Number Two: The Row – Ambra glossed-alligator ankle boots – $7,500

source: modesens.com

The most understated shoes on this list are also the second-most expensive. These Italian boots are so expensive because they are made from rare glossed American alligators. Although The Row makes less expensive versions of this shoe in other materials, fashionistas craving the truly rare find will not be content to settle for less than the white glossed alligator model.