1 - 20 of 128 Works in Trans Dean Winchester

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  1. Tags
    Summary

    "Where is he?" Cas heard from the bathroom. "I gotta kiss him." There was a shuffle of fabric. "One the lips."

    Sam let out a soft, "eugh."

    There was a pause. "With my lips." Dean clarified.

    AKA Trans guy Dean goes in for top surgery and loves his boyfriend

    Series
    Language:
    English
    Words:
    2,398
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    27
    Bookmarks:
    2
    Hits:
    330
  2. Tags
    Summary

    God, Cas can fuck him up so easily, like he’s come across a stray thread and is just pulling without a thought. “I’m gonna get us both killed,” Dean promised him, and his voice was choked.
    Cas’s answering smile was so wide it split his face. “What a way to go,” he said.

    After Zachariah’s vision of the future, Dean doesn’t reconcile with his brother. He doesn’t say yes to Michael. Instead, the world slowly goes to hell around him and he finds that all they have left, him and Cas, are each other.
    Deviation from canon post-5.04.

    Language:
    English
    Words:
    90,786
    Chapters:
    13/?
    Comments:
    16
    Kudos:
    19
    Bookmarks:
    8
    Hits:
    448
  3. Tags
    Summary

    Dean hates witches, Dean hates curses, and above all, Dean hates being trapped in the Bunker with his brother while he heals. Especially considering he can no longer keep his mouth shut, and certain secrets might find their way out...

    Sam loves books, Sam loves hunting, and Sam really loves his brother. Only then he finds some things out from Dean and has to reconsider his position, because it's starting to look suspiciously like Sam might love his brother a little too much...

    Alt Summary:
    He keeps a list.
    Item a: Sam Winchester's laugh.
    Item b: Sam Winchester's smile.
    Item c: Sam Winchester's eyes.

    Series
    Language:
    English
    Words:
    15,765
    Chapters:
    1/1
    Collections:
    1
    Comments:
    4
    Kudos:
    58
    Bookmarks:
    10
    Hits:
    827
  4. Tags
    Summary

    what if dean was trans and castiel was a nephlim and they traveled together with sam through out the entire series? this. this is what happens.

    Language:
    English
    Words:
    17,558
    Chapters:
    3/?
    Comments:
    4
    Kudos:
    45
    Bookmarks:
    6
    Hits:
    636
  5. Tags
    Summary

    The year is 2002 and Castiel is a part-time student, full-time gas station sales associate living in Rexford, Idaho. One day, a handsome young man in a black Chevrolet drops by the Gas-N-Sip and changes his life forever.

    Language:
    English
    Words:
    39,454
    Chapters:
    5/5
    Collections:
    1
    Comments:
    10
    Kudos:
    92
    Bookmarks:
    28
    Hits:
    1187
  6. Tags
    Summary

    When Castiel raised Dean from Hell, he also undid the transmasc surgeries that Dean had gotten and reformed him into a girl. Dean then reembarks on a journey he thought he left behind over a decade ago and finds a way to love himself again, thanks to an unlikely source.

    Language:
    English
    Words:
    5,550
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    38
    Bookmarks:
    8
    Hits:
    271
  7. Tags
    Summary

    Sam is different, and it doesn't really make a difference. He can still go about his life the way he always has, he just has to have a somewhat uncomfortable conversation with his brother first. Only Dean has similar issues, and he doesn't deal with it as well as Sam does.

    or

    A fic that covers pre-canon from when Sam is 8 until the Pilot. In which Sam and Dean need each other, but they're still learning it.

    Series
    Language:
    English
    Words:
    1,091
    Chapters:
    1/1
    Collections:
    2
    Kudos:
    24
    Bookmarks:
    3
    Hits:
    280
  8. Tags
    Summary

    While Cas told silent stories along the skin, Dean sighed in pleasure, slipping his eyes shut to experience it viscerally.

    Castiel took his time in reaching Dean’s center, where he was flushed pink with pleasure and achingly hard. He took the flesh into his mouth, letting it gently rest on his palate, undulating his tongue gently to generate pleasure.

    Language:
    English
    Words:
    737
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    30
    Hits:
    327
  9. Tags
    Summary

    We were always going to have to explain this to him eventually, green eyes whispered. I know, but that doesn’t somehow make this an easy conversation, hazel eyes replied.

    I’m sorry, the green eyes said back.

