For an ensemble that's extremely easy but can be styled in a variety of different ways, marry a black overcoat with black jeans. A pair of white low top sneakers immediately dials up the street cred of this outfit. In the winter season, when warmth is above all, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a bright example that you totally can stay snug and remain stylish at the same time in the winter season. And if we're talking style for gentlemen in their forties, this ensemble looks good on most gentlemen.