Anna Wintour Wore Leggings and Ballet Flats in 1993 |Best Knockoff Luxury Clothing

last updated 14 August 2019

Ready for the #TBT to end all #TBTs? Lucky for us, Anna Wintour's style is the gift that keeps on giving. We've already given you a look at how she's worn jeans over the years—hint: sparingly yet stylishly—but denim isn't the only surprising item she's been photographed in. Back in 1993, the Vogue editor in chief attended a benefit for the Pediatric AIDS Foundation wearing the perfect casual look that's a far cry from her typical boardroom-ready midi dresses.

Wintour was the epitome of '90s chic in an oversize graphic sweatshirt, pink leggings—with lace trim, no less—and coordinating pastel ballet flats. How cute does she look? You'd be hard-pressed to find her in leggings post-'90s, so you might want to savor this epic sartorial moment. Scroll down to see the stylish throwback look and shop the 2018 version of the trend.

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Erin got her start as aBest Knockoff Luxury Clothing intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.