In the series premiere of "Awkward", Jenna Hamilton finds out that getting the boy of her dreams isn't all it's cracked up to be. When a mysterious letter leads to a misunderstanding of epic proportions, Jenna realizes that her new stigma might be her ticket to social visibility.

Jenna gets her cast off, but her shirt comes with it. An unwanted photo op gives everyone a chance to voice their opinion - on the most intimate of subjects. Will anyone come to her rescue and wake her up from this nightmare?

Jenna mingles with the mean girls at an elite charity event. Later, things get even more awkward when she runs into Matty and Jake.

When Lacey's BFF Ally comes to town, they decide to "help" Jenna throw a rager. The next day, a forgetful and hungover Jenna struggles to reconstruct the events of the wild night and find out who she kissed.

As the night of winter formal approaches, someone shares the carefrontation letter with the whole student body, and Jenna must make a difficult decision.

Jenna is still unsure about her relationship with Matty, but after she attends the winter formal with Jake, she begins to re-think all of her choices.

A gift from Jake forces Jenna to decide whether she's ready to leave her past with Matty behind for good.

Still reeling from Jake's proclamation of love, Jenna considers sleeping with him, believing sex might bring her some clarity about her own feelings.

Jenna's plans to sleep with Jake are hindered by Aunt Ally's wedding, someone from her mother's past and Sadie.

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.

After releasing her blog, everyone has opinions about Jenna's life; Jake and Matty want answers.

Jenna prepares for her trip to Europe as her decision about the boys goes public in the Season 2 finale.

In the season three premiere episode Jenna's junior year brings a wave of surprises and changes that potentially will impact her future in an indelible way.

The death of classmate will leave Jenna to reflect on loss, grieving, and taking responsibility for a secret she's keeping from Matty.

When Matty moves in with the Hamiltons, Jenna discovers that cohabitation may be more than she bargained for.

A challenge from Mr. Hart forces Jenna to expose herself publically and in the process, she is confronted with some disturbing newfound revelations about herself.

Tensions arise between Jenna and Matty when Collin invites her to a swanky photography showcase at his house.

After an impulsive make out with Collin, Jenna resolves to end her infidelity before Matty finds out.

Everyone pieces together events from Jenna's birthday party to figure out if her and Matty are still together.

Lacey starts her new job at Palos Hills and Jenna has a wake-up call that puts everything almost back to normal.

After Matty asks for permission to take Bailey to prom, Jenna reevaluates who she has become and who she wants to be.