Martin, you’re…you’re not kidding anyone. You know that, right? It’s not a plan to get closer to the cheerleaders, it’s you getting in touch with something. Seriously, you got slouch socks and a pleated skirt in your size.
Also why do you have a wig, your hair would look like that without gel!
Clearly that last expression shows how much he cares.
n.b. their principal clearly thought Martin was pretty enough to pass as an exchange student.