See Olivia Rodrigo’s Hardcore ’90s Style in 15 Outfits

Getty / Robert Smith

While many young celebrities have adopted ’90s and early-2000s fashion trends, there’s one star who’s mastered it every time: Olivia Rodrigo. Although she’s only 20, the pop singer has quickly become a budding style maven to watch, from being a Disney Channel star to becoming one of Gen Z’s most beloved artists. While her journey is still evolving, Rodrigo has produced many fashion moments for us to enjoy, from her captivating performances to her August 2023 Vogue cover.

Since first capturing the world’s attention with her breakthrough single, “Drivers License,” Rodrigo has gravitated toward silhouettes that are relatively simple yet statement-making, especially on the red carpet. Just days ago, she attended the 38th annual Rock & Roll Hall of Fame Induction Ceremony in a Valentino LBD with a rosette at the neckline and chunky heels to match, in line with her usual aesthetic. She rocks minidresses and boots with almost every appearance, and her red sweetheart Magda Butrym design, sequined chest-cutout Grammys afterparty dress, and purple Versace corset at the iHeartRadio Music Awards are prime examples. She also dabbles with gowns, such as her ’90s-inspired slip dress for the Canadian Songwriters Hall of Fame Gala and her black-and-white Thom Browne floral sheath at the 2023 Met Gala.

The “Sour” musician‘s street style is just as noteworthy, where her penchant for vintage shopping is made even more obvious. Most notably, Rodrigo visited the White House in a vintage Chanel pink tweed suit and six-inch platforms, effortlessly nodding to the archival trend from the Parisian fashion house. She’s also showcased a host of edgier looks, including the cropped sweater, camo miniskirt, and infamous Marc Jacobs platform boots she wore for an art exhibit and the Hellcat baby tee and Miu Miu loafers she sported while out in New York City in September.

Ahead, take a moment to appreciate Rodrigo’s lineup of memorable style moments thus far.

Related: What to Wear to Olivia Rodrigo’s “Guts” Tour – a Complete Guide

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