Rock a light blue chambray long sleeve shirt with charcoal chinos for a comfortable outfit that's also well-executed. Feel uninspired with this ensemble? Invite navy leather tassel loafers to mix things up. It is indeed possible to keep your cool under the scorching heat, and this ensemble is proof of just that So if you're on the hunt for outfit ideas on how to dress as you head into your 50s, this combo is definitely worth saving for later.