The 15 Most Iconic and Outrageous Adam Sandler Outfits (2024)

Adam Sandler he's the man if he can't do it no one can. Seriously, if the drip isn't Adam Sandler approved or worn, then it doesn't count on the cool spectrum. Sure Adam Sandler is one of the highest-grossing Hollywood superstars of all-time, sitting pretty at over $2 billion worldwide at the box office. Sure he's had a bunch of memorable roles such as his stint on Saturday Night Live in the 1990s, Billy Madison in 1995, Happy Gilmore in 1996, and 50 First Dates in 2004, but there's a component of Adam Sandler's career that isn't nearly appreciated enough—his awesome and ever-so-slightly goofy style, which we'll be taking a closer look at. Adam Sandler outfits are, quite simply, unique.

Whether you aspire to dress like Sandler, or just simply want to revisit a few of the looks that has helped make him an unexpected style icon, we're doing a breakdown of the most iconic and silly Adam Sandler outfits. Let's get into it.

RELATED: Uncut Gems' and the Undeniable Drip God, Adam Sandler

1. The Classic Adam Sandler Look

The 15 Most Iconic and Outrageous Adam Sandler Outfits (1)

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If Adam Sandler steps out to run casual errands five times in one week, it's possible that he will be wearing some variation of basketball shorts, a logo tee, and whatever sneakers he feels like rocking on that particular day. This is Sandler's go-to look that he never goes too long without wearing, and who can blame him? It's an automatic in terms of nice drip.

2. Puffer Jacket Sandler

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But sometimes Sandler will switch it up a bit and hit us with the unexpected, like on this particular day when he stepped out wearing a neon green puffer coat, which he paired with what appears to be a Hawaiian shirt, reddish brown khakis, and blue sneakers.

3. Preppy Sandler

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If you want an example of an easy-to-duplicate preppy Adam Sandler outfit, then you can check out what he wore to his hand and footprint ceremony at the Mann Chinese Theater in 2005. Jay-Z may have made the Yankees Cap, but Sandler is definitely an honorary member of the Yankees New Era committee as well.

4. Saturday Night Live Sandler

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Sandler's 1990's Saturday Night Live drip doesn't get appreciated nearly as much as what it should, and neither does his guitar playing and singing skills for that matter either.

5. Uncut Gems Sandler

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Is it safe to say that Adam Sander's character in Uncut Gems is his most stylish character ever? Cause we're saying it. Those tinted shades were ultra cool.

6. Uggs Sandler

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One thing about Mr. Adam Sandler—he's going to wear some Uggs, and most of the time the Uggs will be paired with basketball shorts. How he came up with this exact combination is still a mystery, but it works... for Adam Sandler and Adam Sandler only.

7. Hoodie Sandler

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Hoodie Sandler is always a vibe.

Sidenote: Does anybody know how many pairs of sneakers Adam Sandler owns? It has to be well into the hundreds (or even thousands) at this point because we've never seen him repeat.

8. Camo Jacket Sandler

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You know what? Sandler doesn't get enough credit for his jacket game. He's rocked some nice jackets over the decades, including this camouflage one he wore at the 2018 premiere of his Neflix film The Week Of alongside his wife Jackie.

9. Suited and Booted Sandler

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As per our calculations, Adam Sandler wears a suit approximately once a year. That's it (and sometimes he'll skip a year or two). This occasion doesn't happen often, but when Sandler does turn up in a suit, he does it well.

10. Superman Sandler

The 15 Most Iconic and Outrageous Adam Sandler Outfits (10)

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Cue the music. This outfit still hasn't been topped with the blue Superman logo shirt, red basketball shorts, and the Air Jordans. We'll call this look Superman with a street edge.

11. Blazer Sandler

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Blazers over simple tees is a look that will never go out of style, and Sandler gave us a masterclass in how to pull it off at the 2010 Grammys.

12. Casual Red Carpet Sandler

The 15 Most Iconic and Outrageous Adam Sandler Outfits (12)

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One of the actors in this picture is dressed visibly different from the others. Can you guess who?

13. Insane Logo Hat Sandler

The 15 Most Iconic and Outrageous Adam Sandler Outfits (13)

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Adam Sandler (who is not nor has ever been a part of the NYPD) pulled up to the 1995 MTV Rock the Vote wearing an NYPD ball cap which is just... insane (in a good way of course). Very 90s.

14. Grunge Sandler

The 15 Most Iconic and Outrageous Adam Sandler Outfits (14)

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In the midst of his five year Saturday Night Live run, Sandler would sometimes channel his inner Kurt Cobain, which was always fun.

15. Plaid Sandler

The 15 Most Iconic and Outrageous Adam Sandler Outfits (15)

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Ahh. The good old days of classic MTV. Also, gotta shoutout the plaid fit from Sandler. A plaid shirt paired with a ball cap is actually a fire combo.

Alright, so now that we've covered Adam Sandler's best outfits to date the wheels are turning in your head as to how you can recreate them right? Here's a few suggestions:

The 15 Most Iconic and Outrageous Adam Sandler Outfits (2024)

FAQs

The 15 Most Iconic and Outrageous Adam Sandler Outfits? ›

TikToker @wavykaren described Adam Sandler's look as “the ultimate La-Z-Boy style.” Whether you've spotted the comedian at one of his shows, eyed him in the pages of a magazine, or you're going based on his movie appearances, you've likely seen Sandler wear any combination of oversized clothing.

