9 Unique Ways to Style Ankle Boots with Dresses Dream Pairs Formal Dress With Ankle Boots Ankle boots with dresses and skirts can be a tricky combo to nail., Most of the time it comes down to horizontal lines., Where the dress hem finishes and where the boot shaft starts creates visual How to Wear Dresses with Boots (a simple style guide) How to Wear Dresses with Boots (a simple style guide)