

TDS Time Machine | Jon Stewart Talks to Comedy Icons - Part 2
Feb 18, 2025
Jon Stewart chats with comedy legends Larry David, Tina Fey, and Adam Sandler about the quirks of memorable guests and the awkwardness of high-profile interviews. They share hilarious stories about fashion faux pas and the absurdity of wardrobe choices in comedy. Nostalgia takes center stage as they reminisce about their time at Second City, peppered with anecdotes from producing live shows. The conversation wraps up with funny takes on parenting, focusing on the trials of family life intertwined with the distractions of football.
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Worst Guests
- Jon Stewart recalls having challenging guests on "The Daily Show."
- He mentions a difficult interview with Senator Harry Reid, who seemed unresponsive.
Wardrobe Tales
- Larry David discusses his wardrobe choices on the show, revealing he "steals" them from wardrobe.
- He jokes about getting his underwear from wardrobe as well.
Fashion Faux Pas
- Jon Stewart observes Larry David's "coat shirt hybrid" and questions his fashion choices.
- Larry David explains his wife buys his clothes and he avoids trying them on.