Tough economic times call for a smart wardrobe that can carry you through any year. So try investing in menswear-inspired classic pieces. Some items to look for include trenches, blazers, cardigans, and watches. The silhouettes of these pieces are quite simple so they'll flatter just about any body type. Also, opt for more quality pieces to last you for years to come. With these classic fall and winter pieces, you'll always look chic and effortless.