#sam winchester x jessica moore

[sammyluvr]

our girl — sam winchester & jessica moore ꒦꒷ kinktober day three ; threesome

cw : gn!reader, smut, making out, oral (jess receiving, reader giving), against the wall, hair pulling (r!receiving), petnames (hun, baby, honey), lil bit of biting, praise, tiny mention of jealousy, swearing, 1.2K words. MDNI !!! 18+ ONLY.

squeezing yourself between jess and sam as they eagerly kiss each other isn’t easy. but you manage it, and it’s more than worth it. his hands paw at her waist and chest, his tongue fills her mouth, and her hands tangle in his hair, making him whine into the kiss. they’re the type to kiss close and needy and all intertwined once they’re worked up, so you have to force your way in. 

jess would let you in easier if she weren’t the one pressed up against the wall right now, but she is, so you have to get sam’s attention instead by wrapping an arm around his waist, then dipping your hand to palm at his already hardening dick. he groans lowly into the kiss, and you watch jess take the opportunity to put her tongue in sam’s mouth. then you hook a finger through one of the belt loops in sam’s jeans, softly tugging him backwards until he takes a small step back. you duck under his arm, pushing them apart just enough to drop to your knees between them.

one of sam’s hands automatically falls to your head, fingers slipping through your hair as your own hands travel up jess’s thighs. sam barely leaves room for you, so your nose presses right against her clothed core, and his growing hard-on pushes against the back of your head. you can feel the muscles in jess’s thighs tighten under your touch, reacting to the nudge of your nose.

it’s slightly awkward work to unbutton jess’s trousers and pull them down along with her panties in one go. the fabric catches on your nose as you tug it down her hips, and your elbows knock lightly into sam’s knees. but you don’t care.

you tilt your head up, and both sam and jess groan. your chin nestles right against her now bare pussy, and the movement pushes against sam’s cock as it strains almost painfully against his jeans. they part from their hungry kiss for just a moment, jess’s head falling to rest her forehead on sam’s shoulder as she gazes down at you.

“jess, baby, you’ll let me eat you out?” you ask, and sam’s hand on your head tightens, the pads of his fingers lightly pressing into your scalp.

“’course i will. don’t stop now, hun,” she agrees at a husky murmur, voice still a little breathy from kissing so hard. she gives you a winning smile and you think she could be the death of you; she’s so fucking gorgeous. her smile shows teeth and a sense of teasing, but her lips are all pink and puffy and her cheeks are flushed. you love the way she acts almost unaffected, but you could feel the quick tense of her thighs when you asked. she’s damn excited and you’re gonna make sure you give her exactly what she needs.

sam can’t just watch the two of you looking at each other like that without going just about insane, so he makes sure his hand is good and tangled in your hair before grabbing jess’s chin and tilting her head back up to resume that bruising kiss. you watch them a moment longer, a little transfixed by the sight like you were just a minute ago. watching from below is different, though. better, you’re sure.

then you push your head back down and pull at jess’s thighs until she takes a step outwards to spread her legs just enough for you to slot your face against her pussy, now wet with slick. you lick up her slit with a strong tongue and she immediately moans into the kiss. her voice is all muffled and pretty against sam’s mouth.

“you always taste so good,” you groan against her, before pushing your face into her. you slide your hands up to her very upper thighs, thumbs pushing into her pussy lips before pulling them apart so you can suck on her clit. she moans louder, and you’re relentless. you barely stop for air. you bob your head and suck and lick and don’t bother to hold back every single lewd, wet noise.

jess quickly grows desperate, and sam’s hand in your hair tightens, making the experience that much better. soon enough, jess is moaning and whining too much to keep properly kissing sam, so he shifts to mimic your sucking and licking over her neck and collarbone. he bites too, and you and sam easily have her properly fucked out. her knees grow weak, so sam’s steady hand keeps her propped up against the way so you can suck her to ecstasy.

