This laid-back combination of a navy plaid long sleeve shirt and a white crew-neck t-shirt is a foolproof option when you need to look sharp but have no time. Wondering how to finish off your look? Wear black leather derby shoes to kick up the fashion factor. Needless to say, it's easier to work through a roasting hot summertime day in a easy and breezy combination like this one. This pairing shows that even after 50 you still have a wide array of outfit options.