On March 2, 2025, Adam Sandler made a memorable and unexpected appearance at the 97th Academy Awards, held at the Dolby Theatre in Hollywood, California. Known for his laid-back style and comedic flair, Sandler crashed the prestigious event during host Conan O’Brien’s opening monologue, instantly becoming one of the night’s most talked-about moments.
Dressed in his signature casual attire—a bright blue Aviator Nation hoodie and dark Adidas basketball shorts—Sandler stood out among the sea of designer gowns and tuxedos. O’Brien, in his debut as Oscars host, couldn’t resist poking fun at Sandler’s unconventional outfit.
Adam, what are you wearing?” O’Brien quipped from the stage. “You’re dressed like a guy playing video poker at 2 a.m.” The audience erupted in laughter as Sandler, playing along with the bit, fired back, “Nobody even thought about what I was wearing until you brought it up! I like the way I look because I’m a good person. I don’t care about what I wear or what I don’t wear. Did my snazzy gym shorts and fluffy sweatshirt offend you so much that you had to mock me in front of my peers?”
The exchange escalated hilariously when Sandler feigned outrage and announced he was leaving the ceremony. “It’s not you,” he reassured the audience, pointing at O’Brien, “It’s him—he’s the one who caused this.” Before storming out, Sandler invited everyone to join him for a midnight five-on-five basketball game at Veteran Park, adding a playful twist to his exit.
But the real highlight came when he approached Timothée Chalamet, nominated for Best Actor for A Complete Unknown. In a nod to a running gag from the Golden Globes earlier that year—where Sandler had shouted “Chalamet!” in his distinctive style—he repeated the exaggerated call and planted a kiss on Chalamet’s head, leaving the young actor amused and the crowd in stitches.
Though not nominated, Sandler’s surprise cameo stole the spotlight early in the evening, blending his comedic persona with a touch of heartfelt chaos. His interaction with O’Brien, a longtime friend, and his embrace of Chalamet underscored his reputation as a beloved Hollywood figure who doesn’t take himself too seriously.
The moment quickly became a viral sensation, with fans and media buzzing about Sandler’s unapologetic authenticity on one of the industry’s most glamorous nights. Meanwhile, the Oscars continued with its celebration of 2024’s finest films, but Sandler’s brief appearance left an indelible mark on the 2025 ceremony.
Adam Sandler in his Sunday best at the #Oscars2025 pic.twitter.com/VvPViPTCAa
— clubheartbreak (@clubheartbreak) March 3, 2025
