Wear a long sleeve shirt with navy jeans for relaxed dressing with a contemporary spin. Amp up this outfit with a pair of tobacco casual boots. During the colder months, when functionality is top priority, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. However, this ensemble is a good illustration that you can actually stay snug and remain equally stylish in the colder months. Interested in fashion for gents over 40? This outfit is pretty inspiring.