The Best ’90s- and Noughties-Inspired Denim to Wear Now, From 90210 to Friends Inline

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    Photo: Getty Images
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    Friends

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    Photo: (From left to right) Courtesy of Urban Outfitters; Courtesy of Urban Outfitters
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    Calvin Klein x Urban Outfitters reissue denim trucker jacket, $99, urbanoutfitters.com; Calvin Klein x Urban Outfitters denim carpenter shorts, $69, urbanoutfitters.com

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    Photo: Courtesy of Warner Bros.
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    Gilmore Girls

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    Photo: Courtesy of paigejeans.com
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    Paige Colette crop flares in Yvette Raw Hem, $219, for information: paige.com

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    Photo: Courtesy of Mutant Enemy
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    Buffy the Vampire Slayer

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    Photo: (From left to right) Courtesy of joesjeans.com; Courtesy of farfetch.com
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    Joe’s The Wasteland gaucho in Marcia, $198, joesjeans.com; Helmut Lang boot-cut jeans, $320, farfetch.com

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    Photo: © Mikel Roberts / Sygma / Corbis
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    Beverly Hills, 90210

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    Photo: Courtesy of shopsuperstreet.com
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    Sandy Liang Grandpa jeans, $345, shopsuperstreet.com

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    Photo: Courtesy of HBO
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    The Sopranos

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    Photo: (From left to right) Courtesy of brownsfashion.com; Courtesy of net-a-porter.com
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    Marques ‘ Almeida frayed denim frill top, $345, brownsfashion.com; Marques ‘ Almeida frayed mid-rise boot-cut jeans, $475, net-a-porter.com

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    Photo: Courtesy of By George Productions
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    The Simple Life

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    Photo: (From left to right) Courtesy of Diesel; Courtesy of Diesel
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    Diesel patchwork jacket, $348, for information:shop.diesel.com; Diesel patchwork skirt, $178, shop.diesel.com

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    Photo: Courtesy of MTV
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    Laguna Beach: The Real Orange County

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    Photo: (From left to right) Courtesy of J Brand; Courtesy of Denim & Supply
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    J Brand Marcella super high rise flare, $248, for information: jbrandjeans.com; Denim & Supply Ralph Lauren Kini skirt, $80, for information: ralphlauren.com

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    Photo: Courtesy of NBC Universal
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    Friday Night Lights

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    Photo: (From left to right) Courtesy of Topshop; Courtesy of DSTLD
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    Topshop mid blue mom jeans, $70, for information: topshop.com; DSTLD ripped mid-rise skinny boyfriend jeans, $95, for information: dstldjeans.com