You'll be surprised at how easy it is for any man to get dressed this way. Just a burgundy turtleneck and chinos. A pair of dark brown suede chelsea boots instantly turns up the wow factor of any ensemble. During the winter months, when functionality is paramount, it can be easy to surrender to a less-than-stylish outfit. But this outfit is a striking example that you totally can stay cozy and remain equally stylish in the winter months. Wondering how you should dress as you pass the big five-oh? This combination is a vivid example.