Knee-high boots: Knee-high boots provide enough coverage that you can show some skin.  Miniskirts are a chic option, though knee-length skirts also work.  If you do pair a knee-length skirt with the knee-high boots, however, remember to let a bit of leg peek out between the two. 

Calf-high boots:  Our favorite look for calf-high boots calls for a skirt that hits above your knee.  Pants and jeans also work for calf-high boots.

Ankle-high boots: While it’s technically fashion forward to pair them with leggings/tights and skirts, we’d recommend pairing ankle boots with long pants only.