Wallis Simpson
It was impossible not to be awed by the costumes of Madonna's W.E., some of which were exact replicas of the film's subject, the Duchess of Windsor. Wallis may not have been known as a "beauty" (we tend to disagree), but her style was drop dead gorgeous.

She embodied timeless elegance and for many years lived a life most could only dream of. Her flawless and eloquent look (and how about those jewels, oohwee!) landed Wallis in The International Best Dressed List’s Hall of Fame. Our look pays homage to the never-forgotten mystique of this original "It" expat. (And don't worry, we've included the best tress gloss to matte your hair down like a would-be queen!).

Photo: Everett Collection/Rex USA