Alicia Keys
As a scion of American fashion, whose foray into fashion was openly inspired by the opulence of high society, it’s unsurprising that Ralph Lauren, dressing Alicia Keys, killed the theme. Lauren and Keys nailed it on multiple levels: first, New York was the epicenter of the Gilded Age, so it’s only natural that a garment in its honor would pay homage; second, it was the era in which the feverish construction of skyscrapers began and took off, so a cityscape makes perfect sense; and finally, the dress is a glamorous and beautiful garment in its own right. As we judge these looks, we’re looking at them through this lens: would this dress have worked in the actual Gilded Age? And the answer here is a resounding yes.