A black long sleeve t-shirt and charcoal chinos? This is easily a wearable look that you could wear a variation of on a daily basis. For something more on the classier end to complement this outfit, introduce a pair of black leather derby shoes to the mix. A killer summer-to-fall ensemble like this one makes it very easy to embrace the new season. If you're wondering what you should wear as a teenager, this combination gives a fair idea.