Sasha Colby: WINNING Drag Race & Raising Chappell Roan - "Your Favorite Drag Queen"

Sasha Colby: WINNING Drag Race & Raising Chappell Roan - "Your Favorite Drag Queen"

From Boyfriend Material with Harry Jowsey by Unwell

June 2, 2026 · 56 min · Episode 104

About this episode

Sasha Colby discusses her journey from a strict upbringing to becoming a drag icon and the importance of representation in the industry.

Welcome back, you naughty chickens! 👑 This week, we are joined by a performer, pageant legend, artist, and absolute ICON - your favorite drag queen’s favorite drag queen... it's Sasha Colby! The RuPaul’s Drag Race champion and Miss Continental winner sits down to dish on her journey from growing up in Hawaii in a strict Jehovah’s Witness household to dominating the global stage. Sasha gets real about her daily rituals, the profound influence of her drag mother Cassandra Colby, and takes us behind the scenes of reality TV, opens up about the weight and beauty of trans representation, and breaks down her signature cannabis collaboration. They wrap things up with a chaotic, hilarious round of Rapid Fire favorites and a scandalous game of Fuck, Marry, Eliminate. Grab your favorite pre-roll and get ready for an unforgettable episode. ENJOY!!

People in this episode

Host: Harry Jowsey

Guest: Sasha Colby

Topics covered

  • drag culture
  • reality TV
  • trans representation
  • personal journey
  • cannabis collaboration

Keywords

  • Sasha Colby
  • drag race
  • trans representation
  • cannabis
  • reality TV

Mentioned in this episode

Organizations: RuPaul’s Drag Race, Miss Continental

Places: Hawaii, Jehovah’s Witness

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