they should've had sam making more jokes about his and dean's negligible age gap "are your knees okay" after digging up a grave. "ask if they give out senior citizen discounts" at random motels/diners. "the first vic died in 1843. any chance you knew her?" during research. come on man younger sibling 101
desc: a little tradition bring both you and Dean to the same bar, an anniversary of sorts.
warnings: swearing, SMUT (18+), fingering, unprotected p in v, (wrap the willy if ya wanna get silly), dirty talk, fluff, semi-public, (one-shot unless yall want another part lol. A tik tok is responsible for this 😂) not proofed completely sorry!
Dean couldn’t stand the ticking clock, staring at it made him want to vomit just like the assistant chuck hired to make him squirm throwing her self at him every chance she got. Even he had to admit, it was objective.
He had pulled long nights for their little crime organization a time or two. Tonight was the third, and he wasn’t investigating humans if that was someones first thought. No he was hunting wild beasts, and finding ways to send their asses to whatever hell cell they crawled out of.
The first time he’d ever seen such a thing, was on the road with his father- his fathers gruesome detailing of what he saw inside their charming little house in Lawrence after he’d taken his baby brother to the garage drive. It channeled something deep in him, that none seemed to care to seek out. He did all the bidding.
“Im off!” He hollered at chuck, “Make sure that cash is in my box by the end of the week”.
Chuck merely nodded, disinterested in him too. It made a surprisingly good business deal for now. The check would come, and Dean would be sincerely grateful to do another job.
It wasn’t until Dean sat at the lone stool at the bar. She- prim and properly steal her cash back from the older man, and then some. Acing shots on the pool table without a single other thought in her head- especially a cheating bet since it was already in her advantage as each man steps up to the plate to shake her hand.
The white linen button up was still clean, thanking whatever god had been kind enough to him to keep the pulled pork sandwiches from lunch, from gaining a sticky orange splotch. Rowena would kill him if he needed it dry cleaned again so soon.
As Dean made his way over, he adjusted his tie and pulled on his long wool coat. Making sure his own wallet remained untouched by the rather sly seductress.
“Making good profit?” Dean smirks, but to no avail.
She simply whispers, “I have the slightest clue what you’re referring to”. Her arm pulling back slowly as her eyes leveled out with the green felt, her fingers lightly dancing against the glossend wood, delighted at the line up.
CrAcK!
The last ball strikes down into the netting, before she finally stands up to set the stick aside. Her other hand leeching out for the stack of cash, Will- a regular, shyly puts in her hand.
As much as Dean proclaimed to be a gentleman, he couldn’t help but watch as she shoves the bills into her cleavage.
“You a cop?” Her striking eyes flick up, a small smirk on her lips waiting for the answer- his small chuckles seals it.
He glides his arm an inch away from her back, guiding her to the closet down the small hall way that had no shortage of people trampling into the bathrooms.
A perfect distraction- those a little too drunk, and in a haste to pee wouldn’t care to ask two “criminals” why they were hiding about…or rather weren’t.
***
Dean’s arm rested above your head, the other already trailing your jaw. “Mm mm Sweetheart, what did I say about doing this without me?” His emerald eyes dim in the shadows of the closet room’s warm light.
“You saying I can’t?” You lift a brow.
Him on the other hand licked over his lips, those same eyes began to walk down the silhouette of your curves. He only stopped when he found a place to settle a thigh between your legs. “Oh you can hustle pool just fine”,
The heat of fingers glide down your neck, then your collar bones, wrapping around to settle at your waist. A small hum of joy when he watches the small giggle pass your lips as he gives it a small squeeze. “Don’t want my girl hurt is all, though the way you handled them…”
A gasp left your throat as he pulls your skirt up to your hips, exposing the lacy set beneath the sheer tights. “D-dean…”.
“Let me take care of you” he leans down, mumbling it once more as he graciously presses his lips to the pulse of your neck. He warmly wets the skin with his tongue.
It made it almost impossible for a moan to not slip from your throat, nodding to the hand that began to find the weak point of the tights- ripping them apart before settling on your hip.
“Words, baby. I need your words” he grunts, nipping at your collar bone. It was rare to see Dean so out of sorts, but when he had a bad day- you were having a good one with him.
“I want you” you grab onto his shoulders, as he pulls your core across his dark linen pants. The thought of explaining the mess to Ro came, but it all went out the window as soon as you felt his other hand come down.
The pad of his point and middle finger tracing your lips, his forehead resting against yours- eyes hungry.
“fuck, say that again baby” Dean’s words rumbling low from his chest, make the warmth building in your belly hard to ignore especially when you repeat the phrase, he adds “wet em”.
You wrap your lips around them, giving him a little show of it as you bob your head down, letting off with one long lick.
“good sweetheart…” the low grumble in his throat, radiates through each nerve, echoing the same need as before.
That damned voice, hauntingly beautiful in a dangerous way.
He bends his knee, tilting you open to him. The lace panties you had demanded- stay the way you bought them, were graciously moved to the side before the slick warms your folds from the cool air. His two fingers, trailing your heat, in deeply smooth circles.
You couldn’t help but moan his name a little louder. It wouldn’t hurt. Especially when his thumb could resume the work his fingers left as they melt away inside your warmth.
