1 - 20 of 27 Works in Genderqueer Sam Winchester
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Sam Winchester and growing up trans while hunting.
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Several moments in Sam's life where he's not the boy he's supposed to be, but rather who they want to be.
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If he had a bit less dignity he’d probably scream. The sound would be drowned out by the crash of the water beside him and the nearby highway running in and out of the town. The idea was that coming to a place with running water would suffocate his train of thought, or at least get him out of the funk of a bad choice and saying something stupid.
It’s not really working the way he wants it too.
And then Dean shows up, because of course Dean shows up.
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pretty girl by BugAttack for Annetastic, exoticlittlebird
Fandoms: Stardew Valley (Video Game)
25 Jul 2025
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He thinks that must be why he feels so comfortable letting Seb defile him like this: inviting him to enact his most shameful of fantasies. He knows that they’re opposite ends of a magnet, cool north and simmering south, inexplicably drawn to one another no matter what. Nothing could keep them apart. He feels like a fucking moron for ever worrying about what his boyfriend might have thought about him when the way they feel about each other transcends the entire universe.
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Four times Sam experiments with wearing a skirt, and one time he gets his brains fucked out in one.
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Thoughts about Sams gender
- Language:
- English
- Words:
- 156
- Chapters:
- 1/1
- Hits:
- 26
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Sam is 40 years old and putting on a skirt for the first time. His life is peaceful now and this finally feels possible for him. He likes how it feels to look feminine, but he's unsure how his partners will react.
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Aaron asks Sam three questions and it's Sam's responsibility to answer in as much detail as possible.
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- Part 161 of The Chicago Verse
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Have you ever wondered why Hallucifer's words had such a heavy effect on Sam in s7? Here's a little dive into why, especially given that this all occurred just after he got his memories of hell back.
Read the tags before reading this. I'm warning you. Will add more tags/warnings as new chapters come, but these are based on the plan for the story.
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Some Things You Can't Get Back by Invadergrey
Fandoms: Supernatural, Supernatural (TV 2005)
18 Dec 2021
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When Sam was a kid he wanted, more than anything else, to be tall. (An exploration of Sam's changing relationship with his height.)
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- Part 4 of Genderqueer Sam Winchester
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Sam makes a last-ditch attempt to convince Dean to leave his soul in the Cage, gender is a cocktail of feelings, and the only place to corner your brother about feelings is in a car.
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- Part 3 of Genderqueer Sam Winchester
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The first time Sam kisses Cas is two weeks after Dean dies.
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Some days Dean helps Sam with his tie.
Others, he helps Sam paint his toenails.
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Sam coming out to Dean, and Dean coming out to Sam
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- Part 1 of spnprideweek 2021
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At first, it doesn’t seem like a big deal.
Like sure, every time Sam looks in the mirror it doesn’t feel like he’s seeing himself in that mirror. He sees a man, a hunter, maybe an addict or a freak, but he doesn’t see himself, and he honestly has no clue what that would look like.Or Sam Winchester's journey to discovering who they truly are.
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In which Ruby asks Sam for a bit of a makeover.
(Alternatively titled: "Ruby gets the Chop".)
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- Part 2 of Genderqueer Sam Winchester
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Stanford gave Sam the room he needed to figure some things out about himself, but not everything processes quickly.
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- Part 1 of Genderqueer Sam Winchester
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What's real and what's not?
What's the line between dependence and addiction?
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- Part 137 of The Chicago Verse
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The power goes out at exactly eleven eleven at night on January 23rd.
Should Sam and Dean go back to sleep or should they have fun?
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- Part 126 of The Chicago Verse
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A series of Ask Dean Q&A. In this installment, Dean answers (or attempts to answer) questions about Sam's recovery, Dean's favorite meal for Sam to make, and how Dean copes with bad knee days.
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- Part 125 of The Chicago Verse
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This story follows the lives of two young brothers as they try to make it in a dark world. After an overdose threatens to tear them apart forever, Sam and Dean vow to never leave each other's side again and hit the open roads of the American West to live fast and free together. They fight and fuck like every day could be their last because one day it just might be.
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Sam worries.
He has always been a worrier. It was necessary to survive his family dynamics. And it's difficult to confront the apocalypse, the devil, god, heaven, hell, and Dean's morning breath without some degree of excess worrying.
This time, he might have worried too much.
Series
- Part 112 of The Chicago Verse