1 - 20 of 545 Works in Trans Sam Winchester
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Gabriel Never loved anyone before till sam came along.
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When Sam finds a potential case of a missing teenage girl in an online newspaper, the Winchesters head out on a hunt. With Castiel in the backseat, eager to learn the family business, no one expects anything too difficult. But once the gorey details of the case start to emerge, no one is sure what creature feature they've walked into. Tensions start to rise as the investigation evolves: Sam is struggling with an impossible puzzle, Dean hates nothing more than feeling trapped, and Castiel can't fight the draw he feels for the Winchesters.
Series
- Part 1 of Shadrach, Meshach, and Abednego
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So this is just me having fun lol. It's a rewrite of Supernatural with my and my bestie's ocs, and also some fun headcanons thrown in. Nothing should be taken too seriously, but if you enjoy then that's awesome!
Also I'm really bad at tagging so if there's anything you think I should add lmk
Series
- Part 2 of Supernatural OC AU
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Sam meets a guy at a club after his exams
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Crowley didn't expect to be trusted with Sam's transition journey, but he takes his responsibilities seriously.
I did a cover of the title song, which is featured in chapter 4, and I linked to it there.
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If I Could Turn Back Time, You’d Still Be Mine by FabulousBeanBoy
Fandoms: Time Warp Trio (Cartoon)
03 Feb 2026
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Three years ago, Fred broke up with Sam. There hasn’t been a day when he didn’t regret it
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You get me out of the rain, you get me out of my clothes. by weve_got_a_big_big_mess_on_our_hands
Fandoms: Supernatural (TV 2005)
03 Feb 2026
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Andy closes the gap, the smoke pouring from his mouth to Sam’s, the taste of the smoke and one another’s lips mingled in the kiss. Sam breathed the secondhand smoke in once he noticed the lips leave his. He sat in near silence, feeling the familiar warmth creep up his body, tingling through his arms, legs and mind. Sam was high as shit.
“Wanna go hang out in my van?”
“Huh? Oh- yeah sure,”———
Sam sneaks out to smoke a joint when he notices a familiar van in the motel parking lot.
(aka they fuck stoned in Andy's sex van) -
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A combination of HRT and the hunter life leaves Sam sexually frustrated and pent up. You offer a solution.
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It was always going to be Dean, wasn’t it? From the second she got in the car with him that night.
Series
- Part 2 of show me what is love
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Sebastian can almost pin point the exact moment he started looking at Sam differently.
Well, kinda.
He knows it’s been building since Sam started transitioning. When he stopped wearing skirts and dresses, went on T and stopped shaving. When his voice dropped and he cut his hair into that ridiculous shaggy mullet only he could pull off. When he got tattoos and piercings, and started working out so his muscles got all toned.
Yeah, Sebastian liked all those changes. But that was his best friend, and they didn’t change anything. When Sebastian hears yelling coming from Sam’s home one fateful night, a heart to heart talk in his basement room leads to more than he ever thought possible.
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[podfic of] there's no turning back now / i've tasted true salvation by kbirb pods (kbirb)
Fandoms: Supernatural (TV 2005)
27 Jan 2026
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Length: 2 minutes, 48 seconds
Summary:“How short do you want it?”
“Short,” Sam answered, his voice sharp.
Dean rolled his eyes. “Thanks, dumbass— you wanna come out lookin’ like Shaggy or Fred?”
Podfic of there's no turning back now / i've tasted true salvation by ace_does_words.
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Sam is heartbroken by the news that Fred and Anna are expecting a baby together. To get through it, he just needs to reassure himself he does get through his heartbreak. So he goes ten years into the future.
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Sam always knew he was different growing up. He knew he was a freak. Though, nobody but himself was aware that he was a transgender freak. He kept that to himself. Until he finally got away from his father. He didn't get the time or money he needed to fully transition, so all he had at Stanford was HRT, a binder, and a dream, but he made it work. He passed well, didn't have to correct people into calling him "Mr" or "Sir", he had a girlfriend that loved him for who he was... And then Dean showed up, and he lost it all.
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“Are you some sort of imam or something.” Sam almost reached for her, to stop her from leaving so soon. Was this a niche belief? That someone could be forgiven and move on? That someone could find peace with the past? That he truly was born a blank slate and not a damned creature from the start.
“No, just a woman of faith.”
A woman of faith. Sam pushed away the voice inside that whispered, we could be that.
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What happens when the Devil gives you what you want?
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Sam Winchester tries to figure out what 'he' wants to be called.
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gabriel helps sam out a lot. she wants to pay him back :)
- Language:
- English
- Words:
- 400
- Chapters:
- 1/1
- Kudos:
- 8
- Hits:
- 179
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There’s an ugly set to Dad’s jaw. Something familiar in the lines of his face Sam doesn’t recognize until it’s too late.
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Dean doesn't like the way Cas touches Meg. Cas shows him exactly how he touches her.
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Sam has finally worked up the courage to come out to Dean.