Y2K fashion is back whether you like it or not, and one person who was the queen of early-aughts fashion is Britney Spears. Some of her most iconic fashion moments happened during this time. We’re talking about that infamous matching denim outfits both she and 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, of course, plenty of street style moments that are a blast from the past.
As low-rise jeans and chunky jewelry make a major comeback, it’s fascinating to see how Britney handled the decade’s biggest trends. The “Oops!…I Did it Again” and “…Baby One More Time” was a fan of crop tops, super low-rise jeans, and velour tracksuits. (Hello, Juicy Couture!) Ahead, take a peek back in time to Britney’s most stylish 2000s fashion moments.