This casual combo of a crew-neck t-shirt and beige chinos is a winning option when you need to look good in a flash. And if you need to immediately rev up this ensemble with a pair of shoes, add a pair of brown derby shoes to the mix. Can you see how super easy it is to look on-trend and stay comfy come fall, thanks to this ensemble? This combination shows that as a man in his 50s, you still have a wide range of sartorial options.