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ddaz3d-and-cc0nfused · 3 months ago

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Hi, I was the one who asked if you still write. For supernatural, I was wondering if you could write early season sam ( season 1-2) smut with sam going down on the reader and riding ( you don't got to if you don't want to I was just wanting some more early season sam smut)

༉‧₊˚. 𝐟𝐨𝐫 𝐟𝐫𝐞𝐞? || 𝐬𝐚𝐦 𝐰𝐢𝐧𝐜𝐡𝐞𝐬𝐭𝐞𝐫

― pairing: sam winchester x plus size lawyer!reader

― summary: sam calls you to bail dean and him out, but you have to let him know that your services come with a price.

― warnings: another pwp!! there's a little plot in the beginning but not really, referenced past sexual tension, mentions of past drunk driving (don't do this), cigarettes, alcohol, but no one's drunk, a lot of banter, dry witted reader, kissing, stripping, oral sex (f rec.), come swallowing, pocket condoms (be smart), switch r and sam, no one's really in charge, riding, protected sex, dirty talk, hints at sam having a praise kink, i don't make the rules, a lot of consent because that's key!! and a cute ending to once again, tie this up into a nice little bow!

― wc: 2941

⋆ a/n: okay these word counts keep getting crazier and crazier, but it's been so long since i've written for any of my supernatural boys so i let myself get carried away!! i really wanted to capture how sassy early seasons sam was, and so i paired him up with a no nonsense, badass lawyer!

masterlist | AO3

“We really have to stop meeting like this.” You remark as you enter the interviewing room that Sam was being held in at a police station.

“You know I wouldn’t have called you here if I had another option.” You wave off his apology, sitting down across from him and placing your briefcase on the table. “It’s fine, but I want to talk about these charges.”

You grab out his file and lick your finger before flicking through it. “It says here you’re being charged with breaking and entering as well as trespassing. You’re lucky it’s only these.” You chide and look up at him from over the paper.

You and Sam have… history. It’s a bit blurry how your allyship came to be, but you’re the only one that knows of the creatures that lurk in the dark, the ones that Sam and Dean fight so vehemently against to keep unknowing bystanders safe. It’s chivalrous and really fucking reckless.

“It’s a good thing I got the best lawyer around then, huh?” He says with a smile. You raise a brow at his brazen suck up. “Yeah, yeah, keep your sweet talking to yourself, Winchester, and I’ll see what I can do, yeah?” Sam laughs but nonetheless does a lip zipping motion.

“Fuck I need a drink.” Dean cruses as he pushes the doors to the police station open. He holds it open for you and Sam to exit.

“I’m not gonna get your ass back out if you get a DUI.” You snip without any heat behind it. “Wouldn’t dream of it, sweetheart. I drive the best when I’m drunk.” You roll your eyes, “Wow, that sure does make me feel better.” You turn your head to the six-foot tall man next to him. “Keep an eye on him for me, will you?”

“Wait, you’re not staying?” Sam asks with furrowed brows. “No? Why would I?”

“Because drove all the way out here to bum fuck nowhere to help us out. The least you can do is let me treat you to a beer or something.”

You stare at Sam for a moment and weigh your options: while staying does sound very, very tempting, you know the WInchester’s aren’t any good, and being around them is like signing a death sentence. On the other hand… it was rare that you ever really got to see them, and they were old friends. They’ve gotten you out of a pickle once or twice.

“Sure.” You finally reply with a shrug, and Sam lights up.

“Well hop in, sweets, I’m driving.” Dean whistles before ducking into the driver's seat. “Not for long!” You yell back. “After you,” Sam gestures to the backdoor that he has now opened. “What a gentleman.” You say dryly.

“Why of course.”

Drinks are uneventful to say the least.

Your body has a nice buzz going, the bar stuffy and alive with chatter and the sound of pool balls hitting each other. You light up a cigarette from the box saved for rare events such as this.

