As Classic as Audrey
Getty ImagesA great cotton white short will take you stylish miles—as evidenced by the ultimate icon, Audrey Hepburn, who pairs hers with a plaid button-down.
Chloe shorts, $950, matchesfashion.com.
2Bella's Biker Shorts
Getty ImagesWhile the biker short trend can feel, ahem, questionable, Hadid ups the classy factor here by pairing hers with a wide-lapel jacket and a jaunty beret.
asos shorts, $23, asos.com.
3Chloe's Collegiate Cool
Getty ImagesThe always-stylish actress was Ivy-League ready on top, party on the bottom in this playful look.
Frame shorts, $220, matchesfashion.
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4All White, All White, All White
Getty ImagesThis Kendall Jenner look has become a summer staple. Take her white shorts one step further by pairing them with a matching cropped jacket.
Solid & Striped x RE/DONE jacket, $315, and shorts, $178, solidandstriped.com.
5Bardot Babe Alert
Getty ImagesFitted, long denim shorts are just the thing for ladies who love the look of a jean cut-off, but like to show a little less. Take note from the French ingenue and pair with a fitted knit—knee socks optional.
AG jean shorts, $178, farfetch.com.
6She Wears Short Shorts
Getty ImagesDress up your colorful shorts like Hailey Baldwin and pair them with a blazer for an unexpected approach to evening.
Double Rainbouu shorts, $175, net-a-porter.com.
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7Leather Is Better
Getty ImagesDoes it get any cooler than a menswear button-down, leather shorts, sneakers and a clean white bag? We—and Karolina Kurkova—think not.
Rag & Bone/jeans shorts, $398, intermixonline.com.
8Festival, But Make It Fashion
Getty ImagesStill the reigning queen of festival style, this Kate Moss look leverages Hunter boots and ultra-short rolled shorts for the ultimate muddy summer ensemble. We can almost hear the band.
Levi's shorts, $50, levi.com.
9The Long Story
Getty ImagesAn edgier update to Bardot's shorts, this very Kim K ensemble also includes a bodysuit and bomber jacket.
Gap shorts, $38, gap.com.
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10Wild Thing
Getty ImagesThis Olivia Palermo look can basically be considered a classic at this point. Statement leopard shorts are just the thing to dress up or down all summer long.
Valentino shorts, $1,250, matchesfashion.com.

Kerry Pieri is Harper's Bazaar's Digital Fashion/Features Director. Kerry oversees the fashion vertical for BAZAAR.com, including launching digital covers, styling celebrity features, and managing recurring features including Brand Watch and My Life in Three Looks. In addition, Kerry edits the “best of” each season, from shoes to bags, denim and coats, and is consistently looking for shifts in the fashion realm to lend a voice. Kerry formerly served as the Editorial Director of StyleCaster.com and as a producer at Full Frontal Fashion. She lives in New York with her husband Steve, and baby girl Lila Sky.
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