So as you can see, looking effortlessly classic doesn't take that much effort. Consider wearing a suit and a hoodie and be sure you'll look incredibly stylish. If you want to break out of the mold a little, introduce a pair of black and white suede low top sneakers to the equation. We're loving how this combo brings you into fall mode in seconds time. As you're transitioning from a kid to a teenage guy, you probably want to look older. That's when looks like this are a tested option.