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Why Won't You Date Me? with Nicole Byer

Why Won't You Date Me? with Nicole Byer

Date with a Dominatrix (w/ Adam Conover)

Oct 23, 2026 · 1h 14m

Coming soon to iPhone. Already have it? “Listen in Starcast” takes you straight there.

On this episode

About this episode

Three weeks after ending a 15-year relationship, comedian Adam Conover (Adam Ruins Everything, Factually!) went on a date with a 6'3" dominatrix whose first question was how he wanted to be dominated. He joins Nicole to share his side of the breakup with Lisa Hanawalt and dive into his newly single life, including exploring his sexuality, rediscovering himself, and experimenting with power dynamics in the bedroom. Plus, he shares stories from the messy dates he’s been on along the way, explains why he thinks straight men are the most sexually repressed people in America, and reveals how he’s learned to turn a bad date into a great night. Adam's new special, BIG DIVORCE ENERGY, is out today…