Who Should Wear It: Boys who like to mix comfort and style.
Why It Works For School: Pretty much every boy's favorite piece of clothing, the humble t-shirt, is an easy schoolday choice. But when that tee comes with an awesome graphic on the front, it also becomes a piece for playground conversation.
Our Picks: Mighty Fine's Disguised Logo T-Shirt ($24) is perfect for Transformers fans with a sense of humor. Morley's Owl T-Shirt ($53) works for hip Harry Potter devotees. And the Gap + Threadless Five More Minutes tee ($25) will appeal to your little gamer.