For effortless sophistication with a masculine finish, you can easily dress in a tan shirt jacket and navy chinos. You can get a bit experimental on the shoe front and elevate your outfit by slipping into a pair of brown suede loafers. Rest assured, this combo will keep you warm as well as looking sharp in this awkward fall weather. If you frequently wonder how to dress appropriately for your age without giving up on style at 60 and beyond, this ensemble is a great example.