Combining a black suit with a white and blue vertical striped dress shirt is an on-point option for a dapper and sophisticated getup. Bring a more relaxed twist to an otherwise mostly dressed-up outfit by rounding off with black and white canvas low top sneakers. As you're transitioning from a kid to a teen boy, you probably want to look a little older than your age. If that's the case, inspiration like this comes in very handy.