The Hard Times of RJ Berger

When Jenny becomes single, she asks RJ to study with her.

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.

While in detention, RJ befriends a tough thug; Lily tries out for the cheerleading squad.

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.