1 - 20 of 102 Works in Bisexual Disaster Dean Winchester
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The case at an Illinois college is messy enough — turns out demons love feeding on horny undergrads. Dean walks away bruised but victorious, with one unexpected prize: a bag of thank-you brownies. Sam laughs it off, Dean claims he’s making up for missing the “college experience,” and that should’ve been the end of it.
Except Dean doesn’t want to get high alone. Enter Castiel, reluctant wingman, who agrees to split the batch in Dean’s man cave. One movie marathon, ten brownies, and a whole lot of bad decisions later, Dean realizes the brownies weren’t just weed-laced — and Cas is suddenly way too pliant, way too eager, and way too gorgeous to resist.
What starts as a stoner night turns into a full-blown sexathon: fingers, mouths, sweat-slicked skin, and more orgasms than either of them expected. The movies roll in the background, but let’s be honest—Dean’s man cave has never seen this much action.
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Dean Winchester is nothing special. He’s the kind of guy who spends his days and nights working multiple shitty jobs in Nowhere, Kansas. For him, the supernatural isn’t extraordinary either — it's just another part of everyday existence, like taxes and Madge Carrigan’s homophobia. All except angels, that is — they're rare and powerful and dangerous as fuck.
Which is why it's a monumental inconvenience when a devastatingly handsome and mysterious angel walks into the bar where Dean works. Suddenly, Dean's life is a bizarre interspecies romance novel — all stolen glances, intense conversations, casual murder, and a dizzying, fast-track fall into love. In fact, Castiel is everything Dean never knew he wanted, right down to the scary, otherworldly perfection.
All is not what it seems, however, as when Dean finally gets a peek behind the heavenly curtain, he discovers Cas has a secret that's not merely a lie, but a stunning, earth-shaking betrayal that threatens to destroy everything Dean just started to believe in.
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Castiel Novak is the lead art conservator at the Kansas City Art Gallery. Dean Winchester has just started a new job at the gallery as a courier. Disarmed by Dean Winchester's ridiculous good looks, Castiel finds himself interested in another person for the first time in years. But everything is set on an uncertain course after a visit from his brother, Gabriel, whose tantalising proposition threatens to upend Castiel's entire life. He has a choice to make: break every promise he made to himself ten years ago and return to a life of crime, or continue on the same, safe path.
Art Forgery. Newfound love. A cold case coming back to haunt Castiel and his family. Well, his life has always been a disaster.
COMPLETE! Updates every fortnight. -
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Dean Winchester made a rookie mistake.
He hasn't been dating men long, so he can't be blamed for falling into bed with the cute postal worker, Aaron. But he definitely regrets it because now Dean has to avoid a man who comes to his door daily.
Still, that seems like a simple enough task until avoiding Aaron leads to him making an entire ass of himself in front of the cute neighbor. Luckily for Dean, the neighbor apparently has bad taste.
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Dean made questionable choices in his life. But blindly agreeing with Claire’s plans for a case? Fuck if he knows, but it could be above all the classifications he ever made. She also mentioned Cas would be more than helpful. Right. That’s where the problem begins.
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Bi-curious-disaster Dean Winchester and Cas made out and now they have to work on a case together. Murderous Archangel, coffee, fries, pancakes, elevator jokes and biblical shit included and as I concluded, everyone deserves therapy. Claire and Jack are playing oblivious kids, Sam is the smart one, Dean and Cas should really learn how to talk.
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Dean runs into an old friend on a case in Ohio, and it stirs up some bittersweet memories.
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Dean Likes KPop (But He’d Never Admit It) by BitOfRedShirt
Fandoms: Supernatural (TV 2005), KPop Demon Hunters (2025)
18 Aug 2025
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Dean Winchester hates KPop. Swears he does. But then he finds demon-hunting idols with killer choreography and suddenly, he’s not the guy he thought he was. Sam and Cas? They’re already planning the intervention.
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Dean is a witch who never had an easy time being subtle about his magic. After yet another incident of him almost exposing everything to the clueless public he finds himself reprimanded by his coven and swears to do better in the future.
Only to end up breaking into the coven's library that very same night, absolutely wasted, with his vampire best friend in tow, in a weak attempt to somehow turn his life around. The sole thing he accomplishes in his inebriated state, though, is to mix up some spells and accidentally summon an actual angel of the Lord, without any idea how to send him back again.
Great.
So now Dean doesn't only have to deal with a very disgruntled heavenly creature but also needs to keep this all a secret from his family and the coven.
And what cover would be more effective than telling everybody that the weird, blue-eyed guy who suddenly popped up in his life is his new boyfriend?
What could possibly go wrong?
~
On hiatus until the 19th of October!
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Dean is trying to be a good brother to Sam, but he needs a bit of help. Castiel works at a flower shop and honestly? He didn't sign up for this shit either. But Dean is cute, so what the hell.
