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Heron Preston
Belted Cycling Shorts - Black
$595 $297 (50% off)
Ribbed-knit Cycling Shorts - Black
$827 $496 (40% off)
High Waist Leather Cycling Shorts - Black
$1,895 $853 (55% off)
Saks Fifth Avenue

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Meet the most unexpected trend of the season: cycling shorts. Spotted on everyone from Kim Kardashian to Emily Ratajkowski, this sportswear staple has become a hit on the street-style circuit. The trick to pulling them off? Keep it casual with an oversized cropped hoodie and pool slides by day, or keep them far from activewear territory by night with a matching bandeau bra and barely-there stilettos. Still unsure? Layer them under denim cut-offs for a festival-ready look.