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David Letterman Reveals The Question He'd Now Ask Donald Trump
The former "Late Show" host said he was "disappointed" with the Trump White House.
Late Show with David Letterman / Don Giller
David Letterman's 'Late Show' Created A Fake Boy Band, And You Probably Didn't Know
The show’s writers recall getting “thousands and thousands” of emails about Fresh Step, a band they created for the show as a prank.
Howard Stern Tells How Trump Sexualized Ivanka And Makes David Letterman Cringe
Trump told Stern: "You know who’s a great beauty? My daughter Ivanka. Now she’s a 10."
Tina Fey Agrees She 'Screwed Up' 'SNL' Sketch About Charlottesville
“I wanted to help, but I chunked it."
Jay-Z Says There's One 'Great Thing' Trump Has Done
Rapper talks politics with David Letterman.
Jay-Z On The Moment His Mom Came Out: I Was 'So Happy' That She Was 'Free'
Jay-Z told David Letterman that when his mom came out, he cried tears of joy.
Jay-Z Opens Up About His Mom Coming Out
Jay-Z told David Letterman that when his mom finally told him she was gay, he cried tears of joy that she was free.
Jamie McCarthy via Getty Images
Jay-Z: 'I Cried Because I Was So Happy' For My Mom When She Came Out
Curtis M. Wong
"I was so happy for her that she was free."
CBS Photo Archive via Getty Images
The First Year Of The Iraq War, As Told Through Late Night TV Jokes
The monologues show a lot has changed since the U.S. invaded Iraq.
Letterman And George Clooney Eat Hamburgers In New Netflix Special
By Ken Tucker, Yahoo Entertainment
It’s only his second Netflix special, but David Letterman’s new edition of (deep breath now) “My Next Guest Needs No Introduction
Do you have info to share with HuffPost reporters?
The 7 Best New Netflix Shows Of January 2018
Todd Van Luling
"The End of the F***ing World" tops the list.
SAUL LOEB via Getty Images
Obama Tells David Letterman Why He Never Cuts Loose While Dancing
“You got to stay in the pocket."
Trump Declared Himself Mentally Stable And Stephen Colbert Isn’t Having It
The "Late Show" host has the CliffsNotes.
Take A Look At David Letterman's New Netflix Show, With Barack Obama As First Guest
“My Next Guest Needs No Introduction" debuts Jan. 12.
Joshua Roberts / Reuters
Al Franken Largely Cut From David Letterman's Mark Twain Award Gala
Including Franken "would distract from the show’s purpose as a celebration of American humor," PBS said.
Dave Grohl, As Dave Letterman, Interviews Alice Cooper On 'Jimmy Kimmel Live!'
The two rockers talked pre-concert rituals and spooky experiences.
Joshua Roberts / Reuters
David Letterman Receives Mark Twain Prize For Humor
The former host was praised for his imagination, comic daring and heart.
Celebrities Share Mortifying Puberty Snaps To Raise Money For Puerto Rico
America Ferrera, Amy Schumer, Kumail Nanjiani and Judd Apatow are just some of the famous faces joining in.
Hillary Clinton Tears Into Trump's 'Dark And Dangerous' UN Speech
The former secretary of state then explained what Trump should have said.
David Letterman Once Gave Trump The Greatest Backhanded Apology Of All Time
“I flat-out called him a racist."
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