You'll be amazed at how extremely easy it is to put together this classy look. Just a grey dress shirt matched with navy dress pants. For a more laid-back take, introduce black leather derby shoes to the equation. Keep this look in your front hall closet come spring, and rest assured, you'll save time racking your brain for what to wear on more than one occasion. When it comes to style for men in their 40s, this ensemble suits almost anyone.