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1. If I Was a Sick Man, I’d Never Meant To Be by mommyminho

   Fandoms: The Pitt (TV)  

   • Explicit
   • No Archive Warnings Apply
   • Other
   • Complete Work

   30 Mar 2026

   Tags

   • No Archive Warnings Apply
   • James Ogilvie/Dennis Whitaker
   • Dennis Whitaker
   • James Ogilvie
   • Trinity Santos
   • Trans Dennis Whitaker
   • Trans James Ogilvie
   • Angst
   • Hurt/Comfort
   • Coming Out
   • Misunderstandings
   • Happy Ending
   • Trinity Santos & Dennis Whitaker Friendship
   • Frottage
   • Making Out
   • Grinding
   • Dirty Talk
   • Feminization
   • in the best way
   • Makeover

   Summary

   “Why would you do that to yourself? Why wouldn’t you just stay a girl?”

   “Excuse me?”

   Dennis has been met with nothing but support from the Pitt after coming out. And then there’s Ogilvie. But Dennis thinks there might be more to the story.

   Language:

   English

   Words:

   6,476

   Chapters:

   2/2

   Collections:

   1

   Comments:

   62

   Kudos:

   616

   Bookmarks:

   64

   Hits:

   6,510