Britney Spears’ Most Unforgettable Fashion Moments

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When Britney Spears topped the charts singing “Baby One More Time” in the ’90s, it was clear that a pop icon had been born. Dressed in a risqué Catholic school girl uniform, the 18-year-old captured the hearts of a new crop top-wearing, choreographed dance move-obsessed, Millennial generation. Since then, Brit’s experienced her fair share of personal highs and lows, but she’s always managed to bounce back in style every time. December 2nd marks her 37th birthday—and to celebrate, we’re reminiscing on her best fashion moments from 1999 and beyond.

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