Ankle boots are essential accessories this time of year and will take you through fall and beyond. If you want to know how to wear ankle boots, check out some of our favorite bloggers who always find fun, fresh ways to show off their wedge booties, flat ankle boots. During the colder months, ankle boots look amazing with jeans, or a skirt or dress with tights. During warmer months, you can get away with wearing the right pair of ankle boots with shorts or a dress. What more could you ask for? Click through for 20 great ways to wear your booties, and a few tips to keep your legs looking slim and fabulous, even with a shoe that doesn’t inherently flatter. And remember, you don’t need these exact pairs to create great outfits — use these outfits as inspiration to wear your ankle boots well, no matter what style they are!