No One Did Early 2000s Fashion Quite Like Britney Spears

Published on June 11, 2021 at 3:41 PM

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.

At Malibu wearing a white turtleneck crop top and baggy pants.

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.

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 hot pants.

At a party in London wearing a sheer purple cutout top with matching pants and shoes.

Performing in a black lace-up crop top and blue snakeskin pants.

Leaving a store wearing a low-rise Juicy Couture tracksuit.

Performing in a cutout crop top and studded pants.

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 pants at a Grammy party in 2000.

Wearing a flame-print crop top and pants while performing on stage.

Wearing low-rise pants with a barely-there top at an event.

Wearing a tie-dye set with chunky sneakers while performing in Paris.