Why it's classic: We've deemed this slightly more glamorous take on the thong sandal the "Jackie O." because the style icon and former first lady donned these slick sandals Summer after Summer. While it doesn't take much more than hearing Jackie's name to convince us of this shoe's cool factor, it remains a classic due to its day-to-night versatility. For more low-key styling, this sandal will punch up your beachiest maxi dresses; for evening-driven events, it will complement your cocktail-party wares. One more fun fact? Italian brand Canfora would close its doors early to let Jackie O. shop its perfect Summer sandal inventory.
Fans of the glamorous thong sandal: Ali Larter, Jordana Brewster, and Brooklyn Decker.
Canfora Capri Pamela Sandals ($345)