i dare you try

Series Metadata

Listing Series

• looking up to the sky by milfairy

  Fandoms: The Pitt (TV)  

  • Mature
  • No Archive Warnings Apply
  • M/M
  • Complete Work

  08 Mar 2026

  Tags

  • No Archive Warnings Apply
  • Michael "Robby" Robinavitch/Dennis Whitaker
  • Trinity Santos & Dennis Whitaker
  • Dennis Whitaker
  • Michael "Robby" Robinavitch
  • Trinity Santos
  • The Pitt (TV) Ensemble
  • Parent Death
  • Angst and Hurt/Comfort
  • Michael "Robby" Robinavitch/Dennis Whitaker Situationship
  • Age Difference
  • Power Imbalance
  • Friends With Benefits
  • Past Child Abuse
  • Suicidal Thoughts
  • Trinity Santos and Dennis Whitaker are Roommates
  • Trinity Santos & Dennis Whitaker Friendship
  • Canon-Typical Violence
  • no AI
  • use of em dashes
  • Depression
  • Dennis Whitaker Needs a Hug
  • Hand wavy medicine
  • Homophobia
  • Panic Attacks
  • Therapy
  • Medication
  • Implied/Referenced Self-Harm
  • Angst with a Happy Ending

  Summary

  Dennis struggles with a death in the family, an inappropriate situationship with his boss, and a shift that refuses to end.

  Series

  • Part 1 of i dare you try

  Language:

  English

  Words:

  33,491

  Chapters:

  4/4

  Comments:

  63

  Kudos:

  345

  Bookmarks:

  77

  Hits:

  3,784