Ankle boots and jeans can instantly make outfits look polished—or quietly throw off your proportions. If your ankle boots hit right at your jean hem, they break the leg line and make winter outfits look shorter and heavier. A slightly higher boot shaft or a small gap between the hem and boot creates a longer, cleaner silhouette and makes ankle boots look modern instead of dated. I’ve linked ankle boots and tall boots that get proportions right in my Winter Boots Edit—easy options that actually work with straight and cropped denim. AnkleBoots WinterStyleMistakes AnkleBootOutfits HowToStyleAnkleBoots WinterOutfitsWomen WomenOver35Style BootProportions DenimStyling ChicWinterStyle LTKStyle LTKSeasonal LTKOver40 LTKgrwm