Daily Dean - Day 35 💚

FINALLY FINALLY GOT TO THE EPISODE IN BIG SKY!!

*reads fanfiction with the most incredible description, most incredible inner monologue, most incredible dialog, most incredible pacing, most incredible world building, and just most incredible writing*

*looks at my own shrimpy writing skills*

*looks back at incredible fanfiction*

*blinks*

*shakes it with unyielding force*

"HOW DO I DO THAT?!?!?!??!?!!?"

Can you do a drabble for Number 67?

absolutely anything 4 u and them. esp bc i have NOT FORGOTTEN ABOUT IT. I SWEAR. am just locking tf in to wrap up s1 before i start posting them again <3 i forgot this was in my drafts bc i thought it was buried in my inbox bc im a lil idiot ok. so sorry </3 pls take this as forgiveness.

this is also something canon that will happen eventually down the line, so u are all basically getting exclusive content rn hehehe.

the stanford cheer squad were incredible people, hosting a car wash to fundraise for the education of less fortunate children. you were incredible, and you knew it, having been the one to bring up the idea to the team captain yourself.

it was something you were passionate about, considering how hard you were working for your nursing degree, and how much of your own childhood was spent wishing for the same opportunities that the other kids got. that wish grew into a dream — pediatric nursing.

expectedly, the turnout was insane. people were so passionate about education for the youth of today. they were so passionate that they'd bring their freshly washed car back again into the open parking lot the team hosted it in.

hey, whatever you had to do, right? the money was racking in, and the pipe dream to help kids like you get more of a chance to get where you were without needing to sacrifice as much as you did was becoming a reality.

pour some sugar on me plays on the stereo propped on a foldout chair in the back. you were one of the sign girls, drawing the cars in from the campus streets and handling the cash intake.

adeline was on the other side of the tall sign. it was nice to have your sorority big sister cheering, too. you weren't yet close with a lot of the other girls, so having someone you knew you liked and that liked you made times like this, when the girls paired off to the assigned tasks, feel a lot less intimidating.

"lots of honks," she says idly, letting her arms and the sign fall in front of her, "but not a lot of people comin' in anymore."

you hum, pointing out a fancy black car a couple of miles away, just pulling into the parking lot. "they look like they'd be into a car wash."

adeline's eyes narrow in on where you're pointing, a little huff of laughter bubbling out of her mouth. "oh, the cardinal's two golden boys? sure."

surely that wasn't dean and taylor. adeline had an easier view, closer to the road they were driving on than you were by only a few feet, but you'd be able to recognize dean anywhere. surely that wasn't him, and his roommate, and that couldn't have been his car.

you watch it roll in — just in time to see the car jerk to the right in the direction of the car wash.

adeline's laugh brightens. "god, it is! of course they're comin' in." she turns over to you, eyebrows raised up. "you and dean are always in each other's orbit."

your face goes a little pink, and you let your arms fall now too to properly shoot her a glare. "shut up." you didn't even like dean like that. yeah, he was the first proper friend you'd made, if you didn't count the other two cheer girls you'd met during sorority rush. that didn't mean anything like what adeline implied. in fact, you'd tell her that. "taylor's prettier, anyways. don't you think?"

"taylor king is a pig." she rolls her eyes, a fond smile curling at the corner of her lips that gives way any irritation. "he's makin' his way through the cheer roster. don't let him put a cherry red notch in his belt."

the car slows to a stop outside of the giant makeshift sign entrance of the car wash. the driver's side window rolls down, and sure enough, you're met with dean winchester's pretty green eyes. "is it fifteen per car or per person?"

that was your proof that you and dean were not orbiting each other. no hello, no nice to see you; he was straight to the point around his friends. you just didn't seem to make the cut. "per car." you slip the sign between your knees, hand extended for the cash taylor was blatantly swinging in your direction. "though i could make it per person for you guys. because you're football."

"harsh," taylor interjects from the passenger seat, giving up on reaching across dean and tossing the loose bills. "oh no... now you have to bend down and pick them—" he's cut off by an elbow straight to the ribcage.

"ignore him." dean picks up the bills in his lap, handing them out to you. "i was askin' just so i could make him pay for me, too. he tried to kill us gettin' over here once he saw the sign."

taylor's face scrunches up in befuddlement, slapping dean over the forehead. "yeah i did. boobs, dean. fuckin' tits." he catches the elbow dean tries to reem him with again. "hell no was i letting this chance pass me by."

dean, to his credit, looks a little sheepish about all of this. you, to your credit, were very good at ignoring it. he was getting picked on enough, and you didn't want any excuse to start thinking that dean liked you enough to care about what you thought about him.

