So as you can see, looking casually elegant doesn't require that much effort. Pair a navy wool shirt jacket with a navy wool shirt jacket and be sure you'll look awesome. If you wish to instantly dress down your outfit with a pair of shoes, why not complete your outfit with navy and white athletic shoes? So as you can see, it's super easy to look dapper and stay warm when cooler weather comes, thanks to this look. So if you need outfit ideas on what to wear as you get into your 50s, this combo is a good example.