After a long, cold winter, I was really excited to spend the summer wearing flip-flops and sandals. I couldn’t wait to show off my pedicures and to free my feet. But now, after a long, hot summer, I’m pretty excited to start wearing boots again. Not to be weird, but my feet are kind of gross because flip-flops and the beach will do that to a girl.

Boots my favorite things to wear on my feet. They keep you warm, the right pair looks chic no matter what you’re wearing, and they’re (almost always) comfortable. I especially love ankle boots, because they’re even more versatile than high 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?

But if you’re new to ankle boots, I can see how they might be a little intimidating. Or maybe you’re just stuck in a style rut and you want some new ideas. Either way, here are 20 style tips on how to wear ankle boots:

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