#castiel x jack

[reallyunluckyrunaway]

[ellastarkwinchester3000]

Jack: “DAAAAAAAAAAAAD, Claire is being mean to me!”

Castiel: “If you continue doing that, Claire, you won't have ice-cream as dessert.”

Dean: “But we still love you.”

Castiel, looking at Dean: “Why do you say that everytime I'm scolding one of them?”

Dean: “I'm…”

Castiel: “Don't answer! You're going to say something sad. Then I'll feel bad for you and then I'll want to kill your dad.”

[take-it-on-the-run]

I need a guy that I love more than the fictional ones. Until then I will remain pining over non-existent men on Tumblr.

[lovealwayssay]

I would pay an ungodly amount of money for a Supernatural finale where Dean rescues Cas from the Empty and tells him he loves him too, Eileen comes back to be with Sam, and Jack chooses to live with the four of them in the bunker as a happy family.

[sheydi0]

happy family :3

[morganaconda]

[deanwinchestersbabygirll]

Sam Winchester, Hero

-warnings// angst, fluff, SMUT, MENTION OF SA!!

-lil summery// kind of my spin on the pilot episode, based when Sam’s in college, best friends to lovers trope

Sam x reader

Part 2

word count// 3330

(Gif from Pinterest)

Your eyes burned as you continued to read the same line over and over, exhaustion threatening to take over your body any minute "hey you okay?" You looked towards the soft voice to see your best friend Sam, you nodded "yeah I'm just trying to finish this chapter I can't hand in another late assignment" you said stretching your limbs trying to wake yourself up 

Sam chuckled "it's after midnight, you’re gonna end up face down on your desk if you don't get to bed soon" you rolled your tired eyes playfully "I’ll be fine I'll just be another half hour then I'm done, you head on home, I'll be right behind you" Sam shook his head "not a chance this place isn't safe at night I'll wait for you" he said going to sit next to you "Sam sweetie, I'll be fine, our apartment is a ten minute walk at most, plus you know I can handle myself, I've kicked your ass plenty of times" you joked making him smile 

"Alright but I want you to knock on my door when your back home so I know your home safe, I'm giving you forty five minutes and if ur not home by then I'll be back here to haul your  ass home" he said firmly, he was always the worrier, that's what you loved about him the most

"I promise, scouts honour" you promised him with the scouts symbol he chuckled as he moved toward the door "see you at home Y/N" he called as the doors closed leaving you alone in the library, You rubbed your tired red eyes and got back to work, your blinking getting slower until all you could see was darkness and a warm fuzzy feeling take over your body.

Almost an hour later you awoke with a start "oh son of a bitch!" You exclaimed quietly looking at your watch, in a panic you shoved your stuff in your bag quickly before running out the big mahogany doors and taking off in a speed walk down the dark campus towards you and Sam's apartment, hoping he hadn't left yet

You were moments away from sanctuary before you heard the sound of loud foot steps behind you, your heart plummeting to your stomach as you picked up your own pace, you were less than a minute away, the footsteps got closer and your heart was beating a hundred beats per minute

The person behind you grabbed your arm roughly turning you around to face a tall brute of a man, glaring at you his lips twisted in a dirty smile "where you heading beautiful?" He asked his grip on your arm tightening making you wince "none of your business now get your damn hand off me you jackass!" You exclaimed trying to pull your arm away 

"Watch yourself now... the nicer you are to me the better I'll make you feel" the man said licking his greasy lips, your stomach turned and you regretted not leaving with Sam earlier. 

Tears pricked at your eyes as you tried to fight him off "if you touch me I swear I'll-" you started to say before a loud laugh cut you off "you'll what baby? Look at me then look at you, who's got the upper hand here?" he mocked before a third voice interrupted him 

"I do!" The voice said and a fist was slamming against your attackers face knocking the brute out, screaming you turned to see your saviour as the tears streamed down you face, you saw Sam looking back at you concern written all over his face "c'mon let's go" he said quickly taking your bag from you and pulling you tightly to his side making your worries instantly vanish as you cuddled into him 

Sam unlocked the door with his free hand, never letting go of you, he locked the door instantly as soon as you stepped inside "are you okay? I knew I shouldn't have fucking left" Sam told you his voice cracking slightly as his hands cradled your face in them as his green eyes scanned for any visible injuries.

