Flat Ankle Boots

Ankle boots are the perfect shoe to wear with tights (or without) and a skirt when heels are too much for the look. They lengthen the leg and are simultaneously casual and a little bit edgy. Go for a neutral, like chestnut, brown, or black, or a dark color to add a bit of interest.

Leather Chelsea Ankle Boot (shown), $89.53 [ASOS]
Ankle Boot in Black Leather, $112.50 [Jildor Shoes]
Chunky Lace Up Leather Ankle Boot, $107.43 [ASOS]