“Didn’t know you were a smoker.” Sam says and gestures to the thing hanging between your lips. You just shrug, lighting the thing up before pulling a long drag of it. The burn is nice and familiar, and the relief is comfortable when it leaves your lungs.

“Something else will kill me eventually. Don’t worry though, I don’t do it often. Consider this me… celebrating saving your ass.”

It was just you and Sam at the table, Dean having bounced off somewhere to talk to a busty chick he had spotted at the bar. You just shook your head at his salute stating, “That’ll get old eventually.”

“So, what were you guys investigating anyway? Normal people don’t go jumping over barbed fences to abandoned power plants.”

It was Sam’s turn to shrug, a nail picking at the now damp bear label melting off the glass.

“Heard there were a few blood suckers running around town, and the plant was their nest, but someone,” His eyes flicker over to where Dean is standing, blissfully unaware of the glare being sent his way, “Had to holler like a kicked puppy and fly over the fence while trying to climb over it.”

That manages to pull a deep laugh from you, the image of the big bad, emotionally constipated elder Winchester brother screaming in terror.

“Alright, I admit that I could excuse that.”

“But?” Sam asks slyly.

Ah, there it was, the challenge and tension that always manages to find itself bubbling between the two of you whenever you’re together.

“But, you know my services don’t come for free, pretty boy.” Your eyes flicker up to his, dark and hungry as you take another inhale of the quickly burning filter.

His gazes follow your movements before returning back to yours. “You want a pick of all the fraudulent credit cards we have?”

“Nah,” You begin, snubbing the thing in the ashtray in the middle of the table. “Wouldn’t look good on my record. Plus, I have something different in mind than money.”

You’d never toed the line this closely before, but you were warm and had a nice nice mix of nicotine and liquor buzz flowing through your body, so your apologies if you’re a little loose lipped.

“Oh? And what would that be?” He leans forward on crossed arms, large brown irises burning into yours; playful and mischievous. You could see right through his angelic little brother facade, and you smirked.

“Why don’t you find out?”

The hotel really wasn’t that far of a walk, and when you got inside, Sam was on you, pressing you back into the door and tugging off your blazer.

Your lips were connected into a heated kiss, your own hands found themselves shucking off his brown coat. He was forced to stop touching you so he could take it all the way off and you did the same, left in your white button up and him in a t-shirt.

You met in the middle, walking backwards until the back of his thighs met one of the beds and he sat down. You didn’t hesitate to clamber onto his lap, palms still cupping his face and tongue exploring his mouth. Large fingers dug into your hips, his cock hard and straining beneath the jeans he was wearing.

“You’re a damn good kisser.” You huff against his lips. He smirked, “You thought I’d be bad?”

“Hm,” You hum, “Inexperienced at best.”

“Wow, so little faith in me?” He grunted when you pressed down on him, finally giving him some much needed friction. “Then give me something to believe in.” You breathe.

“Take off your pants.” He demands darkly, and it sends a shiver up your spine. “What’s the magic word?” You want to see how far you could push his buttons. A hand meets your ass in a quick slap before he grips it. “Please?”

“Fuck,” You curse through fluttered lashes. “Okay.”

You get up, pulling off your professional looking trousers to reveal plain black underwear underneath. “Granny panties a turn on for you?” You ask through a small grin. He’s watching you through hooded eyes, leaning back on his hands.

“If you take off my pants, you’d see that we’re matching.”

“Is that so?”

“How about you find out?” Sam reiterates your words from back at the bar and you can help but study him with a tilt of your head. “You're naughty, aren’t you Sammy boy?” He shrugs in faux innocence. “I have layers.”

“I’m seeing that.”

You approach him and gesture for him to lift up his hips, pulling his jeans down and tossing them onto the floor carelessly. Your fingers return to your own shirt, slowly popping the buttons open before the cloth hangs off your shoulders.

“Look at that, my bra matches too.”

