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1. Public Bookmark 44

   Conditional Release by UnholyHell

   Fandoms: Supernatural (TV 2005)  

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

   22 Jul 2026

   Tags

   • Creator Chose Not To Use Archive Warnings
   • Castiel/Dean Winchester
   • Dean Winchester
   • Castiel (Supernatural)
   • parole officer Castiel
   • Police Officer Castiel (Supernatural)
   • Parolee Dean Winchester
   • Ex-Con Dean Winchester
   • Power Imbalance
   • Abuse of Authority
   • Dark Romance
   • Dubious Consent
   • Extremely Dubious Consent
   • Dubious Morality
   • Dubious Ethics
   • Enemies to Lovers
   • Brat Dean Winchester
   • Dom Castiel/Sub Dean Winchester
   • Dom Castiel (Supernatural)
   • Castiel's Dom Brow (Supernatural)
   • Dark Castiel (Supernatural)
   • Dark Castiel/Dean Winchester
   • Sub Dean Winchester
   • Top Castiel/Bottom Dean Winchester
   • Top Castiel (Supernatural)
   • Bottom Dean Winchester
   • Possessive Behavior
   • Possessive Castiel (Supernatural)
   • Manipulation
   • Former Sex Worker Dean Winchester
   • Humiliation
   • Degradation
   • BDSM
   • Dom/sub
   • Rough Sex
   • Team Dean Winchester's Red Ass
   • Obsession
   • Porn with Plot
   • Anal Sex
   • Rough Oral Sex
   • Oral Sex
   • more tags to come its going to get kinky
   • Masturbation
   • Breathplay
   • Choking
   • Impact Play
   • Spanking
   • Dean Winchester's Five Star Michelin-Rated Hole

   Summary

   Dean’s fresh out of prison (3 years for aggravated assault, but he's pretty sure the john would've killed him if given the chance) when he’s assigned to the seemingly emotionless parole officer Castiel Novak.

   Language:

   English

   Words:

   25,828

   Chapters:

   8/?

   Comments:

   217

   Kudos:

   236

   Bookmarks:

   44

   Hits:

   3,076

   Bookmarked by castiely

   23 Jul 2026