1 - 20 of 239 Works in Gay Dean Winchester

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  1. Tags
    Summary

    More than a decade in the public eye working his way up from teenage drunken karaoke to famous country singer, Dean Winchester has accepted you can't have it all. Fame and money come with a price, and before he'd been moderately okay with faking his way through life for it. That was until a shocking appearance starts to forge himself together again, and his shield starts coming down.

    Series
    Language:
    English
    Words:
    38,206
    Chapters:
    10/37
    Comments:
    141
    Kudos:
    92
    Bookmarks:
    22
    Hits:
    2125
  2. Tags
    Summary

    "Why does this sound like a goodbye?"

    "Because it is. I love you."

    ***

    He's not entirely sure why or how, but Cass has been kicked out of The Empty. But he can't find his Dean- they're somehow in Brazil with the Winchesters of a dead universe.

    Language:
    English
    Words:
    2,066
    Chapters:
    2/?
    Kudos:
    2
    Hits:
    71
  3. Tags
    Summary

    Dean considers himself just a normal guy not like his brother, the wizard. But sometimes he dreams of fire and things change. Some times the change is good, sometimes bad, but it is always change. So when Dean wakes up one morning having dreamed of fire he doesn't know what's coming his way. But it might be everything he always wanted but never thought he could have.

    A medieval fantasy AU where wizards and dragons are part of the world.

    Language:
    English
    Words:
    29,205
    Chapters:
    22/22
    Comments:
    20
    Kudos:
    143
    Bookmarks:
    17
    Hits:
    2844
  4. Tags
    Summary

    Just before six o’clock in the morning, as he’s watching the sun rise, Dean comes to the startling realization that there is no more God to condemn him. There’s no John to look at him like he’s too shameful to know. There’s nothing– no one to tell him it’s wrong. And like, he already knew that. For a while, he’s known that. But he’d never sat in it long enough to actually understand what it all meant.

    He’s free.

    For the first time in his life, he’s free.

    And he doesn’t know what to do with that.

    Language:
    English
    Words:
    2,371
    Chapters:
    1/1
    Comments:
    19
    Kudos:
    157
    Bookmarks:
    19
    Hits:
    756
  5. Tags
    Summary

    Like an avenging angel Castiel has made the long difficult journey across the world to find one Dean Winchester. A righteous man in his eyes, deserving of more than his life has offered. While Dean is content to live out his never ending misery, Castiel is ready to raise the man from his own personal hell. Despite the risks. However if their desires, and definitions are different? Well that's an entirely different story.

    Series
    Language:
    English
    Words:
    2,814
    Chapters:
    1/?
    Comments:
    7
    Kudos:
    12
    Hits:
    64
  6. Tags
    Summary

    What would the Winchester family look like if Mary hadn't gone into Sam's nursery on November 2nd?

    Language:
    English
    Words:
    2,470
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    17
    Bookmarks:
    1
    Hits:
    89
  7. Tags
    Summary

    Charles Jackson is a demon. He sold his soul to save his little sisters after they had been killed by a werewolf. More than a century later, he meets an angel and the Winchesters. Can an angel and a demon fall in love, or will there only be pain?
    Dean has been trying to hide from his feelings for Gabriel, but as the trickster keeps flirting and making Dean blush, how long will it be before he either admits his feelings or hides in his shell entirely?
    And Sammy finds out that his best friend Garth is gay, which gets his hopes up. Does Garth reciprocate Sam's feelings? Or will it end in heartache?

    Language:
    English
    Words:
    5,024
    Chapters:
    3/?
    Kudos:
    5
    Bookmarks:
    2
    Hits:
    63
  8. Tags
    Summary

    Cas may be the only guy living in a sorority house but that doesn't mean he's the only guy there all the time.

    College age Cas and Dean meet over coffee and a misunderstanding.

    Language:
    English
    Words:
    3,212
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    63
    Bookmarks:
    8
    Hits:
    980
  9. Tags
    Summary

    “I’m here for my, uh. Intimate waxing session?”

    Language:
    English
    Words:
    2,217
    Chapters:
    1/6
    Comments:
    4
    Kudos:
    32
    Bookmarks:
    2
    Hits:
    327
  10. Tags
    Summary

    Cowboys from all over the American West travel to Abilene, Texas, just to get a taste of Dean Winchester, one of the only—and best—male prostitutes out there, and he makes good money from them, too. Unfortunately, most of that money goes toward his family, who he’s not even allowed to see on account of his no-good piece of shit daddy who kicked him out.

    When tenderfoot cowboy Castiel rides into town, Dean starts to crave something he hasn’t had in a long while— a real home.

    Together, Dean and Castiel have to navigate the inhospitable world of the American West, and discover for themselves what family means, when family pushes you away.

    **Previously titled "A Boy Whore From Abilene"**

    Language:
    English
    Words:
    146,893
    Chapters:
    9/10
    Comments:
    140
    Kudos:
    100
    Bookmarks:
    23
    Hits:
    2512
  11. Tags
    Summary

    A Parkinson’s diagnosis for Castiel leaves him and Dean at a new crossroads and with new challenges.

