Aptly named, the Sporty Elegance boots from Dorothee Schumacher are our pick for an all-around versatile ankle boot. This version of the style is set on a chunky mid-heel in cognac brown leather, with a thin wraparound strap that is secured with a rounded silver-tone buckle. Pair yours with a floral minidress for contrast. Dorothee Schumacher Sporty Elegance leather ankle boots