05:24 PM EDT 06/24/2015

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And David Letterman's Final Guest Will Be ...

Late Show With David Letterman

And David Letterman's Final Guest Will Be ...

Originally posted 05/14/2015 03:10PM

On the heels of a star-studded final few weeks of his decades-long Late Show run, David Letterman has announced whom he's tapped to be his final guest on Wednesday.

And the A-list honoree is ...

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Julia Roberts & David Letterman Share One Last Kiss – and Relive Their Past Smooches

Julia Roberts & David Letterman Share One Last Kiss – and Relive Their Past Smooches

Originally posted 05/14/2015 07:50AM

They've long had one of the most flirtatious relationships on TV. And in fact, Julia Roberts made a habit through the years of kissing David Letterman pretty much whenever she could – with so many of her appearances on his talk show ending in a smooch.

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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

People Picks

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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Tina Fey Strips to Her Spanx to Send David Letterman Off in Style (or Lack Thereof)

Tina Fey Strips to Her Spanx to Send David Letterman Off in Style (or Lack Thereof)

Originally posted 05/08/2015 10:25AM

The comedian refuses to wear another dress after Dave goes off the air

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Happy 54th Birthday, George Clooney! Flash Back to His Very First Letterman Appearance (VIDEO)

Originally posted 05/06/2015 03:10PM

Raise a glass to George Clooney's 54th birthday!

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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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