1 - 20 of 3,356 Works in Dean Winchester Has Issues

Navigation

Listing Works

  1. Tags
    Summary

    Day 1: Masturbation & Incest SAXLOCH (Saxon x Lochlan; The White Lotus) [Inspired by a Tumblr post about a post-season 3 Lochy getting into sex work in order to help support his struggling family and Saxon pining for him.]

    Day 4: Voyeurism WEIRDCEST (Dean watching Sam have sex with a woman). Literally that’s it.

    Day 8: Camming & Oral Sex SCILES (Scott x Stiles from Teen Wolf) SuperTwink and Scotty Dee do a camboy collab.

    Day 12: Feminization & Rimming/Creampie DADCEST (Sam x John Winchester from Supernatural) Father and son spend some dirty, perverted time together. [This is a continuation of a specific AU/fic of mine.]

    Series
    Language:
    English
    Words:
    10,239
    Chapters:
    4/?
    Comments:
    6
    Kudos:
    29
    Bookmarks:
    4
    Hits:
    515
  2. Tags
    Summary

    “Don’t do this Cas. . .”

    Dean wakes up in a cold sweat with a name on his lips and doesn’t even bother to look at the time before standing up and walking down the empty bunker hallway.

    Each step echoes through the dark, dormant, chambers until he steps onto the freezing tile of the bathroom floor and hisses at the coolness on his calloused feet.

    He peels his shirt and boxers off of his skin, turns the shower water on, and steps in before checking the water temperature, feeling the blistering hot water soak away the remnants of every moment he can never forget.

    ---------------------------------------------------------------------------

    The one where Dean enters Heaven to find every person he's ever loved except Cas. And he blames himself.

    Language:
    English
    Words:
    11,248
    Chapters:
    5/?
    Comments:
    8
    Kudos:
    15
    Bookmarks:
    4
    Hits:
    149
  3. Tags
    Summary

    During a routine hunt, Dean starts up something with a nurse who helped Sam when he got badly injured. It starts out as just one of his usual flings, but within a few days Dean finds himself unusually connected to the girl.

    Language:
    English
    Words:
    21,560
    Chapters:
    17/?
    Comments:
    51
    Kudos:
    17
    Bookmarks:
    4
    Hits:
    446
  4. Tags
    Summary

    When Dean has a year left to live (season 3), he finally decides to write his journal. Maybe someone will find it? Or he struggles with many thoughts every day and hopes that it will help him?

    Language:
    English
    Words:
    11,939
    Chapters:
    31/?
    Comments:
    11
    Kudos:
    36
    Bookmarks:
    2
    Hits:
    542
  5. Tags
    Summary

    It's the late 1930's in the not-so-well-spoken Hays County, TX. Amidst the quiet glances exchanged between the townspeople, Dean Winchester is witness to some darker secrets that keep it running, after being sold to Alastair when he was 13. Trying to keep his life together and support his brother, Sam, luck strikes.

    Castiel Novak, a lawyer fighting for the Prohibition walks straight into Hays County to fight his next enemy: Alastair. By happenstance meeting, Castiel and Dean develop a business relationship, that starts to develop into an emotional war between doing the right thing for his cause and helping Dean. With flirtations and feelings, a not-so-professional connection blossoms.

    But Castiel is here to bring down Alastair. Unable to separate his feelings for Dean from the job, the pair get equally dragged into a much darker ring of truths which may answer the questions nobody knew they had.

    What happens when the creaking woods and dusty papers all over Alastair's bar put Dean and Castiel in danger?

    Language:
    English
    Words:
    45,601
    Chapters:
    11/?
    Comments:
    34
    Kudos:
    32
    Bookmarks:
    6
    Hits:
    893
  6. Tags
    Summary

    In chapter 34: My brother’s past is embarrassing, we talk about Richie and Dean.
    Yes, it happened. Yes, this is the aftermath.
    Yes, Dean didn’t deal with his bisexuality.

    Series
    Language:
    English
    Words:
    292
    Chapters:
    1/1
    Collections:
    1
    Comments:
    4
    Kudos:
    1
    Bookmarks:
    1
    Hits:
    29
  7. Tags
    Summary

    Castiel n’est pas sobre. Il n’a pas envie de l’être, et il n’a surtout pas envie qu’on lui dise quoi faire ou ressentir. C’est à ce moment-là qu’il rencontre Dean, à un moment où ils ont tous les deux l’impression d’avancer seuls dans le monde.

