During his monologue, O'Brien singled out his longtime friend for being "dressed like a guy playing video poker at 2 a.m." ...

Adam Sandler and Timothée Chalamet shared perhaps the cutest moment of the 2025 Oscars (so far) during Conan O'Brien's opening monologue. After a bit where O'Brien joked about Sandler's notorious ...

Drew Barrymore once abruptly paused interview with Jennifer Aniston and Adam Sandler after experiencing a sudden on-air ...

During his opening monologue, O’Brien called out Sandler’s outfit: “You’re dressed like a guy playing video poker at 2 a.m., Adam.” ...

Adam Sandler is one of his generation's most iconic comedy actors. His early works, Billy Madison, Happy Gilmore, The Waterboy, The Wedding Singer, etc., are among the most well-known and acclaimed.

Adam Sandler and Drew Barrymore are one of the great couples of romantic comedies. The stars have made three movies together: ...

Sandler said to O’Brien ... It started with a different comedic concept, O’Brien told ET. “Adam and I are old friends,” he said. “And I called him up, and he liked the idea.

At one point comedian and late night start pointed out his friend Adam Sandler in the audience, jokingly slamming his wardrobe during the biggest night in Hollywood. “Adam, what are you wearing?” ...

Kat Graham and Sherri Shepherd were among the stars who attended the New York premiere of Tyler Perry's film "Duplicity" ...

“We had an idea for Sandler. Adam and I are old friends, and I called him up,” He liked the idea, and then he said, ‘I have another idea.’ And it involved him dressing in the way that he ...