Y2K fashion is back whether you like it or not, and one person who was the queen of early-aughts fashion [1] is Britney Spears [2]. Some of her most iconic fashion moments happened during this time. We're talking about that infamous matching denim outfits [3] both she and then-boyfriend Justin Timberlake [4] wore to the 2001 American Music Awards, the sexy set she wore to the 2001 VMAs [5] 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 jewellery [6] 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 [7]. (Hello, Juicy Couture!) Ahead, take a peek back in time to Britney's most stylish 2000s fashion moments.
At Malibu wearing a white turtleneck crop top and baggy trousers.
At the 2000 MTV Video Music Awards wearing a crop top that says "Control Freak" on it.
At the 2001 American Music Awards wearing matching denim outfits with Justin Timberlake [9].
Posing in front of the Eiffel Tower wearing a bandana top and jeans.
At the 2001 MTV Video Music Awards holding a python wearing a green crop top and short shorts.
At a party in London wearing a sheer purple cutout top with matching trousers and shoes.
Performing in a black lace-up crop top and blue snakeskin trousers.
Leaving a store wearing a low-rise Juicy Couture tracksuit.
Performing in a cutout crop top and studded trousers.
Wearing a ruffled minidress with a newsboy hat and boots.
Styling a halterneck top with low-rise jeans.
Wearing a dress over jeans at the Crossroads premiere.
Wearing a lace duster with her bra peeking out at the 2000 Billboard Music Awards.
Wearing a gorgeous white gown and fuzzy shawl at the 2000 Grammy Awards.
Styling a sparkly crop top with feather-trimmed trousers at a Grammy party in 2000.
Wearing a flame-print crop top and trousers while performing on stage.
Wearing low-rise trousers with a barely-there top at an event.
Wearing a tie-dye set with chunky sneakers while performing in Paris.