1 - 20 of 374 Works in Trans Dean Winchester

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  1. Tags
    Summary

    Sometimes you wake up on New Years and decide your resolution is to write 100 words a day, start posting them to keep yourself accountable, then accidentally make every drabble a Supernatural one. And that is perfectly ok.
    Most of these have Destiel in them, even if the title doesn't specifically say they do, so non-hellers beware. The Shadowhunters tags are because of a crossover.

    Series
    Language:
    English
    Words:
    68,530
    Chapters:
    293/365
    Comments:
    776
    Kudos:
    156
    Bookmarks:
    17
    Hits:
    5727
  2. Tags
    Summary

    Sam and Dean Winchester shared two secrets. The first is that they were both boys, not the daughters Dad had always thought them to be. The second is that they were fucking each other behind John’s back.

    Series
    Language:
    English
    Words:
    1,194
    Chapters:
    1/1
    Collections:
    1
    Kudos:
    1
    Hits:
    66
  3. Tags
    Summary

    Dean struggles to figure out where he belongs in a world that’s too ready to tell him who he is.

    Language:
    English
    Words:
    1,240
    Chapters:
    1/?
    Kudos:
    2
    Hits:
    12
  4. Tags
    Summary

    Years after meeting in high school, Dean runs into Castiel Novak while blowing through town again with Sam.
    The two rekindle their friendship which builds over a decade but can never quite work out what they mean to each other.
    Twists, turns, fluff, smut and probably angst.
    Just tryin' to work through shit.

    This is a seriously slow burn back loaded with a lot of smut if you can make it that far
    Patience is a virtue?

    Language:
    English
    Words:
    13,052
    Chapters:
    4/?
    Comments:
    2
    Kudos:
    10
    Bookmarks:
    2
    Hits:
    327
  5. Tags
    Summary

    Jerri’s heart breaks for this Winchester kid. It’s obvious that her home life sucks, and even the most well-adjusted kid can fall behind a little, but it wouldn’t be such a big deal if her asshole of a dad would just pick up the phone and agree to a meeting.

    Language:
    English
    Words:
    1,790
    Chapters:
    1/1
    Kudos:
    9
    Bookmarks:
    1
    Hits:
    73
  6. Tags
    Summary

    There is a young god in the sky, and he needed the Winchesters to die in order to bring his father back to life.

    For the Winchesters, death is a currency, and while Dean and Sam are intent on pretending that they are unaffected by the trauma of their most recent passing, and Castiel’s as well, Cas knows it isn’t true.

    Now, he is human, and has to live with the consequences of his death, and the confession he’d uttered just prior to it. No matter the discomfort he, and others given another chance at life, feel about it.

    Language:
    English
    Words:
    12,469
    Chapters:
    4/23
    Comments:
    4
    Kudos:
    25
    Bookmarks:
    8
    Hits:
    248
  7. Tags
    Summary

    On a restless night, Sam fucks Dean while he sleeps.

    Series
    Language:
    English
    Words:
    1,100
    Chapters:
    1/1
    Collections:
    1
    Comments:
    7
    Kudos:
    129
    Bookmarks:
    15
    Hits:
    1036
  8. Tags
    Summary

    Dean finds an artifact in the bunker and makes the mistake of opening it.

    Series
    Language:
    English
    Words:
    1,056
    Chapters:
    1/1
    Collections:
    1
    Comments:
    3
    Kudos:
    91
    Bookmarks:
    8
    Hits:
    682
  9. Tags
    Summary

    “Where am I?” she demands. “Who the hell are you?”

    “I'm – I'm Dean,” he says, knowing what’s about to happen and dreading it. “Winchester. I'm your son.”

    Mary is silent for a moment. “I have a son named Sam and a daughter named Deanna. Get your facts straight. Besides, Deanna is four years old.”

    “I was when you died,” Dean says tightly.

    Language:
    English
    Words:
    1,042
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    74
    Bookmarks:
    2
    Hits:
    414
  10. Tags
    Summary

    Surprise surprise, Cas is back from the Empty, and chaos ensues inside of Dean's heart (obviously). The gang is back together, Chuck's gone forever, there's a baby who should be sitting atop Heaven's Throne but prefers to eat cereal sitting on his highchair, Claire and Kaia are an established couple, Jody and Donna as well, Eileen and Sam are going strong, Dean is... Alive. And very trans (this is relevant to the plot I promise). TFW 2.0 hasn't retired yet, so they decide to take on a random case, not expecting too much trouble. Not-spoiler alert: it doth not go as planned.

    “I was singing this refrain
    In nineteen three, not knowing my
    Love and phoenix were the same
    And if they fled the evening sky
    They were reborn when morning came

    One night of London fog and flame
    A ne’er do well resembling my
    Love was passing: up he came
    And showed me such a knowing eye
    It made me lower mine in shame

    With that young tough I had to go
    Who hands in pockets took his ways
    Whistling through the parted row
    Of tenements as Red Sea waves
    He the Hebrews, I Pharaoh […]”

    “La Chanson du mal-aimé", Alcools, Apollinaire 1913

    Series
    Language:
    English
    Words:
    42,162
    Chapters:
    7/20
    Comments:
    11
    Kudos:
    19
    Bookmarks:
    2
    Hits:
    404
  11. Tags
    Summary

    Over the years, Dean has accumulated a frankly impressive amount of scars and tattoos.

