For a look that's refined and Bond-worthy, dress in a navy vertical striped suit and a white and blue vertical striped dress shirt. Want to go all out on the shoe front? Introduce a pair of burgundy leather dress boots to the equation. If you're looking for a cool getup that will take you from winter to spring, this one is great. If you're wondering what you should wear as a 40-year-old man, this outfit is a good source of inspiration.