1 - 20 of 427 Works in Sex Worker Dean Winchester

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  1. Tags
    Summary

    With two younger brothers in need of food and security, a dead-beat alcoholic for a father, and no marketable skills of his own, Dean started selling himself shortly after he presented omega. At 17, he both has regular clients, and those who find him in or outside of the dingy bar where he often resides. It’s not a life he wants, but he’s willing to offer everything he is to create a better life for his brothers.

    After some bad experiences and years of alphas telling him he’s a worthless bitch, he finds himself ready to believe it. Then a new client steps into his life, a handsome alpha with intense blue eyes that seem able to stare into his very core. The alpha is determined to care for him in a way that no-one else ever has, contesting his hard-earned belief that all alphas are douchebags.

    But Dean knows that trusting an alpha is the best way to get heartbroken, and that gentle words can hide a ton of bad intentions. Still, this Castiel pays well and that’s something he can’t afford to turn down. Neither does he want to deprive himself of someone who seems to care about his pleasure as well as their own. Even as he must remind himself that he can’t give a client any part of him that’s actually real.

    Language:
    English
    Words:
    32,415
    Chapters:
    11/?
    Comments:
    241
    Kudos:
    528
    Bookmarks:
    107
    Hits:
    11941
  2. Tags
    Summary

    Dean is caught in the middle of a dispute between the Russian Mafia and a biker gang. How will he get out of here alive, especially since he's seen the boss' face and knows his name?

    Series
    Language:
    English
    Words:
    238,358
    Chapters:
    40/?
    Comments:
    761
    Kudos:
    1043
    Bookmarks:
    193
    Hits:
    42707
  3. Tags
    Summary

    What do you do when you wake up hangover to find your kid´s cold dead body next to you? If you are John Winchester, you hide the evidence and then proceed to lie through your teeth.

    There is one universe where John Winchester beat Dean within an inch of his life before passing out at 3:30 am. In this universe, he passes out at 3:33 am. 3 minutes shouldn’t make a difference (except when they do)

    Based off Chapters 17 and 18 of my What they don’t know, will hurt them story, but is not necessary to read it to understand this

    Language:
    English
    Words:
    3,033
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    18
    Bookmarks:
    2
    Hits:
    149
  4. Tags
    Summary

    Dean thesis on cooking, gender, softness, and breaking the cycles of abuse.

    Dean and Jack bake a birthday cake. Dean reflects on the past and all the ways John tried to get him to cut the different "wrong" parts of him out. With careful hands, he's stitching up those old wounds.

    Language:
    English
    Words:
    5,780
    Chapters:
    1/1
    Comments:
    38
    Kudos:
    186
    Bookmarks:
    27
    Hits:
    713
  5. Tags
    Summary

    when dean was 4, he lost his mother.
    and when he was 41, he lost cas, again.

    here are some of the things that happened in between
    and some of the things that happened after

    Language:
    English
    Words:
    37,619
    Chapters:
    5/?
    Comments:
    29
    Kudos:
    40
    Bookmarks:
    11
    Hits:
    841
  6. Tags
    Summary

    Cas time-travels back to when Dean is 19 and has 90s prettyboy swoopy model hair. He pets his hair. They cry together. Cas holds him all through the night, giving Dean one night of peace and comfort and safety.

    Language:
    English
    Words:
    8,954
    Chapters:
    1/1
    Comments:
    33
    Kudos:
    167
    Bookmarks:
    33
    Hits:
    770
  7. Tags
    Summary

    The sheets were soft against his back.

    Language:
    English
    Words:
    1,121
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    40
    Bookmarks:
    3
    Hits:
    470
  8. Tags
    Summary

    Dean’s 22 and he’s been alone for a while. Until he meets Cas, who works at a video rental store Dean starts frequenting. They start watching movies together in Dean’s motel room. And Dean finds it’s easy to talk to him, finds he wants to tell him everything. Because Cas may just be the best friend he’s ever had. And he might be in love with him too.

    So. They watch movies. Cas slurps blue slushies, sexually. And Dean talks.

    Language:
    English
    Words:
    1,025
    Chapters:
    1/1
    Comments:
    11
    Kudos:
    99
    Bookmarks:
    6
    Hits:
    418
  9. Tags
    Summary

    Dean is 10 years old when he gets on his knees for the first time. It’s about survival, and Sammy, because he would give the world to Sammy.

    Language:
    English
    Words:
    3,319
    Chapters:
    3/5
    Comments:
    5
    Kudos:
    42
    Bookmarks:
    3
    Hits:
    704
  10. Tags
    Summary

    Dean writes to Castiel in the Empty.

