#¶l sam winchester

[hobiespick]

Sam Winchester x reader headcanons part 3

<33

a/n: heyyyyyy I had so much fun writting these. I am literally shaking as we speak cuz i'm still kinda shy abt this even tho yall showed me sm love and gave so much positive feedback on the first 2 parts I was giggling, blushing, and twirling my invisible phone cord. Thank you all so much for everything and enjoy my shitty thoughts 🫶💞 + tagging a lovely person who gave me the idea of writting one of these @yinorathedragontamer

Summary/Warnings: tooth rotting fluff, Sam Winchester x gn!reader , Sam being the biggest boyfriend of all boyfriends (im quoting one of my moots), the first headcanon isn't sam x reader it's Jess x Sam (rip to the hottest couple) the headcanon came to me in a prophetic vision and i just had to leave it here, mention of Sam's childhood + I couldn't help myself but make a few headcanons about Dean too.

- I have a deep feeling (i'm an empath) that around college when he was with Jess and he wouldn't leave her side, Sam accidentally got adopted by her girl group of friends - hear me out - he would cling to Jess for his dear life shaking and not wanting to intrude or make him look nosy and Jess's girlfriends wouldn't bat an eye, welcoming Sam with open arms and treating him the same - they are the reason his guilty pleasure is gossiping. One of Jess's (girl)friends coming hurriedly towards the group with a shocked expression and a hand covering her mouth and Sam already knows the tea is scrumptious - he probably got called "girl" so many times - he didn't mind it btw, actually kinda liked it because that means they included him - spreading my "Sam Winchester enjoys the company of female friends more than male ones agenda" like wildfire ‼️ - "wyd when me and my gang pull up" and it's five y2k girls + a preppy blonde girl whose boyfriend is some 6'4 emo kid with a Green Day tee who follows her around with heart eyes

- "Dean, move your leg or I'm throwing your fucking mixtapes out of the window" you threaten annoyed at the audacity of the long ass older Winchester to just stretch out as if you're not both (tired af) in the back seat of baby, you try to find a comfortable position for what feels like the 50th time to stay for a few hours untill all of you make it in one piece to Washington (Dean might not since he is acting like that). "You touch my mixtapes and I might throw you out of the window, runt." Dean barks (lovingly), lifting his sunglasses on his head and pointing a defensive finger at you. You are too tired to think and to retort something snarky back but still settle on rolling your eyes and giving his foot a kick.

Sam is driving like a princess in the front, his legs are streched out with his back comfortably resting against his seat with an arm lazily holding the steering wheel as the wind coming from the rolled window brushes some of his hair on his forhead, all while looking effortlessly handsome. "Don't make me come back there" Sam laughs breaking the character he wanted to play along as (hint: dads on road trips). Sam's pants would catch on fire if he said he was annoyed at your childish bickering with his brother, he found it endearing. It just added to the list of things he liked about you. You gasp a little bit too dramatically and gesture towards Dean "He started it" you grumble. Dean gives you a kick of his own pulling his sunglasses back down and crossing his arms, atleast he retreats his legs giving you enough space to rest yours.

- uses every excuse to touch you (his hands are literally twitching in anticipation to hold yours, or hug you)

- Dean is a classic rock etillist (he learned that from J*hn) but his guilty pleasure is nu metal especially limp bizkit. - he only listens when Sam isn't around. - says he's getting himself a little treat (fancy headphones) with his hard-earned money (poker/credit card fraud) - J*hn introduced him to led zeppelin and Dean feels like he's dissapointing him by not being a carbon copy of him hence his secrecy - So the "guilty pleasure" has deeper roots

- Sam told you he doesn't remember owning a childhood plushie, you fix that

- you open the door and close it with your foot, hands clinging to the bag you're holding to your chest after almost stumbling over. Sam's expression changes into a smile upon your arrival, kinda like a golden reriever. He gets up from the reasearch papers scatterred around the table no longer the center of his attention to greet you.

