#sam smut

Sam

The happiest you'll ever see a man, PFF.

In the least weirdest way possible, I feel like Sam would be obsessed with the idea of being your first when it comes to giving you your first orgasm. (I'm talking fantasies of having the innocent new farmer all trained and molded perfectly for his cock, all within a few weeks of knowing you)

So, you being unaware of the pleasures of an orgasm is like a dream come true for him; he hardly cares about the fact that you've dated other people! He's certain that you won't even be able to remember their faces, much less their names, once you get a taste of how good it feels to cum around a cock that knows exactly where to press.

So, in true horny fashion for this section, I'll say that Sam's played the long game of befriending you and getting to know you.

Outside of his dirty crush for you, he genuinely admires you as a person and adores your personality; those two factors only heighten his feelings for you, and he can hardly resist the urge to lay all his feelings out on the table for you at this point! But, thankfully, he doesn't have to wait for long as...one day, the two of you are talking about the most random things when it comes to your past relationships.

A while of listening to you later, and you reveal that you've never cum with any of your partners.

His mind nearly short-circuits at the information.

Both from shock at the incompetence of your previous partners, but at the fact of how lucky he considered himself to be. Right then and there, he sees a window to confess his feelings as well as show you how good sex can feel when one of the participants isn't only concerned with their own pleasure.

"If you want, I can show you how good an orgasm feels."

The offer was so casual that you almost thought you had misheard the blonde, but when he lazily looked over at you without so much as a blush or look of hesitancy. You couldn't help but be curious about the offer!

No man looks so calm and collected and not know what they're doing, right? (Even though Sam was silently screaming from nervousness inside his head) Besides, Sam was kind of cute, so you wanted to see where this offer went.

Long story short, after Sam snuck you into his house late in the night— to say that he ruined you for any other person was a severe understatement. You didn't believe that you could even look at anyone else after this, with how good he was fucking you into the sheets!

The lewd noises of his heavy balls slapping against your pussy while your muffled moans were screamed into his sheets, the sound of Sam's heavy pants, as well as his confessions of his crush towards you...that unfamiliar growing ball of something made your toes curl and your eyes widen.

You could feel yourself getting wetter.

And Sam smirked at the way your pussy tightened around him, almost as if it were trying to choke the life out of his cock!

Your moans became hoarser and sparser as your cunt continued to clench and unclench around Sam's cock, the force of your orgasm a few seconds later making you let out a drawn-out scream into the sheets as Sam fucked you through your orgasm.

And as tempting as it was to pump you full of his cum...Sam decided to behave and pull out, stroking himself a few times before he came onto your ass with a choked-up groan. Had you known how good Sam would be with giving you an orgasm...you would've started dating him sooner!

Alex

Cocky as hell.

I've already headcanoned more than a few times that Alex has been with a couple of people before, so when you tell him that you've never cum before. He'll take that information in the sense of "Lol, that'll change by tonight."

And he really does mean tonight.

Whether y'all are friends-budding-into-lovers, established partners, friends with benefits etc. The moment you tell him this information, he's going to convince you to let him be the first one to give you a real, honest to god orgasm.

Bonus points if you follow up the confession with "Lol, I guess some people are just destined to never cum, am I right or am I right?"

And as much as I wanna headcanon Alex would make you cum on his fingers first before moving onto trying to give you his dick—

It's so much more fun to think that he'd immediately make you cum on his cock first <3.

All the while, he'd tell you, "How do you expect to be able to take my cock more easily in the future if you don't get some practice in now?"

"I promise, my dick kissing the deepest parts of your pussy will feel waayyyy better than my fingers, babe."

And it does, the first orgasm had you nearly passing out and seeing nirvana.

After wringing a couple more orgasms out of you, though, Alex both talking you through the intense pleasure as well as tease/encourage you to give him just one more orgasm— he'll finally let you rest and catch your breath.

But best believe, once you've caught your breath. It'll be time for another round!

After all, he didn't get to cum even once.

Harvey

This one was a bit hard to do ngl—

Mostly in the sense that— while Harvey knows how to make someone cum in the clinical sense. I feel like the way he'd go about it would be like a virgin truly seeing a sex part for the first time.

Like, yeah, he's examined plenty of patients, but having sex (especially with one of his patients—) with someone is a new area for him.

And to be frank? You'll be the one doing most of the teaching, even though you're the one who hasn't achieved an orgasm before (In a more realistic sense)

But in a non-realistic sense? Hear me out when I say that serious Harvey is actually buttering my gears rn.

Like, walk with me here— you finally come to terms that you're broken, you can't orgasm, and hell, you can't even get wet! You've tried to watch porn, read a couple of erotica novels here and there, or even tried to find a fling (which fails spectacularly).

