A polo and charcoal chinos are must-have menswear pieces, without which no wardrobe would be complete. And if you want to effortlessly up the style ante of your look with a pair of shoes, complement this getup with a pair of black loafers. This one is a nice idea when it comes to figuring out a standout outfit for weird fall weather. And if we're talking casual clothing for gents in their 50s, this getup looks nice on most men.