    He’s your boyfriend.

    or

    In which there are things that Castiel doesn't understand about humans, and Sam and Dean just wish they didn't have to explain this particular one to him.

    Series
    Language:
    English
    Words:
    804
    Chapters:
    1/1
    Collections:
    2
    Comments:
    4
    Kudos:
    42
    Bookmarks:
    4
    Hits:
    488
  10. Tags
    Summary

    Would they go backwards?

    Series
    Language:
    English
    Words:
    206
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    2
    Hits:
    192
  11. Tags
    Summary

    Transgender!Dean moves to a new town. Yet again. She hates moving all the time because once she gets to being accepted, father dearest gets transferred again. John is constantly apologizing to Deanna about having to move, but with Mary's unfortunate passing, Deanna can't stay in any place definitive. She's waited so long to finally become how she sees herself; female. Sure, she's got a more masculine body, but with surgical help, she can be more feminine.
    In this new town, she meets a boy. She doesn't meet him in school, because, well, it's summer. He's a very sweet boy who doesn't know her secret. She's scared to see how he'll react. She's scared to get attached because, what if she has to move again?

    Language:
    English
    Words:
    25,843
    Chapters:
    20/20
    Kudos:
    17
    Bookmarks:
    2
    Hits:
    238
  12. Tags
    Summary

    Dean Winchester's life has never been easy, but it was finally looking up. He had a fiancé he loved more than anything and a shot at that apple-pie life he'd always envied Sam for. So of course, the universe had to go and screw it all to hell.

    Sam Winchester thought that maybe, just maybe, his boyfriend was The One. And it kinda seemed like they were moving toward tying the knot. But shit happens, and sometimes 'shit' entails 'a super tumultuous emotional roller coaster that Sammy did not sign up for.'

    Rated T for strong language.

    Series
    Language:
    English
    Words:
    11,981
    Chapters:
    8/8
    Collections:
    1
    Comments:
    60
    Kudos:
    49
    Bookmarks:
    5
    Hits:
    1122
  13. Tags
    Summary

    Because long after the healing has begun, things can still happen.

    Series
    Language:
    English
    Words:
    563
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    2
    Hits:
    53
  14. Tags
    Summary

    There was always something different about Deana. It just took some time to figure it out.

    Language:
    English
    Words:
    2,519
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    61
    Bookmarks:
    9
    Hits:
    495
  15. Tags
    Summary

    Some things cut deep.

    Series
    Language:
    English
    Words:
    814
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    18
    Hits:
    235
  16. Tags
    Summary

    Roman’s known about Dean for years. He has a reputation around town that everyone knows. After all, he doesn't go to church every Sunday, doesn’t keep a Bible on his nightstand or in his bag. He drinks and uses drugs, he sneaks into clubs he’s too young for, he skips class to smoke under the bleachers and he gets into fights with startling frequency. The most worrying thing is the fact that he dates older men, if it can even be counted as dating when all they do is meet up in dirty club bathrooms and alleys outside bars to hook up and never talk again.

    Series
    Language:
    English
    Words:
    25,920
    Chapters:
    21/21
    Comments:
    96
    Kudos:
    136
    Bookmarks:
    17
    Hits:
    2599
  17. Tags
    Summary

    “Hey,” Dean says, a little quieter. “You’re real tense. Drop your stirrups, close your eyes, take a deep breath — let it out slow.” Dean grabs Cas’s thigh, wiggles his leg in the saddle. “Relax your hip. Chill out, there’s nothing to be nervous about.”

    Language:
    English
    Words:
    8,376
    Chapters:
    1/1
    Comments:
    28
    Kudos:
    183
    Bookmarks:
    18
  18. Tags
    Summary

    Sam comes out and so does Dean.

    Language:
    English
    Words:
    689
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    76
    Bookmarks:
    7
    Hits:
    595
  19. Tags
    Summary

    In the conclusion of What We Carry Inside, Sam and Dean struggle to repair their relationship even as Sam goes behind his sister's back to rescue a child from the King of Hell.

    Series
    Language:
    English
    Words:
    93,184
    Chapters:
    33/33
    Comments:
    41
    Kudos:
    89
    Bookmarks:
    13
    Hits:
    2433
  20. Tags
    Summary

    There's something that Dean needs to tell Cas, and he's quite nervous about it.

    Language:
    English
    Words:
    1,245
    Chapters:
    1/1
    Collections:
    1
    Comments:
    8
    Kudos:
    124
    Bookmarks:
    11
    Hits:
    821

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