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As a tried and true New Yorker, I can definitively say that the ultimate litmus test for boots is a winter spent commuting around the city

Hemline/Train:Short Mini

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To this day, it holds the record for being the most expensive dress sold at auction

Accessories like flower crowns, sparkly pins, and headbands can add extra shine

Aaliyah Aaliyah mastered streetwear long before the term became a fashion phenomenon, as evidenced by her Tommy Hilfiger yellow tracksuit in 1997