    Written for Suptober Day 9: Body Mods

    Series
    Language:
    English
    Words:
    414
    Chapters:
    1/1
    Kudos:
    9
    Hits:
    49
  12. Tags
    Summary

    A college student, Samantha Harris, finds herself to be the target of a monstrous beast. Can the Winchesters help her out, or will she have to save herself?

    Language:
    English
    Words:
    9,714
    Chapters:
    4/5
    Comments:
    4
    Kudos:
    6
    Bookmarks:
    1
    Hits:
    131
  13. Tags
    Summary

    an exploration of pre-series trans Dean for transnatural week 2021

    a narrative of hidden resistance and finding yourself, in which John Winchester's toxic masculinity is subverted and Dean has a bigger family than he realises. featuring: Bobby being Bobby, Sonny, Dean's crush on Lee, John Winchester's A+ Parenting, Cassie, Jo, and Stanford era Dean

    Language:
    English
    Words:
    36,845
    Chapters:
    7/11
    Comments:
    7
    Kudos:
    30
    Bookmarks:
    4
    Hits:
    418
  14. Tags
    Summary

    Dean is brought back from hell by the angel Castiel. He isn't brought back the same, though. It seems heaven wants to get in his good side.

    Series
    Language:
    English
    Words:
    2,316
    Chapters:
    1/1
    Kudos:
    2
    Hits:
    7
  15. Tags
    Summary

    A mode of silence settled between them as they exited the highway and drove the short distance to the motel’s parking lot. Sam folded the map and placed it in the glove compartment; Dean just thought. Of how Sam’s eyes had bored into his body. Of how, in his little brother’s moment of exhaustion, he couldn’t keep his smoldering stare off of Dean. It was unsettling; it was thrilling.
    Dean wanted to choke back the sudden fear flooding through him, but it was coming too fast, and he felt the prickling chill come over him in waves. Sam’s face overtook his vision even though Sam was beside him, not in front of him, and Dean felt the whole wide world opening up like a blooming blossom to reveal an endless, overwhelming sea of stars. It was too big. It was too much. And sudden as hell.

    Series
    Language:
    English
    Words:
    4,872
    Chapters:
    2/2
    Collections:
    2
    Comments:
    9
    Kudos:
    22
    Bookmarks:
    3
    Hits:
    453
  16. Tags
    Summary

    Dean, Sam, Jack, and Michael are all that’s left, and there’s only one way to bring down Chuck. Unfortunately, it’s stuck in his fated book, which only Death can read.

    And Death… can’t exactly come to the phone right now.

    But Dean once spent a day as Death. With Michael’s power, they could go back in time and use that awful day to read Chuck’s book.

    Naturally, it doesn’t go as planned. Sure, Dean gets the chance to read the book - but he has to take full responsibility for what he finds. Armed with a power he’d never expected to wield and a prophecy that makes no sense, Dean and his family must do everything they can to save the world.

    And hey, if he’s Death, then going into the Empty and taking someone - or something - out of it shouldn’t be a problem… right?

    A fic for the Dean/Cas Big Bang 2021 event.
    Language:
    English
    Words:
    52,650
    Chapters:
    19/19
    Collections:
    1
    Comments:
    85
    Kudos:
    117
    Bookmarks:
    44
    Hits:
    1488
  17. Tags
    Summary

    "Dean’s nervous. A lot has changed in the last four years and there’s no telling how Sam may react to it all. Or to her being there. They hadn’t exactly left on the best of terms, but she wan- no, she needed to see her brother. And she needed him to see her."

    or Trans Woman Dean going to see her brother Sam... who she hasn't seen since before she transitioned.

    Language:
    English
    Words:
    1,557
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    51
    Bookmarks:
    6
    Hits:
    323
  18. Tags
    Summary

    “Actually, I have some ideas about tonight. There’s... something I want. Something we haven’t done.”

    “Alright,” Dean said, grinning. “What is it?”

    “I want to take care of you.”

     

     

    In which trans!Dean is worried that Castiel doesn't really want him the way he is, and learns just how wrong he is.

    Language:
    English
    Words:
    5,859
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    87
    Bookmarks:
    8
    Hits:
    651
  19. Tags
    Summary

    When his dad goes missing, Dean can't postpone it anymore. He needs to see his brother even if he's not the person Sam expects to see anymore.

    Series
    Language:
    English
    Words:
    2,043
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    36
    Bookmarks:
    2
    Hits:
    273
  20. Tags
    Summary

    A brief moment between Dean and Cas- neither of them know what they're doing, but that's not the point, is it?

    Language:
    English
    Words:
    879
    Chapters:
    1/1
    Kudos:
    25
    Bookmarks:
    2
    Hits:
    113

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