For an ensemble that's pared-down but can be modified in a ton of different ways, choose a long sleeve shirt and black chinos. You could perhaps get a little creative with shoes and dress down your getup by finishing off with a pair of tan athletic shoes. Totally appropriate for super hot summertime afternoons, you can wear a variation of this ensemble throughout the summer season. This combination shows how to stay fashionable as you get into your 50s.