"Hey" the word 'sweetheart' almost sneaks out of his mouth but he contained himself with grace, god forbid he makes you uncomfortable (he's alot like you y'know? ). "Hi" you reply breathlessly due to your almost stunt and the fact that Dean took Baby out so you had to walk back to the motel in the humid weather of Washington. You take off your shoes and set the bag on the table, Sam's nosy self is itching to see what's inside. Before you open anything you make sure to peel off the hoodie you have on and rest it on a chair. "I got something but i need you to close your eyes and lay out your hands please." You start already bitting back a smile with a tinge of nervousness at what his reaction could be.

Yes, you got Sam a plushie. You got matching ones, the one for Sam is a brown moose with dark brown glass eyes that kept reminding you of him. The one you got for yourself is a same-zise moose plushie in your favourite color. What's even more cuter is that both of the plushies came as a package and they can stick their hands together with the magic of little pieces of square shaped tape on each their hands (hooves?). Sam is scared and excited at the same time. He will thank you for whatever you got him, he raised himself to be gratefull, it's just that growing up he learned and was usually met with dissapointment. John not showing up for his soccer game and neither Dean because he is hunting with him? Yeah he knows. Not even a call from his dad on his 21st birthday? Yeah he expected that. But he knows you, and the amount of times you have dissapointed him. (hint: zero)

So he does as you told him to. He extends his hand and turns it over, his other arm resting by his side. He closes his eyes and does not open them once. Sam was that kinda kid at the playground, so fair and by the rules it's almost suspicious. He can hear the noise of the brown paper bag crinkling and somehow imagine the sight of you smilling brightly, a sight that almost bribes him to open his eyes and see for himself. He focuses on the sound untill he feels the soft velvet material of the plushie in his hands. He doesn't even open his eyes yet he just furrows his eyebrows in confusion as his fingers pet the fabric of the stuffed animal.

You stand there, the biggest most nervous smile planted on your face as you wait for his verdict. "Sam, you can open your eyes now." you speak loud enough for him to hear, and he does open them, they glisten wet under the crappy motel room light. He has this mix of sadness and joy on his face at the same time as he cranes his neck to look down at the stuffed animal in his hands, he can envelope it entirely if he tried. You wish you could read thoughts right now, to make Sam open up his brain to you and show you how he feels about this, whether the reaction is negative or positive, you just want (need) to hear him speak, fuck, he can even yell at you if that is what he chooses to do (he wouldn't in a million years). Regret hits you like a hurricane after a few seconds of silence, that's the last thing you wanted to do, make Sam remember what a shitty childhood he had with just a stuffed animal, a fucking toy. The thought that this could come off as a reminder for him that's like 'Hey buddy, your childhood is so fucked up I felt sorry for you, here' didn't even occur you. All you wanted to do is give him something normal, to make him feel normal, a feeling he has been chasing all of his life. You bought two matching moose plushies with the thought that you're gonna match with your bestfriend, you're going to share some normalacy with your bestfriend in your world, your monsters are real world.

