Jenna's sixteenth birthday isn't very sweet as she suffers one embarrassing experience after the next. Jenna is still reeling from the aftermath of her house party and dealing with the repercussions of everyone she's alienated. After failing her driving test and getting humiliated in the school cafeteria, Jenna wonders if she can repair her relationships with Matty and Tamara.
Jake gets upset when he learns of Jenna and Matty's past,breaking up with Jenna saying 'the timing wasn't right'. Matty after finding out goes to comfort Jenna ending up with them making out on Jenna's bed. Once Jake hears Jenna's message on her phone admitting she loves him, he realises his mistake and goes to her house finding Matty and Jenna kissing. Meanwhile Lacey ends up dancing with her old boyfriend Ben at the wedding. Jenna's dad ends up coming finding them dancing and is heartbroken. And, Jenna tells Matty she is still in love with him.
Jenna desperately tries to fix things with Jake, but he is convinced that she is a cheater, with him having photo evidence of Jenna & Matty's makeout session the night before. Tensions between Jake and Matty come out during a pep rally. Meanwhile, Jenna's dad gets her a car and she takes this as a sign of her parent's forthcoming divorce. Ming also finds herself on the outs with the school Asians.
Jake and Matty demand answers from Jenna after reading her blog. Jenna gets confused on who she likes more but does not pick on the spot. Jake and Matty become friends again and constantly ask Jenna who she picks. Meanwhile, Jenna's mom gets revealed as the person who wrote the letter and gets criticized by many people. Jenna and the boys are in good speaking terms again.
Highlights from the show include funny lines and juicy relationships.
Jenna sets Matty up with Eva on a concert date to prove that she truly wants him to move on, though this backfires when she realizes that she still has feelings for him. Jenna, Tamara, Matty, Eva, Sadie, and Austin are all driving to the concert together when Eva suggests that they get fake IDs. Eva also blackmails Sadie with a photo taken the night Sadie comforted Matty about his parents. Tamara runs into a street burglar and shortly after, her car gets towed, forcing them to call Jake, who is still mad at Tamara over the catfishing ordeal. Sadie ends up telling Austin about the photo and he breaks up with her. At the end, Matty and Jake are caught drinking in his car and the two get arrested while Eva watches.
Jenna is then contacted by Sadie, and they both try to find Matty and tell him about the secrets Eva is hiding. They are later tracked down and found in the house, where it is revealed that Eva is pregnant. Jenna and Sadie are not sure of this due to Eva's lies, and Matty stands by Eva by insisting that he cannot leave Eva when she is carrying his baby. Later, Matty, Jenna, and Sadie watch as Eva is busted for breaking into someone else's house, which she originally claimed was hers. Finally, the trip is over, and when they get back home, Jenna decides to call Luke in order to make amends. However, Luke breaks up with her, believing she is not mature enough. Eva takes another pregnancy test in order to assure Matty that she really is with child. Sadie, Jenna, and Matty wait outside the restroom, and Sadie and Jenna are positive that Eva is lying about her pregnancy. However, her test reads positive, and Eva is, indeed, pregnant.
Sadie is forbidden from walking at graduation.