A grey hoodie and blue jeans are among the fundamental elements in any gent's well-coordinated casual arsenal. Balance your getup with a more polished kind of shoes, such as these brown leather desert boots. Can you see how super easy it is to look seriously stylish and stay comfortable when chillier weather hits, all thanks to getups like this? This getup proves that even after 50 you still have a vast array of sartorial options.