A navy and white plaid flannel long sleeve shirt and a white crew-neck t-shirt are both versatile menswear staples that will integrate nicely within your daily casual collection. On the footwear front, this look pairs well with dark green canvas low top sneakers. This combo is a wonderful pick when it comes to planning a cool look for awkward fall weather. So if you're looking for fashion tips on what to wear as a teenage boy, this ensemble is ideal.