An Ode to Adam Sandler's Famously Casual Red Carpet Style

Adam Sandler will forever be our laid-back style inspiration. Known for wearing oversize hoodies, bright Hawaiian shirts, baggy shorts, and sporty sneakers, the actor prioritizes comfort to an admirable extent, even on the red carpet. From his early acting days to more recent press tours, the father of two isn't afraid to keep it casual at movie premieres and award shows, providing a comical juxtaposition to the glitzy dresses and sleek suits worn by fellow stars and his go-to date, wife Jackie.

Sandler's low-key fashion sense was last on full display at the "Murder Mystery 2" premiere in Los Angeles, where he showed up in a New York Knicks jersey layered over a pink-and-blue Hawaiian shirt. When longtime friend and costar Jennifer Aniston, clad in a decidedly more swanky naked dress covered in chains, spotted his outfit, she jokingly exclaimed during an ET interview, "What the hell are you doing! I'm not standing next to him." Sandler responded, "You texted me, 'Please wear your sweatshirt,'" to which Aniston clarified, "I said, 'Please don't wear your sweatshirt.'" Despite the apparent mixup, the pair did indeed pose together in their contrasting ensembles.

To be fair, Sandler has slipped into a suit various times throughout his decades-long career — the 2023 SAG Awards and the night he received the Mark Twain Prize for American Humor are a few examples from this year — but his more informal looks encapsulate the no-f*cks-given attitude we aspire to adopt. To celebrate Sandler's one-of-a-kind style, we're taking a chronological look back at his red carpet fashion evolution through the years. Pop on a Yankees hat and enjoy the trip down memory lane ahead.

Adam Sandler's Red Carpet Style: 1994
Getty | Ron Galella

Adam Sandler's Red Carpet Style: 1994

Wearing a graphic t-shirt, denim jacket, light-wash jeans, black shoes, and a hat at the "City Slickers II: The Legend of Curly's Gold" premiere in June 1994.

Adam Sandler's Red Carpet Style: 1994
Getty | Jeff Kravitz

Adam Sandler's Red Carpet Style: 1994

Wearing a denim jacket, white t-shirt, jeans, and black hat at the MTV Video Music Awards in September 1994.

Adam Sandler's Red Carpet Style: 1998
Getty | Steve Azzara

Adam Sandler's Red Carpet Style: 1998

Wearing a red collared shirt, Yankees zip-up jacket, and khakis at "The Waterboy" premiere in November 1998.

Adam Sandler's Red Carpet Style: 1999
Getty | Steve Granitz

Adam Sandler's Red Carpet Style: 1999

Wearing an oversize zip-up jacket, navy graphic t-shirt, baggy black jeans, and black shoes at the "Big Daddy" premiere in June 1999.

Adam Sandler's Red Carpet Style: 2002
Getty | Jim Spellman

Adam Sandler's Red Carpet Style: 2002

Wearing a personalized FDNY shirt, black jeans, and black Nike Shox sneakers at the "Mr. Deeds" premiere in June 2002.

Adam Sandler's Red Carpet Style: 2004
Getty | Vince Bucci

Adam Sandler's Red Carpet Style: 2004

Wearing a navy t-shirt, sneakers, fur-lined jacket, orange New York Knicks hat, and lei necklace at the "50 First Dates" premiere in February 2004.

Adam Sandler's Red Carpet Style: 2007
Getty | Christopher Polk

Adam Sandler's Red Carpet Style: 2007

Wearing a Quiksilver t-shirt, green basketball shorts, and sunglasses at the "Evan Almighty" premiere in June 2007.

Adam Sandler's Red Carpet Style: 2009
Getty | Kevin Mazur

Adam Sandler's Red Carpet Style: 2009

Wearing an Eminem-themed t-shirt, light-blue button-down shirt, and jeans at the "Funny People" premiere in July 2009.

Adam Sandler's Red Carpet Style: 2012
Getty | Marc Andrew Deley

Adam Sandler's Red Carpet Style: 2012

Wearing a DC Shoes t-shirt, Under Armour zip-up jacket, khakis, Nike sneakers, and a hat at the "That's My Boy" premiere in June 2012.

