Adam Sandler Outfits: His Wackiest Style Choices to Date

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September 9, 2023 10:00AM EDT

The comedy icon has been noted for his unique style choices over the years, embracing comfort and casual coolness. Check out photos of some of Adam’s best outfits over the years.

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Adam Sandler & Jennifer Aniston at the ‘Murder Mystery 2’ Premiere

Adam Sandler & Jennifer Aniston at the ‘Murder Mystery 2’ Premiere
Matt Baron/BEI/Shutterstock

Adam Sandler sports a Knicks hoodie while posing with Jennifer Aniston at the premiere of their movie ‘Murder Mystery 2.’

When thinking of comedy greats, Adam Sandler is easily one of the first names that comes to mind. From his early years on ‘Saturday Night Live’ to his excellent comedy albums to classic movies like ‘Happy Gilmore’ and ‘Billy Madison,’ Adam has had fans laughing for decades now. Besides comedy, he’s also broken into serious roles, like his performance in the hit ‘Uncut Gems.’

While fashion may not be the first thing that comes to mind when thinking of the Sandman, the comic does have a unique fashion sense all his own. He clearly values comfort and practicality, whether he’s just out for a walk or hitting a red carpet. In fact, ‘Vogue’ even named him the 2021 Fashion Icon for his sense of style.

Scroll through our gallery to see some of Adam’s wackiest outfits over the years.

March 29, 2023, 2:39PM
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Adam Sandler leaves ‘Good Morning America’

Adam Sandler leaves ‘Good Morning America’
Vanessa Carvalho/Shutterstock

Adam Sandler rocked a colorful outfit as he left the studio for ‘Good Morning America’ in March 2023. He rocked a bright green puffer coat over a pink Hawaiian shirt and orange pants.

March 29, 2023, 2:39PM
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Adam Sandler at a ‘Hustle’ Screening

Adam Sandler at a ‘Hustle’ Screening
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Adam Sandler kept it casual as he walked the red carpet for the premiere of his basketball film ‘Hustle’ in June 2022. He rocked a white, striped polo over a pair of blue slacks and bright orange sneakers, recalling his favorite basketball team: The New York Knicks.

March 29, 2023, 2:39PM
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Adam Sandler at Paris Fashion Week

Adam Sandler at Paris Fashion Week
Spread Pictures / MEGA

Adam Sandler rocked an all-gray look at Paris Fashion Week in March 2023. He sported a puffer coat over a gray hoodie with matching sweatpants.

March 29, 2023, 2:39PM
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Adam Sandler in Pacific Palisades

Adam Sandler in Pacific Palisades
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Adam Sandler sported a white polo and shorts while out and about in November 2021. He completed the look with some dark gray shorts and white sneakers.

March 29, 2023, 2:39PM
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Adam Sandler at the Hollywood Walk Of Fame

Adam Sandler at the Hollywood Walk Of Fame
AFF-USA/Shutterstock

Adam Sandler was there to celebrate with his pal Salma Hayek when she received a star on the Hollywood Walk of Fame in November 2021. He sported some gray slacks and a blue polo, but he added a red zip-up hoodie to the outfit.

March 29, 2023, 2:39PM
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Adam Sandler at Duffy’s Cake Mix

Adam Sandler at Duffy’s Cake Mix
APEX / MEGA

Adam Sandler kept it casual while bringing his daughter to California’s Duffy’s Cake Mix. He rocked a gray t-shirt for the Los Angeles Galaxies with matching basketball shorts and a black hoodie.

March 29, 2023, 2:39PM
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Adam Sandler in New York

Adam Sandler in New York
MediaPunch/Shutterstock

Adam Sandler was dressed comfortably as he stepped out in New York City in June 2019. He sported a blue t-shirt and navy, orange and white basketball shorts along with black sneakers.

March 29, 2023, 2:39PM
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Adam Sandler at a Netflix Event with Paul Thomas Anderson

Adam Sandler at a Netflix Event with Paul Thomas Anderson
Mark Von Holden/Invision/AP/Shut

Adam Sandler posed for a photo with director Paul Thomas Anderson. While the director sported suit, Adam rocked a yellow t-shirt, hoodie and dark pants.

March 29, 2023, 2:39PM
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Adam Sandler in Los Angeles

Adam Sandler in Los Angeles
SplashNews.com

Adam Sandler kept it comfortable while out for a walk in the park with his family  in LA. He rocked a gray t-shirt and white basketball shorts for the outing.

March 29, 2023, 2:39PM
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Adam Sandler smiles in the East Village

Adam Sandler smiles in the East Village
SplashNews.com

Adam Sandler looked ready to shoot some hoops during a walk around New York City. He sported a red t-shirt and matching shorts under a gray jacket as he carried a basketball during a stroll through the East Village.

March 29, 2023, 2:39PM