit down on your lip causing your lip to bleed.

He finished eating you out and placed a small gentle kiss on your pussy.

Sam hovered over you as his lips were ghosting over yours. Sam gave you a rough and rougher kiss.

Sam then used his hands to travel down your body as he didn't leave one area untouched. “Your body is a wonderland.” He whispered.

Without a warning Sam thrusted into your pussy as he filled you all the way up. Sam touched places you didn't even know you had.

A moan escaped your lips as you forgot Sam's rule. Your walls clenched around Sam's dick, “Shh, baby girl, don't cum yet.” He told you as he punished you for the moan earlier.

He thrusted into you as each thrust got harder and harder, faster and faster;Until he came as his cum spilled inside you. He made you cum all over his dick.

He chuckled,”I'll clean it up.” Sam said in a soft tone. He cleaned up the cum by licking it all up clean. “You taste so good.”

Sam laid down next to you with no clothes on. Sam wrapped a blanket around you as he kissed your ear lovingly. “I hope this is more than a one time thing.” Sam whispered as he drifted into a sleep with his arms wrapped around your torso and his legs tangled in yours.

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