And all of it hasn't gotten you anywhere!

Thus, you work up the courage to go to Harvey, trying to hype yourself up and come up with an entrance line to explain your situation without fumbling over your words.

Harvey expects this to be a routine case of patching you up after you've gone to the mines, but...imagine his shock when you flat-out tell him that you can't orgasm, much less get wet.

The proper thing for him to do would be to assure you that you're not broken and that you simply need to seek out different avenues that are both comfortable for your body as well as arouse your brain. But—he's harbored a crush on you for a while now, and has long convinced himself that a doctor/patient relationship isn't that bad so long as you return his feelings, right?

Thus, he guides you to lie on the bed and spread your legs. Hardly after a minute of teasing you through your underwear, you're already beginning to leak so much that you create a dark spot in the center! "Broken, hilarious," Harvey thinks to himself as he pulls your underwear to the side to begin touching you directly, listening to your soft moans and whines intently to ensure that you're still comfortable with his touch.

A few more gentle touches to your clit as he constantly talks to you through the pleasure, telling you exactly what he's doing and how wet you're getting because of it, you cum with a shuddery moan, your eyes nearly rolling to the back of your head from how good it feels to finally have relief.

Harvey doesn't tell you about his feelings right then and there.

He sends you off with a professional smile, all the while trying to ignore the ache in his pants as he watches you get onto your shaky legs and walk off.

You quickly return a few days later after realizing that your own touch doesn't compare to his

Shane

Kinda similar to Alex in a way? But I can see him being on more sleazy fuckboy timing depending on the status of your relationship with Shane when you tell him.

If you're in a committed relationship by this point, then I can see him being sweet and taking things slow with you. He'll finger you and make you orgasm once or twice on his fingers before moving on to eating you out and making you orgasm again on his tongue (Whether or not he makes you cum on his cock depends on how tired you are tbh, he knows how to jerk off in the shower)

Now, if you're closer to a friends-with-benefits relationship with Shane—

I feel like he'd be the type of guy to try and mold you to the perfect fucktoy for him (He already planned on doing it tbh, but the fact you've never had an orgasm with any other partner? He sees it as the perfect opportunity for you to make you addicted to him)

A bit of rough fingering here.

A bit of eating you out until your legs are numb over there—

He can't help but tease you when you're shaking from the amount of orgasms he's managed to get out of you!

"I've barely gotten started, and you're already shaking? Don't worry, I'll make sure to train that stamina of yours, too, while we're at it~"

"If you're cryin' from me eating you out, then I wonder how you'll sound on my cock."

And he couldn't have been closer to the truth of his words when he speared you on his dick, fucking you almost like he hated you as you came so hard on his cock to the point you squirted.

Although the goal of helping you experience what an orgasm felt like was to make you addicted to him.

After seeing you squirt on his dick and still beg for him to give you more? It was easy for Shane to admit to himself that he was the one getting addicted to you.

the low hum of the motel mini fridge filled sam’s head as he battled boredom. after accomplishing yet another mission, the two brothers had decided to lay low for a bit. of course, the first thing dean did was hit up the local bar, where he most likely picked up a girl and was busy with her for the time being.

sam, however, didn’t have the same effortless charm and bravery his brother had, so he stayed back. at first it was alright; he’d just done research about a local murder to pass time, but there was only so much he could study on before it became repetitive.

so, he simply scavenged the internet for something to occupy his mind. it started with stupid videos, something that’d just pull a huff out of him. then he binged part of a show dean had recommended, to which he made mental note to never listen to his brother again. but then, his attention was caught and he stiffened.

it was a preview for a live stream on a website that held a stupid name. and in a little square he saw you with your legs wide and toes curled. his breath hitched before he hesitantly pressed onto the box.

immediately, he saw all of you bare. your core was in front of the screen, wet and dripping. you used a pink vibrator against your clit as you moaned in the background.

sam’s face flushed as heat pooled through him. a dime of shame dropped in his stomach, but he watched nonetheless. he felt himself grow in his sweatpants, your whines only egging him on.

it’d been too long since he’d been active. he never gets a lick of privacy with dean around, and is always too focussed with their work to pick up a babe. that and, well, he wasn’t as smooth as dean.

you moaned against the vibrator, “fuck! you guys like that, don’t you?” you giggled and sam felt his stomach twist. “like watching me behind your screens like little perverts, hm?”

sam felt a pinch of embarrassment before arousal took over. he bit his lip in anticipation of what you were to do next. he saw the chat box of the stream flood with donations and messages.

mommysgoodboy7103: sent $5 you can use my dick whenever you want

cherrycoke19372: sent $20 give me a chance please

69stormtrooper: how much for a personal vid?

