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1. Contender by emmbrancsxx0, valleydean (emmbrancsxx0)

   Fandoms: Supernatural (TV 2005)  

   • Explicit
   • Graphic Depictions Of Violence
   • M/M
   • Work in Progress

   05 Sep 2026

   Tags

   • Graphic Depictions Of Violence
   • Castiel/Dean Winchester
   • Castiel & Dean Winchester
   • Lisa Braeden/Dean Winchester
   • (Deanlisa is not explicit)
   • Castiel (Supernatural)
   • Dean Winchester
   • Sam Winchester
   • John Winchester
   • Bobby Singer (Supernatural)
   • Charlie Bradbury
   • Jo Harvelle
   • Rufus Turner
   • Benny Lafitte
   • Victor Henriksen
   • Lucifer (Supernatural)
   • Gabriel (Supernatural)
   • Raphael (Supernatural)
   • Uriel (Supernatural)
   • Crowley (Supernatural)
   • Ruby (Supernatural)
   • Lisa Braeden
   • Patrick (Supernatural)
   • Lia (Supernatural)
   • Daphne Allen
   • Arthur Ketch
   • Gordon Walker
   • Alternate Universe - Boxing
   • Boxing & Fisticuffs
   • Alternate Universe - Historical
   • Historical
   • Alternate Universe - 1920s
   • 1920s
   • New York City
   • Brooklyn
   • Top Castiel/Bottom Dean Winchester
   • Top Castiel (Supernatural)
   • Bottom Dean Winchester
   • Fluff and Angst
   • Angst
   • Major Character Injury
   • Broken Bones
   • Period-Typical Homophobia
   • Period Typical Attitudes
   • Period-Typical Sexism
   • Internalized Homophobia
   • Secret Relationship
   • Jealous Castiel (Supernatural)
   • Alcohol Abuse/Alcoholism
   • Alternate Universe - Prohibition Era
   • Prohibition
   • Boxer Dean Winchester
   • Boxer Castiel (Supernatural)
   • Bisexual Dean Winchester
   • Gay Castiel (Supernatural)
   • Adultery
   • Hurt/Comfort
   • Speakeasies
   • POV Dean Winchester
   • POV Castiel (Supernatural)
   • Break Up
   • Rimming
   • Blow Jobs
   • Dean Winchester Gives a Blowjob to Castiel
   • Anal Sex
   • Domestic Fluff
   • Falling In Love
   • Castiel and Dean Winchester Falling in Love
   • but they are sooooooo awful at it!
   • Toxic Castiel/Dean Winchester
   • Mutual Pining
   • reminder that they are mean to each other in this verse but that's because they're obsessed with each other
   • Eventual Happy Ending
   • but the happy ending is NOT in the main timeline of this fic
   • i'm just tagging it like that because obviously this is a prequel and they do end up together later

   Summary

   Brooklyn, 1924. During their rise to fame, two professional boxers at the beginning of their careers meet and begin a turbulent affair. Set to the backdrop of opulent parties, dark-lit speakeasies, and the bright spotlight of the championship ring, Dean and Cas get caught up in boxing's seedy underworld.

   Series

   • Part 4 of Heavyweight

   Language:

   English

   Words:

   112,115

   Chapters:

   9/24

   Comments:

   264

   Kudos:

   67

   Bookmarks:

   16

   Hits:

   2,369