24 Episodes · Premiered August 31, 2015 · Ended May 24, 2016
In the Season 5 premiere, senior pranks cause chaos; and Jenna's vow to not think about Matty is tested when she overhears a disturbing secret.
Jenna causes an accident at school; and Matty deals with the aftermath of his confrontation with Jake.
Jenna becomes popular; Matty struggles with being an outcast; Jake goes after a new girl; and Ally hosts a sex toy party.
Jenna's depressed by her senior superlative in the yearbook.
Jenna is forced to throw a party to celebrate Tamara's fake engagement; and Gabby shares a secret about Matty that sends Jenna in search of the truth.
Jenna is accused being a relationship saboteur by Tamara; and Jenna confronts her ex-boyfriends.
Jenna wants to tell Matty the truth.
Jenna receives surprising news during prom season.
Jenna must overcome many obstacles in order to have a dream prom.
Prom doesn't go as planned.
Sadie is forbidden from walking at graduation.
Everyone wants the last night of high school to be memorable.
A transformed Jenna returns home from her first year of college, but her newfound confidence is rattled when she realizes she's not the only one who's changed.
Jenna reveals what happened to her and the rest of the gang in the last yearβwhat caused the freeze between Matty and Jenna, what sparked the friendship between Sadie and Tamara, and how Jake and Lissa rekindled their romance.
Jenna ignores a new relationship so that she can connect with her co-workers; and Tamara throws a hip birthday party for Sadie.
In an effort to make Idea Bin a friendlier place for herself, Jenna hooks Tamara up with an internship but quickly discovers that working with friends can be a recipe for disaster.
Jake arranges for Jenna and Tamara to work at the country club on July 4th; and Sully plans an after-hours party on the golf course.
Jenna and Matty continue to renew their friendship by tossing a party for Jake, but an Idea Bin post by Jenna threatens to unravel it all.
Jenna chooses between the Idea Bin and Matty; Jake has an unexpected hookup; and Sadie and Sergio bare more than ever before.
Jenna babysits and receives unexpected help from Matty; Lissa discovers the secret to being a Palos Hills mom; and Tamara and Sadie attend a rich-kid clambake.
Jenna takes things with Luke to the next level, and Tamara's debt comes back to bite her.
A fight with Luke pushes Jenna to sign up for her camp reunion β and towards reconnecting with Matty.
Help from Luke lands Jenna an important meeting at SCU and Tamara comes clean about her money woes.
Jenna has to decide between an important SCU event and her camp reunion, which leads to an even bigger choice: Luke or Matty.