#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 !

[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. 💖

[jesssamobsessed]

He played Azazel really well.

Jess 🔥💔💔💔

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

1x22 // 2x20

[winchestergifs]

1.1 | 12.23

[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.”

[welldonebeca]

The Family (1/2)

Summary: When Sam and Jess move back into your home, you can finally sate a craving you’d been hiding since you left her in Stanford to fuck her silly. Pairing: Alpha!Dean x Omega!F!Reader, Alpha!Sam x Omega!F!Reader, Omega!Jessica x Omega!F!Reader, Alpha!Dean x Omega!Jess WC: 1.9k words Warnings: Pregnancy. Lactation kink. Oral sex. Smut. Overstimulation. Teasing. Degrading kink. Praising kink. Frottage. Knotting. Fluff.

If you like my work, consider buying me a coffee or subscribing to my Patreon. It’s just $2 a month and helps a lot while I go through these hard times.

Masterlist

Sam and Jess came back home as soon as they finished school, even skipping graduation, and you couldn't be happier to welcome them back.

You had done a few changes to the house since they had left. There was now a bed that could fit all of you in the master bedroom, and you set another room as an extra room when any of you needed privacy, and you had finished your baby's nursery. She didn't have a name yet - you liked the idea of letting Sam and Jess suggest names too, considering you were a pack and they would also be her parents, even if they weren't there to produce her.

Finally, finally, they were home and your family was complete.

The boys were off to deal with Sam's new university, where he would be continuing with his studies, but Jess had taken another road.

Oh, and she was also pregnant now. Your babies would be four months apart!

She still wasn't showing but was very proud of her belly anyway, showing it off, taking pictures every week and looping you into taking them with her with your weeks on the board and 'baby girl' and 'baby baby' under them.

You had to say, pregnancy suited her very well.

Your Omega was glowing and you could see how much happier she was now and it made you even happier that she was here with you.

"Oh, here," she pulled your hand, placing it on her 7 weeks belly.

You tried not to giggle at her enthusiasm.

It was impossible to notice anything about her pregnancy. Sometimes, she would feel things and try to make you or the boys feel it, and you had to stop Dean from telling her it was just gas.

But you didn't mind, because it was adorable!

While you were excited about your daughter, you were also very ready for her to come out already, though you were a bit far from that.

Your belly had begun to actually get big, and now you couldn't see your feet, and they were starting to swell.

Also, you were craving a few things to the point of them being the only thing you were able to think about sometimes!

Some nights you had to wake Dean up to ask him for some stuff, like peanut butter with ice cream, cucumber with jelly, his cum - and Sam's - on chocolate...

Cravings.

And you couldn't stop thinking of Jess' pussy.

Right at this moment.

As she spoke to you about whatever thing she was thinking about.

"Are you alright?" she asked, taking your focus to her voice. "Do you want some more cucumber with jelly?"

"Actually..." you bit your lower lip. "I'm craving something else right now."

You never thought you'd experiment with women before Joss, but she was one of the most beautiful Omegas you had ever seen and you wanted her even before you were mated.

"Oh, what is it?" she asked.

You took her hand, pulling her closer.

"Your pussy," you moved your nose over hers. "Can I have it, Jess? Can I eat your pussy?"

She licked her lips, eyes twinkling at the thought.

"Are you sure?" she asked. "You and Dean haven't mated in a while..."

It was true. Normally you two fucked like rabbits, but you were going through a very tired phase to go through being fucked and Dean understood that.

Mostly, you sucked his cock and used your hands on one another, and that was it.

"I am," you told her. "Please, Jess? I need it."

Jess nodded with her cheeks flushed, kissing you sweetly, but it quickly shifted into something passionate, and arched her body to yours when moved your hands to caress her beautiful tits, and pulled away from you slowly before you took it off.

"Let me give you a little show, Omega," she pulled back.

She teased you a little, taking off her shirt over her head, and massaging her tits a little bit as you licked your lips, eager to have them in your mouth.

Your Omega turned around to you, showing her ass in her itsy bitsy little shorts, buried between her ass cheeks at the end of her very long legs, and you just wanted to throw her on the couch just like that and fucking devour her.

Your pussy was already wet when she slid the piece off, stepping away from them and standing in your living room in just a little thong.

"Fucking tease," you whispered, licking your lips.

She giggled, playing with it with her fingers.

"You want me to take it off, Omega?" she teased you.

You nodded, and she pouted.

"Say please?"  Jess teased you.

Oh, how silly.

As if you were going to be bossed around by a younger Omega.

You stood up, pulling Jess and laying her down, half throwing but still making sure to be careful.

"I don't say please," you raised her ass.

Jess whined, sticking her ass out obediently, and you licked her over her panties, already seeing a little bit of her wetness sipping through them.

"Silly little Omega," you held her ass cheeks open.

You licked and licked her clit over the fabric until she was squirming and whining under you.

"Omega," she panted. "Please."

If you were Dean, you would have ripped off that silly thong and would give her a good spanking on her ass and her pussy.

Well... you could, couldn't you?

"Did Sam learn how to spank your pussy, Omega?" you asked her.

You tried ripping her panties, but struggled, and huffed to yourself.

How did Dean do that?

"No," she whined, looking back at you. "Sam is too afraid of hurting me."

You scoffed.

Silly Sam.

You pulled her panties down, watching with a pleased smirk when her wetness followed it with a long, stretched droplet.

