Swing into something casually neat and modern in a grey wool blazer and a grey crew-neck sweater. Clueless about how to finish? Complete your ensemble with a pair of grey canvas low top sneakers to switch things up. During winter, when functionality is above all, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. But this ensemble is a clear example that you totally can stay comfy and remain equally stylish in winter. This pairing illustrates that even in your 50s your dressing options are still rather broad.