Such staples as a navy sweatshirt and blue jeans are an easy way to inject extra cool into your current casual collection. Loosen things up and finish with a pair of grey athletic shoes. Keep this getup in your front hall wardrobe come warmer weather, and we guarantee you'll save a lot of time trying to pick out an outfit on more than one occasion. This outfit suggests how to keep scoring in casual dressing as a 40-year-old guy.