While there’s no one-fits-all answer to styling skirts, there is a formula to choosing the best shoes to go with them. Some of the most interesting combinations rely on contrast: a romantic skirt with a sporty shoe, a denim skirt with a kitten heel, or a dramatic maxi with a platform. Try a classic rounded-toe pair with flowier styles or a pointed style with a structured pencil skirt. Chunkier pairs add weight to shorter hemlines, while more classic versions can complement a midi or pencil skirt. A pointed toe can sharpen a pencil skirt, while a lower block heel keeps a leather style from feeling too edgy.