The 97th Academy Awards ceremony took place on 2 March 2025 at the Dolby Theatre, Hollywood. It was Oscar 2025 night that saw a lot of celebrities, from industry legends Leonardo DiCaprio, Meryl Streep, to newcomer Aisha Khan, who walked up the red carpet. Conan O’Brien, hosting for the first time, provided the crowd with his brand of humor and wit, bringing smiles to the faces of the audience.
He had everyone laughing on their sides with sarcasm and stinging jibes; however, not everyone was pleased. One encounter with comedian Adam Sandler instantly became drama that kept people talking long after the show. As the night went on, it was obvious that even though O’Brien’s jokes were good-natured, one line stood out and didn’t go over well with Sandler.
Adam Sandler leaves the Oscars 2025 after Conan O’Brien taunted his outfit
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During the 2025 Oscars, Adam Sandler made a dramatic exit from the event after Conan O’Brien taunted his wardrobe, which consisted of an aqua blue hoodie, basketball shorts, and sneakers. During the event, O’Brien referred to several stars wearing formal attire as appropriately dressed for the high-profile event. When the camera moved to where Sandler sat in the crowd, O’Brien did not hesitate to ask the 58-year-old actor playfully what he was wearing, clearly amused by the contrast between his casual wear and the tuxedos that surrounded him. The friendly dialogue quickly got tense when O’Brien quipped that Sandler’s outfit reminded him of sitting around playing video poker late at night. Not deterred by the attention on him, Sandler lashed back to defend himself.
He insisted that he did not care what he looked like and would rather be a good person than bother with fashion. His tolerance started to wear thin as the audience kept on laughing at his expense. To everyone’s surprise, Sandler stood up and announced he was leaving the event, adding that O’Brien’s joke was the final straw. The spontaneous walkout was a tense and absurd moment in the history of the Oscars. As O’Brien tried to make amends, the lighthearted tension between the two comedians was palpable. Sandler was already out of his seat and even invited the audience to join him for a basketball game later that night before stopping to hug Timothée Chamlet and leaving the hall.
Adam Sandler had always worn casual outfits to major events
Adam Sandler isn’t new to casual outfits, especially at upscale gatherings like the Oscars. It has been a long time since everybody knows how much he loves attending red-carpet parties in laid-back attire, so the fact that he went for the 2025 Oscars wasn’t that shocking to fans familiar with his wardrobe. Whether he’s attending a premiere, hosting a stint for a comedy sketch series, or strolling the red carpet, Sandler has made a reputation for dressing to events in loose-fitting hoodies, sneakers, and gym wear, defying traditional fashion for glitzy A-list parties. He was the odd one out at his most iconic street-style ensemble at the 1999 Kids’ Choice Awards when he showed up in a sweet-looking blue-and-pink sweatsuit.
Fast forward to recent years, and Sandler’s relaxed fashion has become a hallmark of his brand. For example, when promoting his 2022 film Hustle, he wore a brazen polo with relaxed pants, gaining popularity for his unconventional yet stylish approach. At the 2025 Oscars, Sandler took his comfort to new heights with a logo hoodie, Hawaiian shirt, and basketball shorts.
Despite his casual choices, Sandler’s casual appearances aren’t exactly affordable. Most of his pieces are from luxury designers. His style also captures what can be called “Sandlercore,” a term used to describe his eclectic style, a blend of comfort, boldness, and offbeat charm. In 2021, Vogue even called Sandler a “fashion icon,” labeling him “the unofficial ambassador of pandemic style” for embracing casual fashion during the height of COVID-19 lockdowns.