No pop diva has reinvented her fashion image with the consistency and creativity of Madonna. Madge, who is this year's Woman of the Year thanks to an outstanding year of touring, emerged on the scene in the early '80s as a street-smart "Boy Toy".
Over the course of her 30-plus year career, she evolved into a fashion-forward icon whose sense of style became as influential as her chart-topping tunes. "Mostly what Madonna [wears] is an evolution of what is relevant at the time," said her stylist of over 20 years, Arianne Phillips, in an exclusive interview with Billboard. "The visuals reflect the music in a kind of seamless marriage of her point of view." In celebration of Madonna, we present 55 of her most unforgettable outfits, from jaw-dropping Jean-Paul Gaultier corsets to elegant Dolce & Gabbana gowns.