To achieve a casual ensemble with a fashionable spin, pair a light blue denim jacket with a black turtleneck. If you're puzzled as to how to finish off, complement your ensemble with dark brown leather casual boots. Dressing smartly is the key to surviving uncomfortably cold temperatures, but this look is a practical illustration that this can also be done with style. This ensemble illustrates that as a gentleman in his fifties, you still have a wide array of outfit options.