Putting together a grey crew-neck sweater with navy vertical striped chinos is a great option for a casual outfit. If you want to break out of the mold a little, complement your ensemble with brown leather casual boots. Crafting a well-coordinated combination can be a bit of a conundrum on its own. Add below-freezing temperatures into the equation, and the whole thing becomes all the more difficult. Luckily, this here is your wintry outfit inspiration. Think it's hard for 40-something guys to perfect modern casual looks? This pairing should prove you otherwise.