3. Adam Sandler Shows Up In A Hoodie (97th Oscars)
During host Conan O’Brien’s opening monologue at the 97th Oscars, the camera suddenly cut to Sandler sitting in the audience wearing his trademark outfit: a hoodie and loose basketball shorts surrounded by a sea of tuxedos and evening gowns. “For such a prestigious night, it’s important that everyone is properly dressed,” O’Brien joked before pointing him out. Sandler immediately fired back from his seat. “Nobody even thought about what I was wearing until you brought it up!” he shouted. O’Brien escalated the bit, telling the actor he looked like “a guy playing video poker at 2 a.m.”
The comment triggered mock outrage from Sandler, who stood up and announced he was leaving. “You know what, I like the way I look because I’m a good person,” he said. “I don’t care about what I wear.” The awkward exchange highlighted how even casual celebrity appearances can derail the polished glamour of the night and left viewers cringing at the forced comedy.