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1. It'll Be Okay Baby by Maedelmae

   Fandoms: Supernatural (TV 2005)  

   • Explicit
   • Creator Chose Not To Use Archive Warnings
   • M/M
   • Complete Work

   10 Oct 2026

   Tags

   • Creator Chose Not To Use Archive Warnings
   • Dean Winchester/Original Male Character(s)
   • Dean Winchester
   • Original Male Character(s)
   • Kinktober 2026
   • Dubious Consent
   • Gentle Sex
   • Rape/Non-con Elements
   • Prostitution
   • Prostitute Dean Winchester
   • Anal Sex
   • Anal Fingering
   • Condoms
   • Anal Virgin Dean Winchester
   • Loss of Virginity
   • Angst
   • Hurt No Comfort

   Summary

   Dean is out of options. No money, can't get a job, and Sammy's hungry. So he turns to an option he thought would be easy. It's not.

   Series

   • Part 10 of Mae's Kinktober 2026

   Language:

   English

   Words:

   1,109

   Chapters:

   1/1

   Kudos:

   8

   Bookmarks:

   3

   Hits:

   197