1 - 20 of 216 Works in Flustered Dean Winchester
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The FanFiction Writers of the Supernatural Fandom are hosting a Kinktober and Fictober challenge this year. This is my attempt at writing as many pieces as possible. There will be a mixture of different ships, reader inserts, OCs, etc. Additional Tags and Warnings will be added with each chapter.
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His thirties are not what Dean expected they would be, and he's certainly not where he expected to be. He has a good job and great friends, but his love life is definitely lacking. It doesn't help that he's been pining over a fantasy for years. Is there a chance for him, or is he doomed to be single forever?
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It’s been a long day. The hunt was exhausting, but Cas, Sammy, and Dean managed to vanquish an entire nest of vamps. Dean is washing up after a hunt when Cas hears him thinking about him.
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Dean and Cas finally give in to each other, lightbulbs explode, and “Iris” by the goo goo dolls is featured.
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Dean Winchester never planned on throwing a punch outside Ellen’s bar. He definitely didn’t plan on rescuing Castiel Novak, heir to the ruling clan. One fist, one trench coat, and one pair of sapphire eyes later, Dean’s got himself a date with the Alpha everyone whispers about — and the wild hope that maybe this is his chance at something out of this world. (Boldly going where no Omega has gone before.)
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Dean is alone. Heartbroken. Trying desperately to hold himself together. But he's slipping.
Castiel wakes in The Empty. He needs to get back. Whatever the cost.
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treating me like you're supposed to do (tears run down my thighs) by starzepps
Fandoms: Supernatural (TV 2005)
08 Sep 2025
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Castiel and Dean get together after team free will 2.0 finds a way to get Cas back.
Dean didn't expect that Cas was going to be such a gentleman when it comes to their relationship. It's the first relationship where Dean feels he's the one that's been taken care of.
Well, he's not gonna lie... it's kinda hot.
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Dean came in for a full-body laser appointment.
He left wrecked, claimed, knotted, and mated by the dangerously dominant alpha esthetician who called him "sweetheart" once and ruined his life forever.Now he's a trembling, obedient omega in heat, getting praised, knotted, and spoiled like the good boy he is—while Cas makes absolutely no attempt to stay professional.
This wasn’t skincare.
It was submission.
And Dean? Dean begged for it.Series
- Part 25 of Sub!Dean Verse
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An unexpected snowstorm striking when you're at work would suck for anyone. Especially for Castiel Novak, who, well, never wanted to leave home in the first place and now can't get back safely.
On the plus side, there's Dean. A co-worker, and a fellow non-driver, he's devastatingly handsome and determined to solve their shared problem of being stranded at Sandover. He also seems very set on getting to know Castiel...
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Tall boots. Big hats. Rugged charm.
Dean loves cowboys - but he didn’t expect to ever have one in his living room.
Or for him to be so devastatingly good looking.Cas is hot enough to ride, puts the wind in Dean's saloon doors, and the way he keeps calling him 'darlin' '?
Dean isn't getting out of this alive.
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You dry hump and dom Dean on a lazy Sunday morning.
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Clinging to friendship by silver stake through the heart (Dusk_Sky)
Fandoms: Supernatural (TV 2005)
04 May 2025
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Dean comes back to his hometown for the summer break. He spends time with his family and meets a handsome and interesting stranger, which feels like a dream come true...
...until Sam tells him Cas is dating Daphne.
Well, they can be friends, at least.
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Cas sticking his nose where it doesn't belong by Basementfish
Fandoms: Supernatural (TV 2005)
20 Apr 2025
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I think Cas should be a lot weirder than he is, like really tap into that angel otherworldliness and just make him less knowledgeable of humanity and more of just some weird guy that Dean is head over heels for. Angels are weird, Cas is weird and hell Dean is weird too.
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Dean is trying to sleep and Cas is being a freak.
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“Exercise for pararescue” they said. “One day off from work” Dean heard. Good old, smart Dean. He didn’t know what was coming for him.
100 words Destiel drabble.
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Between dealing with family drama and feeling discouraged by the dating scene, Dean, more than ever, craves the comfort of his secret guilty pleasure: spicy gay romance audiobooks, particularly those narrated by the enigmatic and sensuous CJ Novak.
But Dean has more than one secret and when he unexpectedly overhears the titillating voice of his favourite narrator at a bookstore one day, drawn to him like a moth to a flame, he desperately wants an introduction. The only problem is that he tends to turn into a complete mumbling disaster in front of handsome men.
And his favourite narrator? He’s as dreamy as they come. -
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(In which Dean Winchester gets addicted to reading Destiel fanfiction)
Sam, Dean, and Cas roll into sunny LA to investigate a case where an actor, who now believes himself to be the detective he plays on TV, has murdered his co-star. The boys go down a rabbit hole of fandom and fanfiction … and when Dean stumbles upon the Destiel tag on ao3, all sorts of feelings rise to the surface.
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One year after Jack became God and saved Castiel from the Empty, Dean is happily settling into his new life as a retired hunter. He still gets to scratch that old itch by helping Sam and Castiel be "New Bobby," but now he also has the time and security for all the things he never realized he needed before, like therapy and self-care. Things are going great for his family too: Sam and Eileen are engaged and expecting a baby, Castiel has his angel mojo with the added bonus of being able to enjoy sleep and food, and Jack visits the bunker at least once a week to spend time with his dads.
Dean never dared to dream of having such a happy, peaceful life, but there's still something missing: he wants to marry his best friend and the love of his life, Castiel. Of course, before that can happen, he needs to propose.
Can he find the courage to be open and honest with Castiel about his feelings like he's longed to for years, or will he chicken out once again and let Castiel do all the talking?
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While staying at a hotel for a work conference, Dean opens what he thinks is the closet door but turns out to be an adjoining room that has been accidentally left unlocked. He is greeted by the most attractive man he has ever seen in nothing but a towel. The man, Cas, seems incredibly amused, while Dean has zero chill about the situation. After the embarrassing encounter, Dean discovers Cas is the moderator of a panel he is speaking on.
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trying to get more michael/dean content out there
actually just more Naturals content in general
ENJOY!
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Castiel couldn’t help himself, he took a shuddering breath he didn’t need. Dean had always had a way of making him lose control over his vessel’s functions. Especially now, where a seizing pain was forming in his chest, from a heart that shouldn’t need to beat but always did when Dean was around.
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Castiel struggles with what to do over Kelly Kline and is desperate to keep Dean and Sam out of danger. Dean is pissed that Cas went AWOL not once, but twice, especially after they had just agreed to handle this together. Can they manage to reach a solution together?Series
- Part 2 of Season 12 Rewrite
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In which Dean meeting future Castiel goes a bit differently, leading him to consider his feelings for the Cas of his own universe.