“f-fuck, feels so good, baby,” she groans out, hands gripping at sam’s upper arms. 

sam’s hand tightens in your hair again, and if you weren’t so deep in jess’s practically dripping cunt, you’d think about how he’s likely jealous that it’s you between her legs and not him. but sam stays faithful in his role of holding her up and kissing her stupid because if there’s anything that you and him have in common, it’s a dedication and love in making her feel good.

“keep going,” sam urges you, hand pushing you even further into her core. he groans lowly at the sight of you there. maybe he gets a little antsy about not being the one to get his mouth on her because he’s addicted to eating pussy, but he’s absolutely in love with the way the both of you look like this. ��eating our girl out so fucking good,” he praises, voice strained. “and you look so fucking pretty,” he mumbles against the soft skin of jess’s collarbone.

you nod in agreement at his words, your nose pushing against her clit. maybe you can’t see jess’s face right now, but you do have unwavering faith that she’s an absolute vision right now. and you’ve seen the faces she makes when sam eats her out. she’s like a damn angel.

she starts to tremble when she gets close, and one of her hands reaches down, holding sam’s against your head.

“god, don’t stop. c’mon, baby, don’t stop,” she pants out. she urges you on, and you happily oblige, fueled by her moaning and demanding words. “c’mon,” she grunts, her voice so pretty and rough. “shit!”

you can feel how close she is to tipping over the edge and latch your lips over her clit and just suck and lick with fervor.

“that’s it, honey,” sam kisses the words into her skin. “go ahead and cum for us, come on.”

“agh, so good, so good!” she babbles breathlessly.

her whine is high pitched when she cums and you work her through it, eagerly lapping up everything you can get. sam talks her through it, praising and loving as he holds her trembling form up. and he can’t help but push his hips into the back of your head, groaning at the pressure against his hard-on. it takes all of his control not to grind against you with how hot this all is to him.

his mouth on jess’s neck, her loudness as she cums into your mouth, you moaning against her pussy, her hand holding his as he grips your hair, and his dick pressed against you.

he can’t wait to fuck you both so good.

TAGLIST

⟢ SPN; general (all supernatural fics, including nsfw so your age must be 18+ and visible on your blog) : @toadspondofwhimsy ; @mxltifxnd0m ; @bloodysammy ; @angelicjackles ; @ohsc ; @chevroletdean ; @prentissluvr .

⟢ kinktober : @this-is-me19 ; @ponygyatt ; @tranquilitybasegrunge ; @anu-piyakya97 ; @yeyrpp2 ; @maeve-24 ; @i-luvsang .

send an ask / dm to be added !

[mxltifxnd0m]

dazzling starlet, bardot reincarnate ⟢ s. winchester

summary: unrequited love is a bitch; inspired/based on the song lacy by olivia rodrigo

pairings: stanford era! sam winchester x gn! reader (unrequited), sam winchester x afab! reader, sam winchester x jessica moore

word count: 2.3K

warnings: canon compliant, angst, lot of angst, unrequited love, mentions of sex/masturbation, some cursing, no happy ending, kinda edited

a/n: i had written this around this time last year and then finished it in the summer but i hated how it turned out so i finally was able to rewrite and it think it turned out much better. also i'd recommend giving the song a listen before reading!

but enjoy the fic! please like, comment, and reblog!! your feedback fuels me!

𝘴𝘢�� 𝘸𝘪𝘯𝘤𝘩𝘦𝘴𝘵𝘦𝘳 𝘮𝘢𝘴𝘵𝘦𝘳𝘭𝘪𝘴𝘵

You didn’t know if you hated Jessica or hated the fact that she was everything you weren’t. You couldn’t help but feel like something was punching at your ribs anytime you saw her. Jessica was the epitome of beauty; she was tall, had curly blonde hair that never seemed to get frizzy, big blue eyes that were always wide with kindness,  and a sickly sweet smile that never failed to make you feel like your teeth could rot at the sight of it.