"I'm okay Sammy" you assured him but he shook his head, his shaggy hair bouncing as he did "I'm so sorry I didn't get there sooner, I shouldn't have left you by yourself it's not safe i-" "SAM!" You yelled cutting his rambling off, his eyes snapping down to meet yours "I'm okay, I promise, you got me before he could do anything" you promised him, brushing a stray strand of shaggy brown hair behind his ear

He closed his eyes tightly and sighed loudly, his shoulders remaining as tense as ever, he wrapped his strong arms tightly around you, holding you tightly to him

You rest your head against his hard chest, listening to his heart beating like crazy as he breathed in your scent "are you okay sweetie?" You questioned looking up at him

Sam nodded slowly "I'm doing everything I can right now to stop myself from killing that perverted bastard" Sam confessed, his voice low and serious, you chuckled quietly "Sammy your the sweetest guy I've ever met, you don't have killer instincts in you" 

Sam swallowed thickly... little did you know who he really was, how many monsters he'd killed since he learned to walk "...yeah your probably right, come on let's get some sleep" Sam said changing the subject quickly

You stepped away from the his warm comforting embrace nodding your head, a quiet quiver threatening to leave your lips  "night Sammy" you leaned up to kiss his cheek before retreating to your bedroom.

You shivered as you walked into your dark bedroom, you pulled on an oversized shirt kicked off your jeans before getting into you bed, your whole body shook as you lay, the events of the night finally setting in your head

You let the hot tears fall slowly down your face as you fell asleep. 

You awoke a while later, you heart beating like crazy, your face stung as tears, new and fresh stuck to your cheeks, you tried catching your breath before making your way quickly to your bedroom door and down the hall to your best friends room

You knocked lightly on the door but there was no response other than the small snores on the other side, you questioned if you should just suck it up and go back to your own room but you knew you couldn't, not alone 

Taking a deep shaky breath you opened the door tip toeing towards the sleeping giant, "Sammy?" You whispered in a strained voice, "...Y/N... w-what's going on? Everything okay?" Sam quickly shot up suddenly as though he was wide awake. You tried to control your breathing before replying "y-yeah I uh, I-" you struggled to get out before you broke completely, your whole body shaking as more tears streamed down your swollen face

Sam was instantly pulling you down to sit next to him on his bed, pulling your shaking body tightly into his warm embrace, his muscular arms wrapping around you waist as you lay your head in the crook of his neck, "hey it's okay just breath" he said gently trolling your hair from your face "what happened?" He asked quietly stroking your wet hair behind your ear 

You took a deep shaky breath leaning into his touch "I- I just had a bad dream and I didn't want to be alone, can I stay with you, please?" You begged Sam, your heart racing like crazy, Sam's cheeks flushed a deep red as he nodded his head almost immediately "of course you can, you know you can always come to me no matter what" You smiled squeezing his hand tightly as a silent thank you.

Sam stayed in that position for another while longer, just holding you tightly to him as you slowly regained your breathing and the tears stopped rolling, "you ready to lay down?" Sam asked rubbing his hand up and down your cold arms nodding you move to his side, slowly lowering your self to rest against the cold unused pillow in Sam's bed, Sam turned to face you in the bed,

His hand once again reaching out for your own "I promise your safe here, I would never in a million years let anyone or anything hurt you" Sam assured you making your heart swell, "I know sweetie,  your like my very own superhero" you told him making his lips pull into his familiar grin "night gorgeous" Sam said giving your small hand another light squeeze "night Sammy" you whispered back.

You lay there another few minutes just staring into the dark room, this was different than how you felt earlier in your own bed, you felt safe... you just couldn't trust your mind enough to sleep

You turned to your side to face Sam, his eyes already on you "I can't sleep" you whispered lowly to him your faces inches apart as Sam moved closer his arm moving to wrap around your waist as his green eyes stared into yours "it'll be okay, I'm right here next to you" Sam promised making you smile up at him 

Your hand cupped the side of Sam's face gently as you moved closer, just testing the waters, letting him have time to pull away if he wanted to, but he didn't.

