We loved the knee high boot. It was pretty easy to style - just tuck in the jeans and off you go! The ankle boot took a little getting used to, but we got there. Now, the Chelsea boot is our winter footwear of choice, but we're kind of stumped on how to style it! Studio 5 Style & Fashion Contributor Casey Matheny shares five outfits to build around this trending boot. She says it can be a simple and versatile part of your closet! It's perfect for every age, and every shape - pick one of Casey's outfit suggestions and make it work for you!