you chuckled behind the screen, moving so only your upper half was shown. your breasts were hidden behind a lace bralette, though your nipples poked through. sam swore his mouth watered. you hummed, “personal vid, huh? i hadn’t thought about that.” you bit your bottom lip. “let’s make it a competition instead. highest donator gets to face-time me,” you winked.

you were smart, sam thought. you’d probably max out your earnings from this stream alone. he scoffed at the instant blaze of donations that flooded the screen. he watched your grin widen in accomplishment.

you were beautiful. of course, sam had seen his fair share of women, especially having been across practically the whole country. but you were different; you had this look in your eye he had never come across. he felt small when you looked up at the camera. like he was bound to fall on his knees. it intoxicated him.

so, after hesitating, sam found himself donating to you. it wasn’t that big of a deal. it wasn’t really his money, anyway. he had multiple stolen cards on backup in case he maxed one out. he was going to win your stupidly smart competition.

it started small, $50. then $100. when he sent $300 you moaned his name. his breath hitched.

you thrusted a dildo in and out of you quickly, lightly whining against it. sam couldn’t help but send another donation.

samwins: sent $500

your core was sopping, soaking up your sheets. your eyes rolled back in bliss before coming down. you shifted once again so your chest and lower face were on screen. slowly, you brought the dildo to your lips, giving it a tantalizing lick.

sam’s hand instantly went to palm himself through his pants. his cock was painfully hard, leaking enough to leave a stain. he groaned as he watched you take the piece of silicone between your lips and down your throat. he almost felt it, your hot mouth taking him in. he squeezed himself, working himself up further. he didn’t want to be spent before having his personal prize.

“looks like we got a lead,” you licked your lips, placing the toy off camera. your hands cupped your breasts, kneading them softly. “seems like you’re gonna be mine tonight, mystery man,” you winked and it seemed to be directly at him.

after a bit more of your show, you finally ended the stream. sam’s gut was twisted with anticipation, his painfully solid cock the only thing keeping him grounded. his head spun with how this would unfold, but was interrupted by the sound of a call incoming. he pulled in a sharp breath before accepting.

you were dressed in a lace tank and skimpy shorts, kneeling on your bed. “hey, baby,” you grinned. “wanna turn on your cam so i can see you? if you wanna, course.”

sam didn’t reply, much too nervous, but moved to the wobbly motel desk. he placed his laptop there and aimed the camera to be just below his jaw. then he turned it on, and your eyes widened just a smidge.

he was young, you could tell. and wide. his shoulders looked to be built by years of hard work beneath his shirt. you giggled and sam felt a twinge of embarrassment. you could tell how nervous he was just by the flush on his neck and the twitch in his arms. arms that were just—wow. thick with veins, they made you wonder if something else held a similar description.

“it’s okay,” you reassured. “first time, huh?” you shifted to sit on your knees. it looked like you were on the floor, a fluffy rug beneath you. “got any limits?”

sam’s throat felt dry. “n-no,” he replied. “we can do—uh, whatever you want.” he didn’t want to say it directly, how badly he wanted to be taken control of. typing in a chat box full of random people while you spoke to a greater general was easier than this—having your attention fully on him. he hoped you’d take the hint, that you’d make the decision for him. his erection was still hard, still leaking, still begging to be dealt with.

you hummed, licking your lips. “whatever i want, huh? okay, then. take off your shirt.” it was a simple demand, but it made sam’s head spin.

he obliged, now sitting half naked. you drank in the sight of him. your eyes traced the outline of his pecs, all the way down the creases of his v-line. you bit your lip, “good boy.” you returned the action, pulling off your top.

sam had already seen you bare, but now as he watched the slight bounce of your breasts, his mouth almost watered. it’d felt intimate, private. you squeezed and kneaded yourself with a certain look in your eye. “you’re so…” his voice croaked quietly.

“you nice and hard for me, baby?” you voice cut in teasingly. sam practically whined before nodding, letting his legs spread so you could see the tent in his pants. your brows quirked up, “well, don’t keep me waiting. i wanna see you.”

slowly, sam pulled both his pants and underwear down. his cock, flushed and leaking, slapped against his thigh. your mouth watered at the sight. he was huge and quite pretty. instinctively, his hand went to wrap around himself, to which he twitched at the contact.

he just sat there amongst his nerves awaiting your next words. instead, you lowered your camera to where he saw your bare core. the sight itself made him squeeze his aching dick.

you let your hand snake lower to circle your clit before letting out a moan. “i’m so wet for you, sam.”

it was like his gut was punched out. a whimper left his throat at your words, head dizzy, and eyes low. his name sounded so good out your mouth, he couldn’t wait until you gave him instructions.

he began fisting his cock, gathering the pre that’d leaked down before bringing it back up to smother around his tip. whines left his lips as he fucked himself, his eyes straining to stay on his screen.

your words only fuelled him on, especially as you’d call him “such a good boy,” in that seductively mocking tone. you rubbed your clit with flicks to your nipples, allowing sam’s name to slip out amongst moans. the sight and sound of him filled your imagination, and you couldn’t help but wish he was right by you to ruin.

