This combination of a grey check wool blazer and charcoal wool dress pants will add polished essence to your ensemble. Round off with black suede loafers and ta-da: the outfit is complete. In the winter season, when functionality is the priority, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a practical illustration that you can actually stay cozy and remain stylish during the winter season. As you pass the big three-oh, you want to start dressing in a classier manner. That's when inspiration like this proves very useful.