The “Adam Sandler” Outfit Is the Key to End of Summer Style

If you told me a year ago today that Adam Sandler’s iconic outfits would be the face of a major transitional fall trend, I wouldn’t have believed you. And yet here we are! Baggy shorts, or even better, jorts (long jean shorts) have made a comeback this summer, and their popularity is far from over. Of course, shorts never went out of style, but there’s a desire for longer hemlines and looser fits that’s a bit unexpected and super nostalgic.

As we head into the start of fall, baggy shorts offer a buffer. In all reality, the first weeks of September don’t spring straight into cooler weather, so longer shorts will likely come in handy on mercurial weather days. Plus, there’s more to the baggy shorts trend than the typical street-style Gen-Z ‘fit you’re likely imagining. Long, tailored shorts put a casual spin on office dressing, and the oh-so popular sporty shorts are another fun take on the trend.

Ahead, how to wear the Adam Sandler outfit trend to bring a touch of cool dad energy to your everyday wardrobe.

The Trend

Baggier, longer shorts have been creeping back into the trend cycle with the help of stylish celebrities like Gigi Hadid and Hailey Bieber who have proved the once dorky piece can have an elevated edge. Last June, Bieber styled an all-white outfit pairing her knee-length shorts with a white top and black belt with chunky fisherman sandals. It was giving Dad-core vibes, in a more sophisticated, put-together way, which pretty much sums up the trend.

Of course, you can’t talk about baggy shorts without mentioning Adam Sandler. The comedian’s signature outfit formula—an oversized t-shirt and basketball shorts—is ideal comfort-wise, but it’s a little casual for the more fashion-conscious among us. The baggy shorts trend keeps his Sunday morning dad energy, but has the versatility to be dressed up, feel a little more feminine, or be infused with personal flair.

How to Get the Look

In fall, it’s all about dressing comfortably for the weather. There are cooler mornings, warm afternoons, brisk nights, and rain spells that allow for a variety of styling options, and that’s where baggy shorts shine. The mid-length adds a touch more coverage than traditional cut-off denim shorts and the loose fit adds a relaxed, “summer’s not over yet” feel. Just like any other pair of shorts, there are dozens of ways to style them for just about any occasion. Ahead, a few of our favorites.

Baggy Jorts and a Button-Up

Content Creator Marilyn pairs her classic jorts with merlot-colored button-down and strappy sandals. A hair kerchief takes the look into Euro-fall territory.

Tailored Shorts and a Blazer

Baggy shorts can be corporate-friendly, too. Ayo Edebiri wore a long tailored pair with a matching blazer and kitten heels. If a matching suit feels like too much, try black shorts with a white linen blazer for in-office days.

Baggy Jorts and a Sweater

On in-between days when the weather can’t decide if it’s hot or cool, toss on a sweater and pair it with some long jorts. Content creator Linda opted for a darker wash which is fitting for fall.

Gym Shorts and a Baby Tee

Lean into the Adam Sandler of it all, but make it It Girl-worthy by styling gym shorts with a baby tee like influencer Ruby Lyn. Feminine accessories like ballet flats and a ruffled scrunchie balance out the relaxed vibes.

Shorts and Boots

You don’t have to kiss your shorts goodbye as soon as September rolls around. To extend the life of your jorts, take a cute from Bella Hadid and pair them with tall boots and a long-sleeve top.