How To Wear Your Shorts In Winter

By: Connie Wang

It might be because we're loathe to get rid of anything, even for just a few months at a time, but we love the idea of wearing our seasonal pieces even if it's unseasonal (and a little inappropriate) to do. For example, our love affair with shorts runs deep and true, and we can't bear to pack 'em away when cold weather hits. But really, there's no reason to ditch your shorts in the winter. We've come up with five Perfect Outfits to show you how to wear shorts during winter without sacrificing warmth nor style.

Leather Weather—Leather shorts during the summer never really made too much sense to us, so bust 'em out now to take advantage of its heavy-duty material. Go crazy with the black fabrics—stack velvets, silks, and wools to make a texturally arresting combo.


Above, clockwise from left: Willow Lindley, photo by Mark Iantosca; Deena & Ozzy Studded T-Strap Skimmers, $19.99, available at Urban Outfitters; Madewell Velvet Pemberly Blouse, $79.99, available at Madewell; Anna SuiBrocade Tights, $, available at Zappos; Silence & NoiseLeather Short, $128, available at Urban Outfitters; TopshopCamel Shrunken Blazer, $110, available at Topshop.

Boss Tweed—Too much tweed can make you look like an old dude. Tweed shorts provide just the right amount—just tuck in a sexy button-up, pull up some colored tights, and top it off with a collegiate jacket. Above, clockwise from left:Piera Gelardi, photo by Connie Wang; BDG Quilted Varsity Jacket, 468, available at Urban Outfitters; Steven AlanDavidson Top, $188, available at La Garconne; Nasty GalOpaque Tights, $15, available at Nasty Gal; Free PeopleSanctuary Tweedy Shorts, $49.95, available at Free People;Costume National Necklace, $137, available at Costume National.

La Garconne—Do like the boys and mix your marled sweaters with your corduroys, but keep it all sexy-like with a sheer pair of tights and a fancy satchel.

Clockwise from left: Lina K, image via Lookbook.nu;MB999 Marbled Sweater, $110, available at Opening Ceremony; Modcloth Marvelous Match Tights, $21.99, available at Modcloth; Topshop Rust Belted Cord Shorts, $70, available at Topshop; Nine West Lady Like Satchel, $95, available at Endless; See By Chloe Derby Leather Boots, $415, available at Net-a-Porter.

Tiered Drops—Those tiered, flowing, fabric shorts you got during the summer doesn't need to go in hiding. Put in a thick pair of wool tights, tuck in a rich blouse, and top it off with a thick jacket. Think about those shorts as a patterned skirt, and you can probably dream up a hundred more iterations of this outfit. 

Above, clockwise from left: Constance Victoria, image viaLookbook.nu; Miss Selfridges Shearling Aviator, $95.91, available at Miss Selfridges; Anna Sui Printed Crepe Shorts, $290, available at Net-a-Porter; Motif 56 Leeora Wrap Belt, $135, available at Shopbop; Falke Soft Merino Tights, $65, available at La Garconne; Zara Silk blouse, $79.90, available in store at Zara.