A harrington jacket and a crew-neck t-shirt make for the ultimate casual getup for any man. Add a pair of dark brown leather casual boots to your look to instantly bump up the style factor of this outfit. During the colder months, when functionality is a must, it can be easy to surrender to a less-than-stylish look in the name of convenience. But this look proves that you totally can stay comfy and remain stylish at the same time during the colder months. Gentlemen who wonder how to wear cool off-duty looks as you pass the big 3-0, you have your answer.