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In honor of 'Letterman': 20 of his top 'Late Show' moments

updated 4:06 PM EDT, Thu August 29, 2013
Even when CBS' "Late Show with David Letterman" veers into awkward, uncomfortable territory for the guest -- as it often does -- Letterman never loses his cool. In fact, the opposite happens: The show only gets better. Now, after more than 30 years in the business, Letterman has mastered the art of pressing just the right buttons to ensure great TV. Even when CBS' "Late Show with David Letterman" veers into awkward, uncomfortable territory for the guest -- as it often does -- Letterman never loses his cool. In fact, the opposite happens: The show only gets better. Now, after more than 30 years in the business, Letterman has mastered the art of pressing just the right buttons to ensure great TV.
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Memorable 'Late Show' moments
Memorable 'Late Show' moments
Tribute to Johnny Carson
Madonna's F-bombs
Drew Barrymore flashes Dave
Courtney Love channels Drew Barrymore
First broadcast after 9/11
Honoring Warren Zevon
McCartney performs
Dave and Oprah bury the hatchet
Michael Richards' mea culpa
Dave and Bill O'Reilly call a truce
Paris Hilton gets grilled
John McCain in the hot seat
Joaquin Phoenix's strange act
Dave's shocking confession
Richard Simmons goes up in smoke
Dave and Jay Leno team up
Lindsay Lohan gets emotional
Cher keeps Dave on his toes
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