Best Bet: Loft Leather Bootie

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If you're going to invest in a shoe this season, make it a bootie. Hitting at the ankle, the preferred heel for many of the fall runways (see Céline and Chloé) was a let's-all-give-thanks silhouette: a thicker, stacked heel (meaning extra comfort) lifting the wearer inches off the ground. How nice to be able to stomp the streets in ease — at least more easily than, say, a stiletto — but also in a shoe that is extremely easy to style. Pair these Loft ankle booties with a flared leather skirt (the other half of this runway trend, bare legs, is up to the wearer's discretion), or go with cropped skinny jeans for an equally cool look. The best part? These babies won't break the bank. 

Loft Sloane Leather Booties, $188 at Loft.

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