Old footage of the president defending convicted rapist Mike Tyson has resurfaced as speculation mounts that he may pardon ...

Donald Trump appeared on David Letterman's show more than 30 times. The television legend now is reconsidering that legacy.

In a new interview with New York Magazine, David Letterman repeatedly criticizes President Trump on everything from his hair to his difficult relationship with the truth. Letterman also talked ...

As this major economic step unfolds, an old interview of President Donald Trump on David Letterman’s show has resurfaced and the video is going viral on the internet. In the clip, Letterman ...

David Letterman used to enjoy having Donald Trump on his show, back when he was just the 'boob of New York.' He's less fond of who Trump has become, a 'soulless bastard.' ...

The world could really use David Letterman right now. The prickly Late Show host wouldn’t entertain bobbing for apples or singing in a car with Donald Trump — he would have “gone right after ...

While promoting his Netflix series, David Letterman recalls dozens of times Donald Trump appeared on the Indianapolis native's late night talk shows ...

Although Donald Trump was a frequent guest on David Letterman‘s “The Late Show,” the now-retired entertainer does not have very nice things to say about the presidential candidate now. In an ...

David Letterman, who’s been lying pretty low since leaving The Late Show, returned to the stage to make fun of Donald Trump in spectacular fashion.

Now the host of Netflix's "My Next Guest Needs No Introduction," Letterman also predicts Trump will lose in a big way this week.

Letterman said he ultimately thinks people need to stop focusing on every single thing Trump tweets and focus on the bigger picture. "Let's instead find ways to rebuild what is rational," he said.