The go-to for laid-back style? A navy and white long sleeve shirt with olive overalls. You can get a little creative in the shoe department and complement this look with casual boots. There's no nicer way to brighten up a dreary fall afternoon than a kick-ass outfit like this one. Now that's how you keep it casual as a 50-year-old gentleman.
If the setting permits casual dressing, pair a navy and white long sleeve shirt with navy jeans. Go off the beaten path and shake up your getup by rocking a pair of casual boots. This outfit is an excellent idea when it comes to a neat getup that will take you from summer to fall. This combination shows that even well into your 50s you still have a wide range of sartorial options.