The 'Happy Gilmore' actor showed up to Hollywood's biggest night in a low-key look by the Venice sweats label.

Adam Sandler is crashing the biggest party in Hollywood! The actor made a surprise appearance at the 97th Academy Awards, ...

Adam Sandler's bit at the 2025 Oscars went viral after he playfully left the award show when he was called out on his neon ...

Adam Sandler doesn't do dress codes. The 58-year-old comedian showed up to the 2025 Oscars on Sunday, March 2 in baggy ...

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 made an unexpected fashion statement at the 2025 Oscars on Sunday night, and host Conan O'Brien had something to ...

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

The "Happy Gilmore" star was dressed in his usual hoodie and baggy basketball shorts for a funny bit with host Conan O'Brien at the Academy Awards.

In a rare crossover between the Golden Globes & the Oscars, Adam Sandler was part of both ceremonies' opening monologues for ...

Sandler wore the Malibu Zip Hoodie style from the brand, which is nearly sold out, but there's good news: the Aspen Zip Hoodie style is nearly identical, comes in the same color, and is pretty much ...

The Oscars are usually all about glam, with celebrities stepping out in their best designer fits. But this year, Adam Sandler ...

Oscars, Adam Sandler’s casual attire sparked social media theories linking it to Ukrainian President Zelensky. His hug with ...