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.

The 'Happy Gilmore' actor is notorious for his laid-back style — and Timothée Chalamet got in on the bit, too.

After hosting the 2025 Oscars ceremony, Conan O'Brien is offering insight into the origin of his memorable monologue bit with Adam Sandler. O'Brien told Entertainment Tonight after the telecast that he initially reached out to his former Saturday Night Live colleague to involve him in a different way for the Academy Awards.

At the 97th Academy Awards, host Conan O'Brien humorously pointed out Adam Sandler's casual attire, which included basketball shorts and a blue hoodie

A-list actor and comedian Adam Sandler has developed quite a reputation for his rather unique fashion sense – or lack thereof. During the Oscars on Sunday night, host Conan O'Brien couldn't help but poke a little fun at him for it.

The internet is still buzzing about Adam Sandler’s bizarre Oscars outfit on Sunday, March 2. While stars like Colman Domingo and Cynthia Erivo opted for designer’s tailored and stunning ensembles for the 97th annual Academy Awards,