Ankle boots are a cold weather staple in most closets. But if you’ve ever slipped a bootie on, you know they are not all created equal. Some are perfect for stomping around sleet-streaked sidewalks, while others are better suited for sitting at the office. Regardless of the style you choose, you can have a cute, fashionable boot that also feels comfortable and will last for years to come with proper care. Here’s what to look for.