Sandler stars alongside George Clooney in Noah Baumbach's latest comedy-drama.
The actor walked the red carpet for the premiere of his new film, Jay Kelly, also starring George Clooney, at the Sala Grande theater on Thursday, Aug. 28.
Sandler, 58, stepped outside his usual sartorial choices, wearing a classic black tux with a white button-down shirt. He accented it with a black bowtie.
Meanwhile, his wife, Jackie, contrasted him in a strapless white dress that gathered at the bust and draped to the ground. The couple also brought along their two daughters, Sadie, 19, and Sunny 16. Sunny matched her mom in a white dress of her own, though hers was a halter-neck, while Sadie matched her dad in a black dress -- making for a fully complementary set of outfits.
The Uncut Gems star's ensemble deviates from his signature style, which typically includes oversize T-shirts, hoodies and shorts, as well as stylish sneakers.
His consistent looks -- even at premiere parties -- have earned him the reputation of "unintentionally" becoming a style icon.
"It's funny as hell," the Happy Gilmore star told Complex of his style icon status. "And whenever one of my kids or their friends talks to me about it... my wife's like, 'What the hell are we talking about right now? How did that happen?' "
"But my wife [Jackie] always was nice to me about my clothes," he added. "Even when we were young, others would say, 'Would you put on something better than that? Your wife's dressed so beautifully.' My wife would say, 'He's comfortable like that. Let him do that. Leave him alone.' "
He explained to PEOPLE in August 2024 that he doesn't think too intensely about what he wears, and becoming a style icon was "accidental."
"But here I am wearing goofy clothes, and I don't know. I don't think about it," he said. "Whatever is in the closet, I grab it," he insisted. "I think I got a bunch of the same socks; underwear is kinda similar too."
Sandler continued, "I grab it; I don't think about it much. Most people make fun of me in my family, but I keep moving."
Clooney and Sandler star in Noah Baumbach's latest comedy-drama film, where a famous actor, Jay Kelly (Clooney), and his friend and manager, Ron (Sandler), "embark on a whirlwind and unexpectedly profound journey," which calls into question their choices, relationships, and legacies, per the movie's synopsis.
Clooney recently praised Sandler's performance during an interview with Vanity Fair, saying, "This film -- more than any film Adam has done -- shows what a beautiful, heartfelt, soulful actor he is." Adding, "I kept telling the cast, 'Don't call him Sand Man. Don't talk to him like he's just some goofy comedian. He's actually a really beautiful, wonderful actor.'"
"Because of what his paycheck is, which is doing big goofy comedies, when he does these other, beautiful, Uncut Gems kinds of movies, it reminds people of that. He's not just a good comedian," Clooney said.