"drive on through," you say, bypassing dean's gaze to hold taylor's stare as you shove the wad of cash in your cropped white stanford tee. you expect it to break taylor's act, but all he does is break into a wolfish smile. taylor king may have been a pig, but he was so pretty.

dean inches forward, forcing the eye contact between the both of you to break. finally, a reprieve from the intensity that was the lineman and the quarterback's attention all at once.

short-lived relief, because taylor's ass is planted on the rolled down window on his door's frame, his head and shoulders visible above the top of the car. "how much for you to wash the car?" he shouts to you, his grin nearly ear to ear now.

you shake your head, laughing, your hands held up in surrender. "you offering to donate more?"

"babygirl, i'd donate a kidney for this."

adeline's eyes meet yours from her place at the edge of the ovehead sign. the whole point of the dynamic between big and little was that she was supposed to guide you. she'd done great so far, making the transition so much easier than it could have been.

you didn't want to be another notch on taylor's belt. you also didn't really want to test the line that existed between you and dean. but there were greater things than flimsy college relationships. a little extra money toward something more meaningful had its sacrifices, and you were more than willing to make them.

"fifty bucks and i'll wash this car all by myself," you finally answer, handing off your sign to kristen as you saunter up to the rest of the girls. kristen's protests are lost to you, and die off anyways when she realizes that neither of the boys in the newest car to join the lot of soapy ones are looking at her. they're looking at you. "extra soapy."

taylor visibly begins to fumble around in his varsity jacket pockets, but you're only paying attention to him in your peripheral vision. your eyes are back on dean, his expression unreadable.

"you're trouble," he mouths, shaking his head, the little dimples in his cheeks giving way to his amusement.

maybe he did care what you think. and maybe you cared what he thought, too. that's why you couldn't help but give into this, and also why you couldn't keep giving in after this. there had to be a line. there had to be something stable, or else everything would shatter.

you take the cash from taylor as you circle around dean's car and up to the speaker. you grab the ipod connected to it, flipping through the saved songs until you land on cherry pie by warrant.

it was hard to see if the line in the sand between you and dean was broken or crossed through the soapy water all over the windows and the windshield. it wasn't hard, though, to figure out which pair of eyes watched you the hardest through the haze of the glass.

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notes. cherry pov <3 hope u guys enjoyed PLS i missed the stanford!dean universe SOOOOO SOO SOOOO BADLY.

tags. @whyyouegg @sthefferrete @titsout4jackles @deansbeer @bluestrd @ultravi0lence14 @mccartneyqp @depressionbarbie2023 @im-bili @chevroletdean @angelblqde @honeyryewhiskey @lyarr24 @psyches-reid @reynas13 @momoewn @deanswidow @jasvtsc @figthoughts @beausling @sunsettsam @aileenunfiltered @samslvrgirl @globetrotter28 @urfavpisces95 @rubyvhs @hollywoodxrose @imsiriuslyreal @bluemerakis @angels-silhouette @tortureddarkstar @tristimith

◦˚~ MAROON DIVIDERS ~˚◦

Requested by: anonymous Info: these were all made by me. please reblog/like if use!

𓂃˖ ࣪ 𝔠𝔬𝔪𝔭𝔞𝔱𝔦𝔟𝔦𝔩𝔦𝔱𝔶 𝔯𝔢𝔞𝔡𝔦𝔫𝔤

˚₊‧꒰ა @angels-silhouette ☆ dean winchester ໒꒱ ‧₊˚ ⋆˙⟡ where leo, cancer, sagittarius meets aquarius, leo*, saggitarius. ⟡˙⋆

𖤐⭒๋࣭ ⭑✧˖⋆𖤐⭒๋࣭ ⭑✧˖⋆𖤐⭒๋࣭ ⭑✧˖⋆𖤐⭒๋࣭ ⭑✧˖⋆𖤐⭒๋࣭ ⭑✧˖⋆𖤐⭒๋࣭ ⭑✧˖⋆𖤐⭒๋࣭ ⭑✧˖⋆𖤐

ꔛ. meeting each other,

if fate were a person, it would've laughed when you two crossed paths. you and dean? your energies are like two flint stones colliding--fire, fire, fire! dean's leo rising practically screams for attention, but guess what? so does yours. the moment you walk into a room, people notice. and so does he. so, let's set the scene : it's late, the neon glow of some dingy gas station flickering against the impala's hood. you're leaning against your car, glaring at the ancient-looking gas pump that's absolutely not accepting your card. dean's watching from across the lot, beer in one hand, keys twirling in the other. he's seen that look before--pure, unfiltered annoyance--and damn if it isn't entertaining. "you gotta coax it a litte," he calls over. you turn, raising an unimpressed brow. "oh? and what do you suggest? whisper sweet nothing to it?" dean smirks, pushing off the impala. "nah, sweetheart. just gotta kick it real good." "...you can't be serious." dean shrugs. "worked for me once. or maybe i just have the magic touch." you scoff, but there's something annoyingly charming about him. and just like that? you've both got each other's attention.

