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 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 ...

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 ...

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.

As David Letterman said his final goodbyes—giving praise to his long-time staffers behind the scenes—he introduced his wife, Regina, and son, Harry. “Look at that kid!” ...

David Letterman Discovers His Son’s Hidden Talent. By Tory Hoen. Mar. 3, 2015. save d. Save this article to read it later. Find this story in your account’s ‘Saved for Later ...

David Letterman stood out in bright colors Wednesday while celebrating the New Year with his wife Regina Lasko and son Harry in St Barts. The 72-year-old comedian wore a white T-shirt with a small ...

David Letterman gestures to his son, Harry, as his wife Regina waves to the crowd at the Kennedy Center Concert Hall, where he is being honored with the Mark Twain Prize for American Humor.

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 ...