1 - 20 of 213 Works in Prostitute Dean Winchester
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Summary
Dean Winchester is an omega who was abandoned by his mother at a young age, being left behind with his bitter and abusive father. He’s alone, scared, and developmentally behind, childlike and not even able to read when he’s thrown out on his ass as a teenager. By the time he’s 27 he’s no better off and more damaged than ever, homeless and working on the street. He tries to be happy, childlike mind clinging to hope, but he’s tired. He waits for an angel.
Castiel is an alpha who’s recently experienced a fall from grace after falling into a psychotic episode at work and attacking a man while on duty. He’s lost his job and now works nights at a run down gas station, living paycheck to paycheck and preparing to go before the board to plea his case for why his credentials shouldn’t be taken away. He’s going to get his life back together, there’s only one problem. Castiel believes he’s God-like, a twisted angel of justice, and takes that belief to violent extremes.
*watch me write about Cas’s decent into madness and violence/Dean’s tragedy of a life but make it a love story.*
*All the warnings, this one gets dark friends (but I promise a happy ending).*Series
- Part 1 of Till The End Of The Line
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Dean has dug quite a hole for himself, or maybe he is the hole being dug into.
Posting that video of a fantastic gloryhole session was a mistake, garnering the attention of not only hundreds of thousands of views but also of the dangerous man who dicked him so good. He easily hunts down Dean, trapping him in one hell of a predicament as he finds himself at the whim of Castiel's will.
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Dean's got a pretty simple schedule, working at Bobby's auto shop during the day, getting back home to make Sammy some dinner, and returning to his « Night Shift at the diner. » Sometimes John is home, and things are good (well, not always, but a win's a win), most of the time he's not, and Dean's gotta feed his little brother with what money he can make. It's simple, not perfect, but Dean's made peace with that.
On a night that goes fucking wrong, he ends up naked next to a bleeding corpse and staring down the barrel of a 45. And it may be the adrenaline talking, but there's something in the crystal blue eyes staring coldly at him that just seem to resonate in his fucked up mind.
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Part of my Stripper Dean series.
The first meeting of Dean and Castiel.
Dean is a prostitute for the Hell Hounds. Castiel is a crime boss trying to take their territory. Maybe they can help each other out.Series
- Part 4 of Stripper Dean
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What's the Difference Between a Prostitute and a Lawyer? by Go_get_Jakes_gun
Fandoms: Supernatural (TV 2005)
28 Jan 2024
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Sam never enjoyed going home for the holidays. It was the most depressing-fucking thing ever- no wonder Jess'd found a way out of it. Oh well, there was always Dean to make fun of. That never got old.
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Sometimes a vacation changes you forever. Especially a complicated drama filled family vacation.
Wrote this as a little treat for y’all to read during the limbo between Christmas and new years. Enjoy :)
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Dean will do anything for Sam.
Dean will use everything he has for Sam.
Even if that includes his own body.
For Sam. He can do it. -
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Recently reunited with his brother after their time spent apart, Dean has a hard time keeping his way to make some quick money a secret from Sam, who was never supposed to know.
When Sam eventually finds out about Dean’s secret activities and sees what it does to him, he tries his best to ease Dean’s pain, in a way that only he is able to.Set pretty much right after the pilot, even before episode 2. Dean's POV.
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Standing in a relatively open part of the trail was a sasquatch. The moon hit him like a spotlight, illuminating every wiry hair from the crown of his head to his ankles. Beneath his hairs, stoic muscles kept the creature motionless. He wasn’t nearly as tall as Dean had thought he would be, but he was still massive. And he was naked. Very obviously naked.
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Dean left behind the life of high society and a pre-determined marriage to carve a life out for himself. Working at the salvage yard by day, and an in-demand high end prostitute by night, he's mostly happy.
Castiel Novak graces the center of a popular magazine as "Most Eligible" Alpha. He's running the Detroit branch of the family company, but his dating life is lacking.
Balthazar suggests visiting a local brothel. -
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Kinktober 2023 #9
Prompt: Prostitution
Pairing: Castiel/Dean Winchester (Sub!Top Cas, Dom!Bottom Dean)Synopsis: Castiel gets dragged by his brother, Gabriel, to a strip club. While sitting inside, Gabriel leaves to go along with some girls, and Castiel is convinced he’s going to have an awful time– that is, until an attractive male stripper catches his eye.
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Dean is on his own, Sam is at Stanford, John is fucked off somewhere... and Dean's actually miserable but trying to act like he's not. He gets a solo case from Bobby and has to focus on that. But weird happenings cause him to be stuck in this town for a lot longer than he anticipated...
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Sweet Sixteen [PodFic] by Podfics in the Impala (Drasna)
Fandoms: Supernatural (TV 2005)
05 May 2023
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PodFic version of Sweet Sixteen by Edge_of_Clairvoyance
John was going slowly enough to get a glimpse of the hookers' faces. Some of them looked old and worn, and others looked no more than goddamned kids.
And then his heart gave a lurch in his chest and he nearly slammed on the brakes, remembering at the last moment to ease off so the car wouldn't veer. His hands trembled so badly he had to tighten his fingers on the wheel to keep them steady. He crawled along the curb, then slowed to a stop. The boy who had been standing there came around to the driver's side and leaned over the foggy window, one hand braced on the roof.
"Lookin' for company?"
Series
- Part 24 of Podfics in the Impala
- Language:
- English
- Words:
- 13
- Chapters:
- 1/1
- Kudos:
- 7
- Hits:
- 773
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Truth, Beauty, Free Will, Love by spn-fanfic-reblog-writes (Lmrb19), Tossukka
Fandoms: Supernatural (TV 2005)
21 Apr 2023
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Dean is a courtesan and the star of a nightclub longing for a normal life and a chance to find his brother again. Castiel is an angel living in the shadow of his siblings, wanting a chance to make his own choices for once. One night their paths cross.
This story is about truth, beauty, freedom but above all things, this story is about love.
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Nowhere man, give me your hand
Let me save you, let me save you
Faithless man, give me your hand
Let me save you, let me save you -
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It takes some time, but Dean learns that maybe it doesn't hurt to let people help shoulder the burden for him.
In which Dean's a whore who barely talks and Cas is a depressed undergrad who thought blinker fluid was a thing for longer than he'd care to admit.
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Johnny and his crew just ripped off one of the biggest gangs in the area and are ready to celebrate. Luckily a hooker they know, Nicki, and her friend Sweetcheeks, are there to make it a night to remember.
This is a prequal in the Stripper Dean series. Dean is 15 in this story.
Series
- Part 3 of Stripper Dean
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They say doomed species always fuck the hardest. Dean's ready and willing to test that theory.
Or: Castiel needs someone to carry his eggs so he can save his species. He finds Dean.
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Sixteen year old Dean Winchester is forced into prostitution as a last restore to take care of his younger brother. Things, including his self worth, steadily go downhill until a particular angelic client shows him that he is more than just a body.
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Sam was severely sheltered from various aspects of his childhood.
Dean shielded him from it all, taking on many traumatizing dilemmas.
Thus, at times, Sam’s words maintain a greater effect than he realizes.
Effects that send Dean spiraling into unwanted memories.