When the setting permits a casual getup, pair a white crew-neck t-shirt with khaki chinos. Complement this getup with a pair of light blue canvas low top sneakers and the whole outfit will come together quite nicely. So so as you can see, it's a dapper, not to mention season-appropriate, outfit to have in your transeasonal rotation. This combo proves that as a guy in his fifties, you still have a wide range of styling options.