Style It: Winter Greys This is Meagan Kerr Ways to Wear A Skater Dress Skater Dress Outfit Winter How To Wear Skater Skirts 25 Style Ideas 13. Wear a fitted blazer over a sweater. It's a preppy, polished outfit that will definitely keep you warm. Read more: http: www.gurl.com 2015 01 17 style tips how to wear skater skirts in winter outfit ideas #ixzz3osnuX95B Monochrome pastel looks for the winter transition.I created this outfit series a couple years back to get creative with my closet during the tail end of winter. Wearing a single color head to toe