“you’d fill me so full, wouldn’t you, baby?” you teased, to which he just nodded frantically. “y-yeah—fuck! i need it. i need it s-so bad—“

his hips started to buck up into his fist, eyes slightly crossing at the feeling. “nngh—god … please,” his voice almost sounded like sobs as he begged. “s’too much! m’gon—i’m gonna cum. oh, god, please.”

you felt yourself getting close aswell, legs twitching and eyes rolling. “i want you to go slow, okay? can you do that for me, baby?” sam whined, thighs tensing before he relented, slowing his pace. he squeezed himself firm going up and down his length, making sure to apply pressure on his tip. the feeling made his eyes roll back and his jaw slack in a moan.

“good boy,” you praised. feeling your orgasm close, your back arched and moans got louder. “i’m coming! oh, fuck, sammy—“

sam felt his balls tighten at the sound of his nickname coming out of your mouth, and immediately spilled. his head tipped back as he jerked out his orgasm. deep moans quickly turned into whimpers while his seed shot onto himself.

The front door whips open, and Sam’s confronted with the overwhelming smell of floral perfume covering up the smell of pot. He really should be used to it by now with how long he’s been coming here recently, but he still has to put effort into controlling his expression. 

“Hey, Molly.” He says with a polite smile. 

“Oh, hi, Sam.” Molly says, stepping aside to let him in. “Wasn’t sure if we’d be seeing you this weekend after…y’know.” 

Sam follows her further into the house, one hand on the strap of his backpack as he gives a courteous nod and smile to the few sorority sisters on the couch, who are watching some reality show while painting their nails. He’s only following Molly to be polite. By this point, he could find his way to your room with his eyes closed. And today, like most days, he has no idea what Molly is talking about. 

“Did something happen?” He asks. 

“You didn’t hear? Kyle broke up with her, like, on Monday.” Molly whispers the last part, as if gossip didn’t move through this house like wildfire. “She’s trying to act like she’s okay. Won’t even, like, really tell any of us what happened. She’s been in her room since, like, Tuesday. That’s why I’m so surprised she didn’t cancel on you.” 

“Maybe she wanted a distraction.” Sam suggests. 

“Maybe.” Molly agrees. “Just don’t take it personally if she isn’t really interested in studying.” 

Sam uses his ascent of the stairs to process what Molly’d said about you. For as long as Sam had known you, you’d been dating this football player Kyle. Sam had met you his sophomore year during a night out with mutual friends. He was immediately attracted to you, and then the more he spoke to you, he realized you were down to earth, funny in a harmlessly sarcastic way, and probably one of the smartest people he’d ever met. Very quickly, his attraction snowballed into a full fledged crush. Until he’d been informed you had a boyfriend on the football team, and that no, you hadn’t been flirting with him or returning his interest, you were genuinely like that with everyone, magnetic and engaged. 

So Sam backed off. His day to day felt precarious as is, there was no point in pining after someone that was already spoken for. That would just be asking for trouble. He’d only see you on outings with other friends, and then he would maintain a casual distance. If you saw him around campus, you were always friendly, giving him that dazzling smile and a wave, asking about his classes and anything else. If he was looking for a seat to knock out a few hours studying in the crowded library, you’d wave him over to your table. He’d have to work twice as hard to concentrate, with you sitting across from him, but he never said no.  

He’d wondered at one point if you were being so nice to him because you sensed something was off about him. Maybe you felt bad for the kid that had no one show up on family day. Or maybe you’d heard he’d moved into his freshman dorm with two bags, nothing more, and now you felt sorry for him. 

The more Sam knew you, the more it became clear to him that you weren’t treating him any differently because he was different. That was just you. You actually cared what he had to say about his Law in the Age of Media and Technology course, and when you smiled at him from across a room, it was because you were actually happy to see him. 

He began running into you more at the beginning of junior year, now that you both were taking a majority of pre-law courses that overlapped. He did his best to keep space between you without ever being rude, would selectively tune out of any conversation that even approached you and your boyfriend, and fully dedicated himself to his studies. 

