This combination of an olive wool waistcoat and white chinos comes to rescue when you need to look really sophisticated. If you need to effortlessly dress down your look with one item, add a pair of olive suede desert boots to the mix. As you can see here, this ensemble is a really good pick, especially for unpredictable fall weather, when the temperatures are dropping. If you're wondering what you should wear as a guy over 50, this outfit is a good source of inspiration.