What is Adam Sandler's style called? ›

TikToker @wavykaren described Adam Sandler's look as “the ultimate La-Z-Boy style.” Whether you've spotted the comedian at one of his shows, eyed him in the pages of a magazine, or you're going based on his movie appearances, you've likely seen Sandler wear any combination of oversized clothing.

What should I wear to dress like Adam Sandler? ›

Things You Should Know

To dress like Adam Sandler, wear basketball shorts, Hawaiian print polos, or other comfy clothing items with tennis shoes, brown moccasins, or Ugg boots. Wear a puffer jacket, a puffy vest, a fleece jacket, or a zip-up hoodie if you want to add an extra layer.

Does Adam Sandler wear Hawaiian shirts? ›

Adam Sandler rocked a hilariously eccentric outfit: wine red shorts and a Hawaiian shirt covered in pink and violet feathers. Topped with a zany hat and oversized sunglasses, he embodied his signature comedic style, drawing laughter and turning heads wherever he strolled.

Who is Adam Sandler's daughter? ›

Sadie Sandler is the eldest Sandler daughter, and is now 17. Both Sadie and her sister Sunny have followed their father's footsteps into acting. "They are kind of passionate about wanting to be good in acting and that's all they talk about," Adam Sandler told Jimmy Kimmel in a November 2023 interview.

What religion is Adam Sandler? ›

Sandler with his two daughters, Sunny and Sadie, in February 2011, at a ceremony for receiving a star on the Hollywood Walk of Fame. Sandler has been married to Jacqueline "Jackie" Sandler (née Titone) since 2003. She converted to Sandler's religion, Judaism. The couple have two daughters, Sadie (b.

Has Adam Sandler wear Crocs? ›

#throwbackthursdays Adam Sandler's The Longest Yard premiere didn't stop him from wearing a normal day's outfit. As the actor posed with Nelly, he sported some taupe-colored Crocs at Hollywood's Chinese Theatre. Celebs with Crocs!

What shoes does Adam Sandler wear? ›

Sandler's footwear philosophy is built on comfort as we normally find him in cozy sneakers. From Hoka to Under Armour, the actor prioritizes how the shoes feel on his feet.

Does Adam Sandler ever wear a suit? ›

The Big Daddy actor is known for dressing casually on nearly every occasion, whether he's taping a talk show appearance or attending a premiere for one of his movies. His penchant for baggy shorts, T-shirts and sneakers is now so established that his peers find it odd when he does wear a suit.

Why Adam Sandler wear baggy clothes? ›

In an interview with Barstool Sports, Adam Sandler revealed that he started wearing baggy clothing when he was younger because he was "jacked."

Why does Adam Sandler wear Syracuse shirts? ›

Big Daddy (Feature film, 1999) - Several mentions; Adam Sandler's character is a Syracuse University alumnus (attended Syracuse University College of Law) and wears various Syracuse sweatshirts and T-shirts.

Why does Adam Sandler wear a unh shirt in Grown Ups? ›

Actually the UNH shirt Adam Sandler is wearing in this shot from his 2010 Comedy "Grown Ups," represents the University of New Hamphire Wildcats. Adam did attend Manchester Central High in New Hampshire after moving from Brooklyn for his adolescent years.

Is Adam Sandler's wife in every movie? ›

Other than playing Stacy's friend's mother in You Are So Not Invited to My Bat Mitzvah and a waitress Big Daddy, Jackie Sandler has shown up in 20 of her husband's movies.

Does Adam Sandler's kids act? ›

Adam Sandler's 15-year-old daughter, Sunny, made a brief on-screen appearance in the comedian's latest Netflix movie, "Spaceman," which centers around the mission of Czech astronaut Jakub Procházka. In the film, his daughter plays Anna, a girl who questions him about being alone in space.

Are Adam Sandlers' kids in any of his movies? ›

Movies like Big Daddy, Bedtime Stories, and That's My Boy feature not only his wife and daughters but also other family members in cameo appearances, adding a personal touch to his projects. Fans of the comedic star may not realize how often they see Adam Sandler's kids in his movies as well as other family members.

What is Schlub style? ›

Of all the tribes I have described in this series, Shlubs are the most mysterious and unknowable. There is no formula for the Schlub look. They do not seem remotely burdened by notions of getting it right or wrong. Their clothing is random and contingent. They are fashion nihilists.

Is Adam Sandler a fashion icon? ›

Adam Sandler: movie star, comedy legend — fashion icon! The comedy star of the upcoming Netflix animated film “Leo” stopped by “The Jennifer Hudson Show” to catch up with his former co-star Jennifer Hudson, and the host brought up Adam's unlikely fashion influence on Gen Z!

What is the most searched fashion icon? ›

Rihanna is Google's most searched fashion icon.

What are Adam Sandler's traits? ›

In conclusion, Adam Sandler may exhibit traits associated with an Enneagram Type 7, including a love of pleasure, spontaneity, and a tendency towards distraction.

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