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 Style It: Winter Greys This is Meagan Kerr How To Wear Dresses In The Winter an indigo day skater skirt outfits winter Skater Dress Outfit Winter 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