The Most Uncomfortable Letterman Interviews Ever

In many regards, David Letterman is the perfect antidote to the airless celebrity interview. During his long, legendary tenure as a late-night talk show host, he earned a reputation for keeping guests on their toes, occasionally insulting visitors, taking pleasure in puncturing their pretenses, and cracking plenty of jokes at their expense. Letterman even admitted as much during a Justin Bieber interview in 2012: "That's what I do," he laughed. "I make people feel uncomfortable."

The Most Uncomfortable Letterman Interviews Ever

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