9 Ways to Wear Jeans Like a Supermodel

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Denim might be the most democratic of materials, but there’s no denying supermodels wear it particularly well. In fact, they are responsible for many an iconic jeans moment. Back in the day, a fresh-faced Brooke Shields showed us how to work dark designer denim (with Reeboks and more denim on top). Later, Daria Werbowy did the same for high-rise flares. And it’s impossible to think of cut-offs without conjuring the mental image of a sizzling, lion-maned Cindy Crawford, a can of Pepsi in hand.

Because jeans are adaptable—to different occasions, and many body shapes—it’s not necessary to be signed to a modeling agency to rock a denim dress á la Bella Hadid, or some white skinnies like Jerry Hall. Below, nine distinct denim looks, from jumpsuits to long shorts, inspired by as many top models. What we can learn from these beauties is that making a look your own has less to do with the perfect accessory than the right attitude. Preferably one as easy and free as blue jeans can be.

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Lauren Hutton, 1976

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Stella McCartney cropped denim jumpsuit, $493, farfetch.com; Re/Done flared denim jumpsuit, $978, farfetch.com; M.i.h Calman all-in-one denim jumpsuit, $395, mih-jeans.com

Photo: Courtesy of farfetch.com; Courtesy of mih-jeans.com; Courtesy of farfetch.com
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Jerry Hall, 1979

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Bliss and Mischief Collector Fit denim jeans in ivory, $288, blissandmischief.com; Khaite Vanessa high-rise skinny jeans, $340, modaoperandi.com; Simon Miller wide-leg jeans, $235, farfetch.com

Photo: Courtesy of farfetch.com; Courtesy of blissandmischief.com; Courtesy of matchesfashion.com
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Iman, 1999

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A.P.C. Brandy denim jacket, $187, matchesfashion.com; Adornmonde Geraldo pink crystal hoop earrings, $98, adornmonde.com; Paige Skyline boot-cut jeans, $238, farfetch.com; Dolce Gabbana lace-trimmed camisole, $995, net-a-porter.com

Photo: Courtesy of matchesfashion.com; Courtesy of adornmonde.com; Courtesy of net-a-porter.com Courtesy of farfetch.com
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Brooke Shields, 1985

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Valentino oversize cotton-denim jacket, $1,950, matchesfashion.com; Burberry tartan wool shirt, $450, burerry.com; Reebok classic workout plus, $80, reebok.com; Eve Denim Jane jeans, $295, shopsuperstreet.com

Photo: Courtesy of matchesfashion.com; Courtesy of net-a-porter.com; Courtesy of ssense.com; Courtesy of shopsuperstreet.com
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Cindy Crawford, 1995

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Re/Done The Short, $175, fwrd.com; Acne Studios denim shorts in light blue, $230, acnestudios.com; Grlfrnd Wasteland distressed shorts, $158, farfetch.com

Photo: Courtesy of shopredone.com; Photo: Courtesy of acnestudios.com; Photo: Courtesy of farfetch.com
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Kate Moss, 1996

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Eve Denim Alexa striped T-shirt, $134, matchesfashion.com; Gianvito Rossi block-heeled leather ankle boots, $995, barneys.com; Calvin Klein 205W39NYC straight-leg jeans, $379, stylebop.com

Photo: Courtesy of matchesfashion.com; Courtesy of stylebop.com; Courtesy of barneys.com
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Daria Werbowy, 2005

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Jean Atelier Mick vest, $395, intermixonline.com; Prada Real cropped jeans, $620, farfetch.com; Intermix Aiden crocheted knit top, $198, intermixonline.com

Photo: Courtesy of intermixonline.com; Courtesy of net-a-porter.com; Courtesy of intermixonline.com
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Bella Hadid, 2017

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Katharine Hamnett London Pam halter-neck denim dress, $349, matchesfashion.com; Jean Atelier Claudia minidress, $395, intermixonline.com; Mugler denim dress in off-white, $830, intermixonline.com

Photo: Courtesy of intermixonline.com; Courtesy of intermixonline.com; Courtesy of matchesfashion.com
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Kendall Jenner, 2017

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Hudson Amelia cutoffs, $135, hudsonjeans.com; Y/Project blue denim shorts with cut-out detail, $495, farfetch.com; Chloé cropped denim straight-leg jeans, $850, bergdorfgoodman.com

Photo: Courtesy of bergdorfgoodman.com; Courtesy of farfetch.com; Courtesy of hudsonjeans.com