Cut-off or cuffed, Bermuda or Daisy Duke—jean shorts have remained a wardrobe staple for decades. They're just that iconic. Everyone (celebs, tweens, your mom) knows that keeping a pair (or five) in their closet allows for endless summer outfits. And whether your style is more retro-chic à la Sabrina Carpenter or edgy and nostalgic with a Charli XCX vibe, I can guarantee that there's a denim short outfit idea below that you haven't tried yet.

Denim is a neutral in my book, so jean shorts are kind of a blank canvas. You can essentially wear them with anything. Pair your baggy Bermudas with a fitted tee and cowboy boots, or find some fun juxtaposition with cut-offs and an oversized top. The possibilities? Endless.

As far as denim trends go, jean shorts are here to stay (and stay and stay, forever) so go ahead and try something new with your favorite pair. And if you need a little creative inspo, we've rounded up 10 can't-miss outfit formulas for spring, summer, and fall. Jorts forever, baby!


With a trench and loafers

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A little preppy. a lot classic. There's just something about a trench coat and loafers combo that's both sophisticated and cool. This outfit formula can take you through every season (okay, maybe with the exception of winter)—huge win.

With a graphic tee

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Elevate your go-to graphic tees by giving them a little structure. A belted jean short paired with a slouchy T-shirt is a 10-second outfit that hits every time. And if you want to amp it up a notch, add some heels.

With a big sweatshirt

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"I just rolled out of bed" but make it chic. There's no need to sacrifice comfort when it comes to your jean short outfits. Just pick a cute sweatshirt and your trendiest pair of boots, and you're set for the day.

With a plain white tee

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I know this isn't groundbreaking, but there's magic in a white tee. And combined with your perfect pair of denim shorts? Chef's kiss. Make this look your own with gold jewelry or maximalist accessories. You absolutely can't go wrong.

With an oversized button-up

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Tucked in, open over a bralette, or hanging loose and billowy, an oversized button-up looks so damn good with jean shorts of any style. Make it menswear-chic with a tie or add a silk scarf for a luxurious touch.

With even more denim

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I love a good Canadian tuxedo. The key is to play around with different silhouettes and washes—add an oversized denim jacket to short-shorts or mix and match dark denim with light denim.

With a frilly blouse

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The easiest way to dress up denim is by adding a fancy little top. You can't go wrong with frills or a trendy tie-front blouse. Try a classic fabric like cotton or level up to silk if you're heading out on a summer date.

With a sheer top and chore coat

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Mixing up textures and aesthetics can lead to some seriously iconic outfits. For example, putting together a sheer top and utilitarian jacket with some long jean shorts? Hi, coolest person on the street.

With a blazer and sneakers

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Whether you consider this combo dressing down a blazer or dressing up jean shorts, there's no doubt about it—it's a perfect everyday look. Add some fun sneakers and you're set.

With a moto jacket and boots

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Your perfect transitional look is here. For chilly nights or pre-fall days, toss on a moto jacket and tall boots with your fave shorts. Layering is key as the weather changes, and a jacket is so easy to toss on or take off depending on the temperature.

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Maggie Griswold
Contributing Fashion Editor
Maggie Griswold (she/her) is a contributing fashion editor for Cosmopolitan and freelance writer and editor based in Los Angeles, covering everything from the latest wardrobe must-haves to interior design trends. Along with Cosmopolitan, you can find her work on Oprah Daily, StyleCaster, Women's Health, and House Digest, among others. She's a big (read: ridiculously huge) fan of the '90s sitcom Frasier, all things Shakespeare, and a good romance-filled YA novel. Follow her on Instagram.