You wanted to build a time machine and rescue little Sam and Dean from the fucking monster John Winchester was. Yes, John Winchester loved his boys, but neglect and love don't mix. Leaving a 10 year old to look out for a 6 year old isn't love, taking your children with you to fucking hunt and kill fairy tale monsters isn't love. "Sam?" You call out quietly, nervousness already visible in your body language. Sam shots his head up at the mention of his name and most importantly the tone of your voice. He gives you a weak tight lipped smile (as if the sight would spare you having to worry about him, as if you don't feel the need to bang your head against a wall whenever you see Sam in any kind of pain) and wipes a tear that runs down his cheek with the cuff of his hoodie. "Sam- I'm sorry- I thought-" You justify yourself and attempt at swallowing the lump formed in your throat, you rub your sweaty palms on your jeans and feel like the biggest asshole in the world. You awkwardly take a step closer untill you take in consideration the idea that getting closer might be the last thing he needs right now so you step right back. Sam tears taste sweet, he can confirm it himself. The way you spent time and money going to provide him with something he was wrongfully stolen off of having when he was only a kid made him tear up in the spam of a few seconds. You asked, he answered, you felt sorry, he desperately wants you to comfort him, then you do something to make him feel appreciated/cherished. He glances at you and sees the state you're in. His legs instinctively take three long strides towards you and envelopes you in the most comforting embrace anyone has ever gave you. You don't need to be psychic or practice insane voodoo/hoodoo to know exactly how this made him feel, it's all in this hug. You hug him back and Sam starts rubbing circles with his index finger on your back, he is crying his eyes out and he's still comforting anyone but himself. You hear his sniffles as he agressively wipes his nose with his cuff. "Thank you" he croaks out, his tone hoarse and raspy. He rests his head on top of yours and you can feel him finally relax. You can also tell he has no intention of breaking the hug anytime soon but that is your last worry. You made Sam happy tonight and that's all it matters.

- you and Sam are the golden retriever + black cat duo the world needs. - grocery trips with him (he doesn't need anything, just wanted to go with you) that are fun and weirdly domestic. - it's all making jokes and finding eachother the snacks you usually eat untill someone bumps into him and HE apologizes. "Sorry" he says giving the dude that's shorter than him a tight lipped smile. The dude presses "Almost dropped my shit 'cause of you assh-" You cut him off by clearing your throat and making him turn around his face dropping as he notices your glare at him. "He said he was sorry." You chide (threaten) with a scarily blunt tone, you have no idea how someone can even dare to look the wrong way at Sam, he's too tall for his own good and he's built like a brick wall. "Whatever" the dude leaves scoffing , your expression softening as soon as your eyes settle on Sam. He has a stupid dorky look on his face and adoration in his eyes, his hands shoved in his jean pockets towering over you almost awkwardly. "Ugh. What is it today asshole day?" You joke breaking the silence, (yes, you're quoting kat stratford) Sam just laughs and nods, you could say it's Christmas and he would believe you. "Looks like it." He agrees, not even caring for that asshole that he could've handled himself just fine, he hunts monsters for a goddamn career. He just adores the way you jumped to take his side.

- expressing your wish to find or atleast thrift a brown carhartt jacket similar to Sam's, only for him to offer giving it to you whenever you wanna wear it.

- "S'okay you can wear it i don't mind, you just have to ask me before, yeah?" - he also can't stop blushing at the sight of you in his already baggy jacket appearing more larger on you.

- the jacket engulfs you in this sense of security and an addictive smell of Sam (his fav earthy cologne) - the way you're looking good, happy, and warm in his jacket makes Sam's heart skip a few beats. - Dean smirks and compliments you, having to take a double look to confirm it's infact Sammy's jacket on you "Looking good, Y/n" he smiles and sends Sam a wink you're to oblivious to notice but you do notice the tone he uses, replying back skeptically "Thanks?" but you shrug it off asking Sam if he wants to come with you to this fast food place to bring back dinner.

- When Dean's brain cells put 2 and 2 togheter and realizes you and Sam are absolutely pining for eachother he purposefully does alot of stuff so you're stuck spending time with Sam and vice versa. It's either an easy move to make you two go out/stay in or it's a geniusly absolutely malefically strategically thinked and mastered 50 step plan that has atleast 20 plan B's in case anything goes wrong but we all know he doesn't need them, the mission goes smoothly each time. if Winchesters are anything, it's stubborn, incredibly and stupidly stubborn so Dean is not giving up on making one of you confess to eachother and if you don't he might take matters in his own hands and scream it out loud enough for You and Sammy to hear.

- he is so eager, the first time you kissed him he automatically assumed he's your boyfriend. - "Is that any way to speak with your boyfriend?" With a jokingly hurt face and a dramatically placed hand on his chest when you're being too mean. - "As your boyfriend and your lore boy.." - "I'm Sam, their boyfriend.." when he's introducing himself to person he knows has certain intentions with you or somebody making you uncomfortable.

