This pairing of a windbreaker and charcoal chinos is hard proof that a safe casual look can still look incredibly dapper. For maximum style effect, complete your outfit with black leather casual boots. During the winter months, when warmth is imperative, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a good illustration that you can actually stay comfortable and remain equally stylish during the winter months. This combo suggests how to score in smart casual dressing as a younger man.