David Letterman and his son Harry Letterman atthe Mark Twain Prize for American Humor Awards Ceremony on Oct. 22, 2017 at the Kennedy Center for the Performing Arts, in Washington, DC.

David Letterman said he didn't expect to be hit so hard emotionally after he dropped his 18-year-old son Harry off at college on Tuesday's episode of Jimmy Kimmel Live.. The 75-year-old former ...

David Letterman, 75, Admits He’s Devastated After Son Harry, 18, Goes Off To College. In a rare appearance on 'Jimmy Kimmel Live,' David Letterman reflected on the heartbreak of his teenage son ...

David Letterman's thoughts on his son. When David was filming the final show of Late Show, he had the following words to say about his wife and his son: I want to thank my family.

David Letterman is sharing his experience of recently becoming an empty nester. Letterman, 75, was a guest on Tuesday night’s "Jimmy Kimmel Live," during which he cracked a joke about his son ...

David Letterman may miss late night television, but there’s one major perk that came with retiring: more time to spend with his son. Letterman, 72, opened up about his close relationship with ...

Honoree David Letterman greets his son, Harry, during the show at the 20th Annual Mark Twain Prize for American Humor at the Kennedy Center in Washington, D.C., on Oct. 22, 2017.

With his son, Harry, now in college, the 76-year-old Letterman said he and his wife are bored and they've joked that their only options are to have another child or get divorced: "The paperwork ...

David Letterman made his triumphant return to The Late Show on Monday, eight years after handing over the keys to Stephen Colbert. ... Do this because my son doesn’t believe I had a show. ...

John Mulaney’s son Malcolm is ‘that thing I couldn’t find’ Mulaney tells Letterman that he really felt complete after he and partner Olivia Munn welcomed son Malcolm in November 2021. “I ...

David Letterman and his son Harry Letterman at the Mark Twain Prize for American Humor Awards Ceremony on Oct. 22, 2017 in Washington, DC. David Letterman became a dad in 2003. He shares his son ...