Why Won't You Date Me? with Nicole Byer

Headgum & Nicole Byer•headgum.com

Love and dating can be messy—so let’s talk about it! On this multi-award-winning podcast, comedian Nicole Byer explores romantic highs, lows, and all the juicy stuff in between, alongside comedians, experts, and sometimes an ex or two. New episodes every Friday!

Last refreshed: June 26th, 2026 at 8:30 AM ⓘ

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Episodes

Tossing Shade (w/ Bosco)

Drag queen icon Bosco (Drag Race S14, All Stars S10) makes her return to toss even more shade. She shares why the secret to polished drag is having mean friends, how to filter out dumb men in your dating life, and trades stories with Nicole about their most questionable fashion eras. They also discuss facial feminization surgery (and the boy queens getting it) and why we all need some more razzle dazzle in our lives. Plus, Nicole has become a human white noise machine for the nice man in her lif...

Jun 26, 2026•50 min•Ep. 447

Creatively Building a Family (w/ Sabrina Jalees)

Comedian Sabrina Jalees (Mating Season) returns to the podcast! Sabrina talks about how she and her wife made a family, including picking out a sperm donor and performing a home insemination using a dog catheter. They break down the recent news about websites hosting non-consensual "sleep content" and the terrible networks of men coaching each other on how to assault their partners. Sabrina shares her attempt at a magic trick proposal while her partner dealt with a bathroom emergency, and they d...

Jun 19, 2026•59 min•Ep. 446

Having A Self-Love Affair (w/ Jujubee)

You ready for some good juju? This week, iconic drag queen Jujubee ( Drag Race , Stop! That! Train! ) joins Nicole to talk about the power of self-love and why she’s officially stopped looking for a relationship. Nicole pays tribute to her first dog, Charlie, and the two discuss why the true soulmates are actually the animals in our life. Jujubee shares her philosophy on why love never dies, and opens up about the clarity she's found from being 9 years sober. She shares her best advice on having...

Jun 12, 2026•48 min•Ep. 445

Setting Relationship Boundaries (w/ Trixie Mattel)

Drag queen Trixie Mattel (Drag Race S7, All Stars 3) returns to the podcast! After experiencing how exhausting it is to navigate a private breakup while smiling through a press tour, Trixie opens up about why she is now fiercely protective of her new relationship. Nicole explains why Drag Race S7 is her all-time favorite season, and the girls discuss wild dating reality TV shows like 90 Day Fiancé, Love After Lockup, and Love on the Spectrum, plus whether Trixie would ever actually compete on Th...

Jun 05, 2026•1 hr 15 min•Ep. 444

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