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1. the winner takes it all by thestarsandmars

   Fandoms: The Pitt (TV)  

   • Not Rated
   • No Archive Warnings Apply
   • M/M
   • Work in Progress

   12 Jun 2026

   Tags

   • No Archive Warnings Apply
   • Michael "Robby" Robinavitch/Dennis Whitaker
   • Jack Abbot/Michael "Robby" Robinavitch
   • Jack Abbot/Michael "Robby" Robinavitch/Dennis Whitaker
   • Jack Abbot/Dennis Whitaker
   • Michael "Robby" Robinavitch
   • Dennis Whitaker
   • Jack Abbot (The Pitt)
   • Trinity Santos
   • Baran Al-Hashimi
   • Dana Evans
   • Love Triangles
   • Bets & Wagers
   • Fluff and Angst
   • Not Actually Unrequited Love
   • Misunderstandings
   • POV Alternating
   • Aged Down Jack and Robby
   • they're senior residents
   • whitsantos siblingism
   • Trinity Santos and Dennis Whitaker are Roommates
   • Jack Abbot is Down Bad (The Pitt)
   • Michael "Robby" Robinavitch is Down Bad
   • Inexperienced Dennis Whitaker
   • he's still a brat though
   • Jack and Robby live together
   • The age old question: do I want to be him or be with him
   • Other Additional Tags to Be Added

   Summary

   Y'know," Jack begins again. Robby braces himself at the mischievous tone of his voice. "A little friendly competition never hurt anybody, right?"

   OR

   Senior residents Jack and Robby make a bet to see who can sleep with the new med student first. What could possibly go wrong??

   Language:

   English

   Words:

   6,642

   Chapters:

   2/?

   Comments:

   14

   Kudos:

   97

   Bookmarks:

   27

   Hits:

   1,273