How to Wear Ankle Boots :: Ankle boots are a huge fall trend but they can be tricky to style. I'm breaking it down and showing you how to wear different styles of ankle boots with skinny jeans as well as skirts and dresses. Leggings, Jeans, Skinny, Ankle Boots, How To Wear Ankle Boots, Ankle Boots With Jeans, Ankle Boots With Leggings, How To Wear Leggings, Boots Outfit Ankle