As you can see, looking casually classic doesn't require that much effort. Wear a blazer with a long sleeve shirt and be sure you'll look incredibly stylish. Picking out a standout look can be a bit difficult at times on its own. Add uncomfortably cold temperatures into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your wintry fashion inspiration. This outfit illustrates how to stay fashionable in your fifties.