Sam closed the small gap between your lips quickly capturing you lips with his, you let out a small gasp as your hand flew to grip the back of his neck lightly, his own gripping your waist pulling you as close as possible to him, you let out a quiet moan as Sam moved you to lay on your back, his body rolling to hover above you 

You wrapped you legs tightly around Sam's hips pulling him down so that his covered cock was pressing against your clothed clit, "oh god Sammy" you breathed out pulling his hair slightly 

Sam moved his kisses down your neck causing your eyes to roll "Sam please" you begged tightening your legs around his hips, sam obeyed as he pulled back slightly to pull his grey shirt and off revealing his muscular chest, you ran your hand down from his toned chest down to his pyjama pants, you swallowed the thick lump of nerves in your throat "Y/N, we don't have to do this" Sam told you sensing your nerves 

You shook your head and smiled up at him "I want to do this, with you" you told him as you gently pulled him back down for a kiss, he smirked into the kiss, his hands moving to the hem of your oversized shirt you'd stolen from Sam many moons ago, he pulled the shirt off your body, revealing your bare breasts to him, he instantly grasped them in his warm hands

You let out a small moan of his name, arching your back from the bed "please touch me" you begged, sam chuckled and kissed his was down your chest taking each breast in his hot mouth before continuing his way down your stomach, he dragged your panties down off your legs, gasping at the cold air hitting your core you move to clench your thighs together

Sam's hands caught your thighs quickly, spreading them wider exposing you completely to him "you look so beautiful like this" Sam said his eyes a darker green, bordering a light brown, Sam blew cold air against your soaking pussy before diving in, you screamed in pleasure your hand rushing to gripe Sam's longer hair, "oh god Sammy! Please don't stop that feels so fucking good" you cried out as Sam sucked hour clit into his mouth and inserting his two long fingers inside your dripping hole "you taste fucking delicious Y/N I could stay between these legs all damn day if you let me" Sam said against your pussy, the vibrations of his deep voice and combination of his thrusting fingers causing your eyes to roll to the back of your head "I'm so close Sammy please!" You screamed in pleasure slamming your head back against the pillow behind you as Sam sped up his movements, all that could be heard in the room was heavy breaths and the sounds of Sam's mouth and fingers working you toward your orgasm

You cried out in ecstasy, Sam's long fingers curled inside of you hitting your g-spot repeatedly his lips wrapping around your clit stimulating you completely, you screamed Sam's name as the coil snapped, your orgasm came crashing towards you causing your body to shake slightly, sam carried you through it, not stopping until you gently pushed him away from you, you legs around his shoulders shaking "that was the hottest fucking thing in the world, I've never had a guy do that to me before" you breathed out, still trying to catch your breath

Sam chuckled giving you lips a small kiss "well you have only dated jackasses who clearly have no idea how to please their girls, if I had it my way I'd have you tied to the bed with me down there all damn night" Sam confessed making your heart pound, you looked at him threw half lidded eyes a smirk playing on your lips "I'm not opposed to getting tied up sometime" you said making sam groan loudly as you pulled him into another deep kiss, your hand snuck it's way into his pants and wrapped around his hard cock, you started to move your hand in an up and down motion before Sam quickly grabbed your wrist stopping you

Your eyes snapped to his in a panic and your heart raced in panic, "What's wrong?" You questioned quickly and Sam smiled "nothing it's just… I'd rather be inside you gorgeous" Sam told you and he kicked the rest of his pants off leaving his big hard cock on full display making your mouth water "do you have a condom?" You struggled to ask as your mouth was suddenly dry

Sam nodded, hovering over your bare body to reach into his nightstand, he quickly pulled out a familiar foil package, he ripped it open quickly with his teeth and rolled it onto his erect member "are you sure your okay with this?" Sam, ever the gentleman asked you, his hands ran up and down your waist in a comforting way making you smile  "of course I am Sammy" you confessed wrapping your legs tightly around his hips and pulling him down to you so he was chest to chest to you

Sam leaned down to capture your lips in a sensual kiss, not rushed or hard like the other kisses, you felt him place his covered tip at your entrance, your pussy clenching in desperation to feel him inside you,

Your moan caught in your throat as Sam pushed his way inside you, filling you up, inch by inch

Sam sucked in a harsh breath, his lips moving to attach to your neck "god Y/N your so fucking tight, can already feel you squeezing me" he groaned out hotly against your neck, you giggled softly as your hands ran up Sam's muscled back, he began to move his hips slowly to rest the waters, there was a slight pain but nothing could take away from the pleasure of having Sam so close to you like this "faster Sammy please" you told him arching against him to allow him to push inside you deeper, Sam obeyed and grabbed your thighs, he pushed them up so you knees were against your chest, your calves hanging over his broad shoulders

Sam pulled his hips almost all the way back before slamming back inside you making you scream in pleasure

