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Despite not initially being intended for black audiences, Hilfigers red-white-and-blue logo became synonymous with hip-hop thanks to rappers like Snoop Dogg and Aaliyah sporting it in music videos

Worn with knee-high boots or ballet flats, babydoll dresses reflected the decades affinity for fun, flirtatious fashion

8.2 Don'ts - Wear casual footwear: Sneakers, sandals, or hiking shoes instantly undermine a semi formal outfit

Diamonds Are a Girls Best Friend This bright pink dress from Gentleman Prefer Blondes is what the actress wore to sing Diamonds Are a Girls Best Friend

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