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.

Even if you don’t (yet) share my passion for sweatshirts, please allow me to sell you on this one. First of all, it’s from ...

The "Happy Gilmore" star made a funny cameo during Conan O'Brien's opening monologue at the ceremony on March 2 while wearing his trademark hoodie and ... re dressed like a guy playing video ...

De facto Democrat leader Jasmine Crockett reacted to criticism from Sen. John Fetterman by mocking his slobbish attire.

asked O’Brien, as the camera cut to him sitting in the audience wearing a sky blue hoodie ... posting that the star was “proving once again he’s the only guy who dresses like he’s about ...

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 ...

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

Since the tragic deaths of Johnny Gaudreau and his brother, Matthew, in August, the hockey community has come together to pay homage to the memory of the late NHLers.

Chad Gable was accused of being the mysterious luchador who showed up on the latest episode of WWE RAW. However, he proved that it wasn't him during a backstage segment.

Ivan Cornejo used to be too shy to sing in public. But at 20, his bruised, brooding ballads have made him a rising superstar of música mexicana ...

In a series of Instagram Stories, Morgan Riddle recounted her harrowing travel experiences, including electrocution and near ...

He’s owned the tried-and-true hoodie ... like a guy playing video poker at 2 a.m.” “You’re dressed well, Adam,” host Conan O’Brien commented. Rob Latour/Shutterstock The star’s ...