The Sandler Fit Made It to the Oscars


“Adam, what are you wearing?” host Conan O’Brien asked Adam Sandler from the 2025 Oscars stage tonight. “You’re dressed like a guy playing video poker at 2 a.m.”

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As per usual, Adam Sandler was wearing a Sandler fit: roomy logo hoodie, collared Hawaiian shirt, below-the-knee basketball shorts, and colorful sneakers. In other words, he was wearing what he always wears, which is the same sloppy, cozy assemblage of oversized streetwear that made him a no-fucks-given style god among comfort-minded Zoomers.

Adam Sandler embraces Timothée Chalamet during the 97th Annual Academy Awards.

Rich Polk/Getty Images

“Nobody even thought about what I was wearing until you brought it up,” Sandler shouted back at O’Brien. “I like the way I look. Because I’m a good person. I don’t care about what I wear and what I don’t wear. My snazzy gym shorts and fluffy sweatshirt offend you so much that you had to mock me in front of my peers!”

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For years, we at GQ have casually wondered what the Sandman might wear if he attended the Oscars as a nominee. Could Hoka make him a custom pair of dress shoes? Where would he find a tuxedo-printed sweatshirt? Would he even wear pants at all? As it turns out, if that invite came during a year when the stakes were low enough, the actor managed to wear all of his favorite things to Hollywood’s biggest night anyways.

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A typical Sandler fit, as seen on February 20 in Los Angeles.

MEGA

On the way out, Sandler also invited the audience to “a game of five-on-five basketball at Veteran Park tonight,” requesting that “the guy from” Nosterafu join his team while butchering the film’s pronunciation. On his way out, he wrapped his one-time pickup basketball partner Timothée Chalamet—a nominee for best actor tonight—in a big bear hug. They were two of the most colorfully dressed guys in the room.

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