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

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

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

Adam Sandler and Timothee Chalamet delivered one of the most memorable moments of the 2025 Oscars on Sunday. Here's how it ...

Adam Sandler arrived at the 2025 Academy Awards dressed in a neon blue hoodie and basketball shorts, bringing his signature ...

Adam Sandler, a top Hollywood actor worth $440 million, made headlines at the 2025 Oscars for his casual attire.

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

Adam Sandler shocked the 97th Academy Awards attendees as he appeared in dark blue Adidas basketball shorts and a blue ...

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 ...

Leave it to Adam Sandler to put his own spin on award show attire. While he skipped the 2025 Oscars red carpet, the famously casual comedian made a surprise cameo in the audience, wearing his ...

Adam Sandler's laid-back appearance at the 97th Academy Awards challenges traditional fashion norms, proving that comfort can ...