Adam Sandler Steals the Show at the Oscars with His Casual Wear

Image credits: Patrick T. Fallon/AFP/Getty Images

Adam Sandler’s fashion sense, or lack of it, gained even more notoriety at the Oscars as host Conan O’Brien mocked his casual look in one of the night’s skits. O’Brien addressed the audience, telling them that “for such a prestigious night, it is important that everyone is properly dressed.” He then pointedly asked Sandler, who was sitting in the audience sporting a trademark colorful hoodie, long gym shorts, socks, and sneakers, “What are you wearing?” Sandler began by playing oblivious before appearing to become increasingly angry as O’Brien ribbed him, saying “you’re dressed like a guy playing video poker at 2 a.m.”

Sandler countered, saying “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. Does my snazzy gym shorts and fluffy sweatshirt offend you so much that you had to mock me in front of my peers?” The exchange was a highlight of the award show for many viewers, with Sandler’s casual Oscars outfit going against the event's famously formal attire. His audacious appearance stole the show for dozens of Oscar viewers, with many taking to social media to praise his unique sense of style and humor.

The moment instantly went viral on social media, gathering millions of views on X and YouTube. Sandler’s goofy dad attire has made him an unlikely fashion icon and earned him a loyal Gen Z fanbase, with many chronicling their favorite examples of his outfits on TikTok. After being the brunt of O’Brien’s joke, Sandler stormed out of the Oscars, but not before giving Best Actor nominee Timothée Chalamet a hug. This was a reference to a joke comedian Nikki Glaser made at the Golden Globes, where the host said Chalamet’s last name sounded like something Sandler would hilariously scream.

The 97th Academy Awards took place on Sunday night, March 2, with the biggest winner of the night being “Anora,” which won five of the six awards it was up for. Other notable winners included “The Brutalist,” which went home with three awards, while “Wicked” and “Dune: Part Two” each received two. Meanwhile, “Emilia Pérez,” which was the most nominated film of the year with 13 nods, won only two awards. Some of the notable releases and winners of the night include:

• “Anora” - won five awards
• “The Brutalist” - won three awards
• “Wicked” - won two awards
• “Dune: Part Two” - won two awards
• “Emilia Pérez” - won two awards despite being the most nominated film

Adam Sandler’s iconic Oscars moment with Conan O’Brien has cemented his status as a beloved figure among fans, particularly Gen Z. His ability to poke fun at himself and not take things too seriously has made him a relatable and endearing figure. As the entertainment industry continues to evolve, it will be interesting to see how Sandler’s unique sense of style and humor continues to influence and inspire his fans. With his loyal fanbase and consistent ability to make people laugh, Adam Sandler is sure to remain a prominent figure in the entertainment industry for years to come.