Y2K fashion is back whether you like it or not, and one person who was the queen of early fashion is Britney Spears. Some of her most iconic fashion moments happened during this time. We’re talking about the infamous matching denim outfits she and her then boyfriend Justin Timberlake wore to the 2001 American Music Awards, the sexy set she wore to the 2001 VMAs while holding a python around her neck, and each, of course Lots of street style moments that are a blast from the past.
While low-rise jeans and chunky jewelry are making a big comeback, it’s fascinating to see how Britney handled the biggest trends of the decade. The “Oops! … I Did it Again” and “… Baby One More Time” were a fan of crop tops, super-flat jeans and velor tracksuits. (Hello, Juicy Couture!) Take a look back in advance at Britney’s most stylish fashion moments of the 2000s.