He continued to slam his cock deep inside you at a fast pace, hitting your G-spot with every thrust his pelvic bone pressing against you swollen clit adding just the right amount of pleasure "yes!" You screamed dragging your nails down Sam's back as white hot pleasure clouded your vision, you knew your orgasm was fast approaching as the coil in your stomach tightened "cum with me baby" you moaned out, Sam quickened his movements feeling his own orgasm crash against him, he moved his hand down to rub your clit quickly causing the band in your stomach to snap, you screamed Sam's name as your juices came flowing out of you, down Sam's thighs as Sam groaned feeling the condom fill with his hot seed 

Sam continued to thrust a few more times slowly to calm you both downs, whimpering when he pulled out you gave him a gentle kiss on his now swollen lips "that was amazing" you said once you pulled away causing Sam to chuckle, he threw the used condom in his trash can "yeah that was the best sex I've ever had" Sam confessed making your heart race and your cheeks turn pink when you giggled “yeah me too”

Sam pushed a stray hair behind your ear, his eyes staring into your own with intensity “I really like you Y/N, your my best friend.. I mean I know we just crossed the line of just friends but I want you, I mean, I want this, not just sex.. I mean I want you.. all of you” Sam confessed before kissing you quickly to solidify his words 

Your heart pounded against your chest as you listened to Sam’s confession, “I want that to Sammy” you said placing your hands on either side of his face, leaning in to peck his kiss swollen lips a couple of times until the smiles on both your lips made it impossible to keep going “so how about tomorrow after your last class we head down the Chinese place for dinner and we can rent a movie to take back home?” Sam asked you nervously “I’d love that” you told him before going to the bathroom to get ready for bed again, this time in the safe protective arms of your boyfriend.

A couple of hours later you awoke to voices in the kitchen, panic rose in your chest before you turned to wake Sam, surprised when all that was in his spot was cold sheets, you furrowed you brows before getting up, you quickly pulled on your over side shirt and panties before stalking towards the kitchen where your boyfriend and another man were talking  “sam?” You called for him making his head snap towards you “Y/N hey what you doing out of bed?” Sam questioned placing his hand on your arm 

You opened your mouth to answer before the other man moved towards you a big flirty smile graced his lips “wow you are so far out of my brothers league” the man said making sam roll his eyes “oh your Dean! Sam’s told me a lot about you” you said making him chuckle “all good I hope” he said before turning his attention back to your boyfriend before staring at you again “listen sweetheart, I gotta talk to your boyfriend here about some family business would you mind giving us a minute?” He asked trying to be as nice as possible “of course I’ll just-” you were cut off by Sam’s big arm wrapping tightly around yours waist pulling you tightly to his side “no, anything you can say to me, you can say in front of Y/N” Sam told him his chest puffed out in anger 

Dean clapped his hands together in frustration “fine, dad hasn’t been home in a couple days” Sam scoffed and rolled his eyes dramatically once again “yeah, he’ll come stumbling back on in soon enough, just like he always does!” Sam said annoyed, his muscled arm around your waist tightening as Dean sighed lowly 

 “alright, dads on a hunting trip, and he hasn’t been home in a few days”. 

-------------------------------------------------------------------------------------------------------------- ALL MY OWN WORK I DO NOT GIVE CONSENT TO COPY OR PUBLISH ON OTHER SITES , I.E WATTPAD, ETC, WITHOUT MESSAGING TO ASK FIRST

For my Sam girlies!

[pluviaart]

It's time for some domesticity<3 I present you a nice and relaxing tea party with Dadstiel baby Jack and silly Dean. And let's not forget all of Jack's furry companions ✨ idk about you but I'd love to have a tea party like that 💥

[archangelbong]

[mischieviem]

Happy pride to them 🥰🥰

[m4ng0-gh0st]

Spn boys NSFW headcannons (CIS male reader)

Dean

You had to help him out the first few times but after that he got it DOWN.

One of his favorites are you on your knees sucking him off.

He definitely teases you by moving his hand really close to your crotch or sometimes he full on just palms you through your pants when your sat next to him however it highly depends on what is going on and where you guys are at.

If you were one of the "villains" you two definitely used to have hate sex.

If you aren't them you two just have sex to release some steam if it's more of a friends with benefits relationship but if it's a romantic relationship then it's because you two genuinely enjoy having sex

Most definitely rough sex most times but if he has the time and or nobody will be around for a while then it'll be more sensual.

Sam

He more of a groaner than like a moaner/whimperer.

