You'll be amazed at how super easy it is for any gentleman to pull together this casual outfit. Just a denim shirt and a white and red crew-neck t-shirt. Balance out this look with a sleeker kind of shoes, such as this pair of tan suede chelsea boots. This is a goofproof option for a neat winter-to-spring ensemble. This outfit illustrates that even after 50 you still have a wide array of sartorial options.