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

"Nobody even thought about what I was wearing until you brought it up," the comedian accused host Conan O'Brien Adam Sandler is crashing the biggest party in Hollywood! The actor, 58, made a ...

Adam Sandler losing his cool at the 97th Academy Awards Sunday night. Myung J. Chun via Getty Images Adam Sandler went full Billy Madison during a bit at the 2025 Academy Awards on Sunday night.

Adam Sandler’s fashion sense, or lack of it, gained even more notoriety at the Oscars on Sunday as host Conan O’Brien mocked his casual look in one of the night’s skits. O’Brien ...

Adam Sandler isn't changing the casual way he dresses — even for the Oscars. The "Happy Gilmore" star made a funny cameo during Conan O'Brien's opening monologue at the ceremony on March 2 while ...

Conan. What's up my brother? What's going on, man?' Sandler said, before O'Brien chided him and asked, 'Adam, what are you wearing?' 'What are you doing right now?' Sandler asked, as O'Brien ...

Adam Sandler’s casual Oscars outfit was a highlight of the award show for many viewers. Sandler went against the Oscars' famously formal attire by wearing a blue hoodie and shorts to the award show.

Adam Sandler didn't get the dress code memo for the 2025 Oscars, and that's fine with him. The actor and comedian known for his casual wear made an unexpected fashion statement during a surprise ...

Adam Sandler may not be nominated at this year’s Oscars, but that didn’t stop the actor and comedian from crashing Conan O’Brien’s opening monologue at the top of the ceremony. Sandler was ...