To look like a real gentleman with a great deal of class, opt for a navy chambray dress shirt and dark brown corduroy dress pants. Give a more relaxed twist to an otherwise standard ensemble with a pair of dark brown leather loafers. When summer settles in you're looking for a look to keep you comfy and stylish –– this outfit is just the one you need. And if we're talking dressing ideas for men in their 50s, this look is a good look on almost any guy.