Ankle boots are fashion-girl favorite year-round and an undisputed staple in winter months. And while it's easy to pair your go-to pair with skinny jeans, there are plenty of other ways to work them. For a look that makes a statement, we urge you to consider pairing your ankle boots with cropped pants. Yes, the combo can be tricky, but as Kendall Jenner—and plenty of other It girls—demonstrate, the results are fresh and fashion-forward—and there's no better way to show off your favorite boots. So whether you're working cut jeans, wide-leg slacks with hemlines at the calf, or three-quarter patent-leather leggings, consider finishing off your look with ankle boots. Here are some of our favorite ways to wear cropped pants with booties.