    Language:
    Français
    Words:
    21,285
    Chapters:
    5/?
    Comments:
    1
    Kudos:
    1
    Bookmarks:
    1
    Hits:
    32
  8. Tags
    Summary

    After one of his friends go missing, Elijah Mikaelson enlists Sam and Dean to track her down. From there, they arrive in the city of Portland, Oregon where they meet Detective Nick Burkhardt.

    And from there… well… all hell breaks loose. Again.

    Series
    Language:
    English
    Words:
    351,213
    Chapters:
    192/192
    Collections:
    4
    Comments:
    68
    Kudos:
    98
    Bookmarks:
    34
    Hits:
    6,392
  9. Tags
    Summary

    after sam’s death in 2060, dean and castiel disappear from the world.

    what follows is decades of silence and drifting—two immortals moving through a world that has begun to forget them. dean, a vampire, struggles with the slow crawl of time and the crushing weight of outliving everyone he’s ever loved.

    eventually, they stop running. a cabin. a quiet life. a stillness brings both peace and dissonance—until the past begins to echo forward again.

    when family comes looking for them, bringing warnings of supernatural unrest and signs that jack’s heaven is slipping out of reach, dean is faced with the hardest question of all: what does it mean to keep living, when everyone else is gone?

    PLEASE NOTE:
    1) sexual content is indicated with a !, so feel free to just skip if desired
    2) although all chapters will include trigger warnings where appropriate, any particularly difficult chapters will include a # as well
    3) any chapters in need of some serious tlc that I haven't gotten around to yet will be indicated with a @
    4) consequently, any new alterations will be indicated with a *

    Series
    Language:
    English
    Words:
    95,205
    Chapters:
    70/100
    Comments:
    39
    Kudos:
    34
    Bookmarks:
    8
    Hits:
    1,599
  10. Tags
    Summary

    Deam梦见了所有的一切。他决心改变Sam的结局,改变自己的结局。他决心与John对抗,为Sam选择一条正确的人生道路。只是,他没有想到,想要违抗命令的人,不止他一个。
    英文版在这里https://ao3-rd-3.onrender.com/works/72100941/chapters/187693766

    Language:
    中文-普通话 國語
    Words:
    6,627
    Chapters:
    5/?
    Kudos:
    6
    Hits:
    122
  11. Tags
    Summary

    Castiel Novak, a special agent is known for being professional, detached and cold. His world revolves around his job— exhaustion is a criminal he cannort catch.

    Dean Winchester is a serial killer. A ghost in the night, he leaves no trace behind and vanishes without a sound.

    When Castiel is assigned to the case of "The Hanuted Hunter", he wastes no time. Desperate to catch the monster, Dean Winchester, he runs race against time.

    But in the middle of the hunt, stolen kisses in motel rooms, whispered confessions and lingering glances blur the line between hunter and hunted. While the secret remains silent, the two men cannot.

    Language:
    English
    Words:
    21,298
    Chapters:
    10/?
    Comments:
    33
    Kudos:
    64
    Bookmarks:
    22
    Hits:
    932
  12. Tags
    Summary

    Dean Winchester fixes things. Keeps his head down. Follows orders, mostly. Doesn’t ask questions. He can’t afford to, not with a father watching his every move, a brother he’s desperate to protect, and a past sealed behind a NDA.

    So when a repair job sends him to a brothel on the edge of town, he tells himself it’s just work. Just another job.

    But the android he’s sent to fix doesn’t behave like the others. It looks at him too long. Hesitates before it speaks. And when it touches him, Dean forgets—for a moment—that machines aren’t supposed to feel.

    He knows better than to get involved. He does it anyway.

    Now he’s tangled in something bigger. Secrets, loyalties, and everything Dean thought he understood about free will and humanity.

    He’ll have to decide if being human is about what you’re made of or the choices you make.

    Updates every Friday with smaller bonus chapters now and then mid-week!

    Language:
    English
    Words:
    99,352
    Chapters:
    36/40
    Comments:
    1,190
    Kudos:
    487
    Bookmarks:
    97
    Hits:
    10,808
  13. Tags
    Summary

    After the Empty took Castiel, Dean pushed everything he felt inside a Very Secret, Very Closed Box in his head and swallowed the key. The Box had been intact and hermetic for two years in its corner of Dean’s mind, and because of that, Dean had been able to stay sane and focused. More or less.
    But now, with Cas back, with every day they didn’t talk about what's between them, the Box is starting to leak.

    Castiel isn't complaining, far from it: He has a roof over his head, good shower pressure and food. He’s so grateful he’s afraid. Because he believed to have all those things once before, human and lost and confused, only to have the rug pulled under his feet.
    And there’s the fact that, the last time he died, he carved his heart out for Dean to take, and the hunter hasn’t said anything about it.
    Maybe that’s as good an answer as he’s going to get.

