This combination of a henley shirt and beige jeans is on the casual side but is also stylish and truly dapper. To bring a bit of zing to your ensemble, complement this ensemble with dark brown suede chelsea boots. This one is an obvious pick if you're planning a cool outfit that transitions easily into fall. As you get into your 30s, you want to start dressing like an adult man. That's when inspiration like this comes in handy.