Jennifer Aniston made headlines last year when she talked about having a “lovely meal” with Adam Sandler. “[Sandler] walks up with basketball shorts, satin basketball shorts with white piping, and Nike high-tops and a turquoise velour Izod,” she said bluntly while discussing it in-depth on The Tonight Show. It is the epitome of mayhem from the insane king of menswear. Aniston claimed, “He says, ‘Vogue says I look fantastic like this,'” alluding to the 2021 article that referred to Adam Sandler’s fashion as a style icon. “Thank you, Vogue.”
Vogue was not playing around either. The world of menswear is extremely formal. It is brimming with well-tailored suits and sweaters composed of some of the most opulent materials you will ever see in your life. Indeed, that is perfectly acceptable. But it ought to be enjoyable as well! Additionally, the actor from Murder Mystery has a style that adds some much-needed weirdness to Hollywood’s collective wardrobe with his large, baggy t-shirts and larger, baggier shorts.
Here are some lessons to be learned from the greatest Adam Sandler fashion ensembles ever.
Mad hues are not to be feared:
Adam Sandler’s sunglasses collection of sunglasses is insane. His aviators are coded in Maverick. He wears see-through, bright blue Wayfarers. He has techno wraparounds from the 1990s. He even wears a pair of large tortoiseshell Gucci eyeglasses everywhere he goes.
Grab yourself some large shades if you are serious about this whole Adam Sandler fashion core thing (yes, that is a real phrase).
Pull your shirt together:
Finding clothes in the correct size can be difficult for a lot of men. When certain brands utilize their measurement systems, it can be very frustrating. Adam Sandler’s fashion, however, is too busy for all of that. He has no time to visit the restrooms. Furthermore, he most certainly lacks the time to purchase two sizes to determine which one fits him the best. What does the star of Uncut Gems do, then? He simply goes one or two sizes larger than his “regular” size, regardless of the top he is wearing.
Adam Sandler’s fashion adores large clothing, whether it is a wool coat, a t-shirt, or a Hawaiian shirt. Additionally, slouchy is both comfy and functional, despite being every tailor’s worst nightmare. Make sure your shorts are long.
The popularity of short shorts can be attributed to prominent menswear designers like Paul Mescal and Donald Glover. However, Tommy Hilfiger’s New York Fashion Week display last month saw a huge influx of extra-wide, extra-long shorts. Additionally, some TikTokers are referring to this style as Adam Sandler fashion chic.”
Over-the-knee shorts have long been a favorite of the American actor. He typically wears basketball shorts, such as when he is in downtown Manhattan shooting baskets with Timothée Chalamet. He has, however, also been seen wearing enormous running shorts, shorts with pinstripes, and even shorts with a gleaming gold finish over the years.
Shoes for basketball that go with everything:
Adam Sandler is a huge fan of basketball footwear. Additionally, Sandler focuses on a certain niche, whereas most ardent fans would choose grail-y silhouettes like the Adidas AE-1 or the Air Jordan 1 High OG.
Yes, Adam Sandler enjoys wearing his Air Jordans. However, he consistently chooses less expensive solutions, such as the Jordan Why Not Zer0.5 (a 2021 trainer that not many people discuss) or the Air Jordan 1 Mid. But when he is not wearing a Jumpman sneaker, he is all about the Hoka Project Clifton or the Puma Rise Nitro. The Emmy nominee even showed up in the Under Armour Curry 11 sporting a suit that was a whole size too big during the People’s Choice Awards earlier this year.
Turn on the Ugg plug.
Adam Sandler’s fashion-beloved Ugg boots are his go-to option on the few off-duty days when he is not wearing basketball sneakers. And is the man truly to blame? In case you were unaware, Uggs are among the most comfortable items available. They are entirely lined with sheepskin and adorned in suede.
Pete Davidson even identified Adam Sandler’s fashion as his personal Ugg influencer during his most recent appearance on Complex’s Sneaker Shopping. He declares on the show that he is a huge Adam Sandler fashion fan. In terms of fashion, I believe he is consistently ten years ahead of everyone. In the early 2000s, he also frequently wore Uggs. It has a lot of power. You visit the movies and go grocery shopping.
