Opt for a light blue print long sleeve shirt and tobacco corduroy chinos for a relaxed and fashionable outfit. Rounding off with a pair of dark brown fringe leather loafers is the simplest way to bring a dash of sophistication to your getup. This one is a wonderful option if you're figuring out a knockout look that transitions easily into fall. This is a stylish and age-appropriate pairing for a guy over 40.