This semi-casual combo of a charcoal plaid overcoat and black chinos is super easy to throw together without a second thought, helping you look amazing and prepared for anything without spending too much time combing through your closet. A trendy pair of black and white athletic shoes is the most effective way to inject a touch of stylish casualness into your getup. This combo demonstrates that as a 40-year-old guy, you have a vast array of dressing options.