Dress in a white and navy crew-neck t-shirt and blue ripped jeans to get a street style and absolutely dapper look. And if you want to instantly elevate your ensemble with a pair of shoes, complement your ensemble with a pair of derby shoes. This one is a viable option if you're putting together a well-coordinated look for weird transition weather. Those wondering how to wear modern off-duty dressing as you work your way through your teens, you have your answer.