ꔛ. friendship compatibility,

with both your moons in sagittarius, there's an instant understanding. you both crave adventure, freedom, and a life that isn't boring. you'd push each other to do the craziest things--late-night road trips, reckless dares, sneaking into places you definitely shouldn't be. your leo sun and mercury mean you love a good back-and-forth, and dean's aquarius sun and capricorn mercury make him the perfect sparring partner. expect witty banter, eye-rolls, and arguments over the dumbest things--but also deep, surprisingly heartfelt talks when it really matters. potential conflict? your mars in scorpio makes you intense when you care, but dean's mars in aquarius is detached. he runs when things get too heavy. you, on the other hand, demand honesty. if he pulls back, you'll call him out. still, as friends? unstoppable duo. the kind of connection that just makes sense.

ꔛ. romantic compatibility,

this? a wild, passionate mess that neither of you can walk away from. dean is irresistibly drawn to your leo sun and venus. you're confident, magnetic, and unapologetically yourself--and he loves that. you shine, and whether he admits it or not, he wants to be close to the light. your mars in scorpio makes you all-in when it comes to love. you don't do half-measures. but dean's mars in aquarius? it's complicated. he feels deeply, but he's terrified of being trapped. this means your dynamic is a push and pull--he teases, you challenge, he flirts, you raise the stakes. strengths? ridiculous chemistry. the tension is off the charts. you'd bring out dean's softer, more protective side, and he'd pull you into a world of adventure you secretely crave. weaknesses? you want commitment, whether you say it outright or not. dean... has a habit of avoiding thing until it's too late. the challenge? getting him to admit he wants you just as much as you want him.

ꔛ. request, strangers meeting for the first time

dean leans against the impala, beer sweating in his grip as he watches you struggle with the ancient gas pump. “need help?” you sigh, barely sparing him a glance. “unless you’re secretly a gas station whisperer, no.” dean smirks, pushing off the car. “lucky for you, i happen to be great with machines.” “is that so?” you cross your arms, studying him now. he’s cocky, all easy confidence and reckless charm. the type of guy you should probably ignore. but then? he kicks the pump, and the damn thing starts working. you blink. “…what the hell?” dean grins. “told you. magic touch.” you scoff, but there’s a flicker of amusement behind it. “you realize you just encouraged every idiot in a hundred-mile radius to start kicking gas pumps, right?” he shrugs. “not my problem.” you shake your head, but you’re smiling now. and dean? yeah. he likes that.

ꔛ. overall, score : 8.5 / 10

explosive chemistry, but can you handle the fire? it's magnetic, thrilling, and impossible to ignore. you challenge him, intrigue him, and keep him on his toes. he pulls you into a world of excitment, but can he give you the security you deserve? that's the real question. but one thing's for sure--neither of you are walking away from this one unchanged.

ꔛ. navigation 𓂃˖ ࣪ all drabbles ; compatibility readings ; support my work .ᐟ

* since the birth time of dean hasn't ever been mentioned, I've placed him as a leo rising, since it's the sign that makes more sense to me.

𝓴𝓲𝓭𝓼? D.Winchester

you’re nursing a beer, your legs pulled up to sit cross-legged as you lean back on your palms. dean’s beside you, his own bottle dangling loosely in his fingers. his knee rests against yours, this simple, casual point of connection, but it’s enough to ground you. his shoulders are relaxed, his legs stretched out long, but there’s something... off. you can feel it in the way his gaze keeps drifting, how he’s not quite looking at you or anything in particular. he’s lost in his own head, and you’ve been with him long enough to know that’s rarely a good thing.

“you’ve been quiet tonight,” you say, finally breaking the silence. your voice is soft, not accusing, but the words seem to snap him out of whatever spiral he was falling into. he glances at you, his green eyes flickering in the dim light, and he huffs out a little laugh. it’s small, almost self-deprecating, and he looks away again, his jaw tightening.

“just thinkin’, sweetheart,” he murmurs, taking a swig of his beer.

you tilt your head, watching him. “about what?”

he hesitates, running his free hand through his hair, and the gesture makes your stomach tighten. whatever it is, it’s big. he’s not usually this careful about his words—dean winchester isn’t careful about much, period—but right now, he looks like a man standing on the edge of something.

“can i ask you somethin’?” he says, finally, and his voice is quieter now, more raw.

“of course,” you reply immediately, setting your beer aside. you shift closer, your knee pressing more firmly against his, your hand resting on the cool metal of the car between you. “what’s on your mind?”

he exhales slowly, staring down at the bottle in his hands. for a second, you think he’s not going to say anything. then, all at once, the words come out.

