This look demonstrates that it pays to invest in such smart menswear items as a grey overcoat and navy dress pants. And if you need to easily dial down your getup with a pair of shoes, complement this outfit with a pair of dark brown leather derby shoes. Picking out a cool combination can be a bit challenging on its own. Enter subzero temperatures into the equation, and the whole thing becomes all the more difficult. Fear not, this here is your wintry fashion inspiration. Dressing inspiration like this will help you stay incredibly fashionable way into your 40s.