Not only was she beautiful on the outside, but it was like she didn’t have a bad bone in her body. Jessica was caring, intelligent, witty, strong-willed, and generous. You knew she had a big heart after meeting her a few times. She was practically an angel. 

You knew it from the moment Sam introduced you to her as his girlfriend that you had lost him. 

You tugged at the sleeves of your form-fitting black shirt at your wrists as you lingered outside of the apartment where Sam told you to meet him. Some of your mutual friends were hosting a small get-together before you guys went on fall break.

Just go in, mingle for a little, meet Sam’s girlfriend while you feel your heartbreak, and then leave. You think back to the plan that you made while you were getting ready. 

You take a deep breath and let it out before knocking on the door.

When the door swings open, you’re met with a tipsy Brady.  

“Jinx! You’re fin-finally here!” Brady’s words are slurred as he welcomes you into the apartment.

You gave him a tight smile in response. “Yeah, I’m here, Brady. I got held up with some homework.” You never really understood why Brady started to call you Jinx, but he’s called you that nickname so many times. Now you’re stuck with it, and now everyone in his circle (barring Sam) calls you by it.  

You tolerated it, but you’ve always gotten weird vibes from Brady when Sam introduced the two of you.

Brady swung an arm around your shoulders, and you could smell the alcohol on his breath as he leaned down to speak to you.

“You ready to meet Sam’s girl?” Brady asked you slyly.

You raised an eyebrow at him. How did he know that you were meeting her for the first time?

“Oh, wipe that look off of your face, Jinxy. Sam told me before this that he was introducing his best friend to Jessica.”

“Did he tell you before or after you consumed an entire liquor cabinet?” You quipped, trying to hide the inner turmoil you were feeling.

Brady straightened up like he hadn’t been tipsy the entire time. “For your information, it was before, plus I’ve only had a couple of drinks. Besides, who do you think introduced him to Jess in the first place.” He had an all-knowing smirk on his face like he knew something that you didn’t before it turned into a sly grin.

Brady tapped your nose once before letting you go and stalking off into the living room, where you could hear everyone laughing and chatting. You huffed as you slipped off your sneakers and left them in the doorway. You wiped your hands on the back of the jeans you were wearing and decided to head to the kitchen for a drink. Being stone-cold sober while meeting Sam’s new girlfriend was not on your to-do list.

As you strolled into the kitchen, the counters covered with various bottles of liquor and red solo cups, you froze as you saw Sam leaning on one of the counters and talking animatedly with a blonde who was almost his height and was standing right in front of him.

From the entryway of the kitchen, you saw the adoration for this girl in his eyes as he spoke. Suddenly, his hazel eyes were torn away from the woman standing in front of him as he glanced around the kitchen before they landed on your form. Sam brightened, the dimples on his face becoming more prominent as he called out your name and gestured for you to come closer.

As you made your way over to the pair, the blonde turned around to face you, and you faltered in your steps as your eyes studied her.

God, she was stunning. You thought as you approached the two of them. 

Sam had stopped leaning on the counter by the time you made it to him and wrapped you up in a big bear hug. You stumbled from its sudden force, but you couldn’t help but melt into his embrace as you chuckled at his antics.

“You’ve had a few already, haven’t you?” You asked as you pulled back to see the tell-tale signs of Sam being tipsy. His cheeks were flushed as his bangs kept falling in his eyes, but a big silly smile was on his face as he nodded.

You pulled away from him entirely as he pulled Jessica into his side.

“Jess, this is my best friend.” He gave her your name. “And this is Jessica, my girlfriend,” Sam said with a toothy smile and shot Jessica a loving look.  

“It’s so nice to meet you! Sam’s told me so much about you, but he forgot to mention how pretty you were!”

You were taken aback by the sudden compliment from Jessica. “It’s nice to meet you too.” You said it with a kind smile, though it felt like you were pulling teeth as the words fell from your mouth.

