If you plan on jumping on the ankle boot bandwagon this season, might as well go all the way and look for a cuffed ankle boot like the one shown here. The grey color will allow you to stand out from the crowd a little bit and back ties are a nice touch. Wearing them with tights or leggings or jeans that are long enough to tuck in is far better than wearing them with cropped leggings or pants that leave your calf exposed. Trust me on this one, the latter is rarely flattering. Previous Shoes of the Day | Buy Direct

