A white and black dress shirt and chinos are absolute wardrobe heroes if you're planning a classic and casual closet that holds to the highest menswear standards. To inject an element of stylish nonchalance into your ensemble, add dark brown leather sandals to this outfit. Totally appropriate for blazing hot summertime afternoons, you can wear a variation of this look throughout the summer. If you frequently wonder how to dress as a teenager, this getup is a surefire option.