We love the way this combo of a grey wool blazer and charcoal wool dress pants immediately makes a man look stylish and refined. Let your styling credentials truly shine by finishing off this outfit with a pair of dark brown leather derby shoes. During the colder months, when functionality is crucial, it can be easy to surrender to a less-than-stylish ensemble. But this ensemble is a shining example that you totally can stay comfortable and remain stylish in the colder months. No doubt, a smart idea if we're talking style for over-50 gents.