If the situation allows a casual getup, team a crew-neck sweater with a white and navy long sleeve shirt. Our favorite of a great number of ways to complete this getup is with a pair of olive suede desert boots. During the winter months, when practicality is everything, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a striking illustration that you totally can stay toasty and remain stylish in the winter months. So if you need dressing tips for 40-year-old men, this getup is an amazing example.