This classic and casual combo of a beige shirt jacket and a long sleeve shirt is very easy to pull together without a second thought, helping you look dapper and ready for anything without spending too much time rummaging through your closet. For something more on the classy side to complement your getup, throw a pair of brown suede derby shoes in the mix. During the colder months, when warmth is prized, it can be easy to settle for a less-than-stylish outfit. This outfit, however, proves that you can actually stay comfy and remain equally stylish during the colder months. No doubt, a popular choice when it comes to style tips for 50-year-old guys.