Go for a simple yet sharp outfit in a blazer and chinos. Break up your look with a dressier kind of shoes, such as this pair of black and white leather brogues. Figuring out a standout ensemble can be a bit nerve-racking and time consuming on its own. Enter cold temps into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your wintry outfit inspo. As you can see this combination is something you can totally wear as an over-40 guy.