“you ever think about havin’ kids?”

the question hits you like a punch to the gut—not because it’s unwelcome, but because it’s so unexpected. you blink at him, your lips parting, and he finally looks at you, his expression guarded. like he’s bracing for you to laugh at him, or worse, to shut him down completely.

“kids?” you repeat, just to make sure you heard him right.

“yeah,” he says, his voice gruff, like the word’s hard for him to get out. “like... not right now, obviously, but... someday. you ever think about it?”

your mouth opens, then closes. you glance at him, searching his face for any clues about where this is coming from. it’s not like dean’s ever been the white-picket-fence type. hell, you’re not even sure if you’re the white-picket-fence type, given the life you lead. but there’s something in his eyes, something vulnerable and almost... hopeful, that makes your chest ache.

“i don’t know,” you say honestly. “i guess i haven’t thought about it much, with everything going on. it’s not exactly easy to picture that kind of future, you know?”

he nods, like he was expecting that answer, but there’s still this shadow of disappointment in his expression. “yeah. yeah, i get that,” he mutters, tipping back his beer for another sip.

you watch him for a moment, your mind racing. he doesn’t bring up stuff like this lightly—hell, he barely even talks about his feelings unless you pry them out of him. but this? this is something he’s been holding onto, turning over in his mind, and now he’s laid it at your feet like some kind of fragile offering.

“why are you asking?” you ask gently, leaning closer. “is this something you’ve been thinking about?”

he lets out a low laugh, but there’s no humor in it. “yeah,” he admits, running a hand down his face. “i don’t know, it’s stupid. just... sometimes i think about what it’d be like. teachin’ a kid how to throw a football. takin’ ‘em for a drive in baby when they’re old enough. tryin’ to be the kind of dad mine never was.”

the confession is raw, almost painful, and you feel it settle heavy in your chest. dean’s voice drops lower, like he’s afraid of saying it out loud. “i mean, i know it’s a pipe dream, with the way we live. but... if it ever happened, you know? with you... i think i’d want that.”

his words hang in the air between you, and your heart stutters. with you. the way he says it, so quiet, so certain, makes something twist inside you. you reach out, your fingers brushing his arm. he looks up at you, his expression cautious, like he’s waiting for you to tell him he’s crazy.

“dean,” you say softly, “you’d be an incredible dad.”

he snorts, shaking his head, but you tighten your grip on his arm, making him look at you. “i mean it,” you insist. “you’re already so good with sam, and jack... hell, you take care of everyone around you, whether you realize it or not. you’ve got more love in you than you give yourself credit for.”

his jaw clenches, and he looks away, but not before you catch the flicker of emotion in his eyes. “you really think that?” he asks, his voice barely above a whisper.

“i know it,” you say firmly, leaning in closer. “and if that’s something you want... someday... then yeah. i think i’d want that too. with you.”

his head snaps toward you, his eyes wide, and for a second, he just stares at you. then, without warning, he leans in, his hand sliding to the back of your neck as his lips crash against yours.

the kiss is desperate, messy, like he’s been holding himself back for too long and finally let the dam break. his fingers thread through your hair, holding you close as his mouth moves against yours, hot and demanding. you gasp into him, your hands grabbing at his shirt, pulling him closer, needing him like you need air.

his tongue sweeps over your bottom lip, and you open for him, letting him in. he groans into your mouth, the sound vibrating through you, and it’s like a switch flips. suddenly, you’re climbing into his lap, straddling him as his hands grip your hips, pulling you flush against him. the heat of him, the way his stubble scrapes against your skin, the sheer wantpouring off of him—it’s overwhelming in the best way.

he breaks away for a second, his forehead pressing against yours as you both catch your breath. his hands are still on your hips, holding you there like he’s afraid you’ll disappear. “you have no idea how much i love you,” he murmurs, his voice rough and low, sending shivers down your spine.

“i think i have a pretty good idea,” you tease, your lips brushing against his as you speak. he laughs softly, the sound muffled as he kisses you again, slower this time, but just as consuming.

the future might be uncertain, but right now, with dean’s arms wrapped around you, his lips on yours, you think maybe, just maybe, you’ve found something worth holding onto.

"The revolution is about to be televised, you picked the right time but the wrong guy" - Kendrick Lamar, Half-time show 2025

Rewatching supernatural and am on season 8. There’s no way Dean and Benny didn’t fuck in purgatory

Love that Dean Winchester is trending🥹

I pray everyday that I don’t die whilst tumblr is logged into my phone.

I’d be so embarrassed from the grave if someone went through my tumblr and found everything I’ve written, liked, reblogged, etc. 😭

I’d like to keep my freak a secret