1 - 20 of 33 Works in Trans Dallas Winston
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Summary
Steve isn’t trans.
But he can’t stop the feeling..
Aka. Steve’s journey into cross-dressing, and how he learns to accept himself
Series
- Part 4 of Being Different Series
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And I Didn’t Dig One Grave, You See, I Dug Two. by dalcar (dalsodallas), dalsodallas
Fandoms: The Outsiders - S. E. Hinton
15 Sep 2025
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Tim is not a healthy person, he never has been.
Dallas was just an "average" guy.
He never wanted this. He never expected his fighting "buddy" to be so deeply obsessed with him.
OR, Tim kidnaps Dallas and brainwashes him. Originally started on "Dal Does Drabbles When He's Bored."
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Summary
The gang starts to notice some changes in Dallas. They either ignore these changes (Steve), come up with crazy theories (Two-Bit), or actually try to figure it out (Pony).
Soda is just happy to have another makeup buddy.
Series
- Part 3 of Being Different Series
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Group Chats and General Insanity by freak_you_Perry_the_platypus
Fandoms: The Outsiders (1983), The Outsiders - S. E. Hinton, The Outsiders: The Musical - Jamestown Revival & Levine/Rapp
11 Sep 2025
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chat fic! Darry has five children..... and they are all very stupid......
everybody lives in the Curtis house bc fuck canon 💛
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No Matter Where You Go, You'll Never Have Control. by dalsodallas
Fandoms: The Outsiders - S. E. Hinton
21 Aug 2025
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Dallas never told the gang much about when he was little, especially that he wasn't even a "He" back then, and he was incredibly good at hiding it. He never expected that a fight with Tim Shepard could bring it all crashing down on top of him.
OR, Dallas is trans and has been hiding it forever. Darry decides to spank Dallas for getting in trouble with Tim again and ends up finding out by a slip of positioning.
Series
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Holy by maize_puppet
Fandoms: The Outsiders - S. E. Hinton, The Outsiders: The Musical - Jamestown Revival & Levine/Rapp
08 Aug 2025
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Johnny is alone again on a rainy night. Dallas finds him the lot and decides to take him to the Curtis house. In the warmth of Buck's old T-bird, Johnny has some time to muse on things: Patsy Cline's singing, Tulsa at night, and, of course, Dally.
This oneshot is intended to be a bittersweet snapshot into Johnny and Dallas's relationship prior to the events of the book/musical.
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Now you're all gone, got your make-up on and you're not coming back by Creamcake66
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
06 Aug 2025
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Sodapop was always a nice kid, He was always happy to help people, loved his brothers to pieces, and was liked by almost everyone. So why did it have to be him?
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Mothers Cookies by Harveyy26
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
31 Jul 2025
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Dallas ends up in the afterlife, expecting burning pits that swallow him whole. he ends up in a warm place. the same place where he saw his mothers brains blown out. still, it was room. The smell of cookies filled the air. is this what the after life is?
First time writing a fic! this is gonna be sad for the angst lovers but there's also gonna be tooth rotting fluff!
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Summary
After Darry comes out as a trans woman, she’s ecstatic to have the acceptance of her brothers.
Only, Dallas has been acting strange ever since she came out.
Series
- Part 1 of Being Different Series
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she should've been a son by feralant (orphan_account)
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
02 Jul 2025
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Summary
pony is at home, and tired of gagging every time he is reminded of what he is. so he cuts his hair. dallas walks in and helps him out since he's been there before and seeing him struggling brings out something.
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One day I am gonna grow wings by Izaac_SecretlySpiderMan
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
27 May 2025
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Transfem Dallas Winston. Particularly a more accurate(?) take on transsexualism for the time period.
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Cherry, Johnny, and Dallas have sex for Johnny's birthday
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Dallas always knew he was different, but he never thought he was /that/ different..
Series
- Part 8 of Tulsaverse Shenanigans
- Language:
- English
- Words:
- 251
- Chapters:
- 1/5
- Kudos:
- 4
- Hits:
- 155
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Sylvia Jackson's No Good Very Bad Day by cassie_stration
Fandoms: The Outsiders - S. E. Hinton
22 Feb 2025
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“Hello? Via, is that you?” It was Evie. She and Sylvia hadn’t talked since grade school, back when they were inseparable—before the rumors, before the fight, before they fell apart like everything in Sylvia’s life.
“Evie? Hey, I read in the paper about Ponyboy and Johnny.” And Dallas. “Where the hell is everyone?”
Evie was silent on the other end of the line, and Sylvia felt a horrible wave of dread come over her. “Evie?”
Evie let out a choked sob on her end of the line.
“Sylvia, they’re dead. Johnny and Dallas. Dally’s gone, Via.”
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What Happens in Buck Merrill's House Stays in Buck Merrill's House by cassie_stration
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
31 Jan 2025
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Summary
Sylvia thought her relationship had been going great. Well, depends on what you defined 'great' as. But it was as good as it was gonna get, with Dallas Winston, Tulsa's favorite fuck-boy.
Until she gets her period.
Early. Or super late, whatever works.
But the pieces start fitting together, and Sylvia might be dealing with something more sensitive than she can handle.
It's four AM. She doesn't want to do this.
Or
Dallas has got a cooter, and Sylvia might be a kinda sorta sex offender.
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"She had a choice. Let it go, pretend she didn’t see the truth dancing naked in front of her, or force it out.
And Sylvia was never the type to let shit go."
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Cut That Hair by orphan_account
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983), The Outsiders: The Musical - Jamestown Revival & Levine/Rapp
20 Nov 2024
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Dallas is ten years old when he cuts his hair. He’s ten years old when he figures out what he wants. He’s ten years old and scared.
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When Sodapop starts dating Sandy, Steve goes to Dallas Winston’s place to blow off some steam.
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I could've been, I should've been a better son. by brendanfryez
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
19 Sep 2024
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Hail Mary by Your_unfriendly_ghost
Fandoms: The Outsiders - S. E. Hinton, Tex - S. E. Hinton, The Outsiders (1983), Tex (Movie 1982)
14 Aug 2024
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Summary
Reaching out to the man Mom cheated on Pop with eleven years ago is a move that Mason’s coach would call a “Hail Mary”. Mason knows it. He does.
And yeah, it’s pretty damn desperate. But the thing is, Mason is getting pretty damn close to losing his mind out here. “Desperate” is starting to feel like something of an understatement.
Mason only knows one solid thing about the identity of the man Mom cheated with, and it’s from the arguments Mom and Pop had: Winston. The guy is named Winston.
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Or: Fourteen year old Mason McCormick tries to connect with the man who he thinks is Tex’s biological father: Dallas Winston -
Toughest Hoods I Knew by Your_unfriendly_ghost
Fandoms: The Outsiders - S. E. Hinton, The Outsiders (1983)
17 Jun 2024
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Summary
Johnny Cade shows up at Dally’s place, panicking about something. Something that makes Dally realize that they aren’t quite so different after all.
Or in other words, Johnny’s having problems related to being trans and Dally (begrudgingly) helps him out