This move was one of the many reason you forget if he had others, that and the moment he put a ring on it. His fingers curling with every thrust as he increases the pace.
Somewhere along the way, your buttoned blouse, no longer had viable buttons. Dean promised to have a new one from Weaver, all from seeing the glare in your eyes, one he couldn’t avoid inches apart.
That instant, the anger had vanished, as had the care for anyone to hear your muffled moans against his lips. His pink, and perfectly plush lips- both of yours a little swollen and bruised as he pulls away. Catching rapid breaths. Staring down your bare chest, hungry for more than the sweet liquor on your lips.
You yelp as he uses his thigh to lift your body up slightly more, taking the hand that had been exploring finally gave a soft smack to your ass before unclipping his belt with just the one.
You cant help your walls fluttering around his fingers at the sight.
He was a cad for christ sake! You knew that falling for Dean was a risk. It didn’t stop you, hell, you’d even worked on a case once or twice.
His boss put an end to that quickly after walking into the motel just minutes after a very hectic phone call…him seeing why….with the position you’d found in cosmo to try all to passing the time waiting for a lead. Now was on full display for the poor guy.
Neither of you could blame him.
A strangled wine leaves your lips as Dean moves each hand to your thighs. No complaints followed as he let his trousers drop. His fingers pressing into the soft skin, lifting you against the bare wall, and settling your legs around his hips.
“You gonna edge me Winchester?” you softly laugh, moving to trail your fingers along the elastic of his boxers.
Dean smirks, eyes dimming down your form “Oh I thought thats what I’d been doing”.
“Shut up” you kiss his lips gently, growing more hungry as the fabric falls away in few shuffling moves, your hand finding his cock already hard, and dripping at the tip for your attention. Perfect.
Dean low growls are like music to your ears as you deepen each stroke, “im trying- just…” his breath hitches “feels too damn good.”.
“I know someplace that might feel even better” you bite your bottom lip, finding his gaze flash open to you.
Dean pressing you into the wall, moving your arms above your head with one hand around your wrists “Oh yeah?” He teases, “What might that be?”.
You shift your hips, rubbing your warmth up his shaft causing Dean to use his free hand to guide his length before your entrance. “Look at how fucking wet you are, all for me…”
“Mhmm” you hum, the anticipation thickening the air around you. “Dean, please…”
“Atta girl” he grunts, licking his lips at the way your face softens with every inch. “So gorgeous taking my cock, mm mm mm”.
Every skillful thrust met your sweet spot with deep longing. “missed my wife, missed the way she feels” he mumbles, finding himself trailing marks under your slacked jaw.
His pace quickens with each plea, “Dean- fuck.”, “feels so good”…each one that graced his ears was another permission to bring you closer.
Your eyes began to dot out, your plush walls tighten against him over and over until the warm slick flushed over his cock, “right there, don’t stop” you moan out, “Dean I want you to..”
“Im right behind you sweetheart” he grunts, digging his fingers further into your skin, ass slapping aggressively against his thighs. Dean’s own care falling from view as he chased both highs. “cum for me baby, wanna feel you one more time. Can you do that for me?”
You nod quickly watching the dots fill your vision one more time as his pace continues its attack. It only takes moments before you slam your lids shut overwhelmed by the second high. Slick, and his cum beginning to flood down your thigh in low, and whimpering moans as he captures your lips.
“Mm, did so good for me.” He whispers breathlessly , slowing his pace causing you both to jolt as he came to a stop.
“You did good, whatever happened today. You did good” you pull back, giving him a reassuring smile.
“I needed that” he grinned, peppering your lips “all of that.”
“I..love…you” you managed between his affections.
“I love you too, sweetheart”.
You know he would never admit it, but he still blushed whenever he’d hear you say those three little words.
You would never replace the four years, because here with Dean in the back of Ellen’s bar became a tradition for celebrating the night you met. The night you got married.
So few things, my health recently hasn’t been the greatest which has caused me to miss my post times. So i wanted to apologize for the inconsistency genuinely. I love writing my fics, and being able to express my love for this fandom that has been my safe space for years. For now i plan to do drabbles, or imagines to find joy inbetween the brain fog and share it to you.
Thank you to each and everyone of you whom have shown my writing love in this hard time in my life; where its been hard to find right now. You are all amazing 🤍
i was in the emergency room at some point in the week to figure out why ive been so dizzy.
Well its been figured out, mostly for now.
I wanted to personally apologize for each fic that has been on hold due to the symptoms getting worse outside from my little fuzzy brain.
part 2 of both mini Dean Series are all over 50% complete, and will be posted some point later in the week.
Currently on “taking it easy” bed rest as to not have it get worse for a few days, but that gives me a perfect slot of time to get them written and edited.
Thank you to everyone who has been showing my work love, ive had a few cries over it. Writing is my absolute favorite thing beside from reading and art. So it makes me happy to see someone else enjoy them well.
(my fictional book ive been writing on the side too is coming together. I hope to announce something with it soon, but that is a non rush project. So i dont want to put any pressure on it)
Thank you, and love you all for listening to my chaotic lil update
When I said I wanted Soldier Boy to actually be an asshole this season I didn't mean some weirdly sentimental nazi lover who warms up to his psycho son.