This combination of a denim jacket and a dress shirt will allow you to showcase your expertise in menswear styling. You can take a more laid-back approach with shoes and introduce black leather casual boots to the mix. As the weather starts getting warmer, it's time to shed those heavy winter layers and opt for an ensemble that's lighter, like this one here. This pairing is your answer to the question of how to dress as you make your way through your teenage years.