The versatility of a military jacket and jeans guarantees you'll have them on high rotation. If you don't know how to finish, finish off with a pair of brown suede desert boots. Ideal to portray that you're mature enough and confident enough to make your own sartorial choices.
This pairing of a military jacket and jeans is pulled together and yet it's laid-back and apt for anything. If you want to break out of the mold a little, throw in dark brown leather casual boots. No doubt, a never-failing choice when it comes to style for over-50 gents.