Claudia is caught smoking, and her teacher advises Charlie to make a deal with her. The deal is that Claudia won't smoke is Charlie doesn't get involved with her teacher, which he does. Claudia walks on them making out and she starts to smoke. Charlie dumps her, but when she gets back by giving hard tests to Claudia's class, Jody asks her to get them back together. Will has a new girlfriend who is really annoying, and he breaks up with her because Bailey doesn't like her. He regrets and Bailey apologizes in chemistry class. They get back together and Bailey tries to like her for Will. Justin's parents are trying to make them stop having sex, worrying that Julia might get pregnant. Justin's mother is pregnant and Justin worries about his father's affair, so he goes talk to him, and he says that's over.

Bailey and Will plan a trip to Mexico, and the girls want to go too. The car breaks down in the middle of nowhere and later the car is stolen. Bailey and Will end up having a fight but they realize that 10 years of friendship is not worth a fight. Kristen's mom is spending a few days with them because her marriage is falling apart. She tells Kristen that Gene discovered about an old affair of hers, and Kristen won't forgive her until she forgives Charlie. Julia runs into Griffin, who got back without telling her. He never answered her letters and she gets mad. He tells her that he's in love with her. Claudia returns from summer camp in love with a boy who everybody thinks it's made up, but he comes to visit Claudia and she gets mad at everybody for not believing in her.

Will is leaving for college and his new roommate comes from Seattle so they can go together. He's a freak, but Will has to be nice to him - after all they're spending a year together. Bailey feels threatened by his presence and they have a fight. Bailey finds his car and decides to live in a dorm to meet people and move on with his life. Will leaves. Kristen gets a job far away and they have to deal with the distance. She tells Charlie that if they were married things might have been different. Julia wants Griffin to find a place of his own, but he spends his money buying her a car. She gets fired after he confronts her boss and decides to leave to San Diego to get on with his life. Claudia wants her relationship with Byron to be just like Julia and Griffin's, but Byron is more interested in Julia than in her. Claudia blames Julia for stealing her boyfriend but later realizes that he's the jerk.