A grey crew-neck t-shirt and a white tank are an edgy combo that every sartorially savvy guy should have in his casual closet. Complete your look with dark brown leather chelsea boots to immediately dial up the classy factor of any ensemble. This outfit is an excellent idea if you're on a mission for a neat look that will take you from summer to fall. This pairing illustrates that after 40 you still have a wide range of outfit options.