A few months ago, when LSAT prep started, a big group of pre-law students organized study sessions. Sam didn’t have a lawyer in the family to coach him, so he figured studying with the others would be a good way to gain more insight into the test and the application processes as a whole. They started off in the library, with about twenty kids showing up. You were there, too. It only took a few sessions for it to become clear that whatever the intention of these sessions had originally been, there was no actual studying being accomplished. 

You’d approached Sam and suggested you both ditch the group and start studying on your own. Together. Powerless to say no to you, he agreed. 

Which is why he’s knocking on your bedroom door again, just like he had the week before. Only this time, his mind is slowly mauling over the fact that you now don’t have a boyfriend, which has his gut swooping. Immediately, he feels like an asshole for being pleased by the news, especially when you could be so upset. He wonders if he’ll be able to tell you’ve been crying, then wonders if he tried to touch you to comfort you, if you would let him. 

“Hey, Sam,” You open the door with a smile. “Right on time.” 

“Hey, how’re you?” He asks casually, setting his stuff down at your desk, where he studies while you usually spread your stuff out on the bed. You close the door behind him. 

“If I have to read one more logical reasoning question about a politician lying, I might drop out.” 

Sam chuckles. “But then you wouldn’t have the crippling debt of law school to look forward to,” 

You give him a wry smile. “How kind of you to remind me.” 

You don’t seem upset, or like you’ve been crying. Your room is neat the way it usually is, and it looks entirely the same to Sam, as he conducts a quick sweep of the area, with the exception of the pictures of your now ex-boyfriend missing from around the edges of your vanity mirror. 

You’re wearing a tight fitting, white Stanford shirt, that exposes a lot of the even tighter body underneath. You throw yourself back onto your bed, laying on your stomach, distracted by the open LSAT study guide and a bunch of scattered flashcards, and Sam has to clear his throat and force himself to look away. 

Your phone starts ringing. “Sorry about that,” You apologize before silencing it. 

You both start by taking a series of practice questions. Even though he’s sitting at the desk with his back to you, you’re still distracting him. He can’t stop thinking about what would be the most appropriate way to ask you about your breakup, then decides he shouldn’t ask at all. There’s no point, anyway. He already knows and it doesn’t change anything. You’re just…too good for him. A beautiful girl, a sorority sister, kind, charismatic, and intelligent. Sam doesn’t deserve you. He doesn’t even come close. Just being at Stanford makes him feel like he’s already pushing his luck. Being with someone like you would be like asking for punishment. 

But he can’t help but wonder what would make someone dump you. Either you did something uncharacteristically despicable, and Sam’s brain struggles to even villanize you to think through the possibilities, or Kyle is a fucking moron, which he thinks is entirely more likely. 

“I’m done,” You startle him by saying after a half hour. You jump up onto the desk, so that your bare thighs are only inches away from his book, your feet swinging off the edge

He’d been thinking too hard about you. Half of his questions remain unanswered. 

“You usually finish before me,” You frown as you notice. 

“Yeah, um, I just-” His cheeks feel hot as he returns your gaze. 

You’re looking down at him, and the breeze from the open window across the room rustles your hair gently. The soft gust momentarily smothers him in the smell of you- something warm and sweet, like vanilla. Evidently, the breeze chills you to the point that Sam could see the sharp peaks of your nipples through your T-shirt, if he wasn’t so deadset on keeping his eyes on your face. 

“So either I became a faster test taker than the unbeatable Sam Winchester in less than a week, or something’s distracting you.” You muse, still observing him carefully. It’s a little unnerving, how easy you can read him. 

“Well, miracles do happen.” 

You purse your lips, amusement glittering in your eyes. “Fine. You don’t have to tell me what’s on your mind.” Your gaze lingers on him, making his skin prickle, as you chew on the corner of your lip. 

“It’s just..been hard to, uh, focus. Lately.” He admits. 

“Yeah. I know what you mean.” You agree in a quiet voice. 

Sam’s mouth feels suddenly dry, his tongue too big and clumsy to form any intelligent response. You’re so close, the entire room feels charged. You’re still swinging your feet, legs hanging off the desk, and one of your socked feet barely brushes his leg, and he nearly fucking jumps at the contact. His heartbeat becomes heavier in his chest as he wills his body to ignore the infinitesimal touch, but he can feel his blood rushing south. 

Your phone starts going off again, and Sam expects you to hop down from the desk, to give him space to regain function in his brain, but you just ignore it. 

“You, uh, gonna get that?” He asks. 

“No. It’s just Kyle again.” You finally look away. 

Sam tries to fight the way his body tenses at that. “Oh. Alright…if you want to talk about it…” 

Your gaze snaps back to him. “Talk about what?” 

Sometimes you really make him feel small, like he’s not over six feet tall. You’re just that pretty, just that alluring that you intimidate him all the way down to the marrow inside his bones. 

