Easy Way to Winterize your Summer Dresses First, grab your favorite sweater! We love something that may be a little bit cropped and next put your bra over your dress, yep you heard us right put your Sleeveless dresses still work in winter you just need the right layers. Five ways I'm wearing the same brown sweater dress in Northeast winter. Different moods, same base piece. Save The 8 Best Dress Boots for Men This Winter: Style, Durability, and War Hollo Shoe Men's Winter Boots Warm and Dry Boots for Men Blundstone