Senior editor and core member of the editorial team, contributing criticism and features across contemporary art, film and literature.

By Sara Bright

Adam Sandler does not dress like a fashion icon. He dresses like a man who has just rolled out of bed, grabbed whatever was closest in the closet, and headed out the door. Oversized basketball shorts. Baggy t-shirts in colours that clash with the shorts. High tube socks. Neon Hawaiian shirts. The occasional pair of Uggs. It is a wardrobe that appears to have been assembled by someone who considers “effort” a four-letter word.

And yet, in 2025 and 2026, Adam Sandler has become one of the most talked-about style figures in the world. Not because he follows trends, but because he ignores them so spectacularly that a new one has formed in his wake. On TikTok, the hashtag #MadamSandler has amassed over 120 million views. Gen Z fans, predominantly women, have embraced his aesthetic – dubbed “Sandlercore” – as a form of anti-fashion resistance, a rejection of the curated, filtered, algorithmically optimised self-presentation that dominates social media.

“I go into my closet, I got a bunch of t-shirts and shorts, kinda they’re all the same,” Sandler told the Drew Barrymore Show in 2023. “I usually go t-shirt first… I just want to cover that quickly. I’m like what the hell, grab anything. Then I go with shorts and I throw them on. Sometimes they’ll be slightly too tight. I go let me take those off and get the triple-X shorts on.”

This is not a man who plans his outfits. This is a man who has achieved, through decades of indifference, a look so distinctive that fashion magazines now analyse it.

The Accidental Icon

The transformation began in earnest in 2024, when Sandler’s off-duty wardrobe became a subject of viral fascination. Photographs of him in New York – playing basketball with Timothée Chalamet, walking through SoHo in baggy shorts and a hoodie – were dissected on social media. The attention was unexpected, and Sandler has responded to it with characteristic bemusement.

“It’s funny as hell,” he told Complex in July 2025. “And whenever one of my kids or their friends talk to me about it… my wife’s like, ‘What the hell are we talking about right now? How did that happen?'”

His wife, Jackie Sandler, has been a consistent supporter of his aesthetic, even when others questioned it. “Even when we were young, others would say, ‘Would you put on something better than that? Your wife’s dressed so beautifully,'” Sandler recalled. “My wife would say, ‘He’s comfortable like that. Let him do that. Leave him alone.'”

This is the key to understanding Sandler’s fashion appeal: it is not performative. In an era when every outfit is a brand statement, every red carpet appearance a marketing opportunity, Sandler’s commitment to comfort reads as radical authenticity. He is not trying to look good. He is trying to look like himself – and in doing so, he has inadvertently created a look that millions of people want to emulate.

Sandlercore: The Movement

The Sandlercore aesthetic is defined by its refusal to be defined. It encompasses oversized basketball shorts, baggy t-shirts in bold or clashing colours, chunky sneakers, high tube socks, and the occasional Hawaiian shirt. It is normcore taken to its logical extreme: function beats form every single time.

What makes the trend remarkable is its crossover appeal. While Sandler’s look originated in masculine leisurewear, the #MadamSandler movement on TikTok is predominantly female. Women have adopted the oversized shorts, cropped tops, and chunky sneakers as a form of comfort-driven fashion that rejects the male gaze and the pressure to be “put together.” It is a statement about autonomy: I dress for myself, not for you.

Fashion brands have taken notice. Tommy Hilfiger’s New York Fashion Week show featured extra-long, extra-wide shorts that TikTok creators identified as “Adam Sandler chic.” Balenciaga released bags that echoed Sandler’s carry-all aesthetic. Bottega Veneta did the same. The irony of luxury houses mining the wardrobe of a man who shops at Target is not lost on anyone.

Pete Davidson, appearing on Complex’s Sneaker Shopping, named Sandler as his personal Ugg influencer. “I think he is like 10 years ahead of everyone on fashion, always,” Davidson said. “He wore Uggs a lot in the early 2000s. It’s very powerful. You go grocery shopping, or you go to the movies, or you go out of your house in Uggs? Like, that’s cool, man.”

The Red Carpet Rebellion

Sandler’s relationship with the red carpet is a study in controlled chaos. At the 2025 Oscars, he participated in a preplanned comedic bit with Conan O’Brien, wearing a bright-blue Aviator Nation hoodie that cost $175. When O’Brien mocked him for looking like “a guy playing video poker at 2 a.m.,” Sandler shouted back: “I like the way I look because I am a good person… My snazzy gym shorts and fluffy sweatshirt offended you so much that you had to mock me in front of my peers.”

The exchange was comedy, but it also articulated something genuine. Sandler’s red carpet defiance is not merely a gag – it is a refusal to participate in the performance of celebrity that the entertainment industry demands. In a world where actors arrive at premieres in custom couture, styled by teams of professionals, Sandler shows up in a Knicks hoodie and sweatpants. The message is clear: my work speaks for itself. My clothes do not need to.

At the LA premiere of Office Romance in May 2026, Sandler supported his wife Jackie – dressed in a Schiaparelli minidress and high heels – by wearing a neon orange New York Knicks hoodie, loose blue sweatpants, and green sneakers with purple laces. The contrast was striking, and social media reacted with predictable outrage. “Thoughtless and embarrassing,” one observer called it. Another compared him to “a six-year-old throwing a tantrum about not wanting to wear a suit.”

But the outrage misses the point. Sandler is not failing to dress appropriately. He is succeeding at dressing like himself – and in doing so, he is challenging the assumption that celebrities owe the public a performance of glamour.

The Business of Comfort

The question that haunts every discussion of Sandler’s fashion is whether it is truly accidental or subtly calculated. At the 2025 Oscars, the hoodie he wore cost $175 – a price point that places it firmly in the luxury casualwear category. His basketball shorts, sneakers, and outerwear, while appearing haphazard, often carry premium price tags. This is not a man shopping at charity shops. This is a man wearing expensive clothes that happen to look cheap.

Whether this constitutes a “brand strategy” is debatable. What is clear is that Sandler’s aesthetic has commercial value. The Sandlercore trend has driven sales of oversized shorts, chunky sneakers, and Hawaiian shirts. TikTok creators who recreate his looks generate millions of views. The fashion press, which once ignored him, now covers his appearances with the same seriousness it reserves for red-carpet regulars.

Sandler himself seems indifferent to the commercial implications. “I don’t think about it,” he told People in August 2024. “But here I am wearing goofy clothes, and I don’t know.” This indifference is itself a form of branding – the most powerful kind, because it cannot be faked.

What Sandler Represents

Adam Sandler’s unlikely fashion icon status is not really about clothes. It is about what the clothes represent: comfort, authenticity, and the refusal to perform. In a culture that rewards self-optimisation – the perfect body, the perfect wardrobe, the perfect Instagram grid – Sandler’s message is revolutionary: just be yourself, even if yourself is a middle-aged man in a Knicks hoodie.

The appeal is particularly potent for Gen Z, a generation that has grown up with social media and is increasingly sceptical of its demands. The Sandlercore trend is a rejection of the curated self, a declaration that comfort matters more than appearance, and that authenticity is more attractive than perfection.

It is a lesson that the fashion industry, for all its talk of “effortless” style, has been slow to learn. True effortlessness is not a look that can be purchased or replicated. It is a state of mind – and Adam Sandler has had it all along.

For more on the intersection of fashion and culture, explore our analysis of the rise of normcore and anti-fashion and how celebrities shape consumer trends.