To achieve a casual look with a contemporary spin, you can easily go for a field jacket and a short sleeve shirt. Inject a sense of stylish nonchalance into this getup by rocking a pair of navy and white athletic shoes. This one is a savvy option when it comes to crafting a well-coordinated look for weird transition weather. Think guys over 50 can't pull off edgy casual outfits? This pairing is hard proof of otherwise.