Consider pairing a white and navy vertical striped dress shirt with white chinos to put together an effortlessly neat and modern-looking outfit. A trendy pair of tobacco leather brogues is an easy way to give a dash of sophistication to this look. On not-so-chilly afternoons, you can rock this easy-to-transition look and look absolutely awesome. This ensemble illustrates that even after 50 you still have a vast array of styling options.