This combination of a white crew-neck t-shirt and khaki print chinos is a safe and very stylish bet. Add white low top sneakers to this look for maximum fashion effect. In the winter months, when warmth is imperative, it can be easy to settle for a less-than-stylish outfit in the name of convenience. This outfit, however, is a striking illustration that you can actually stay comfortable and remain equally stylish in the winter months. Relaxed ensembles for stylish over-50 gents aren't actually that hard, as you see here.