The three of you fell into a comfortable conversation as you went and grabbed a drink for yourself. But, as the night went on and the three of you eventually moved into the living room, you got separated from the two of them.

As you were talking to some of your friends there, your eyes always looked at Sam and Jessica. You can see why Sam had fallen for Jess as you saw them interact with each other. You hated it so much. You quickly excused yourself as you saw them cozy up to one another and sharing stolen glances and touches.

You managed to escape to the bathroom, which was empty (thankfully), and you locked yourself in the small space to try and compose yourself. A lump formed in your throat as you stared at yourself in the mirror, feeling like the world was closing in on itself. 

When did they meet? It’s not fair; I have known him longer than she has. I’ve loved him longer. Why did he choose her? Why couldn’t he have chosen me? Your mind was spiraling, and all you wanted to do was scream.

Jessica had everything you wanted.

Without realizing it, hot tears started to stream down your face. You quickly wiped away your tears and made sure you looked like you hadn’t been crying. You made your way out of the bathroom and almost bumped into Jess in the process.

Excellent, the one person I didn’t want to see. You thought bitterly to yourself.

“Sorry.” You muttered as you kept your head down and made room for Jess to go into the bathroom.

“Hey, wait!” Jess called out to you before you could take another step down the hallway. You grit your teeth before plastering on a small smile and turning around.

“Yeah?” You ask.

“Are you okay?” She questioned kindly as she stood in the doorway of the bathroom. The warm lighting simulated the glow of a halo that surrounded her.

Not trusting my voice, I nodded at her in response.

“You sure? I don’t mean to pry-” Then don’t. “But your eyes are a little red.” Jess gestured to her own eyes as an example.

You waved her concern off. “I’m fine, my allergies are acting up right now.”

Jess didn’t look convinced, but she let it go. “Oh, before I forget, I was wondering if you wanted to hang out with me sometime?”

Not really. “Yeah, I would love to.” I gave her a tight smile.  

Jess smiled brightly before gesturing she was heading into the bathroom and closing the door. My smile fell as I sighed deeply. I ran my hand down my face tiredly as I stalked down the dim hallway and back into the living room, where everyone was hanging out. I saw Sam throw his head back in laughter, making me smile, and my heart beat a little faster before my smile faltered.

The image of Jessica's blinding smile when she looked at Sam and his loving gaze on his blonde bombshell of a girlfriend slithered into my mind and started to poison it. So before anyone could spot me, I quickly made my way to the doorway, put on my shoes, and left.

Ever since that night, Jessica managed to worm her way into your life and yours into hers. She managed to get your number and texted you if you wanted to meet up and hang out. At first, you tried to say no to her outright, but Jess managed to break through your defenses, and you found yourself hanging out with her after class. 

You despised the fact that you grew to enjoy her company, but Jess made it hard to hate her, and it seemed that she genuinely liked you and considered you a good friend. You hated when she gave you compliments, whether it was on your quick wit or looks.

You hated the warm feeling that would bloom in your chest, and she made it a point to do it often, making it feel like bullets raining down on your skin every time she did. 

Phantom blood ran down from your imaginary wounds as you responded to her compliments with a tight smile and a 'thank you' being forced from your lips as you tried to swallow the lump at the back of your throat.

She’d confide in you, and you couldn’t help but be drawn to do the same. 

“You know, I was worried that you weren’t going to like me at first,” Jess expressed to you when you were hanging out at her and Sam’s apartment. 

You looked up from the book you were reading. “What do you mean?” You felt your stomach twist and knot up at her admission. 

Jess stopped crocheting the scarf she was planning to give to Sam for Christmas. “I heard so much about you from Sam.” She paused, biting her bottom lip before continuing. “I guess I was just worried that I wouldn’t make a good impression.” 