- you pulled a muscle in your shoulder while on a hunt and stubbornly denied anything ever hurted even when Sam asked. - you keep rolling your shoulder when Sam says "Looks like you pulled something alright. You probably shouldn't move too much, you'll just make it worse." You scoffed at that, no way Sam for real? I had no idea I had to do that, thank god a smart boy like yourself is right beside me. "Are you mansplaining to me how to let a pulled muscle heal?" You retort, mainly because of the pain partially cause mansplaining is unnecessary and ignorant. And when Sam thought he couldn't like you any more than he already does you proved him wrong. He only chuckled, amused by your snarky reply, even going as far as to apreciate your attitude. "I'm not mansplaining anything, I'm just stating facts. Even a five year old could tell you that overusing a muscle will make the pain worse." He teased back.

- He enjoys the intimacy between the two of you when there are jokes and certain things you and him can laugh about because you're both huge nerds.

- Bobby let's you borrow whatever books you want from his huge ass library (mans probably got illegal books there)

- Bobby and Dean give eachother knowing looks whenever you and Sam literally do anything togheter, you and him pretend not to notice, not even mentioning it.

- guys i wanna cuddle with Sam Winchester so bad it's not even funny anymore *sobbing while my eyeliner mixed with tears is running down my face*

- he's a big cuddlebug I am willing to bet all my life savings and my first born he is. - the way you feel so safe and comforted when his light pole build wraps two arms around you, holding you close, trying to get you impossibly closer. - his hugs are the same, tender yet firm reflecting on his gentle nature. - just spoons you when he finds you on the couch sleeping with a bunch of research papers scattered and dusty old books around you which he tosses aside, because he is too proud to ask for cuddles.

- you wake up in the middle of the night you have no idea what time is it, you have one missing sock, your throat is dry, and you feel an arm draped over your waist getting tighter around you the more you twist around. And that's when you hear it, it's right next to your ear, Sam's low sleepy hum as he stirrs behind you, nudging his face deeper into your neck. You have no choice but to lay there untill he wakes up 'cause there is no escaping.

a/n: again i'm posting this shaking, this took so long I was scared I wasn't gonna finish it. They are so long they might not classify as headcanons but i couldn't care less. The plushie one made me feel like hamilton while writting it lmaoo. Hope yall enjoyed!! 💞 feedback would be very much appreciated<33

[jayjay-plus]

Yall are misunderstanding somthing, the top sam/bottom dean appeal aint just about sam being bigger physically or the whole how hes more aggressive in bed canonically (those are fun points too tho)

Its about toppy, confident, no chick flick moments, ladies man, masculinity so in your face it comes across as a performance, i must protect my brother at all costs Dean Winchester getting dicked down real good, having him let go and let himself get taken care of and held yunno? Or put in his place, that works too😗 (also putting down the strong man mask behind closed doors)

S1 sammy? bratty for sure, and bratty bottom sam is very tasty, but bratty TOP sam fucking his older brother is a friggin delicacy to me ok😤

ANYWAYS im just sayin

im a sucker for characters like dean getting fucked in the ass and rimmed till they cry what can i say

[super-marvel-dc]

Y/N: *Walks into The Avengers compound, and greets them* hello, who called about the demon problem?

Tony: That would be me, Tony Stark *shakes Y/N's hand*

Y/N: Nice to meet you, Mr. Stark.

Dean, from the corner of the room: And I'm Dean Winchester, and this is my brother Sammy.

Sam: It's just Sam...

Y/N, to Tony: Are they apart of your team?

Tony: No.

Steve: We called them in because they're supposed to be the best of the best when it comes to demons.

Dean: We are the best of the best, but these demons are something else.

Sam: We've never encountered something like them before.

Y/N: Can you describe them to me?