Beautiful. Just beautiful.

You shifted her position, making her lay across your lap, thankful for the long space to stretch your legs so she would have where to lay on without your belly bothering her.

"Let's fix that, uh?" you decided.

You slapped her ass a couple of times, twice on each side, warming your hands up.

She gasped and whined as you did, her sweet ass making a perfect jiggle with each slap. Such a cute little college student, perfect little Omega.

"Omega," she moaned.

You hummed to her.

"Yes, sweet Omega?"

Jess wiggled her ass, as if that would tempt you into forgetting what you were doing now.

"Please," she whimpered. "Omega? Eat my pussy?"

You hummed a little, still slapping her ass.

"I don't know," you considered slowly. "You did tease me, Jess... I don't know if you deserve it."

She whined.

"But you said you-"

Before she could finish, you silenced her up with a slap on her pussy.

Jess cried out, shocked, and you were happy to find her so wet she made your hand all wet.

"Behave, little Omega," you slapped her again.

So that was why Dean liked this so much.

To shut up a silly, noisy Omega brat made you feel almost as much pleasure as being slapped yourself.

She cried as you found your rhythm, slapping her entrance and then her clit, til you were just slapping and slapping her.

You only stopped when your hand was all messy, finally satisfied, and made her lay on her back again, spreading her legs and licking her hungrily.

She came quickly after you set your lips on her, and you chuckled.

"What a messy little Omega," you teased, pushing two fingers into her. "So eager you barely needed any touch to cum."

Jess whined, and you just moved down to her, kissing and licking her cunt, eating her out hungrily, and moaned when you felt your tits ache and leak onto the couch.

Fuck, you hadn't even realised you were so horny.

You didn't stop licking and eating her out even after she came. Actually, you pined her down and focused on pleasing her even more.

During your first time, Dean had stopped you from making her cum so many times she got stupid and silly, but you were all alone now, and there was no Alpha around to tell you what you could or couldn't do with your Omega.

"Omega!" she cried, shaking under you. "Y/N!"

You held her, not letting her go from under you, and sucked onto her clit as you fucked her with two fingers, curling your fingers against her g-spot.

You'd make her cum until she didn't know anything but you, until she didn't need anything but you.

Jess's pussy squeezed your fingers when you pushed a third one inside - she was used to taking Sam's big cock, you knew she liked feeling full - and you focused a bit more on her sweet spot, looking to make her squirt.

"Y/N!" she cried. "Please, it's too much."

You clicked your tongue.

"But you can still form phrases, Omega," you reminded her. "I don't think it is enough."

Jess whined, desperate, and you held her close to you with your free arm.

You giggled, elated, when she moaned out loudly, her pussy squeezing your fingers tight as she finally squirted, wetting your whole face with her delicious slick.

You pulled away, sucking your fingers clean, giving her a minute, and turned her to lay with her belly up, drooling when you realised her tits were leaking all over.

"Oh, baby," you cooed. "Why didn't you tell me your milky tits were dripping?"

Jess looked down, seeming all dazed, unaware by her own biological reaction

So your hunch was right. Jess was just like you...

The Winchester did have a type, after all.

You latched onto her breast, sucking as you pushed your fingers into her cunt again, sucking her sweet, sweet milk, as you continued with your goal of making her just a silly little puddle of Omega slick.

She came beautifully under you, arching her hips to your hand, moaning so loud you knew she would be heard outside.

"Please, Omega," she begged. "Want your milk, please. I need your milk."

Oh, your poor Omega. You weren't the only hungry one, after all.

You moved up, putting a breast onto her lips and moaned when she started sucking down on you but focused on keeping fucking and playing with her with the hand you had on her pussy.

Jess' didn't pull away to moan when you felt her squeezing you again, her orgasm much quicker and much easier to pull from her now.

"My poor little Omega," you moaned. "So hungry for my milk, baby..."

Her beautiful eyes were closed, and she was just taking and taking everything from you, like a good Omega.

You didn't even notice she was moving to touch you until she did, and moaned when her slender fingers started playing with you, and couldn't hold back a loud cry.

"Fuck, Jess," you moaned.

She opened her eyes, pupils wide as she started fingering you and rubbing your clit with the heel of her hand.

Your eyes closed and you almost lost focus.

Fuck, you were so horny, so wet.

She pulled you up to her body, and you were quick to position yourself between your legs, rubbing your pussy on hers and moaning at how good, how sweet it felt.

You didn't stop when she came under you, too warm now, looking for your own pleasure.

"'mega," Jess cried under you. "Y/n!"

You reached down, pinching her tits and her nipples, and she cried out again, cumming one more time.

Before you could reach your own pleasure, though, a voice rose right behind you.

"My, my," Dean gasped. "What do we have here?"

…

“The Family” is the 4th part of “The Milk series”. To have early access to the second chapter subscribe to my page! It’s just $2 a month and helps me a lot through these hard times. I also post 6x a week.

…

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[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

[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

[caitie-likes-talking]

19th century wild west supernatural au, anyone?

[flowersintheimpala69]

Sam Winchester & Dean Winchester & Winchester Family \\ Apple by charli xcx

[mcfriggingonagall]

The way Supernatural was the first Fandom to come to mind

Love when a fandom character has a really popular name and people only refer to them as “Sam” or “Jess.” Especially if the post is tagless. It’s like a fun mystery trying to figure out who it is they want to make out with sloppy style.