Marrying a charcoal v-neck sweater with a long sleeve shirt is a savvy pick for a cool and relaxed getup. Add a pair of dark brown leather casual boots to the equation et voila, this ensemble is complete. Can you see how super easy it is to look sharp and stay comfortable when chillier weather arrives, all thanks to getups like this? So if you need outfit inspo for dressing in your fifties, this getup is perfect.