The Rosalind Ankle-Wrap Sandalfrom Madewell$148$50
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With their walkable stacked leather heels and multicolored straps, these vintage-inspired sandals are a fresh way to dress up an outfit (without going OTT). Wrap the extra-long ties around the ankle for a look you'll want to show off with cropped jeans or skirts. When you select your size, "H" equals a half size. 2" heel. Leather upper and lining. Man-made sole. Import. Select stores.