This sophisticated combination of a grey waistcoat and a white dress shirt is a frequent choice among the sartorially superior chaps. In the winter season, when practicality is paramount, it can be easy to surrender to a less-than-stylish outfit. However, this outfit is a striking illustration that you can actually stay comfy and remain equally stylish in the winter season. Definitely a smart idea if we're talking style tips for guys over 50.