Just like jeggings, flatforms, and skorts — ankle boots walk that fine hybrid line. In this case, we're talking about something between a heel and a full-on shit-kicker. They're impeccable blends of edge and femininity, and are equal opportunity outfit additions. Can you think of a chic ensemble they don't play well with?
Since this is one double-duty accessory our closets just can't live without, we set off on a mission to find 20 gorgeous examples. And these babies promise to kick off the cooler season in the highest style. From gasp-worthy 3.1 Phillip Lim gilt pairs to perfect Zimmermann peep toes, our picks easily stomp out all the competition.