For a laid-back and cool getup, marry a beige plaid blazer with navy jeans — these two pieces fit beautifully together. You can get a little creative when it comes to footwear and polish up your outfit with a pair of brown suede derby shoes. Figuring out a pulled together getup can be a bit nerve-racking and time consuming on its own. Enter below-freezing temperatures into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your winter outfit inspiration. And if we're talking style tips for guys in their forties, this combo looks nice on most guys.