Styling the Classic Shirt Dress for Fall & Winter Dressed for My Day 13 Stylish Ways on How to Wear a Denim Dress All Year Chic Insights What Shoes to Wear With Denim Dresses? Rookbrand Ive had so many people asking how to style the viral Zara shirt dress for winter so I thought Id do a styling video for you , Ive added some thermal leggings with a light cashmere turtleneck, as A denim dress that works just as well with boots as it does with pumps. A welcome lift on dreary winter days. Wear it closed as a dress or open as a duster layered over pants as a second look.