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Asphalt Jungle
Gray is fall's preeminent shade—an excellent base for stronger colors. Snap on your best friend's leash and head for the street in a double-strapped, stacked-heel boot (Coach, $528). Good news for muscular calves: Your legs needn't be pipestems to fit into this roomy, gaiter-inspired style. Coat, DKNY. Skirt, Diane von Furstenberg. Tights, Fogal.

Get the look: 8 boots made for wide calves
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