When RJ's shorts fall off in front of the whole school, his life is turned upside-down.

When RJ's request for Computer Club funding is denied, he runs for student government.

RJ tries out for the school musical to get closer to Jenny Swanson.

When RJ begins working to save money for a gift for Jenny Swanson's Sweet 16 birthday party, he soon...

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.

RJ's parents go away for the weekend, leaving him in the care of a sexy babysitter; Miles throws a p...

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 bo...

Lily's dreams might actually come true when RJ somewhat reluctantly decides to ask her to the upcomi...

RJ and date Jenny try their hardest to have the "best winter formal ever," but RJ's guilt over leavi...

Season 2 opens on a confused RJ, who is haunted by his friend Lily while yearning for his dream girl...

In an attempt to win over the girl of his dreams, RJ asks Jenny on a date. When she says "yes," he a...

It's "Lock-In Night" at Pinkerton, and RJ finally gets the chance to have sex with Jenny, but a bitt...

When Jenny suffers a breakout, RJ questions the depth of their relationship. At the same time, Lily...

Distracted by problems with Jenny and his parents, RJ's grades start to slip. When he's forced to se...

When RJ gets caught in a lie, his relationship with Jenny falters. In her absence, Amy joins RJ on a...

In an attempt to impress Amy, RJ ventures to the wrong side of the tracks to find fake IDs and ticke...

On the eve of their 20th anniversary, RJ's parents invite him to dueling dinners, and RJ is forced t...

With his 16th birthday rapidly approaching, RJ asks his dad for driving lessons. He gets way more th...

After years of having his birthday ruined by Max Owens, RJ and his friends decide to throw a "Max Ba...

RJ finds out Max's "steamy secret," and things get complicated with Amy when he gets nominated for "...

RJ receives shocking news from Lily and faces off with Max Owens for the title of "Mr. Pinkerton."