Clockwise, from top left: Francesca suede boots by Loeffler Randall, $895 at shopbop.com; Taylor peep toe booties with pyramid studs by Twelfth St. by Cynthia Vincent, $295 at shopbop.com; Britany leather thigh-high boot by TopShop, also in black, $250 at topshop.com; Perine zip front pump by Paul & Joe Sister, $504 at shopbop.com