Dean: Well, normally the demons we fight look human and have black eyes.

Sam: Yeah, there are different, though... They looked like actual monsters you see on TV and had different colored eyes...

Dean: Yeah. And they had some kind writing in their eyes, couldn't tell what, though.

Y/N: Uh oh...

Everyone: Uh oh, what?

Y/N: I'll be right back, I'm going to call my friends... I know exactly what we're dealing with, and it's not good.

Y/N: *On the phone call* Yeah, and tell Rengoku to tell the others we'll need their help, too.

Y/N: *Hangs up, and looks at everyone*

Tony: Who's Rengoku, and what's going on?

Y/N: *Sighs* OK, I'll explain everything to you, but you're gonna have to sit down for this because it's a long story.

Dean: Firstly, start off with who the hell you are.

Y/N: My name is Y/N Y/L/N, my friends and I deal with these demons you told me about...

Y/N: I'm a Hashira.

[purplepicklejuices]

TFW 2.0 Playing Uno

Sam: competitive but usually friendly about it, especially whenever Claire and Jack play. tries to strategize but doesn’t play often enough to do so successfully

Cas: simply happy to be there and watch his family play the game. often tries to reel in Jack or Dean when they get too intense

Dean: will win, no matter the cost. extremely competitive, ruthless, and talks shit the whole game

Jack: takes after Dean, very serious about Uno and following the rules. Always catches Cas on his last card for not saying Uno fast enough

Claire: was not above cheating until Jack got upset about it and now she forces Jody and Alex to play it with her at home to practice. every time she wins she rubs it in Dean’s face for at least a week

[flowersintheimpala69]

I loveee abusive john but john beats dean for being gay is probably the most boring basic (and dare i saw ooc) way we could go about it

[entropic-saudade]

Yes, Dean, there is a Santa Claus!

A little holiday gift fic for my winter gift exchange!

Tags:  

Post S15 AU, Established Dean/Cas, Christmas, Santa, Land of Oz, Fix-It of Sorts, Hurt/Comfort and Fluff

Summary:

When a mysterious letter arrives in the boys' PO box, they're swept into a case that challenges some of Dean's beliefs.

Thankfully, a little Christmas magic heals all wounds.

Link to Fic

[iliveinyou]

Erlkönig, Johann Wolfgang von Goethe. Translation by iphisesque

[veskoshitassprofile]

Same vibe

[jarpadandjensens]

Beautiful Winchester bros Series 8 / 50

[1-800-local-slut]

If your requests are open could you write more on Dean loving his black goth gf leaving kiss stains on his abs (and dick)

-🕷️

*This takes place on their first night sleeping together, I would honestly like to keep writing about Dean and his goth gf. Like different one shots and pieces about them, I just think it would be fun.

Kisses

Warnings: Smut lol

Likes and reblogs appreciated

Requests are open!

When I saw this request I got so excited. Thank you so much for this <3. Sorry it took me so long. I’ve been really down in the dumps, but I hope you like this! <3

Dean Winchester x Black! Goth! Reader

The walls spun around Dean, as he laid on his back. His sheets did nothing to cool his hot skin, as his girlfriend's braids swung over his skin. The gloss of her lips felt cold against his v-line, and his hips trembled. She was teasing him, and had been for the past 15 minutes. Ignoring his dick, even though it was hard as a rock. The tip was red and leaking, the clear liquid teasing him. Black kisses were all over him, his abs, his chest, his neck. The thing he most enjoyed were the kisses she left on his dick. He was never so eager to be kissed. He glanced at the black markings all over the twitching member and whimpered. All he wanted right now was a blowjob.

His hips stuttered  as she placed another kiss on his chest and he jumped up to meet her lips. He felt her lips and he kept his hands glued to her sides, with a tight grip on her hips. He squeezed and she smirked against his lips. She pulled away with a satisfied moan. 

He felt the cold silver of her rings wrap around his dick, and he let out a whiney moan.

