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

The 15 Most Iconic and Outrageous Adam Sandler Outfits (2)

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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

The 15 Most Iconic and Outrageous Adam Sandler Outfits (4)

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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

The 15 Most Iconic and Outrageous Adam Sandler Outfits (5)

Image credit: Netflix, A24

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

The 15 Most Iconic and Outrageous Adam Sandler Outfits (8)

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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

The 15 Most Iconic and Outrageous Adam Sandler Outfits (9)

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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? ›

The actor often rolls up to on talk shows and red carpets in basketball shorts, baggy cargo shorts, shirts, hoodies, sneakers, Uggs and always white socks. “Parachute basketball shorts are basically Adam Sandler's second skin, every article of clothing needs to be extra large and extra cozy.” @wavykarenk continued.

What is Adam Sandler famous for wearing? ›

The actor often rolls up to on talk shows and red carpets in basketball shorts, baggy cargo shorts, shirts, hoodies, sneakers, Uggs and always white socks. “Parachute basketball shorts are basically Adam Sandler's second skin, every article of clothing needs to be extra large and extra cozy.” @wavykarenk continued.

What did Adam Sandler wear in Grown Ups? ›

In Grown Ups, actor Adam Sandler can be seen wearing either a different shirt or hat representing a different university in almost every scene. You can see him wearing a UCONN hat, Harvard t-shirt, University of New Hampshire t-shirt, and a University of Rhode Island t-shirt.

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 is Adam Sandler's style? ›

Adam Sandler always looks comfortable in basketball shorts and baggy tees (it's his staple look), but he's been seen in other bizarre outfits over the years.

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."

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. Jackie Sandler and Adam Sandler at the 2024 People's Choice Awards.

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.

Why does Adam Sandler carry a cane? ›

Adam Sandler has been spotted walking the streets of Los Angeles, California, specifically in Pacific Palisades, accompanied by his wife, the actor used a cane to support himself to walk after undergoing hip surgery.

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 did Adam Sandler get his hip replaced? ›

He explained that he “had been doing so many movies in a row,” including the upcoming film “Spaceman,” in which he was put into a hanging harness for scenes. That's when he noticed his hip hitch. “I kept saying, 'Something's going on with my hip, man. I'm in trouble,'” he recalled.

Is Adam Sandler religious? ›

Sandler was a member of BBYO in his youth, before attending NYU's Tisch School of the Arts where he graduated in 1988. In the same interview, he also told Stern: “I'm not crazy religious…but I'm proud of being a Jew and that's what I am.” An error occurred.

Does Adam Sandler talk to his kids? ›

Jackie Sandler, Adam Sandler, Sunny Sandler, and Sadie Sandler attend Netflix's 'Spaceman' screening in Los Angeles. When asked if casting his teen daughters in films is the best way to spend time with them, Adam admitted, "They still don't talk to you.

Is Adam Sandler a billionaire? ›

Based on the most recent data available, Adam Sandler's estimated net worth is $440 million, primarily due to his lucrative career in comedy, acting, and film production.

What did Adam Sandler buy for his friends? ›

Whether you hate the movie or love it, I guarantee you didn't know that Adam Sandler bought his fellow co-stars David Spade, Kevin James, Chris Rock, and Rob Schneider a Maserati each, estimated to be worth about $200,000 (or about £130,000 at the time), according to an LA Bible article.

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