Such pieces as a shirt jacket and a charcoal turtleneck are the ideal way to inject extra refinement into your daily lineup. A pair of dark brown suede casual boots looks wonderful here. In winter, when practicality is prized, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. However, this outfit is a clear example that you totally can stay comfy and remain stylish at the same time in winter. So if you're scouting for dressing tips for 50-year-old guys, this outfit is a great example.