Podcast Episode Summary

Podcast: Long Winded with Gabby Windey

Host: Gabby Windey
Guest: Bosco (RuPaul’s Drag Race)
Episode: “Bosco”
Date: September 4, 2025

Episode Overview

In this engaging episode, Gabby Windey sits down with Bosco—fan-favorite from RuPaul’s Drag Race Season 14 and All Stars Season 10—for a candid conversation that spans drag, surgery, self-image, performing, relationships, and life after reality TV. True to Gabby's style, the chat is honest, irreverent, and heartfelt, exploring both light and heavy topics with humor and realness.

Key Discussion Points & Insights

Behind the Scenes of Drag & Reality TV

• The Reality of Drag and All Stars

  • Gabby praises Bosco’s iconic performances, especially her Christina Aguilera burlesque moment on All Stars.
    • Gabby: “Did you feel like there was a God in that moment?” [06:05]
    • Bosco laughs about how production seemed to favor her with that song/segment: “Or at least there's somebody in production in that room that really liked me.” [06:05]
  • Bosco discusses competing against veterans like Ginger Minj and how returning to All Stars is both rewarding and physically/mentally taxing.
    • “It’s hard on the money, hard on the brain, hard on the body.” [07:51]

• Filming Realities

  • The lengthy, demanding days of filming, especially in drag (“Drag is like you’re slowly falling apart the moment you put it all on.” [08:10])
  • Gabby and Bosco bond over the love-hate relationship with reality TV fame: “My brain immediately forgets all the trauma as soon as I see it back and get the attention.” [08:54]

Gender Affirmation & Plastic Surgery

• Bosco’s Transition Journey

  • Deep dive into facial feminization surgery (FFS), breast augmentation, and personal transformation.
  • “I just wanted to see what I would look like if I didn’t go through a testosterone-based puberty.” [19:37]
  • Gabby and Bosco share surgical red flags and the importance of “vibes” with surgeons.
    • Gabby: “One celebrity surgeon literally had frosted tips... How can I trust you with my face?” [23:38]

• Choosing Surgeons and Results

  • The technical side—details on implants, brow reshaping, recovery time, and fat transfers.
  • Memorable moment: “I want an angel to work on my face and a pervert to work on my body.” [13:13]
  • Both discuss how cosmetic transformation is about feeling more oneself rather than just aesthetics.

The Drag Community & Personal Style

• Seattle Drag & Sisterhood

  • Bosco on Seattle’s vibrant drag scene and local queens (claiming Jinx Monsoon and BenDeLaCreme).
    • “There are really, really fab queens there. I just kept on watching them, like, ‘I think I can do this.’ So I stole all their tricks and took off on my own.” [27:06]
  • Drag inspirations, specifically Alaska: “She just tackles things within her own lane… Sometimes you have to find your own dip, your own jump split.” [58:05]

• Touring Life

  • The highs and lows of frequent touring—fun, lucrative, but also “really lonely.” [29:47]
  • Bosco’s upcoming plans, including group tours: “There’s a Christmas tour that a bunch of us are on—Christmas Queens.” [30:15]

Relationships, Love & Lifestyle

• Bosco & Her Longtime Boyfriend

  • “He’s just been with me through all the really, really heavy and major stuff... I love him so much. Love you, Blake.” [30:57]
  • Gabby asks about marriage: “I turned 30 and that kind of flipped for me... Mama wants a wedding.” [36:33]

• Balancing Fame with ‘Normal Life’

  • On her boyfriend’s grounding influence: “My problems are not real people problems... He keeps me tethered to reality.” [36:03]
  • Love for horses (Blake owns a horse named Ted).

• No Desire for Kids

  • Both agree neither feel called to parenthood, citing selfishness, laziness, and a lack of “cute baby gene.”
    • Bosco: “To be a good parent, you can’t be those things. So I just know I’d be a bad parent.” [41:34]

Humor, Communication, and Cattiness

• Texting, Voice Notes, and Thumbs Up

  • Amused discussion of digital etiquette, from ignoring emails to the pettiness of thumbs up/downs in group chats.
    • Bosco: “A thumbs up is so professional and detached and nasty. A thumbs down is like a middle finger.” [45:14]
  • The perils of group chat drama with other queens (Mistress and Diabetti stories).

• Memorable Cattiness

  • Gabby: “You guys are so cute together. I love the sisterhood.” [52:53]
  • Bosco: “Concepts are for ugly girls.” [52:38] (on not doing shock-y performance art)

Confidence, Competition & Self-Roasting

• Embracing Imperfection

  • Both roast themselves and recount lessons from queens like Alaska and Mistress on handling public perception:
    • Bosco: “Rather than fight back, [Alaska] rolled with it and made fun of herself... That’s how you handle controversy.” [58:42]
    • “None of you have ever said anything worse about me than I’ve said about myself.” [59:00]

• Comparisons East vs. West Coast

  • Amusing observations about personalities and “pace” on each coast, with Gabby poking fun at East Coast intensity vs. their own West Coast chill.

Notable Quotes & Memorable Moments

• Bosco on Reality TV:
  “Drag is like you’re slowly falling apart the moment you’ve put it all on.” [08:10]

• On Choosing Surgeons:
  Bosco: “I want, like, an angel to work on my face and I want a pervert to work on my body.” [13:13]
  Gabby: “One celebrity surgeon had frosted tips… bro, I gotta cancel. I can’t have you working on my face.” [23:38]

• On Thumbs Up/Downs:
  Bosco: “A thumbs up is so professional and detached and nasty. A thumbs down is like a middle finger.” [45:14]

• On Drag Community:
  Gabby: “You guys are so cute together. Like, I love the sisterhood.” [52:53]
  Bosco: “Concepts are for ugly girls.” [52:38]

• On Relationship Dynamics:
  Bosco: “My problems… are not real people problems. He keeps me humble.” [36:03]

• On Perseverance and Self-Image:
  Bosco: “You just have to find your own dip. You have to find your own jump split.” [58:19]

Key Timestamps

• Drag & All Stars: [02:30–08:54]
• Plastic Surgery & Transition: [12:06–23:38]
• Seattle Drag Scene & Touring: [26:09–30:26]
• Relationships & Life After TV: [30:47–37:12]
• Communication, Group Chat Etiquette: [43:22–47:54]
• Show Inspirations, Living in Vegas, and Tall Girl Problems: [59:16–63:17]

Tone & Style

Conversational, irreverent, affirming, and deeply honest—Gabby gives space for vulnerability and laughter; Bosco’s dry wit shines throughout, with both sharing personal details and trading playful, insightful banter.

Where to Find Bosco

• Instagram: @hereisBosco
• Website: hereisbosco.com (tour dates, merch, projects) [64:05]

Closing Thoughts

This episode offers an honest and hilarious look at drag artistry, transformation, and life after reality TV. Gabby and Bosco offer valuable wisdom about self-love, resilience, and community, all laced with sharp wit and pop culture savvy. Fans of drag, reality TV, and anyone interested in LGBTQ+ stories will find this episode especially resonant and entertaining.