Let’s be honest: It’s nearly impossible to have a discussion about the early ‘00s without so much as a mention of Britney Spears. After all, with a handful of number-one songs, best-selling albums, and a movie under her belt, there couldn’t be a better representation of the era. And as one of the biggest stars of the early aughts, Britney Spears’s outfits were just as iconic as the woman who wore them.
To say that Britney Spears has had memorable fashion moments would be major understatement. From music video ensembles that launched a lifetime of inspiration for costumes everywhere to Y2K trends like ultra-low-rise jeans and Juicy Couture tracksuits—and don’t get started on that VMAs performance look (you know the one)—it’s clear that throughout the years, the singer has become a cultural icon.
Just in case you need a refresher on her most notable sartorial moments, we’ve gathered them all right here. Scroll down to see them all.
Kicking off this roundup of Spears’s most iconic looks is this ensemble from her "…Baby One More Time" music video, which will always be one of her most memorable looks—pom-pom hair ties and all.
The early aughts was also a time where Juicy Couture tracksuits reigned supreme. Here, she complements the look with layered necklaces and tinted sunglasses.
If you're asking us, no couple has made as big of a splash on the red carpet as when Spears and Justin Timberlake coordinated in head-to-toe denim ensembles.
To attend the Grammy Awards, Spears took a minimal approach with a white streamlined gown and a fur shawl.
It goes without saying that Spears’s performance ensembles, like this bedazzled matching set, were next-level.
Of course, nothing can top this ensemble, which goes down in history as one of the most iconic VMAs perfomance outfits to date.
In her earlier days of performance, the young singer opted for classic Y2K trends like cargo pants and tube tops.
Early in her career, the singer opted for more understated ensembles, including this T-shirt and denim skirt combination.
Britney Spears also mastered the art of the ultra-ultra-low-rise jeans. Paired with a rhinestone belt and a lingerie-inspired bustier, this ensemble showcases the height of the early '00s.
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