He gulps, eyes zeroed in on your breasts. “So it does.” You smile, pulling it off the rest of the way. Sam catches the hint, tugging his t-shirt off. His chest is lean and soft, his stomach tan and the planes off his hips disappear into his underwear, leaving behind a patch of hair sat below his navel.

“Follow the yellow brick road.” You remark unseriously when your eyes land on it. “You’re the worst.” He snorts and it makes you laugh a bit too.

“So, how’s this gonna go? Want me to suck you off?” You ask crudely, and he groans. “God, of course you have to talk like that.”

“I like to get straight to the point, it’s the lawyer in me.” You dismiss and he stands up, approaching you to grab you by your shoulders and whirling you around. He sits you down on the bed before shoving you down gently and you let him.

“I want to eat you out, that’s how this is going to go.” You raise a brow, but backup on the mattress to lay your head on the pillows. “Do you have to talk like that?” You reiterate. “Of course,” He says as he crawls up the duvet to lay between your thick thighs. “It’s the hunter in me.”

“I see how it is.” The banter between you feeds the need twisting in your stomach. You let your legs fall apart so he can fit your knees over his shoulders. “Oh trust me, you will.” You snort, “Make that mouth useful, yeah?”

His gaze burns but he listens, licking at your clit over the cotton. You gasp, fingers tangling in his hair to just hold his head against you as he takes in your taste. Your eyes flutter closed, allowing yourself to get lost in his wet tongue.

“Mmf.” You moan through your lips that you had rolled between your teeth. You were sure your panties were soaked, and your heels pressed into his back.

“God, Sam… please, don’t tease.” You weren’t above begging, tugging at his hair to emphasize your plea. “Lift your hips up for me.” Heavy hands trace themselves from your hips down to the hem of the underwear where he proceeds to drag them down your thighs before he reluctantly pulls away to rid you of them completely.

He’s not gone for long, because he reconnects his lips to your bare, wet pussy, tongue diving between your folds to drink in your arousal. Your moan comes out in a loud shout, thighs tightening around his head and flatten over his ears.

“Gah – Oh fuck!” You swear, back arching and hips jumping. He holds them down, pinning you to the mattress and eating you out in abandon. His eyes are closed, brown tresses falling in his face as if he’s getting lost in you.

You have no idea where he learned all this from, but if his teeth scraping ever so slightly over your sensitive clit, she must’ve been good. A hell of a woman. You’d love to meet her.

“Yes, yes, just like that – Good…” You choke when one of his long fingers join into the mess, “Good fucking boy.” Surprisingly, Sam moans at the praise, and you loll your head to the side to see that he’s grinding his own hips down onto the covers.

“Always knew you were a freak in bed.” You breathe, head falling back. He goes to remove his mouth to respond but you hold him there, “No, no, don’t please. ‘M so close.” He listens but his sucks gets harsher, and one finger turns into two.

Your body spasms with each coordinated brush and press on your g-spot.

“‘M fuck – ‘m cumming.” You cry out, body crunching up to chase and run away from the pleasure at the same time. You let out a mantra of little yes, yes, yes’s until your body goes lax and he pulls away.

“Holy shit.” You huff, staring up at the popcorn ceiling in order to ground yourself. “Told you so.” Sam sasses back and you look down to glare at him. “Just give me a sec.” You pant.

“We don’t have to keep going if you’re too tired.” Sam says and rubs comfortingly at your skin. “If you think some head is what’s going to take me out, you’ve got another thing coming.”

“Alright, alright.” Sam raises his hands in defeat and you chuckle at him.

“Since I came first, how do you want me? I’m fine with whatever.” He thinks about it for a moment before gesturing over to the pillows. “Ride me?” He spares a glance down to your shaky legs. “Unless you can’t keep yourself up.”

“Shut up and get against the headboard.”

“So romantic.” “Uh huh.”

You’re coming to learn that sex with Sam is really fun; he’s a giver, and he’s playful and he isn’t afraid to bite back.

He situates himself with his back on the pillows, legs splayed out in front of him so you can sit on his thighs easier. Considerate.

