Theodore posts a video of himself rapping on the Internet; Simon and the Chipettes give Theodore conflicting dating advice; a grounded Alvin begs Theodore to buy him a limited edition skateboard; Theodore thinks that he is a real superhero.

Simon and Alvin launch campaigns for class president; Simon is elected as the school's safety monitor; Simon builds a robot bodyguard that helps him stand up to bullies; Alvin and Theodore think that Simon is going away to boarding school.