Combining a brown cardigan with charcoal dress pants is a smart idea for a sharp and sophisticated ensemble. For a more relaxed spin, why not complete this getup with dark brown leather desert boots? In the winter season, when practicality is essential, it can be easy to surrender to a less-than-stylish outfit in the name of convenience. But this outfit is a bright example that you can actually stay warm and remain stylish during the winter season. Now that's an ensemble any over-50 gentleman will love.