If you need to go about your day with confidence in your ensemble, make an overcoat and blue ripped jeans your outfit choice. If you wish to easily dial up your ensemble with a pair of shoes, introduce chelsea boots to your getup. As you can see here, it's super easy to look seriously stylish and stay comfy come cooler days, all thanks to ensembles like this one. If you frequently wonder how to dress as a teenage boy, this getup is a practical illustration.