This refined combo of an overcoat and a white and purple dress shirt is a popular choice among the fashion-savvy guys. Bring a more informal twist to an otherwise classic ensemble by slipping into grey athletic shoes. Can you see how extremely easy it is to look on-trend and stay toasty when cooler weather arrives, thanks to this look? As you're transitioning from a kid to an adolescent boy, you probably want to look a little older than your age. If that's the case, looks like this are a surefire option.