Derrington, Dial L for Loser, is the boy that Massie likes. He returns her affections. He is the boy that Massie ran off with on the school field trip that ended up getting Massie and the other girls expelled from school. Derrington is all about doing what he pleases. He skateboards, wears boxer shorts, and no shirt. He goes to a party when Massie is in LA with "I'm with Massie" written in sharpie across his chest.