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  1. Sep 28, 2022 · 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...

    • Janelle Ash
    • 2 min
  2. Nov 29, 2023 · David Letterman became a dad in 2003. He shares his son, Harry Letterman, with his wife Regina Lasko, whom he wed in 2009. Harry attended his parents' wedding when he was 5½ years...

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  3. Sep 28, 2022 · David Letterman is opening up about becoming an empty nester! On Jimmy Kimmel Live Tuesday, the legendary funnyman, 75, shared how he recently sent his son, Harry, away to college....

  4. The legendary late-night TV show host David Letterman opened up about feeling devastated after he sent his son Harry off to college and officially becoming an empty-nester during his appearance on...

  5. Jul 22, 2023 · The legendary late-night TV show host David Letterman opened up about feeling devastated after he sent his son Harry off to college and officially becoming an empty-nester during his appearance on Jimmy Kimmel Live. He said that all reports indicated that Harry was doing okay.

  6. Nov 20, 2023 · Stephen Colbert and David Letterman compare notes as loving fathers who have endured the pain of sending their kids off to college. Stick around for more of Stephen Colbert’s interview with his legendary predecessor, David Letterman!

    • 4 min
    • 184.9K
    • The Late Show with Stephen Colbert
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  8. Sep 27, 2022 · Dave talks about his son Harry going to college, being an empty nester now, Jimmy being on Monday Night Football, being intimidated by Howard Stern when they first met, their friendship now, Howard sending him a watercolor he painted, his viral interview with Kevin Durant, a very exciting text exchange they shared, and Jimmy's obsession with ...

    • 17 min
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