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Tall Gypsy Owl. Rainboots from Chooka. Unfortunately, this brand never fits me... but they're still rad.

Roma Shoes, $398 Strappy gladiator styling gets its urban edge from a 4"-high wood wedge. Buckled straps grip the ankle; metal rivets stud front and back. Handcrafted in USA by Calleen Cordero of brown vegetable-tanned leather; padded suede insole.

Vegetable tanned leather. $210. Kork Ease® Marlo Ankle Boots from the sundance shop.

Sam Edelman Lordes Pump $59 Gilt $180

Belle by Sigerson Morrison Ankle Cuff Sandal. $446

Jerome C. Rousseau Castel Open Bootie

Another Jeffrey Campbell classic that i'll never get my hands on!

Jeffrey Campbell Shoes The Hot Stuff Shoe in Black

jeffrey campbell elevator- f pumps in black pony