Marrying a windbreaker with charcoal shorts is a wonderful choice for a cool and casual look. When not sure as to what to wear in the shoe department, go with beige canvas slip-on sneakers. All in all, a perfect demonstration of off-duty style for 40-year-old gentlemen.
A windbreaker and charcoal shorts are an edgy pairing that every modern gentleman should have in his wardrobe. Complement this getup with a pair of brown athletic shoes to keep the getup fresh. As you can see here, as a gentleman over 40, you have a wide array of sartorial options.