Ask stylist and footwear designer Tabitha Simmons to name the one shoe every woman needs in her wardrobe, and her response is swift: “an ankle boot.” For fall and winter, that classic takes on a newly rugged character in pebbled calf leather. This lug-soled lace-up boot is refined by perforated brogue detailing. Made in Italy, the sturdy style is finished with gunmetal D-rings, a leather lining with padded insole, and a stitch-reinforced Vibram sole.