Get your socks on:
The way socks are worn, in particular, caused a rift between Gen Zers and millennials at the end of last year. Phoebe Parsons, a fitness podcaster, posted a TikTok back in November stating that “you can tell the difference between a millennial and a Gen Z just by looking at their feet.” It seems that Gen Z is all wiforlightly longer crew socks, while millennials prefer to wear hidden ankle socks.
Adam Sandler’s fashion, though? In other words, he pulls his socks up all the way. In a 2022 interview with Esquire, he states, “I go with a lot of XXL even though I have been informed I do not need an XXL.” “The XXL shirts are what I wear. The XXL shorts are what I wear. I tug my socks.
Do not fasten the bag:
As part of its summer 2024 collection, Balenciaga unveiled a number of shopping bags earlier this summer. Then, Bottega Veneta followed suit with their spring 2025 collection. All is well and good, but Adam Sandler might have been the first.
The Sandman has frequently preferred to carry all of his belongings in a random plastic bag rather than investing in a real backpack or satchel. He simply clutches his wallet, keys, and phone in the other hand like a complete maniac if such a bag is full. Although we would not personally suggest this, nobody predicted that Adam Sandler’s core would be simple.
Remain combative:
Adam Sandler’s fashion is not one for simplicity. Big, vivid colors and unusual patterns are key for the 58-year-old actor. And although most men would wear each of these items individually, Adam Sandler is the one in question here.
The universe of polka dots and horizontal stripes is the same. Shorts with a floral design complement the basketball jersey. Off-White joggers and golf polos go hand in hand. And maroon chinos and neon green puffers? Yes, that is a match made in menswear heaven for Sandler.
Purchase a few of everything:
One of the most important lessons to be learned from our 20s fashion guide is to purchase as many necessities as you can. For instance, it is okay to put a few Sunspel socks or underwear in your basket if you receive them from Uniqlo and they fit and feel fantastic. Because you never know when things will sell out or go out of stock. Adam Sandler concurs.
Mystery Fashionist posted a video to TikTok back in August of this year, and it quickly became extremely popular. He asks the comic for some style advice in the little more than one-minute-long chat, and he responds, “I think.
Put on whatever you wish to wear:
The TikToker asks, “How do you do this?” in the same interview that has received over two million views (and counting). Do you have a particular look in mind? Because you never follow the rules and always wear whatever you want to wear. “Whatever’s in the closet, I grab it, I do not think about it much, Adam Sandler fashion responds. The majority of people tease me, but I do not stop.
And that method of thinking makes a lot of sense, even though it sounds a little disorganized. Life is too brief to be preoccupied with such things. You ought to be free to choose the brands you like. You ought to be allowed to wear any color you like. Additionally, if people
Today, the story is as old as time itself: Adam Sandler fashion arrived at a park in New York earlier this month to hoop in an ensemble that quickly went viral on mood boards online. Because the Sandman is here for performance-oriented sneakers, not hype beast eye candy, the comedic icon wore an enormous horizontally striped polo shirt with vertically striped Adidas shorts (flex) and a pair of basketball shoes, the Under Armour Curry 11. He arrived. He gave me a hoop. He was dripping. He won. Since there is no scoreboard in the picture, he might have lost.
Even though Adam Sandler’s fashion core is becoming popular in fashion, he managed to pull off an Adam Sandler fashion outfit like only the original can: effortlessly and with an unprejudiced apathy that could be hard to duplicate. That is no joke, mind you: Adam Sandler’s fashion has become a singular style icon after years of being ridiculed as one of the worst-dressed celebs. Gen Z embraces his big-shirt-big-shorts-mismatched-patterns vibe without any irony—or perhaps so much irony that it merely reverts to a distorted sincerity (it is difficult to discern at one point). One naturally loses the thread a little bit the moment they start trying to dress like Adam Sandler fashion. Sandler still does not seem to give his outbursts much thought; before leaving the house, he throws on whatever is at the top of the clean clothes basket. According to his admission, there are occasions when he simply stumbles across a park with a live game, ducks into a Modell’s across the street to pick up whichever pair of basketball shoes are in his size, and then calls next. Other times, he does not even intend to pull up the hoop. His worn-out boxy t-shirts have only had 200 spin cycles in the past ten years, so they are not intentionally damaged.
