What Ankle Boots To Wear With Skirts. If you're wearing ankle boots with dresses, pair casual boots that have wide cuffs and chunky heels with a short dress. It's best to pair them with long skirts that are on the fuller side, but ankle boots can be paired fairly successfully with long skirts that are more narrow.
I love pixie boots and think they look very sexy with a skirt, I don't like high heels so some cute pixie boots are my dress up shoe of choice. If you don't want to wear skinny jeans, pair ankle boots with trouser jeans, but go for a pointier toe. Midi skirts might be my favorite option to wear with ankle boots.
A-Line Mini + Wooden-Heeled Ankle Boots: Start thinking of your favorite flirty skirt as a throw-on-and-go option on par with your street-worthy sweats, just way more refined.
Case in point: wearing boots with skirts or dresses.
Think about all the great winter outfits, and ankle boots plus tights and a skirt has to be one of them. See more ideas about Autumn fashion, Street style, Fashion. A boot is a seemingly easy combination, but depending on the skirt and the boot, it can prove a bit tricky.