“Molly told me…that you guys aren’t-” He clears his throat awkwardly. “Aren’t together anymore.” 

You smile kindly. “Relax, Sam. You’re not in trouble for knowing.”  To add insult to injury, you touch his arm lightly with a manicured hand. “I know everyone’s talking about it.”

“It’s none of their business.” He says quickly, some of the certainty returning to his voice at the need to defend you. 

“But it's yours?” You raise your eyebrows expectantly. 

“Well-of course not- I just meant it’s not right for anyone to discuss it behind your back for entertainment.” 

“Thanks for saying that, Sam.” 

“Yeah. No problem.” His voice is quieter now, too. Like you’re both afraid to speak any louder, as if it could disrupt the tense energy that’s materialized between you. 

“Sam,” You say softly, even though he’s already looking at you and you’ve had the entirety of his attention since he stepped foot in the room. “I broke up with him.” 

His eyebrows furrow. “Molly said-” 

“He’s telling everyone it was his decision. I don’t care if everyone else thinks that. But I wanted you to know.” 

“Me.” Sam repeats numbly. “Why?” 

You grin. “You’re supposed to be a genius or something, right? You can figure that out.” 

Sam knows what he wants that to mean. But this has to be either a cosmic joke or a fucking dream. 

“Why’d you break up with him?” He asks in a measured voice. 

You pretend to think. “Hm, well besides all the times he’d flirt with my friends right in front of my face or refuse to go down on me because he thought it was gross…I realized I was into someone else.” 

It takes a minute. Even with cognitive abilities severely diminished by your proximity, he can understand what you’re saying. Jesus, his pulse is racing. 

“Me.” He blurts unceremoniously. “You’re messing with me, right?” 

“No, Sam.” Your eyes skate over him. “I’ve always thought you were cute. But since we started studying together…I don’t know. I can’t stop thinking about you.” 

“I…I had no idea.” 

“You really didn’t know?” You ask with a soft giggle. “Sam, I invited you to study in my bedroom.” 

“You also had a boyfriend!” 

“And now he’s an ex-boyfriend.” You say firmly, looking away to close his prep book. You retire his study materials to the corner of the desk, in a neat little pile that he can’t stop staring at until you speak again. “Your turn.” 

“My turn?” 

“Tell me why you can’t focus.” 

It’s been a while since Sam’d slept with anyone, and now his body apparently feels like jumping to conclusions. Really, he’s helpless to the heat that spreads through his limbs and mostly to his groin. So much of your skin is bare and right there and he can easily see the shape of your body despite your clothes. And the most gratifying thing of it all is that you want him. Enough to get rid of your shitbag boyfriend. Enough to come on to him. 

“I think you know why.” He huffs out and even that is a challenge. Anything that isn’t reaching out to finally touch you is a challenge for him at this point. 

You smile. “I think so, too. But I want to hear it.”

He hesitates to speak but his body is screaming. His ability to think is definitely compromised now by the chemistry of his desire. 

You mistake his hesitation for unwillingness, so you gently brush the hair away from his eyes, giving him the most imploring, gentle eyes you can, and say, “Please, Sammy.” 

He has to suppress the shudder that racks his spine and the emerging tightness in the crotch of his jeans. His breathing is already ragged from how turned on you’ve got him by doing nothing, and he’s pretty sure he’s already leaking at the tip. 

“Alright.” He says after swallowing. “T-This girl I study with…she’s way outta my league. She’s beautiful…and I tried to avoid the way I felt about her..because she was with someone else.” 

You smile softly at that. 

Sam feels compelled to keep going. “But I want her. I want her so bad I can’t think straight when I’m around her. And when we study, it’s in her bedroom. And all I can think about is-” 

His words have you leaning closer to him, your own eyes subtly darkening. “Think about what?” You urge him breathlessly. 

“Putting my hands on her. All over her.” He admits in a low voice and then waits. You’re the one leading while he struggles to keep up. 

“Like this?” You ask in a sultry whisper while taking his hand and putting it on your thigh. His palm nearly covers the entire width of your leg, and you both stare at it there. At the basic skin to skin contact, Sam’s humiliated to feel his cock jump in his pants. 

“Yeah. Like that.” He watches his fingers dig into the plush flesh of your thigh as he grips you tighter, as if testing if you’re real. “And more.” 

“More?” You repeat with a devious smirk, shifting subtly so now you’re seated on the desk directly in front of him. You spread your legs a bit and beckon him closer. He swallows an embarrassing noise in his throat the instant you reach a hand out to run your fingers through the shag of his hair. “What else, Sammy?” 

