How To Wear Leggings Multiple Ways an indigo day Day to Night in a Sweater Dress and Leather Leggings Sydne Style Leggings With a Dress (becausewinter) The Mom Edit Here's why I love a long, feminine dress in winter. It's the easiest way to layer over fleece lined leggingsbecause leggings feel better with a little coverage. This dress is from Fred Meyer ( The Ultimate Guide to Styling Leggings for Fall & Winter: Plus Size Edition Trendy Curvy