Prison Dating (w/ Ann Pyne)

Prison Dating (w/ Ann Pyne)

"He had committed arson when he tried to kill himself in his mother's basement"

Ann Pyne (Drag queen booker) is the queen for drag queens. She discusses being a daily drinker since she was 13 years old, dating multiple guys who were in prison, and being a mistress in relationships.

Support the show! Rate Why Won't You Date Me 5-stars on Apple Podcasts with a dirty comment for a chance to have it read on-air.

Follow Nicole Byer:

Tour Dates: nicolebyerwastaken.com/tourdates

Twitter: @nicolebyer

Instagram: @nicolebyer

Facebook: www.facebook.com/nicolebyercomedy

Buy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964

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Childbirth Nightmares, Public or Private Proposal? (w/ Melissa Hunter)

Childbirth Nightmares, Public or Private Proposal? (w/ Melissa Hunter)

Writer Melissa Hunter (Santa Clarita Diet, She-Hulk, Home Economics) joins Nicole to talk through the messy reality of childbirth - including her 32-hour labor, an unexpected unmedicated birth after h...

11 Apr 202550min

The Funny Guy Trap (w/ Wayne Brady)

The Funny Guy Trap (w/ Wayne Brady)

Comedian Wayne Brady (Whose Line Is It Anyway?, What If? podcast) joins Nicole to talk about the struggles of dating when everyone expects you to be the funny guy from TV. He opens up about being an i...

4 Apr 20251h 12min

Chubby Chasers (w/ Jana Schmieding)

Chubby Chasers (w/ Jana Schmieding)

Comedian Jana Schmieding (Reservation Dogs, Rutherford Falls) joins Nicole to discuss chub chasers, the difference between being fetishized and being genuinely wanted, and what it was like to date a m...

28 Mars 20251h 4min

Oops, All Red Flags! (w/ Mariah Smith)

Oops, All Red Flags! (w/ Mariah Smith)

Comedian and writer Mariah Smith (Smith Sisters Live) joins Nicole to share some truly wild dating stories, including a guy who got horny discussing Black Lives Matter, and another who cried about his...

21 Mars 202558min

Surviving Beergate & Escaping Trans-Chasers (w/ Dylan Mulvaney)

Surviving Beergate & Escaping Trans-Chasers (w/ Dylan Mulvaney)

TikTok sensation Dylan Mulvaney joins Nicole to share what it's like dating after transitioning in the public eye, including handling trans-chasers, dating straight men who don't live up to the hype, ...

14 Mars 202559min

Coming Out (w/ Sasheer Zamata)

Coming Out (w/ Sasheer Zamata)

Comedian and best friend Sasheer Zamata (SNL, Agatha All Along) opens up to Nicole about her journey coming out, discusses whether it’s lesbian to collect chairs, and the bizarre YouTube dating show P...

7 Mars 202557min

How to Pull Rich Men (w/ Robby Hoffman)

How to Pull Rich Men (w/ Robby Hoffman)

Comedian Robby Hoffman (Host of Too Far) joins Nicole to discuss being 'Jewish school slutty,' how growing up poor gave her the skills to pull rich men, and the best time to sneak away to the bathroom...

28 Feb 202554min

Proposing is So Weird! (w/ Mo Welch)

Proposing is So Weird! (w/ Mo Welch)

Comedian Mo Welch joins Nicole to share how she met her wife at a lesbian bowling event, the unique “proposal order” they planned for their engagement, and whether height really matters in lesbian rel...

21 Feb 202559min

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