“Jesus…” He moaned, his head jerked backwards and he bit his lip. Everything about her was overstimulating him. Her smell, her looks, everything. He felt the velvet of her stockings, around his hips. Her waist was lifted, she was making sure she didn’t touch him where he needed it most on purpose. He moaned, her hand sliding up and down.

It was the slowest, most mind melting handjob he'd had his entire life, and that’s saying something. Her hand went faster, and then slower, just as he was about to finish.

“You like that?” He whined and his eyes met her lidded ones. There was an evil glint in her eyes, that almost had Dean cumming on the spot. His eyes fluttered shut and he let out a soft moan.

“I asked you something handsome.” She stopped and his eyes shot open.

“I do! Don’t stop.” He whined and they kissed again, as her hand continued moving. The room spun and Dean felt like he was floating off the mattress. She stopped once more.

“No more games, I swear.” She climbed off him, and began to peel off her minidress. Dean��s eyes were glued to her body, her black nails were basically teasing him. A set of black lingerie waited for him underneath. Did he even deserve to look at a woman so beautiful? Dean didn’t know, nor did he care. He would look as long as she wanted, and the way she slowly slipped off her clothes said she wanted his eyes on her.

“You gonna be able to handle this darling?” The best Dean could muster was a stunned ‘uh-huh’. Her smooth voice pulled him deeper and deeper into the lust he was drowning in. She giggled and crawled back over him.

🕷️🕷️🕷️

“Dude.”

“What?” Dean turned, his mouth full of cereal.

“Really?” Sam continued as he put his spoon down in the sink.

“What?” 

“You’re covered in lipstick, if you’re gonna come down for breakfast at least rinse off first. I don’t need to know what you do at night.” Sam scoffed with a knowing smirk and sipped his coffee.

“I’m sure you heard us anyway. Good morning handsome.” The woman responsible floated down the steps, dressed in one of Dean's tee-shirts and hopefully nothing else. She pressed a kiss to his cheek, on her tippy toes. A sharp slap on the ass made Dean jump. She let out a knowing giggle with a mischievous smirk.

Dean felt the markings from last night burning under his pajamas and shivered. His dick got hard just remembering. Maybe he was a bit hopeful, but maybe he’d get some more kisses tonight.

[my-stories-vault]

Characters I write for:-

1. Dean Winchester

2. Sam Winchester

[nevereclipse]

you wanna know what kills me?

young!sams face in season 7, ep 3 when he's talking about John and says "you don't wanna see him when he's drunk."

that. that kills me.

[the--blackdahlia]

Commissions are open!

I'm doing moodboards and edits for commission! Need a title card for a story you're writing? Or a gift for a friend? Look no further!

Moodboards are $10 a piece.

Edits start at $18 for shorter and simpler ones.

I will mainly do wrestling (AEW, WWE, NJPW, etc) supernatural, disney, and marvel. However, I could possibly be able to do special requests.

I can accept PayPal, venmo, cash app, zelle, and I do have Ko-fi. Help me out and let me make something for you!

[m4yasnotthatcool]

New fandoms🎀

sowwy guys(with a cherry on top)

skins------------------------------------

•Sid

•Freddie

death note-------------------------------

•L

•Mello

•Matt

•Misa

•Near

creepypasta------------------------------

•Eyeless Jack

•Ticci Toby

boyfriend to death-----------------------

•Ren Hana;

blue eye samurai-------------------------

•mizu;

supernatural-----------------------------

•sammy;

•dean;

•cas;

ahs--------------------------------------

•tate langdon;

•kit walker;

•grace;(from asylum)

•violet;(from murder house)

•jimmy(s4)

☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆☆

•the countess lady gaga because awooga

mouthwashing-----------------------------

•daisuke

•anya

girl imma update this if i extend my horisons anytime soon, okay? cool

rules btw:

[starcraftt]

my mother continuously saying that supernatural is too gory for me. 🫶🫶🫶