If you enjoy comfort dressing, choose a black crew-neck t-shirt and brown chinos. Get a little creative in the footwear department and smarten up your ensemble with black leather casual boots. Piecing together a well-coordinated outfit can be a bit nerve-racking and time consuming on its own. Enter uncomfortably cold temperatures into the equation, and the whole thing becomes even more difficult. No worries, this here is your wintry style inspiration. That's the style for a man over 30 to project he has what it takes to go places.