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 is crashing the biggest party in Hollywood! The actor made a surprise appearance at the 97th Academy Awards, where he appeared in a hoodie and basketball shorts in his signature style.

Adam Sandler went full Billy Madison during a bit at the 2025 Academy Awards on Sunday night.During his opening monologue, Oscars host Conan O’Brien took it upon himself to act as fashion police and told the celebrity-studded crowd that it was of utmost importance “that everyone is properly dressed” for the event.