A henley shirt and black chinos are a combination that every dapper gentleman should have in his menswear arsenal. Finishing off with brogue boots is the most effective way to breathe an extra dose of style into your look. When temps are getting lower and fall is settling in, you'll love this combination as your go-to for weird fall weather. If you're not sure how to dress appropriately for your age but also look fashionable, this getup is a surefire option.