Why Pleated Grandpa-Style Shorts Are My New Wardrobe Staple

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I’ve always found shorts to be the trickiest spring-summer piece to style. There’s something slightly infantile about the wardrobe staple; exposing my knobby knees makes me feel like I’m cosplaying as Prince George. That’s not a particularly chic feeling. That being said, when it gets sweltering outside, just the thought of wearing pants has me sweating—so I’ve been looking to street-style stars and celebrities for inspiration on how to wear them. The trending silhouette of the season is decidedly grown-up: the dressy, pleated, almost grandpa-like short. 

If you’re unsure of what exactly a grandpa short is, just picture what cute senior citizens may wear in a retirement community in Florida. Their shorts are often high-waisted and finished with stiff pleats in the front, perhaps punctuated with a belt, a Hawaiian shirt, and a Werther’s Original in the pocket. Street-style stars and celebrities like Emily Ratajkowski have co-opted this look, proving that the pleated short can actually look extremely modern and put-together. And better yet, there’s a variety of luxe styles on the market right now, all of which play with refreshing hues and easy-breezy fabrics.

Ratajkowski, for instance, recently wore her cream pair with a slinkier, criss-cross top. At the haute couture shows, fashion editor Julia Comil tucked her yellow jacket into a white knee-length short. I love how stylist Graziano Di Cintio even paired his white shorts with a suit and tie at the spring 2022 shows. On the runways that season, labels such as Jacquemus, The Row, and Fendi have all offered their own take on the style.

Photo: Splash News

Perusing all these options, I’ve decided that pleated shorts are exactly what my summer closet needs. The grown-up sibling of traditional cutoffs, they instantly add a dash of dressiness to my casual collection of silky short-sleeve button-ups. Grandpa and grandma are clearly onto something with them! Now, would I ever wear Fendi’s super-chic Bermuda shorts to the office? Probably not. But they’re the perfect thing to wear for a Saturday brunch outside with friends—when I want to look polished and not completely melt in pants.

Below, shop eight chic pleated shorts for both him and her.

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Fendi men's pleated wool bermuda shorts

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The Row men's Cello pleated shirts

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Wooyoungmi men's beige pleated shorts

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Doppiaa men's cotton-blend pleated shorts

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Lafayette 148 women's pleated linen shorts

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Acne Studios women's pleated high-rise shorts

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Theory women's pleated pull-on shorts

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Bottega Veneta women's high-rise pleated shorts