From intern at Rocawear (an urban brand helmed by rap impresario Jay-Z and his best friend, Damon Dash, now her husband) to head honcho of her own namesake womenswear brand, designer Rachel Roy has come a long way since her childhood in Southern California. After launching her Rachel Roy Collection in 2006, the designer has become a fashionable fixture on the Upper East Side of Manhattan, creating alluringly demure designs that are favored by Hollywood stars, influential fashion editors, and society girls alike.

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