Meanwhile, Jenna makes her mother tell her father that she herself wrote the "carefrontation" letter.After that, Kevin moves out and breaks up with Lacey because he can't understand how she could have done something so cruel to her own daughter.
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Jenna ends her relationship with Matty to be with Jake, with her and Matty keeping their former relationship a secret from Jake.
After several false leads, Jenna finds out who wrote her the confrontation letter—her Mother, Lacey.
When Jenna attempts to get rid of the letter, she falls and breaks her arm, accidentally making it look like a suicide attempt.
Gossip spreads fast, which makes Jenna receive unwanted attention at school, especially from nosy guidance counselor, Ms. Jenna decides to take the advice in the care-frontation letter to become bolder and more outgoing, and her popularity increases as a result.
Meanwhile, Sadie begins dating Ricky Schwartz, much to Tamara's dismay.
Jenna's "Aunt Ally" returns to get married and Jenna worries that Lacey's high school boyfriend, who is invited to the wedding, will ruin her parents' chances of getting back together.
After losing her virginity to the popular Matty Mc Kibben during summer camp, Jenna Hamilton continues a secret relationship with him that only her two best friends Tamara and Ming know about.
Upon returning home from camp, Jenna receives a "care-frontation" letter from an anonymous source, brutally criticizing her for being a "loser".
At the end of the year party, Jake and Tamara kiss and become a couple while Sadie is devastated to find Ricky cheating on her with another guy, Clark.
When school starts again, Jenna is jealous to find out that Tamara has a new look and has become closer with Jake and Valerie.
The show also earned several award nominations, winning one Teen Choice Award and one People's Choice Award.