With his sex-obsessed sidekick Miles Jenner and the stalkerish Lily Miran by his side, 15-year-old RJ Berger jerks into Sophomore year with a mission - to beat the odds despite his "loser" status.

When SGA President, Max Owens, denies RJ's request for Computer Club funds, RJ decides he will no longer be "Max Owens' bitch", and will run against him in the upcoming election.

After being persuaded by Jenny to audition, RJ lands the lead in Pinkerton's 'Twilight'/'West Side Story' mash-up musical, 'Vamp Side Story'.

When RJ begins working to save money for a gift for Jenny Swanson's Sweet 16 birthday party, he soon learns his new employer has a strong sexual appetite, and Miles searches for a new best friend to replace RJ, due to his busy work schedule. At the end of the episode, RJ and Miles are best friends again.

When Jenny and Max break up, she asks R.J. to be her study buddy.

RJ becomes interested in a new girl at school and discovers that she is a member of the Purity Club.

RJ lies to the jocks about his progress with Claire; Miles is busted for spreading rumors.

RJ inadvertently has a party that the jocks end up joining in. His babysitter goes a long way to make sure they party hard.

There is quite the rumor going around about RJ. He has a taste of the thug life. Things go horribly wrong for him.

Unable to concentrate on his tutoring with Jenny, RJ fears that he's losing his focus and failing both himself and the girl of his dreams, so he and Miles conspire to steal a cheat sheet from a teacher's house. Unfortunaley, Miles makes the mistake of getting his psychopathic Iraq War Vet brother involved, and promising the answers for other jocks at Pinkerton High.

Lily's dreams might actually come true when RJ somewhat reluctantly decides to ask her to the upcoming dance. Things get a little sticky, however, when Miles raises the bar with an unlikely date and RJ finds himself in a tough spot.

RJ and date Jenny try their hardest to have the "best winter formal ever", but RJ's guilt over leaving Lily lands him back at her hospital bedside, where the two keep their promise to lose their virginity together.