"For example, wearing a pencil skirt with ankle boots is tricky. You need to know how to style the top and play with proportions," says Appelt. If it gets colder, you can add tights since ankle ...

But one of my absolute fave ways to wear ankle boots is with jeans. I get it—it can be a lil tricky trying to figure out how to style ankle boots with jeans. You probably have questions like ...

Celebrity street style makes a case for the heeled ankle boot, which is set to become the ultimate cold-weather wardrobe ...

Styling them couldn't be simpler. Pair with straight-leg jeans and an oversized knit for weekend coffee runs, or team with a ...

Use the tight fit around your ankles to your advantage to show off your statement ankle boots ... long boots that hit slightly below the knee just works with this slim style.