The longtime host of “The Late Show with David Letterman” found himself answering questions rather than asking them when a federal judge in New York City put the entertainer through an ...

Letterman, who spent much of his late-night career living in New York, left his hometown of Indianapolis in his early 20s to pursue his dream of a stand-up comedy career in Hollywood. Although he ...

"Is this the 23rd hour of The Today Show?,” Letterman asked as he wandered onto the stage to greet Jimmy Fallon.

David Letterman crashed The Tonight Show on Monday night to reunite with Paul Shaffer and poke fun at Jimmy Fallon.

On Feb. 10, David Letterman stopped by “The Tonight Show Starring Jimmy Fallon” while his former bandleader, Paul Shaffer, ...

Shaffer has been Letterman’s Jewish musical sidekick for ... Reportedly he is a member of the Mount Kisco Hebrew Congregation in suburban New York’s Westchester County. He has worked with ...

Last night, the great David Letterman made a rare appearance on the Tonight Show right in the middle of Jimmy Fallon’s monologue. Catching the audience – if not Fallon – by surprise ...