A denim shirt and grey chinos are essential menswear items, without which no wardrobe would be complete. The whole outfit comes together when you complement this outfit with a pair of dark brown desert boots. Can you see how super easy it is to look dapper and stay comfortable when cooler weather comes, all thanks to getups like this? Laid-back combinations for stylish gents over 50 aren't actually that hard, as you can see here.