“Anything.” He says, entirely hypnotized by the mild authority in your soft voice. “Anything you’ll let me do.” He doesn’t even feel ashamed of how desperate that sounds because it’s the fucking truth. He’s pretty sure you could ask him to lick the bottom of your shoe and he would do it. 

That answer seems to please you, and you reward him by sliding off the desk and onto his lap. You sit sideways across his thighs, careful to avoid the bulge at his crotch, biting your lip thoughtfully as you touch his chest before wrapping an arm around the back of his neck. He doesn’t even realize he’s shaking with anticipation until you say, “It’s okay, Sam,” and caress the side of his face with a tender look. 

“Can I kiss you?” He asks, eyes glued to your glossy lips and the way your cute, pink little tongue keeps making an appearance to wet them. Feeling the weight and warmth of you, seated on his lap, his arms find their way around your waist, your skin burning hot. 

“Please.” 

Sam closes the distance between you. The second he touches your cheek, he’s astounded by how fucking soft your skin is, and then his lips touch yours, and he just stops thinking. There’s nothing besides the faint taste of bubblegum, the hot press of your tongue against his, his hands forgetting to be polite and gentle as he grips you hard. 

You tug at his hair while you make out with him, eventually moving to straddle him instead. He grunts into your mouth as your weight shifts across where he’s aching in his jeans, and you giggle in response. He silences your laugh by biting your bottom lip and then kissing you deeper. As you kiss him back, your hands wander all over his back, chest, and stomach. 

“Holy shit, Sam,” You pull away. “You’re like ninety nine percent muscle.” 

He laughs softly, smiling broadly with his shoulders back. “You’re exaggerating.” 

“No, I’m not. You’re so hot.” 

Coming from you, the compliments go straight to his dick. He kisses you again, and you’re really not even moving your hips, but the minimal friction against where he’s throbbing has him clutching at your hips. 

“You’re so sexy and you don’t even try to be.” You murmur against his lips, letting your nails scratch against his scalp and neck. 

He finds that statement a little ridiculous, given that you look the way you do. As if you haven’t been giving him blue balls for a year and a half. He doesn’t know how long you’ve been into him, but the fact that there was any overlap at all infuriates him, knowing you two could have been getting around to doing this sooner, rather than reviewing each other’s practice essays. 

Your phone starts ringing again and Sam hesitates. 

“Please, ignore it.” You say, lips swollen from kissing him. 

But the call from your loser ex gives him an idea. “Can I- Would you let me…” You’re gazing at him with level patience, and so he forces himself to say it. “Can I eat you out?” 

You smile and bite your lip. “You don’t have to-” 

“I want to.” He interrupts. “Really badly, actually.”

Now that the idea’s popped into his head, he’s not sure he’ll be able to keep his sanity without doing it. And it’s perfect, because if you stay on his lap like this much longer, he’s probably going to blow his load into his jeans. 

“You’re not just saying that?” 

“Let me put my mouth on you, and then ask me that again.” He says. 

Still holding you around the waist, he stands with minimal effort and sets you back on your desk. Yeah, he’s only doing this to impress you with his strength, but judging by the way you giggle, it works. 

Sam lets you keep your tight fitting shirt on but lays you back and pulls your shorts down your legs. He adjusts you, so that your tailbone is at the edge of the desk, the fucking erotic sight of your cunt concealed by pink cotton panties with a little bow in the middle on full display for his greedy eyes. He takes a mental picture, wants to take a real fucking picture, but he settles for running his mouth all over the expanse of your soft thighs. 

You sigh and moan in response, as he kisses around your hipbone. You hiss and pull his hair a little bit when he bites at your inner thigh, but the action has your legs spreading for him. There’s a little damp spot in the middle of your panties, and he can’t stop himself from drawing closer and swallowing the mouthful of saliva that the sight brought. 

“Sam-are you sure?” You stop him, sitting up with a hand on his shoulder. 

“Lay down, baby.” He says softly. He can tell you’re a little nervous and suddenly wants to punch your douche bag ex-boyfriend for ever making you think this could be gross. “You okay if I keep going?” 

“Yeah,” You whisper, obeying. 

“Trust me, baby.” He murmurs, his lips at your hip. “I’m probably going to like it more than you are.” 

He closes his eyes and puts his face between your legs. You’re spreading them pretty wide, and he runs a hand up and down the expanse of your thigh to soothe you for the first drag of his tongue against the underside of your panties. A wet, shocked noise comes out of you that has him groaning in response. The sweet yet musky taste of you explodes on his tongue, and in the next instant, he’s wrestling your panties down your thighs, off from around your delicate ankles, before throwing them across the room. He uses one hand to part your thighs again, pushing them down until they almost meet the desk, and he’s not even really surprised that you’re this flexible. 

