The Late Show with David Letterman had a series of Top 10 lists involving pick-up lines, and the funniest has to go to the ...

Editor’s note: This article was originally published Feb. 24, 1999. Somebody in St. Paul ... an appearance on “The Late Show with David Letterman.” Asked which city he likes better ...

John Krasinski Had To Lie With David Letterman During Their Late Show Interview For The Sake Of The Office Letterman owns a number of properties, including a massive ranch in Montana. In 1999, he ...

On Feb. 10, David Letterman stopped by “The Tonight Show Starring Jimmy Fallon” while his former bandleader, Paul Shaffer, and his World’s Most Dangerous Band filled in for the Roots.

David Letterman was famously denied the chance to take over The Tonight Show when Johnny Carson retired in 1992, but he made his way to the show 33 years later on Monday evening when he crashed ...

Late Show icon David Letterman has been off the air of his famed show for almost a decade, but that doesn't mean he considers himself retired. "Retirement is a myth," he told GQ. "Retirement is ...