This combo of a dark brown blazer and navy dress pants comes to rescue when you need to look like a perfect gentleman. Add dark brown suede tassel loafers to this getup for extra fashion points. During the winter season, when comfort is paramount, it can be easy to settle for a less-than-stylish outfit. However, this outfit is a good illustration that you can actually stay comfy and remain equally stylish in the winter season. This is an ensemble you, as a 60-year-old gentleman, can always count on.