Summer is drawing to a close as we speak, but there’s no need to fret! September is the most glorious month of all, at least when it comes to fashion. Now is the time to invest in your big purchases for the season, and a pair of ankle boots is at the top of our list. But before it gets cool enough to pair sweaters with mini skirts and sleeveless blouses with slick leather pants, you can rock your new kicks now. Seriously, just wear them now—gasp—bare legs.
Whether your style leans urban and sleek (a la Tod’s or Roger Vivier) or more rock-and-roll (like the Kate Moss-like Tibi’s double-buckle ankle boots), there’s a pair of booties to flatter your still tanned stems. We’d wear Gianvito Rossi’s Western-inspired ankle boots with an LWD, and Loeffler Randall’s essential Ella stacked heel booties would look good with, well, anything.
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As it gets cooler, you can continue to rock this trend by scrunching a pair of cozy socks into your ankle boots for extra warmth—just be sure to let them peek out a little. We selected seven of the hottest pairs of ankle boots, each with a sexy stacked heel and defining details like hardware, python effect leather or buckles. Shop our picks above, and more,