1The Patron Saint
CourtesyCatherine Bach in The Dukes of Hazzard made ultra-short jeans shorts de rigueur in the late '70s.
2Pedal Pushing
Getty ImagesGoldie Hawn went a little longer in 1965 while still selling the trend.
3Bombshell Style
Getty ImagesMichelle Pfeiffer shows off her stems in 1980, making the risky choice of pairing hers with high heels—and pulling it off.
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4Rocker Chic
Getty ImagesWhile Daisy took the shorts country, Debbie Harry shows their intrinsic rocker side in 1977.
5Dancing Shorts
CourtesyJennifer Grey brought cuffed denim to the outdoor dance floor in Dirty Dancing.
6Babe Watch
Getty ImagesPamela Anderson proves this look has made its way into every decade, wearing hers in perfect '90s style.
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7The Campaign
CourtesyCindy Crawford's Pepsi campaign in 1992 could have sold more jean shorts than soda.
8Glam Squad
Getty ImagesChloe Sevingy took her shorts evening-style in 2002.
9Yes, She Cannes
Getty ImagesChloe sends the message that if you have the stems, denim shorts are still fab 15 years later—especially when paired with Chanel.
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10The Champion
Splash/Splash/FameflynetKate Moss hardly met a jean short she didn't love—most often pairing hers with booties and blazers.
11Early 'Chella
Getty ImagesTaryn Manning and Nicole Richie bring denim shorts to Coachella in one of its early runs in 2006.
12Coachella Now
Courtesy Diego Zuko / Akm-GsiJosephine Skriver, Alessandra Ambrosio, Hailey Clauson and Jasmine Tookes show that the denim short is still the ultimate music festival accessory.
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13In the Pages of BAZAAR
Norman Jean RoyAnna Ewers goes cropped on cropped in a Bardot-inspired shoot in 2015.
14Wang Time
Getty ImagesAlexander Wang became a fashion sensation, bringing downtown cool to the catwalk in the form of louche jean shorts and a tee in his Spring 2008 collection.
15Keep it Classic

Alexa Chung brings a French Riviera vibe to jean shorts, pairing hers with a breton stripe and ballet flats in 2012.
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16Wear Your PJs
Getty ImagesDiane Kruger was an early adopter of the PJ trend in 2013, keeping things cozy and cool.
17The Bad Gal
Getty ImagesRiri keeps things fresh and neutral in an oversized button down.
18The White Time
StartraksKate Bosworth goes white on white in a bleached out take on the look.
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19The It Chicks
Splash / GettyGigi Hadid and Kendall Jenner continue the legacy of the denim cut-off, showing its nearly endless versatility.

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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