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Castiel is a pizza man. Dean is the flirty customer. Someone gets tipped with a kiss. :)
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SITUATIONSHIP SIN
DEAN AND CASTIEL: MAFIA AU🗡️
TAKES PLACE IN SEASON 5PROLOGUE
Being stuck in an alternate universe was definitely not expected while hunting this monster. Well, a trickster at that. It was annoying, especially since Sam was left behind. Without the brains of the operation, how would the poor Dean and Castiel survive? Who knew? Perhaps… the trickster himself.
The last thing Dean and Castiel remember before being teleported into this other world was the trickster saying “You’ll find your way out through your heart and emotions.” To Dean and Castiel, they had no idea what that meant.
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Dean and Castiel’s alternate universe was being stuck in two separate mafia gangs. Dean’s mafia group consisted of rebellious, dangerous, and black-suited members.
Meanwhile, Castiel’s mafia group was more loyal, optimistic, and hero-style with a lighter aesthetic. Made sense for themselves in general.Should be easy, right?
Find one another, team up, and escape this weird-ass alternate universe.However, it wasn’t that simple. Dean and Castiel’s mafia gangs were rivals. It certainly wasn’t a helpful addition to know so.
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Steal my heart, get it wasted (Over and over again) by AquaLetti
Fandoms: Supernatural (TV 2005)
08 Jun 2025
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Sam, getting fed up with Dean's denial of his (Dean's) sexuality, sets up a trick: with the help of Gabriel, he sends Dean into a dream world where he, one by one, gets together with all his crushes: Cass, Benny, and Crowley...
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Changing Focus by wintergreen825
Fandoms: Supernatural (TV 2005), Harry Potter - J. K. Rowling
01 Jun 2025
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Dean is slowly getting used to not being his father's blunt instrument.
Series
- Part 4 of Somewhere Diner Verse
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Dean Winchester is four years older than his brother Sam. Their father, John Winchester, cares more about drinking than his sons, while their mother, Mary, died in a house fire years ago.
Life hasn't been exactly easy, but it's a life; Sam is off at college to become a lawyer while Dean works as a mechanic and does clandestine writing on the side. Life is simple; life is easy. All that changes when Sam visits for a weekend and the boys decide to go camping.
Their lives are turned upside down with the arrival of an angel that saves their lives.
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Supernatural but Destiel is real (Season 4). by TheSadMouse
Fandoms: Supernatural (TV 2005)
28 Apr 2025
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The supernatural series rewritten so that Destiel is much more real than it actually was. And as an added change, Dean is a woman (Deanna).
Series
- Part 1 of Supernatural but Destiel is real
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Dean finds himself in the future (again), this time all because of Castiel's feelings towards him.
Aka Dean meets his future self that's dating Cass, freaks the fuck out.
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Castiel was taken by The Empty leaving the Winchester brothers and Jack alone to take on the world full of monsters and God himself. But Dean isn’t going to take the loss of his angel lying down. Desperate and willing to do anything to get Cas back, Dean finds that all things come at a price when he finds himself in debt to a powerful and ancient witch. Cas’s physical problems, emotional hang-ups over the confession and his traumatic past leave Dean with a lot of uncomfortable questions about himself and why he’s attracted to Cas’s new form.
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Sam is away at Stanford and John is going on hunts without Dean more and more often, so Dean finds new ways to make ends meet. While stuck in a motel room with a recent client during a torrential downpour, Dean has a chance to see himself in a different light.
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Castiel’s life is pretty well on-track for someone who’s just turned thirty, if he does say so himself — he’s got a great job at the university, he’s just finished his master’s degree, and he has it on good authority that he’s going to be accepted for his PhD next year. Things go slightly awry when he wakes up one morning with a neck so sore and so stiff that he can’t move his head. He’s not sure how he obtained a musculoskeletal injury while writing his thesis, but he is sure that the physiotherapist who will be treating the injury is quite literally the most attractive man he’s ever seen in his life. It only gets worse when Dean turns up as a tutor at the university, which, incidentally, he does at the same time that Castiel receives an unsolicited nude from an unknown number.
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Among Castiel’s most cherished destinations is the Pink Pony Club, largely because of its star attraction — a go-go dancer named Dean. Castiel has dedicated a significant portion of his leisure time to observing the dancer’s captivating performances, most of their interactions done from afar due to Castiel’s social awkwardness.
Upon receiving an invitation from his sister for a family vacation before her wedding, Castiel finds himself in dire need of a plus one. That’s when a chain of imprudent events culminates in Dean accompanying Castiel as his fake boyfriend.
Castiel can't fathom how he will endure a two-week charade of a loving relationship convincingly with someone he can barely look in the eye without utterly embarrassing himself, while simultaneously managing his long-nurtured affections for Dean, but there’s no turning back now.