    Language:
    English
    Words:
    55,405
    Chapters:
    12/14
    Comments:
    106
    Kudos:
    209
    Bookmarks:
    60
    Hits:
    5,255
  14. Tags
    Summary

    Dean woke up one morning and he had a dream in which he went through his whole life and he knew the ending of his life and Sam's life. So he decided to change his brother's destiny no matter what. Dean chose to disobey his father's orders and Sam got sent away. But Sam, as Dean's little brother, he also decided to disobey...

    Language:
    English
    Words:
    3,319
    Chapters:
    4/?
    Comments:
    7
    Kudos:
    9
    Hits:
    139
  15. Tags
    Summary

    Updates every Saturday evening!

    Dean Winchester is just trying to keep his shit together. Being a firefighter keeps him busy, his friends keep him laughing, and no one asks too many questions.

    That is until the day he walks into a little bookstore and meets Castiel, a man who has plenty secrets of his own, and seems just as weird as the shop he runs.

    Or: A story about finally letting yourself want more, and trying not to run when it actually shows up.

    Language:
    English
    Words:
    71,900
    Chapters:
    28/?
    Comments:
    162
    Kudos:
    90
    Bookmarks:
    38
    Hits:
    3,709
  16. Tags
    Summary

    When Jack gets bitten on a standard, monster-of-the-week vampire hunt, his three dads have to band together to get him the cure. Cas freaks out while Dean lashes out - and the two of them seem to have had a fight or something? Of course, it falls on Sam to take charge of the situation.

    ---

    Written for Whumptober 2025

    Prompts:
    "Don't be scared, I've done this before."
    None-Human Whumper
    Loss of Powers

    Language:
    English
    Words:
    5,413
    Chapters:
    1/1
    Collections:
    1
    Comments:
    1
    Kudos:
    6
    Bookmarks:
    3
    Hits:
    74
  17. Tags
    Summary

    It all came to a head with a feather. Everything bottled up for years, shoved down with the weight of trauma and mistrust. Just one, simple, beautiful feather.

    Or

    Dean discovers one of Cas' discarded feathers that has a surprising effect on him.

    Language:
    English
    Words:
    2,561
    Chapters:
    2/?
    Comments:
    2
    Kudos:
    23
    Bookmarks:
    2
    Hits:
    191
  18. Tags
    Summary

    Castiel Novak-Shurley is a 25 year old emergency room nurse from Little Rock, Arkansas, having moved to Sioux Falls, South Dakota after his best friend Kelly Kline died and left him with her three year old son Jack.

    Dean Winchester is a 20 year old mechanic who's been raising his now 16 year old brother Sam his entire life.

    The two meet when Jack does a week long soccer camp as part of a 'sports trial' with his preschool.

    Language:
    English
    Words:
    10,935
    Chapters:
    2/?
    Comments:
    4
    Kudos:
    24
    Bookmarks:
    8
    Hits:
    189
  19. Tags
    Summary

    Sam noticed his brother was not acting the way that he usually does. The flippant, womanizing, condescending, dumb Dean Winchester was unusually quiet, reserved, and secretive.

    Set Post Season 4 Episode 1

    Series
    Language:
    English
    Words:
    1,180
    Chapters:
    1/1
    Kudos:
    5
    Bookmarks:
    1
    Hits:
    96
  20. Tags
    Summary

    When Sam leaves for college, Morrigan is only ten years old. Now, she's fourteen and knocking on what Dean said was his front door, trying to recruit him to help her and Dean find their dad, John Winchester. She felt guilty for disrupting Sam's new life, but Dean told her that they needed him, and she always listens to Dean. Sam agrees, but only for a few days, until he has to go back to college and do an interview. But, then Jess, Sam's girlfriend dies, and he decides to come with them indefinitely. Morrigan is unsure how hunting with both Sam and Dean will be, but she supposes she'll figure it out.

    Series
    Language:
    English
    Words:
    5,929
    Chapters:
    2/?
    Kudos:
    7
    Bookmarks:
    3
    Hits:
    118

Filters

Filter results:
Submit

Include

?
Include Ratings
Include Warnings
Include Categories
Include Fandoms
Include Characters
Include Relationships
Include Additional Tags

Exclude

?
Exclude Ratings
Exclude Warnings
Exclude Categories
Exclude Fandoms
Exclude Characters
Exclude Relationships
Exclude Additional Tags

More Options

Crossovers
Completion Status
Word Count
Date Updated
Submit

Clear Filters

Navigation