I mean maybe you can get him whimpering 🤷

Don't pull his hair no matter how tempting it is...

He definitely likes you riding him but if you are the dom you then missionary. (He definitely does missionary even when he's Dom)

He does like seeing your face during sex.

Nothing to out of the normal he's pretty simple when it comes to sex.

Castiel

He doesn't make much noise I mean maybe a groan here and there and if you're lucky a moan or whimper.

He's a little clueless when it comes to sex despite him watching the pizza man and the baby sitter... But that's okay! You help him the best you can.

You can definitely get him to moan or whimper if you suck him off.

You most definitely end up the dom most times.

If you like rough sex then he’ll participate but he does enjoy gentle and sensual sex more.

You two have most definitely gotten caught and or have been overheard while having sex.

Crowley

You know he's in the mood when he starts getting handsy.

He'll pull you into his lap or if you guys are around people he'll pull you away or teleport you two away.

This does happen quite often.

You don't really know what you do to make him horny but you do make him horny a lot.

You've two been caught making out somewhere in the bunker because Crowley had pulled you away.

You two have experimented quite a lot.

He denies it but he does really like intimate and soft sex.

He does occasionally like you as the top but when you are the top you are 6/10 times a soft top

He does get whiny and bratty. Mostly when you two have been very busy and haven't had sex in a while.

Definitely sasses you during sex. He has a loud mouth and he can't help himself.

Praise him and he seems fine but on the inside he is DYING

Gabriel

He's even worse than Crowley when it comes to getting handsy.

He is a brat when he's the sub for sure.

Kinky as hell 💀

You've guys practically have tried EVERYTHING.

A little bit after he returned from being tortured you guys basically had a whole day spent on having sex.

He enjoys either making your brain turn to mush or having you turn his brain to mush.

He has a lot of energy and when I say a lot I mean A LOT.

He is a major switch when it comes to you.

Jack

I don't know if it's alright to do some for him since he's technically like 3 but he's fully grown so let me know if it is 😭💀

[cheynovak]

Top or bottom

Characters: Dean Winchester x Y/N Female character     

Summary: One night after beers and jokes, Y/N teasingly asks if Dean is a “top or bottom,” flustering him and sparking laughter.

Warnings: Alcohol, Mentioning: sex. Implied spice, nothing graphic.

English is not my first language 

*Please do not copy my work, reblog/comments/likes are appreciated*

The bunker was alive with laughter and the clinking of beer bottles, a rare reprieve from the endless hunt. Y/N had seamlessly integrated into the Winchester family, earning the acceptance and admiration of Jack, Sam, and even Castiel, who considered her as steady and reliable as his celestial grace. But Dean? Dean was a different story.

It wasn’t that he disliked her. Quite the opposite, in fact. Y/N was the first woman since Lisa who made him feel something deeper than fleeting attraction. Her laugh softened his rough edges, and her fierce independence made his heart ache with admiration. But Dean Winchester was not a man who easily confronted his feelings, especially the ones that made him vulnerable.

Tonight, the mood was light. Empty pizza boxes littered the war room table, and everyone was a little tipsy. Dean nursed his beer, watching as Y/N, sitting cross-legged on the couch, threw her head back in laughter at one of Jack’s awkward but endearing comments.

"Wait, wait," she said, catching her breath. "Castiel, are you telling me you thought using your angel blade counted as protection?"

Castiel tilted his head in confusion. "Dean told me to use protection. I didn’t understand the context until later."

The table erupted in laughter, and even Cas, ever so stoic, managed a faint smile.

“God, I love this family,” Y/N said between chuckles. “I mean, you all know *so much* about each other. Sam’s stolen Deans porn stash, Castiels awkward first time..."

"Hey!" Dean interjected, pointing at Sam. "That stash was pristine until this guy got his grubby hands on it."

Y/N smirked and swirled the bottle in her hand. “Okay, Deany-boy, since you’re such an open book…” She leaned forward, eyes sparkling with mischief. “Top or bottom?”

Dean nearly choked on his beer. “What?”

“You heard me,” she teased. “Top or bottom?”

The room went dead silent for a beat before Sam burst out laughing, Jack looked utterly confused, and Castiel tilted his head again, clearly filing the question away for later research.

Dean played it cool, leaning back in his chair. “Top. For sure.”

Y/N tilted her head, locking eyes with Sam as if conspiring. “So, he’s a bottom.”

