2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Podbit · 2 Bears, 1 Cave with Tom Segura & Bert Kreischer

The End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave

Explore episode Apr 20, 2026

Where this was said

Big Dicks & Big Chicks

At 9:30 · chapter starts 4:13

A memory about Ari having to drop his pants during an early YouTube shoot for This Is Not Happening — with Bert shouting 'dick out this time' — spirals into a conversation about Ari's notably large testicles, which he compares to a Buck Rogers alien with superhuman strength. From there, the three comics debate ideal female height, with Ari declaring anything over 5'4" is 'gross' while Bert admits he felt like he was 'fucking a dude' when he dated a 5'10" woman. Bert introduces Doug, a Tampa friend whose girlfriend couldn't enjoy sex because his penis was 'too big,' leading to the question of whether having a large penis is the most feminist thing a man can do — Ari argues yes, because it exists purely for the pleasure of others. The whole exchange is a master class in how these three let conversations detour into absurdity before snapping back.

Arts
Tracy Morgan at the CAA Meeting: Chick-fil-A and Cinema

The End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave · Apr 20, 2026 Arts

Tracy Morgan walked into a CAA conference room convinced he was there to make a movie, demolished three breakfast sandwiches, and proceeded to deliver an improvised performance so good that Bert and Ari say they should have just filmed the room. He corroborated every detail of Bert's story — right down to the blunt he smoked in 1999.

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