For a casually dapper getup, try teaming a black shirt jacket with charcoal jeans — these items go really well together. Want to play it down with shoes? Complete this ensemble with black and white low top sneakers for the day. This one is a smart pick when it comes to crafting a well-coordinated getup for summer-to-fall weather. Men wondering how to dress with style as you go through your adolescence, you have your answer.