The 5-Minute Connection With David Letterman That Changed the Course of Ray Romano’s Life

Everybody Loves Raymond’ celebrates its 30th anniversary in a new TV special. Here’s how Ray Romano convinced David Letterman ...
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When Bill Gates explained the ‘internet’ in 1995 and everyone laughed: Resurfaced video shows how future tech always sounds crazy

Almost three decades ago, Bill Gates sat across from David Letterman on The Late Show and tried to explain what the internet was. The date was November 27, 1995, and the audience broke into ...
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Drew Barrymore Makes a Fashionable Statement While Recreating Her Viral Late-Night Desk Dance with Flashy Performance

During a Sept. 4 appearance on The Late Show with Stephen Colbert, Drew Barrymore hopped on the desk to recreate a 1995 performance that she put on for host Stephen Colbert's predecessor, David ...
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Drew Barrymore and David Letterman Laugh About Her Iconic “Late Show” Desktop Dance, 30 Years Later

Drew Barrymore is able to laugh off one of her most infamous moments. Chatting with guest David Letterman on The Drew Barrymore Show, the former Late Show host poked fun at Barrymore for recreating ...