You'll be amazed at how easy it is to get dressed like this. Just a navy suit paired with a dress shirt. For something more on the casually edgy side to complete your getup, complement this look with brown leather derby shoes. Figuring out a standout ensemble can be a bit of a juggling act on its own. Add below-freezing temperatures into the equation, and the whole thing becomes all the more difficult. Fear not, this here is your wintry outfit inspiration. So if you need style inspiration for dressing well into your 40s, this combination is perfect.