“Oh.” You were surprised that she had to worry about her impressing you. “If it makes you feel any better I felt the same way when we first met.” You sent her a reassuring smile, but you weren’t sure if it came off genuine, trying to conceal your own inner conflict, but considering how Jess’s eyes brightened and sent a dazzling smile at your admission, it was. 

From then on, the three of you became as close as the three musketeers, hanging out often and sticking by each other’s sides. Sam and Jess never tried to make you feel like a third wheel.

Still, you would catch the loving looks they would send each other or catch them sharing a soft kiss whenever they thought you weren’t paying attention when you guys would have movie nights at their apartment. 

Those nights would be the worst, having Sam and Jess insist that you sleep over at their apartment when it was too late to go back to your dorm that was on campus. You could hear the low groans and high-pitched whines coming from their shared room, trying to be quiet, thinking that you were dead asleep.

So you had to pretend that you were sound asleep and not clutching the blanket that they gave you close to your chest, trying to ignore the sounds spilling out from their room and into your ears. The ugly monster that emerged ever since you met Jess tried to claw its way out from your chest. You had to pretend that you didn’t slip your hand in between your legs and get off at the sound of them, coming at the same time Jess did and imagined that you were either Sam or Jess (sometimes you thought about being in between them). 

You tried distancing yourself from them for your own sanity and salvaging the pieces of your heart that had broken a long time ago. But Jess, she was insistent, and you couldn’t ignore the beacon of light she emitted. You didn’t know if you wanted to be her or be Sam more. 

Sam wasn’t yours, you knew that. Jess had him the second Brady introduced them, and it fucking sucked. Sam only saw you as his best friend, one of the first ones he made when he came to Stanford all of those years ago. The monster that lived inside of you only grew the longer you saw Sam and Jess together. It morphed into something that you could never imagine could grow inside of you. You managed to mask it and push it down, but it always loomed over you like a storm cloud threatening to strike you down at any moment. 

You felt like some higher power was mocking you and rubbing it in your face that Sam and Jess were the perfect couple. Both of them were gorgeous, incredibly smart, empathetic, and kind. They were incredible human beings, and it was practically a match made in heaven, especially the way that they were together. 

But there was always some part of you, more specifically the monster, who wanted them to break up, hoping that Jess was secretly a terrible person so you’d be the person to pick up the pieces for Sam. But your hopes were dashed, and your heart splintered even more, the monster, roaring, screaming, clawing at your throat, trying to escape the confines of your body when Sam asked you to come along to pick out engagement rings. 

[here's my taglist; read rules before sending in an ask]

[jesssamobsessed]

Still missing SamJess, still hating the writers for never giving us some information.

[treacherousrift]

Specific headcanon of Sam Winchester in autumn reading in the Stanford courtyard. And Jessica’s head is laying in sams lap while he runs his hands through her hair. And they’re so in love and

[gayautisticfr0gs]

do you ever think about how maybe for the first days or weeks maybe even months after Sam left for college, he felt really lost and out of place?

like he finally has the life he wanted, but it's just not what he knows. living a normal life with a more or less permanent home, a stable day to day routine, probably a healthier sleeping schedule, and actual friends, but most importantly, no older brother taking care of him, telling him what to do or giving him advice.

and he would obviously miss dean but maybe he would even question if it was the right decision to leave because he's lost and for the first time in his life there is no one telling him the way because that was deans job but deans not there.

and then he finds the way on his own, learns to take care of himself, and he starts to love his home and his day to day routine and he starts to need his sleep and he needs his friends.

what he doesn't need anymore is his brother.

[aterimber]

Get your daily dose of fluff here!

I post new short stories every 2 weeks and have 100+ just waiting to be read!

[jesssamobsessed]

Sam's chick is so bad, so bad 💃🕺

my girlfriend's so kinky :3

[jesssamobsessed]

If you think about it carefully, Jess and Sam are the only true love couple in the whole series.

Mary and John were set up and manipulated by angels.

Cassie and Dean were too short-lived and Cassie broke it off two times.

