Hole Out, But Classy with Tana Mongeau

Dear Chelsea · Jun 18, 2026 · 1h 3m · transcript

Internet personality Tana Mongeau joins Chelsea to talk about writing a new chapter for yourself, what happens when a party girl stops drinking, and her new podcast, Brand Safe. Then: A fresh nose job has a transwoman seeking celibacy. And the hunt for a threesome needs to move out of one caller’s own backyard.

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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