Adam Sandler's Red Carpet Style: 2012
Getty | Jason Kempin

Adam Sandler's Red Carpet Style: 2012

Wearing a gray Chicago t-shirt, white basketball shorts, Nike sneakers, and a white hat at the "That's My Boy" premiere in June 2012.

Adam Sandler's Red Carpet Style: 2012
Getty | Robin Marchant

Adam Sandler's Red Carpet Style: 2012

Wearing a graphic t-shirt, flannel shirt, fleece-lined jacket, khakis, and New Balance sneakers at the "Here Comes The Boom" premiere in October 2012.

Adam Sandler's Red Carpet Style: 2014
Getty | Anita Bugge

Adam Sandler's Red Carpet Style: 2014

Wearing a flannel shirt, white zip-up, khaki pants, and sneakers at the "Blended" premiere in May 2014.

Adam Sandler's Red Carpet Style: 2014
Getty | Gregg DeGuire

Adam Sandler's Red Carpet Style: 2014

Wearing an orange button-down, navy jacket, brown pants, and black shoes at the "Blended" premiere in May 2014.

Adam Sandler's Red Carpet Style: 2014
Getty | Jason LaVeris

Adam Sandler's Red Carpet Style: 2014

Wearing a blue plaid button-down, white jacket, black pants, and Adidas sneakers at the "Men, Women & Children" premiere in September 2014.

Adam Sandler's Red Carpet Style: 2016
Getty | Jeff Kravitz

Adam Sandler's Red Carpet Style: 2016

Wearing a blue collared shirt and red puffer jacket at the Nickelodeon Kids' Choice Awards in March 2016.

Adam Sandler's Red Carpet Style: 2016
Getty | Jason LaVeris

Adam Sandler's Red Carpet Style: 2016

Wearing a green collared shirt, blue puffer jacket, brown pants, and brown shoes at "The Do Over" premiere in May 2016.

Adam Sandler's Red Carpet Style: 2018
Getty | Monica Schipper

Adam Sandler's Red Carpet Style: 2018

Wearing a gray collared shirt, camoflauge jacket, navy pants, and sneakers at "The Week Of" premiere in April 2018.

Adam Sandler's Red Carpet Style: 2019
Getty | Penske Media

Adam Sandler's Red Carpet Style: 2019

Wearing a yellow graphic t-shirt, black hooded jacket, black pants, and sneakers at a Netflix FYSEE event in May 2019.

Adam Sandler's Red Carpet Style: 2019
Getty | Hector Vivas

Adam Sandler's Red Carpet Style: 2019

Wearing a Hawaiian shirt, brown pants, and black sneakers at a "Murder Mystery" press conference in June 2019.

Adam Sandler's Red Carpet Style: 2019
Getty | Steve Granitz

Adam Sandler's Red Carpet Style: 2019

Wearing a navy v-neck shirt, colorblock Fila zip-up, black pants, and sneakers at the "Murder Mystery" premiere in June 2019.

Adam Sandler's Red Carpet Style: 2019
Getty | Jon Kopaloff

Adam Sandler's Red Carpet Style: 2019

Wearing a blue Rip Curl t-shirt, navy pants, and sneakers at a "Murder Mystery" photocall in June 2019.

Adam Sandler's Red Carpet Style: 2019
Getty | Phillip Faraone

Adam Sandler's Red Carpet Style: 2019

Wearing a black collared shirt, velour Fila zip-up jacket, brown pants, and sneakers to the "Uncut Gems" premiere in December 2019.

Adam Sandler's Red Carpet Style: 2022
Getty | MICHAEL TRAN

Adam Sandler's Red Carpet Style: 2022

Wearing a patterned collared shirt, blue pants, and orange Hoka sneakers at the "Hustle" premiere in June 2022.

Adam Sandler's Red Carpet Style: 2022
Getty | Lisa Lake

Adam Sandler's Red Carpet Style: 2022

Wearing a striped collared shirt, blue pants, and orange Hoka sneakers at the "Hustle" premiere in June 2022.

Adam Sandler's Red Carpet Style: 2023
Getty | Charley Gallay

Adam Sandler's Red Carpet Style: 2023

Wearing a New York Knicks hoodie, Hawaiian shirt, khaki pants, and blue Hoka sneakers to the "Murder Mystery 2" premiere in March 2023.