    Part of Whumptober 2021

    Whumptober No. 4—Trust Fall “Do you trust me”|taken hostage| pushed

    Series
    Language:
    English
    Words:
    2,039
    Chapters:
    1/1
    Kudos:
    22
    Hits:
    197
  12. Tags
    Summary

    In an effort to research for his master's thesis, Castiel transfers to the small town of Lyle, situated in the middle of nowhere with a population of less than two thousand. His intentions are clear—get situated, interview his volunteers, and teach a semester of creative writing.

    However, Dean Winchester upends his plans, with his bright eyes and scarred cheek and a not-so-silent plea—to have Castiel help him leave Lyle after graduation, before the town eats him alive.

    Language:
    English
    Words:
    37,337
    Chapters:
    22/22
    Collections:
    1
    Comments:
    35
    Kudos:
    163
    Bookmarks:
    49
    Hits:
    2046
  13. Tags
    Summary

    Coming out isn’t easy when your father is John Winchester. But, Dean is tired of hiding who is he and his love for Castiel. If John doesn’t accept him, that’s fine, all he needs is his angel and the love that they already share (Based on a scene from the TV Show Shameless)

    Series
    Language:
    English
    Words:
    3,739
    Chapters:
    1/1
    Kudos:
    28
    Bookmarks:
    1
    Hits:
    353
  14. Tags
    Summary

    Dean can't remember a time when his life didn't revolve around taking care of people. He took care of Sammy when he was in and out of rehab, took care of his Dad when he was drinking, took care of his Mom when she was too dragged down by everything to take care of herself.

    He knows what his life is going to be. He's going to finish college, join the marines and keep taking care of his family, until he marries a woman and gets a family of his own to take care of.

    And it's not that hard to toe the party line, at least until he meets Cas. Someone who is fiercely independent and overwhelmingly compassionate, Dean can't help but be intrigued. It's not like he's swimming in friends, after all, what's a little time spent cultivating a relationship with someone real? Even if his parents and ROTC buddies and everyone else would disapprove.

    Language:
    English
    Words:
    58,575
    Chapters:
    14/24
    Comments:
    77
    Kudos:
    152
    Bookmarks:
    42
    Hits:
    4478
  15. Tags
    Summary

    Some days are just hard. Luckily, Dean is there to help.

    An Autistic Castiel story

    Language:
    English
    Words:
    4,902
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    61
    Bookmarks:
    8
    Hits:
    517
  16. Tags
    Summary

    Castiel hates math, and math hates him, so he needs to find a tutor. And when his tutor turns out to be a gorgeous green eyed man with freckles who flirts with him shamelessly, Castiel doesn't exactly know what to do.

    Language:
    English
    Words:
    3,551
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    75
    Bookmarks:
    5
    Hits:
    440
  17. Tags
    Summary

    We all have our scars. These are Castiel's.

    This story deals heavily with chronic pain and mental health issues, and also with faith, particularly Christianity. Many (although not all) of Castiel's scars are my own so I am writing from personal experience. This is not what I would consider to be a happy story by any means but I sincerely hope that it is an eye opening one and sheds light on chronic pain and how it effects those who deal with it on a regular basis as well as their friends and family.

    This story does have mentions of past rape and dealing with the aftermath of rape as well as depression and anxiety but also lots of love, hope, strength and courage.

    Language:
    English
    Words:
    64,207
    Chapters:
    28/28
    Comments:
    45
    Kudos:
    66
    Bookmarks:
    17
    Hits:
    1287
  18. Tags
    Summary

    literally as the title implies

    Language:
    English
    Words:
    386
    Chapters:
    1/1
    Comments:
    16
    Kudos:
    24
    Bookmarks:
    1
    Hits:
    495
  19. Tags
    Summary

    Rent AU - 26-year-old Castiel is alone in his New York apartment one night when he meets 19-year-old Dean Winchester, a stripper at Hell's Gates, a notorious junkie, and his downstairs neighbor. A night of shameless flirting from Dean and late-night bonding over shitty childhoods leaves Castiel intrigued about his neighbor and new friend, and he wonders if there could be something more...

    Language:
    English
    Words:
    2,604
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    17
    Bookmarks:
    1
    Hits:
    206
  20. Tags
    Summary

    Dean decided a long time ago it's crucial to keep your personal and public life separate when you're famous, for more than the obvious reasons. Being gay in a very hateful society is one of those if you don't want to risk your career. It doesn't exactly leave him much room to be who he is outside of his fake marriage though. So when an actual chance at personal interaction lands in his hands, even if virtually, of course he's going to take it.

    Series
    Language:
    English
    Words:
    3,973
    Chapters:
    1/1
    Comments:
    73
    Kudos:
    153
    Bookmarks:
    36
    Hits:
    1543

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