“Can I take your bra off?” You raise an eyebrow at his question. “I never pegged you for boob guy.”

“I enjoy a nice woman, sue me.”

For the first time that night, you truly blush at his words, hiding your flustered face by focusing on reaching behind you to take the damn thing off yourself. You toss it somewhere once your breasts fall free.

“Fuck me.” Sam breathes, hands reaching up to grab at them. Your nipples harden under his palms as he fondles them. “Having fun?” You ask in amusement. “Maybe.” He responds and you snort and roll your eyes.

It seems as though you’re the only one that remembers what you came here for because you tug his underwear down and tap his hip. He lifts them up and soon enough he’s bare beneath you.

“Shit wait,” Sam curses and reaches over to rummage around until he finds what looks to be Dean’s wallet. “Dean left his wallet here?” You question. “Yeah, but don’t worry, I paid off whatever was on the tab before we left.”

He digs around until he finds a condom.

“Is that thing any good?” You ask in uncertainty. “Yeah, I saw him put it in here this morning. When asked him about it he said ‘You always have to be prepared for everything, Sammy.’” You laughed, shaking your head.

“Good thing your brother is a manwhore and forgetful.” You tease and Sam just shakes his head in fond exasperation.

He rips the thing and rolls it onto his hardened cock before lining it up with your entrance; you place your hands on his shoulders. “Are you still good?” You nod. “I’m still good.”

With that, he helps you sink down.

The stretch isn’t all that painful due to the previous foreplay, but it still leaves you breathless as he fills you up. It’s a bit overwhelming, because you don’t have sex often, and though you can feel Sam twitching in an attempt to keep himself still, he helps you settle.

You rotate your hips in a lazy swirl and Sam chokes, his grip on your waist tightening.

“You can move.” You whimper and he doesn’t hesitate to lift you up and down a few times before meeting you halfway.

You settle on a slow rhythm at first before you work in tandem; once you go down, he comes up. Your clit brushes his pelvis ever so often that sends electric sparks through your veins.

“Faster.” You request through a mewl. “I got you, baby, I got you.” He reassures. Sam bends his knees, planting his feet firmly on the bed before fucking up into you. His tip hits your g-spot so hard it punches the air out your lungs and the moan you let out is whorish.

“So… so good. Sammy baby. Fuck –” You ramble, your mind fogging over as he takes the reins on both of your pleasure. His jaw is set tight, the vein in his neck bulging. “You’re so tight, God, I’m not gonna last long.”

“That’s okay.” You gasp out. “Use me, I don’t care.” You could have sworn you heard Sam whimper at your words.

He pounds into you uncontrollably, the sounds of wet slapping reverberating throughout the small hotel room. It’s hot, admittedly so, the room reeking of sex, sweat, and dust. It’s a strange combination, but one that you welcome as you near your end.

“I think… I think I’m gonna cum again.” You hiccup. You dig the pads of your fingers into the meat of his shoulders and one of the hands that were holding your waist slips between you to rub at your swollen clit.

Tears fall down your face at the overstimulation, and you clench down onto him uncontrollably.

“Gonna cum too.” Sam rasps.

You work together to achieve your orgasms, and when you do, it’s beautiful; you lose yourself to the moment, letting the white hot burn of the sensation shake you. Everything is murmured for a moment before you open your eyes, and you must have fallen forward because all you can see is the wall in front of you.

Your insides are remarkably warm so Sam must’ve cum too.

You both bask in each other’s presence for a moment.

“Was that good enough payment?” Sam asks cheekily. “Hmm,” You hum, grabbing a piece of hair and twirling it between your fingers. “I could always take twenty bucks. Gas isn’t cheap, you know.”

“How about food? That’s the best I can do.”

You smile, “You asking me on a date, Winchester?”

“Maybe. If I was, would you say yes?”

“If the food’s any good then maybe.”

“God, you really are the worst.” Sam snorts and you laugh, full bellied.

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