For a foolproof sporty-chic moment à la Smalls, reach for an oversized rugby shirt and Comme des Garçon Converse sneakers. On chillier fall days, swap the shorts for a pair of jeans that will look just as cute. Vogue Club members were first to view this story: Join today to experience exclusive Vogue content before anyone else. Kendall Jenner was only 11 years old when Keeping Up with the Kardashians premiered in 2007. As a result, the 26-year-old model, who grew up on camera over the course of 20 seasons, has had her style moments rigorously documented. Jenner revisits some of those memorable outfits in a new “Life in Looks” video for Vogue. The 818 Tequila founder’s aesthetic has matured and refined in a remarkably short period of time: evolving from boho-chic at 2016’s Coachella Festival to original vintage Dolce & Gabbana worn at her eldest sister’s Italian wedding.
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