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10 Worst Celebrity Interviews with David Letterman

10 Worst Celebrity Interviews with David Letterman

You thought Juaquin Pheonix was bad, you got to check some of these out!

 

Letterman vs. Paris

Letterman vs. Paris

David Letterman sat down with Paris Hilton and asked her about the only thing he finds interesting in her career, jail time. The results are awkward and priceless.

 

Live at LG: Silversun Pickups - Well Thought Out Twinkles

Live at LG: Silversun Pickups - Well Thought Out Twinkles

Silversun Pickups have really blown up over last year, what with their single getting heavy national radio play and even making an appearance on Late Night with David Letterman. So we were blown away when frontman Brian Aubert said he’d come by the LG Studios to play us some songs. We saw first hand why everyone is talking about this band…one of the best Studio Sessions we have ever had!

 

Richard Simmon's Explosive Steamer

Richard Simmon's Explosive Steamer

Richard Simmons shows David Letterman has steamer. I still can't believe Letterman didn't ask him if it was from Cleveland.

 

Letterman vs. O'Reilly

Letterman vs. O'Reilly

David Letterman vs. Bill O'Reilly. This has got to be one of the more awkward moments in history.

 

Letterman vs. Bill O'Reilly

Letterman vs. Bill O'Reilly

Did you see these two bust heads on The Late Show with David Letterman? It was hilarious only because it proves one thing: liberals are taking over Letterman’s hair plugs.

 

Crispin Glover On Letterman

Crispin Glover On Letterman

Crispin Glover was supposedly on LSD when he did this interview. He's completely Nucking Futs.