For a laid-back outfit, rock a tan windbreaker with charcoal sports shorts — these items work really nice together. Slip-on sneakers are guaranteed to give an air of refinement to this outfit. Keep this combination in your front hall wardrobe come warmer days, and we guarantee you'll save a lot of time crafting what to wear on more than one occasion. Ideal if you're on a mission for some seriously inspiring style for guys over 40.