Toby Scherzinger is the most mature person among his friend group, which makes him more squarer than a piece of wood. He's innocent, but naïve and gullible because he puts a bit too much faith in instruction and laws. In fact, he's completely out of touch with his current generation. But just because he's a goody two-shoes, doesn't mean he's not a nice person to be around. It's the reason why he managed to find a girlfriend that is as much of a square as him, Annie Sharpe.