Lisa was only a dream to Dean, even when he cared a lot about Lisa and Ben. It was also Sam who suggested he lives with them.

Meg wasn't in love with Castiel, but she cared about him.

Hannah was too much Angel to be a love interest for Castiel.

Eileen was manipulated by Chuck and broke it off with Sam. She even questioned Reality.

The relationship with Rowena never truly grew because Rowena doesn't do love. She couldn't even call friends her friends. But at least she said she was fond of him.

Castiel and Dean were victims of homophobic audiences or writers. Still not sure.

While Sam and Jess were brought together by demons, they weren't manipulated by fate or arrows like Mary and John. It was true love.

Sam lied, but Jess seemed to be quite accepting of said secrets (she knew about his knives and didn't say much that his brother broke into their home). Sam is a hunter because of her. For five seasons she was his motivation and even in season 15 he said he still thinks about her.

True love. 💖

[sammyvhs]

bugs : 1.08 — jess’s sister.

Sam doesn’t hesitate to answer your call. He does hesitate a little when you tell him where you are: Stanford.

“There’s, um, a memorial thing, I don’t remember the name— there's pictures and letters that she’ll never read and— people left flowers too.”

“Okay.” He frowns and looks over at Dean as he starts driving. He mouths ‘Stanford’ and he’s sure he’s not imagining the stiffening of Dean’s body. “Okay, why does that— why are you there?”

“Because I forgot her voice, I mean, they disconnected her phone and I can’t remember exactly how she sounds anymore. How was I ever a decent sister if I forgot her voice, Sam? I forgot my own sister’s voice.” 

“Hey, c’mon, stop, you're the best sister she could’ve ever asked for, she couldn’t live without you. She always— wanna know something crazy?”

You stop to blow your nose with him muted before telling him to go on. “She, Jess used to talk about getting a house, okay?” You can practically feel the tension on the other end when he says it but you can’t find it in you to care, “and she said she wanted to wait ‘till you had someone to get a house with first. So you could both be next to each other.” 

It weighs heavier in your heart than Sam could ever think. There’s no way your sister loved you that much. Putting her life on hold for you. Sure, you knew she loved you, you’re blood, there’s no way she didn’t, but you were almost certain you loved her more than she did you. 

“It's bullshit.” He continues. “She didn’t show it the same way you did but your sister loved you more than anyone else, all holidays needed to be celebrated with you and big decisions needed to be run by you first, her big sister. It’s all she thought about and I could see it in your eyes— the question of whether or not she cared.

“She did.” You step away from the ledge you were sitting on, drying your tears. “Hey? You with me?”

“Where are you guys?”

“Oasis plains, Atoka County.”

“Stay there.”

[jjtheresidentbaby]

» spn agere week: day 5, little and caregiver go on a day trip! - feb 2nd

» for @spnagereweek event

» little!sam x caregiver!jess - a california beach trip <3

[jesssamobsessed]

He played Azazel really well.

Jess 🔥💔💔💔

You mean why did I kill Mommy and pretty, little Jess?

1x22 // 2x20

[caitie-likes-talking]

19th century wild west supernatural au, anyone?

[genderqueersammy]

My ideal Sam/Jess dynamic is Jess and her weirdo, slightly insane girlfriend who she loves very much (and is a little concerned for at all times)

[dailyspnpolls]

[jesssamobsessed]

SAAAAAAME

(There is also Rowena)

Bela was maybe just pure desire, but Ruby gave him the impression she actually cared about him.

And Rowena, Rowena changed under his influence.

Sooo, Jessica could be mean, but she cared about Sam a lot...and its maybe a protecting herself mean, not like Regina George mean?...idk I need to think about that for hours.

based on sam's attraction to bela and ruby i'm proposing a new theory: jess was kinda mean

[stemroses]

There's a grown man walking in my garden. I find it strange, find it so alarming...

Jessica x Sam x Lucifer Moodboard