Sam howled with laughter, and even Jack joined in, though he clearly didn’t get the joke. Dean opened his mouth to retort but was too flustered to find the words.

---

**Later that Night**

The others had gone to bed, leaving Y/N, Jack and Dean to clean up the remnants of their impromptu party. Y/N wiped down the kitchen table while Dean gathered the bottles, his thoughts spinning in circles.

Steeling himself, he stepped in the kitchen opening another two bottles of beer, handing her one over while he seated against the table. “Why do you think I’m a bottom?” His voice was low, roughened by both nerves and curiosity.

Y/N didn’t stop cleaning, but a smile tugged at her lips. Finally she turned to face him, getting closer, standing between his legs, so close he could smell the faint floral notes of her perfume.

“Because, Dean,” she began, her voice soft but sure, “you try so hard to be an alpha. But underneath all that bravado, you’re sweet. Thoughtful. You care about people more than you let on.”

Her hand landed on his chest, "You're a pleaser." he felt the warmth of her touch through his flannel. His heart pounded in his ears.

“Isn’t that what most women want?” he asked, his voice barely above a whisper. “Strong men?”

“Maybe,” she admitted, her lips curving into a small smile. “But some of us just want a nice man. Someone who makes us feel safe enough to let go, to show our imperfections. Someone we’d want to…” She paused, her cheeks flushing as she swallowed her nerves, “climb on top of and ride till we see stars.”

Dean’s breath caught as her hand slid up to his shoulder back to his hands, caressing his skin. Her gaze held his, unwavering, her touch warm, like a fire rushing through his veins.

“Someone with strong hands… but who knows how to use them softly.”

He couldn’t stop himself. His hand moved to her face, tucking a strand of hair behind her ear. His thumb lingered on her cheek as he stood taller, leaned in closer, their breaths mingling.

“Y/N,” he murmured, his voice a mix of want and uncertainty. Her hand held on to his flannel. Pulling him in.

But the moment shattered as Jack bounded into the kitchen, the last box of pizza in his hands. “This is the last one!” he announced cheerfully, oblivious to the tension.

Y/N stepped back, her hand falling away as she turned to Jack. “That’s great, Jack. Thanks for helping.”

Dean’s hand dropped to his side, his jaw tightening as he watched her retreat. I made a fool of myself, great! He thought.

But to his surprise she shot him a playful look over her shoulder.

"Are you coming Dean?"

--

Taglist -> Click here to add

@jackles010378 @libby99hb @winchesterwild78 @suckitands33 @mostlymarvelgirl @deans-baby-momma @ancles @tulipsvanilla

@thesilmarillionblog @jays-bonnie-on-the-side @kr804573 @kamisobsessed @hobby27 @globetrotter28 @kindollss

@muhahaha303 @shadysoulangel @lyarr24 @spxideyver @impala67rollingthroughtown @panickedbitch @deansimpalababy

@livya99 @yvonneeeee @ladykitana90 @stoneyggirl2 @imsiriuslyreal @panickedbitch @roseblue373 @n-o-p-e-never

[kibsss]

Supernatural in a nutshell

[take-it-on-the-run]

[spn-lesbian]

Cas, handing Dean the phone: it’s Sam, he needs help

Dean, taking it: just snap his kneecaps and he'll talk, We’re at a parent teacher conference

teacher:

Cas: anyway, you said Jack is enjoying finger painting! That's great

[asbeel]

I imagine Dean is protective as shit of his pie

Like he is hissing and scratching at anyone who even attempts to poke a fork into his pie

So if he lets you to reach out and eat a bit of his pie, it's a sign of respect

If he willingly hands you a slice of pie? Youre the fucking world to him

People I think Dean would let eat a bit of his pie:

- Mary Winchester

- Jack Kline

- Garth Fitzgerald

- Ellen Harvelle

- Kevin Tran

- Jody Mills

- Lisa Braeden

- Sam

People I think Dean would give a slice of pie to:

- himself (obviously)

- Sam (but he always refuses cos he's a health nut)

- Castiel

- Bobby

- Benny

- Charlie (sister energy)

- Jo (sister energy again [wdym they kissed they're literally siblings])

- Claire

- Eileen (as like a "ur my sister in law now" vibe)

- Missouri (fr she deserves some)

- Ben Braeden

I really wanted to add Crowley to this list but it's just the sad truth that Dean wouldn't trust him to be within 90ft of pie

And yes, John Winchester isn't on here. His ass does NOT deserve pie