A navy and white plaid flannel long sleeve shirt and a white crew-neck t-shirt are a pairing that every sharp gent should have in his closet. Our favorite of a myriad of ways to complete this getup is with dark green canvas low top sneakers. This one is an excellent option when it comes to a killer summer-to-fall outfit. So if you need fashion tips on how to dress as a teenage guy, this combo is a perfect example.