This casual combo of a white polo and blue chinos is extremely easy to throw together in no time, helping you look awesome and prepared for anything without spending a ton of time combing through your wardrobe. A pair of grey athletic shoes will add a mellow touch to this outfit. This is a goofproof option for a stylish winter-to-spring transition outfit. Relaxed casual ensembles for over-50 guys aren't actually that hard, as you see here.