Your pussy is glistening for him, practically screaming his name with the way it pulses gently, demanding his attention. You cry out earnestly when he latches his mouth onto your cunt, first swiping his tongue along your soaked folds, then torturing your clit with the point of his tongue until your back is arching. 

It’s been a while since he’s done this, but he feels like he’s doing okay, given how responsive you are. His cock fucking hurts. Having your arousal in his mouth and smeared across his face, the smell of you wrapping around his head, he’s so hard it's almost unbearable. The pressure in his groin is building rapidly the more he eats at you. He’s thinking keep it together, Sam, keep it fucking together- until his train of thought is cut off cold when you start praising him. 

“Oh, Sam-” You moan as he assaults your clit and your thighs start to shake. “So good, you’re so fucking good.” 

You're raking your hands through his hair and he glances up briefly to catch your nearly forlorn expression. Maintaining eye contact, he keeps licking at you, making sure to moan in appreciation so you can understand that he’s enjoying himself, buried in your pussy, more than he can say. 

“Mm, Sammy-” You gasp as he slides a thick finger inside your pulsing hole. You’re so wet, both from your own sticky arousal and his saliva, that another digit slides in without much resistance, but you whimper just the same. “Oh fuckkk-”

“Y’taste really good, baby.” He rasps. His lips part from your pussy just long enough for him to climb up over you, to press his lips into yours. You clutch at his shirt at the tangy taste he shares with you, letting him plunge his tongue into your mouth. 

Sam settles back between your legs, marveling at how puffy your cunt looks now. He teases you with light kisses on the inside of your thighs, until you’re lifting your hips up for him, desperate for his mouth to slide back over you. And when it does, you’re so much more sensitive. He draws circles over your clit, then sucks it until your ass is lifting off the desk, chasing the friction. 

“M’gonna come, Sam, ohmygod-” You whine while biting your hand. 

He’s swallowing your flavor, ignoring the burning in his jaw as he eats at you the best he can, his mind shutting off as you start to come. He can feel your pussy fluttering, feel your body get tense as the waves of your orgasm spring tears to your eyes. And he feels it, too. Fucking relief, as he starts spasming in his jeans, untouched, shooting rope after rope of cum right into the denim covering him. 

He pulls his lips away from between your legs, panting, feeling the wet spot in front of his pants spread. 

“Oh my god, Sam.” You sit up, face flushed. “That was…” 

He feels accomplished, leaving a smart girl like you without any words. 

“I wanna return the favor.” You say with a little smile. Naked from the waist down, you push yourself off the desk and him back into the desk chair. You let your knees hit the floor as you settle between his legs, stopping when you see the area of dampness on his jeans. 

He flushes, still catching his breath. “I, uh, I-” 

“I guess you did enjoy yourself.” You smirk. 

He watches you bonelessly as you unzip his jeans, tugging them away just enough to reveal his soiled underwear. With bright mischievous eyes holding his gaze, you hold your tongue out before licking at the cooling streaks of his come. His jaw goes slack as he watches, and you make sure to put on a show. Letting your eyelashes flutter each time your tongue dips into a milky pool of his spend, moaning hoarsely as you swallow. The act is slowly reviving his dick and by the time you’ve licked the last of his release from the corner of your mouth, he’s nearly hard again. 

After a moment, he says, “I don’t think we should study together anymore.” 

“Why not?” You ask, sitting yourself back in his lap. 

“I’ll fail the LSAT. I don’t think I’ll ever be able to be in a room with you again without…picturing that.”

“You couldn’t fail if you tried.” You argue. 

“I think you’re overestimating my ability to concentrate when I’m around you.” He laughs. “Too many thoughts…gonna be way worse now.” 

“Hm.” You smile. “We better start getting it out of your system, then.” 

You suggest a shower to start, and Sam doesn’t contemplate the fact that this all feels too good to be true for him. He doesn’t let himself feel guilty for being here, experiencing this, meeting you, any of it. He just accepts it for what it is and follows you into the shower. 

Sam Winchester 

Making Sure Dean Can't Hear You

Quickie in a Diner

Making A Mess in the Impala

Taking As Much As You Can

Warming You Up Before He Puts it in

Missing You After A Long Hunt

His Favorite Toys

Mornings With Him

Free Use Sammy

Needing You

Size Kink Daddy

Pulling Your Panties Off 

Dean Winchester 

Spanking You

Anal

Cumming inside

Face Down

Coming Home After A Rough Day

Asking Permission

A New Collar For His Puppy

Lying When He asks If You're Cumming

Being His GoodGirl

Tying You Up So You Can't Run

Slapping