Pair a grey blazer with olive chinos to pull together an interesting and modern-looking outfit. Want to go all out with footwear? Introduce a pair of dark brown fringe suede loafers to your outfit. As you can see, it's super easy to look on-trend and stay comfortable when cooler weather comes, thanks to this getup. A fail-safe option for guys over 40 who are scouting for age-appropriate clothing.