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Olivia Rodrigo loves to channel the Y2K style of the early-aughts, and on Wednesday evening, the “Driver’s License” songstress attended the 2023 Billboard Women in Music Awards in a standout vintage piece that’s older than she is.
Rodrigo, 20, arrived in a chocolate brown Rosetta Getty tube top and a pair of khaki-colored low-rise flared trousers from Chloé’s Spring/Summer 2001 “Horses” collection, designed by Stella McCartney. The pants featured a rearing chestnut horse painted on one leg.


Styled by Danielle Goldberg, the Sour artist kept her accessories minimal, slipping into a pair of champagne strappy sandals and wearing an eclectic assortment of rings. Rodrigo left her brunette tresses down in a glossy blow-out, parted down the middle. The Grammy winner maintained a natural complexion, only adding a subtle flick of eyeliner and a soft pink lip.
If you thought the pants looked familiar, the Sex and the City Instagram fan account, @everyoutfitonsatc pointed out that Sarah Jessica Parker’s character, Carrie Bradshaw, wore the horse-girl slacks in the season 4 episode, “Coulda, Woulda, Shoulda.”
During Rodrigo’s stop at the Billboard Women In Music event, she presented Lana Del Rey with the Visionary Award. “Lana has raised an entire generation of music lovers and songwriters like me, and taught them that there’s beauty in their vulnerability and power in their melancholy,” Rodrigo said. She added that Del Rey’s 2012 song “Video Games” “probably the best love song of all time.”
This isn’t the first time Rodrigo has shown her love and influence of early-aughts fashion. She’s sported vintage looks from Jean Paul Gaultier, Betsey Johnson, Chanel, Versace, and even a Roberto Cavalli Spring/Summer 2003 chiffon corset dress once worn by Britney Spears nearly a decade earlier.
We can’t wait to see which throwback look she sports next.