05:23 PM EDT 06/24/2015

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Late Show With David Letterman

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Stephen Colbert Loses His Beard and Wins Over the Crowd as He Promotes Late Show Gig

Stephen Colbert Loses His Beard and Wins Over the Crowd as He Promotes Late Show Gig

Originally posted 05/14/2015 02:35AM

He doesn't step into his role as host of the Late Show until Sept. 8, but a clean-shaven Stephen Colbert proved he's the man for the job as he entertained advertisers at Wednesday's CBS upfront presentation in New York City

"You want young eyeballs and not just the kind Rupert Murdoch buys on the black market," he joked on stage at Carnegie Hall.

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Julia Roberts Recalls Her Reluctant First Interview with David Letterman on Final Late Show Appearance

Originally posted 05/13/2015 08:25PM

[YOUTUBE "8YOb-lN7AKs" "auto"] After 26 appearances on the Tonight Show, Julia Roberts and David Letterman have developed a close (and flirtatious) friendship.

But on her final appearance on the CBS talk show Wednesday, Roberts confessed to being so anxious before her first interview with Letterman, that she almost declined to go on the show.

"The first time I was on this show was to promote Mystic Pizza, and as a fan of the show, did not want to come on because I had seen you absolutely dismember young actresses of my kind of peer group," the 47-year-old actress revealed.

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Late Show With David Letterman

Bill Clinton Tells David Letterman: 'I'll Move Back into the White House ... If I'm Asked'

Originally posted 05/13/2015 08:15AM

Bill Clinton will happily take up residence in the nation's most famous residence once again – provided his wife Hillary wants him there.

While appearing on the Late Show with David Letterman, Clinton told host David Letterman not to get ahead of himself after he asked how Clinton would rate his chances of moving back into the White House.

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Credit: Jeffrey R. Staab/CBS/Getty
Relive the Top 10 Flirtatious Moments Between Julia Roberts and Dave Letterman

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Relive the Top 10 Flirtatious Moments Between Julia Roberts and Dave Letterman

Originally posted 05/13/2015 07:05AM

Julia Roberts and Late Show host David Letterman have had one of the best flirtations on TV for decades. On Wednesday, May 20, Letterman will retire after 30 years on late-night television – and Roberts, 47, is on the star-studded lineup. To celebrate his career, let's take a look back at some of their best moments together.

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See What Happens When Howard Stern Tries to Kiss a Retiring David Letterman (VIDEO)

Originally posted 05/12/2015 12:10PM

Sure, David Letterman is retiring later this month after decades of ruling late-night television. But, as Howard Stern proved, he's not ready to get all mushy about it.

The shock jock appeared on the Late Show with David Letterman Monday and tried to plant a kiss on his old friend – but the crusty Indiana native was having none of it.

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Late Show With David Letterman

David Letterman Jokes That He's the Father of Reese Witherspoon's Daughter

Originally posted 05/05/2015 11:10PM

[YOUTUBE "MxdGKZewKhw"] Well, she did star in Legally Blonde.

Reese Witherspoon took a minute to catch onto David Letterman's joke when she appeared on the Late Show on Tuesday night.

The talk -how host was marveling at a sweet pic the Hot Pursuit star had shared on Instagram of her look-alike 15-year-old daughter, Ava, when the star revealed that Ava "was born the first year I was on this show."

That prompted some awkward throat clearing from Letterman, who said, "Well, that's an interesting coincidence," as the audience laughed.

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Barack Obama and David Letterman Plan Their Retirement Together on Late Show

Originally posted 05/04/2015 08:30PM

[YOUTUBE "xqtO5UI8hR8" "auto"] Barack Obama and David Letterman just decided to become retirement buddies.

The President made his final appearance on the Late Show on Monday, and started making plans to spend some post-presidency bonding time with the talk show host, who's also nearing the end of his tenure.

"I was thinking you and me could play some dominoes together," the President joked when Letterman asked about his plans after leaving the Oval Office.

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Credit: Jeffrey R. Staab/CBS
From EW: Conan O'Brien's Exclusive Love Letter to David Letterman

From EW: Conan O'Brien's Exclusive Love Letter to David Letterman

Originally posted 05/01/2015 05:20PM

"David Letterman disrupted the medium – and that's what made him a legend," O'Brien writes for EW

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Michelle Obama to David Letterman: One of Our Kids Is Going Through Their 'Grumpy Cat' Phase (VIDEO)

Originally posted 05/01/2015 08:50AM

Even the president and his first lady, it seems, are not immune to the terror of teenage hormones.

Michelle Obama stopped by The Late Show on Thursday and commiserated with David Letterman over the "cloud" that sometimes passes over his 11-year-old son, Harry. "All of a sudden, all we do is argue and reason escapes the planet!"

"Yeah, you're in that phase," replied Michelle, assuring him that it does go away, but that she's currently dealing with that situation in the White House – but wouldn't confirm whether it was Malia, 16, or Sasha, 13.

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