Go for a suit and a light blue windbreaker if you're going for a proper, fashionable look. Complement this outfit with a pair of tobacco desert boots to effortlessly bump up the wow factor of this outfit. We love how this look brings you into fall mode in next to no time. As you're transitioning from a kid to a teen, you probably want to start dressing more like an adult. That's when combos like this are a life saver.