For a laid-back getup with a contemporary spin, you can easily dress in a black long sleeve t-shirt and khaki ripped jeans. If you wish to effortlessly smarten up your ensemble with a pair of shoes, add a pair of low top sneakers to the mix. It's a smart idea if you're figuring out a knockout look for summer-to-fall weather. So if you're on the hunt for outfit inspiration for dressing as a teenager, this getup is a great example.