For a foolproof casual option, you can't go wrong with this pairing of a navy bomber jacket and beige chinos. If you're clueless about how to finish, introduce slip-on sneakers to the mix. When it's one of those gloomy autumn days, sometimes only a killer outfit like this one can get you to face the outside world. Wondering how to perfect casual dressing as you reach your 50s? This combination is a wonderful example.