It’s official: Adam Sandler is a style icon.

The actor has been named the top trending celebrity style star of 2021 according to Google search data, beating the likes of Harry Styles and Doja Cat. The aughts revival is in full force and can be found everywhere from luxury fashion shows to Supreme’s Tiffany collaboration, and Sandler’s carefree, baggy style encapsulates the era perfectly. His uniform of oversized basketball shorts, complemented with an equally huge top, and a pair of colorful basketball sneakers is the ultimate Y2K uniform.

However, it is his indifference to fashion that makes the 55-year-old a true icon. There have been numerous premieres and red carpet events where you can immediately recognize Sandler sporting his usual casual attire, surrounded by a swarm of suave suits. Most famously, his choice of footwear for the premiere of Evan Almighty was a pair of slippers.

Rick Owens reportedly once said: "the coolest thing is when you don’t care about being cool anymore. Indifference is the greatest aphrodisiac — that’s what really sums up style for me." I guess that makes us thirsty for Adam Sandler.

This is only confirming what Tik Tok has been saying for some time. Style-conscious users on the video-sharing platform have been obsessing over the Uncut Gems star's unorthodox fashion tastes and creating their own versions of his outfits. And it isn't just TikTok. Last year Pete Davidson, whose street style has made him the world's most eligible bachelor, revealed that Adam Sandler was his "favorite fashion icon," and we have a theory that he is the inspiration for some of Bieber’s recent outfits

If you want to join in and get some fashion inspiration from the celebrity style star of the year, check out a selection of Sandler’s best looks below. Of course, we have put our own twist on the looks through our shopping suggestions and have brought you some luxury alternatives where possible.

Classic Sandler

This is the trademark Sandler uniform. Without a care for traditional proportions, the actor's oversized, slouched blue basketball shorts finish way below his knee while a contrasting red t-shirt swallows him whole.

Coastal Tee

Coastal Tee

$29

Marmot

Buy at Urban Outfitters
Vintage Basketball Shorts

Vintage Basketball Shorts

$32

adidas

Buy at ebay
'2016 Daddy-O II' Sunglasses

'2016 Daddy-O II' Sunglasses

$129

Ray-Ban

Buy at Farfetch

Smart casual

Probably the most wearable of the looks selected, this outfit from 2005 is from Sandler’s hand and footprint ceremony at the Mann Chinese Theater on Hollywood Boulevard, where he joined a host of famous names in leaving their mark in the concrete in front of the building. While most people wore a suit for the occasion, Sandler dressed up well from his usual uniform.

Adjustable Hat

Adjustable Hat

$27

'47

Buy at amazon
Striped Cotton-Poplin Shirt

Striped Cotton-Poplin Shirt

$126

Polo Ralph Lauren

Buy at Matchesfashion
Paradise Cartoon T-Shirt

Paradise Cartoon T-Shirt

$65

Highsnobiety

Buy at Highsnobiety

Pleated Work Pants

$110

Highsnobiety x Dickies

Buy at Highsnobiety

Uggs and shorts

While we have all proven to be partial to Sandler’s early-2000s fits, his attitude to dressing has remained constant since then. Ugg boots have become a new favorite of the actor as he continues to prioritize comfort and, in this outfit from earlier in the year, he paired them with his signature baggy shorts.

Dice Crewneck Sweatshirt

Dice Crewneck Sweatshirt

$106

Stüssy

Buy at Slam Jam
'Kobe Bryant' Hall of Fame Shorts

'Kobe Bryant' Hall of Fame Shorts

$134

Mitchell & Ness

Buy at NBA Store
Classic Mini Bomber Boot

Classic Mini Bomber Boot

$160

UGG

Buy at amazon

Colour clashing

Turning up at The Late Show with David Letterman in 2008, this colorful outfit shows a different side to Sandler than oversized tops and shorts.

Padded Gilet

Padded Gilet

$1700

The North Face x Gucci

Buy at Farfetch
Graphic T-Shirt

Graphic T-Shirt

$106

Wales Bonner

Buy at ssense
551 Z Vintage Jeans

551 Z Vintage Jeans

$104

Levi's

Buy at ssense
Ranger Moc Harris Leather Boots

Ranger Moc Harris Leather Boots

$280

G.H. Bass & Co.

Buy at Mr Porter

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

What To Read Next

*If you submitted your e-mail address and placed an order, we may use your e-mail address to inform you regularly about similar products without prior explicit consent. You can object to the use of your e-mail address for this purpose at any time without incurring any costs other than the transmission costs according to the basic tariffs. Each newsletter contains an unsubscribe link. Alternatively, you can object to receiving the newsletter at any time by sending an e-mail to info@highsnobiety.com

Web Accessibility Statement

Titelmedia (Highsnobiety), is committed to facilitating and improving the accessibility and usability of its Website, www.highsnobiety.com. Titelmedia strives to ensure that its Website services and content are accessible to persons with disabilities including users of screen reader technology. To accomplish this, Titelmedia has engaged UsableNet Inc, a leading web accessibility consultant to help test, remediate and maintain our Website in-line with the Web Content Accessibility Guidelines (WCAG), which also bring the Website into conformance with the Americans with Disabilities Act of 1990.

Disclaimer

Please be aware that our efforts to maintain accessibility and usability are ongoing. While we strive to make the Website as accessible as possible some issues can be encountered by different assistive technology as the range of assistive technology is wide and varied.

Contact Us

If, at any time, you have specific questions or concerns about the accessibility of any particular webpage on this Website, please contact us at accessibility@highsnobiety.com, +49 (0)30 235 908 500. If you do encounter an accessibility issue, please be sure to specify the web page and nature of the issue in your email and/or phone call, and we will make all reasonable efforts to make that page or the information contained therein accessible for you.