    Series
    Language:
    English
    Words:
    9,803
    Chapters:
    2/2
    Comments:
    10
    Kudos:
    32
    Hits:
    275
  11. Tags
    Summary

    John Winchester gets beat up by Mary Winchester and learns just how terrible of a parent he was. Ellen and Bobby also learn just how terrible he was and John goes to hell

    Language:
    English
    Words:
    3,073
    Chapters:
    4/4
    Comments:
    11
    Kudos:
    83
    Bookmarks:
    7
    Hits:
    1290
  12. Tags
    Summary

    John and a hunting partner come across a few working ladies after a successful night. Dean’s there, too, much to John's surprise.

    Language:
    English
    Words:
    1,780
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    38
    Bookmarks:
    6
    Hits:
    435
  13. Tags
    Summary

    Dean lives on the streets and works as a prostitute. Sometimes together with Michael.
    Live sucks and the future looks bleak. Maybe a chance meeting can help him get things in order.

    Language:
    English
    Words:
    18,981
    Chapters:
    4/4
    Comments:
    2
    Kudos:
    29
    Bookmarks:
    3
    Hits:
    571
  14. Tags
    Summary

    So I’m going to do something ambitious, probably biting off a little more than I can chew. I’m going to attempt a supernatural rewrite. It starts off where 15x20 ends…except they wake up in 2005 with their memories intact!

    Characters taking over the story from the inside out, staring where it all began!

    Language:
    English
    Words:
    32,124
    Chapters:
    8/20
    Comments:
    22
    Kudos:
    53
    Bookmarks:
    22
    Hits:
    1408
  15. Tags
    Summary

    “If you’re gonna eat me out jus’ do it already. Fuckin’ please, babe.”

    Those fingers twist in Sam’s hair and give a light tug, which earns him another kiss just above the waistband of his briefs. Dean’s about the biggest slut there is when it comes to Sam’s mouth, his tongue, kid knows just what to do with that thing. It’s big, and when he licks Dean it’s like he’s being served up his first meal in a decade, working in earnest to milk him of every last drop, relishing in all that he is.

    Language:
    English
    Words:
    1,290
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    51
    Bookmarks:
    7
    Hits:
    996
  16. Tags
    Summary

    cas gets sent back in time. to 2003. right in front of dean's eyes.

    Language:
    English
    Words:
    51,269
    Chapters:
    4/4
    Comments:
    41
    Kudos:
    317
    Bookmarks:
    73
    Hits:
    5775
  17. Tags
    Summary

    Briefly, Dean wants to scream because he knows the difference between a moat and a levy, he knows why he wants the rice, and he knows that Sammy will never understand because that’s why he did everything he did, dammit, so that Sammy wouldn’t want to hoard rice. But it’s easier, safer to let Sammy think that there’s nothing serious or weak about him. He's worked too long and too hard at molding this rendition of himself to give it up now. To reabsorb the girlish tendencies he’s been purging out of the shell he occupies. 

    _____

    Hunger is one of the first parenting skills Dean learns for Sam. For Jack, he learns nourishment.

    Series
    Language:
    English
    Words:
    4,868
    Chapters:
    1/1
    Comments:
    13
    Kudos:
    241
    Bookmarks:
    19
    Hits:
    1544
  18. Tags
    Summary

    Dean Winchester is an omega out there just living the life! He owns a successful little cafe in Lawrence, Kansas and shares a little house outside of town with his alpha best friend of twelve years, and camboy extraordinaire, Castiel Novak.

    It's a quiet life, a simple one, until COVID-19 comes along to wreak havoc on the world. Now Dean has been forced to shut down his cafe and look for other ways to make money so he doesn't lose the little business he built with his own two hands for good. Luckily he's got looks, a personality, and a best friend who loves to tell him how well he'd do if he started camming.

    Too bad Dean's in love with him.

    Castiel is an alpha with a astronomy degree he pretends doesn't exist, a few bee hives he's very passionate about, and one of the most popular alpha rooms on a cam site he's used since he was in college. When COVID does enough damage to close down his best friend's cafe, Cas gives him a gentle nudge to join the site too.

    Too bad Castiel's in love with him.

    Language:
    English
    Words:
    66,634
    Chapters:
    16/18
    Collections:
    4
    Comments:
    340
    Kudos:
    547
    Bookmarks:
    139
    Hits:
    17383
  19. Tags
    Summary

    Dean moves to a new city to meet a pimp named Castiel. Dean becomes his escort and realizes that with his job comes some... feelings.

    Language:
    English
    Words:
    41,051
    Chapters:
    12/12
    Comments:
    124
    Kudos:
    239
    Bookmarks:
    36
    Hits:
    4773
  20. Tags
    Summary

    Castiel and Dean have been together for a little while now, and Dean has swapped careers from escort to stripper. Castiel still wants him just as much.

    Series
    Language:
    English
    Words:
    7,607
    Chapters:
    1/1
    Collections:
    1
    Comments:
    18
    Kudos:
    231
    Bookmarks:
    9
    Hits:
    2099

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