Sergio Rossi

After years of studying shoemaking under his father and a stint in trade school, second-generation cobbler Sergio Rossi struck out on his own in the mid-'60s. After securing runway shoe gigs with some of fashion’s most famous houses, the Italian designer became renowned for his quality workmanship and glamorous designs. Today, the label continues to thrive under the direction of the equally talented Angelo Ruggeri (the brand’s creative head as of 2013), and Sergio Rossi pumps, boots, and sandals are more head-turning than ever.