On the first day of school, Rue's excited about her new friend, Jules, but struggles to put the past behind her and gets into trouble at Fezco's. Nate becomes obsessed with Maddy's hookup, Tyler, while trying to get back together with Maddy. Kat finds out that a video of her has surfaced online. McKay takes the stress of college out on Cassie.

Rue tries to get clean for Jules and chaperones Gia at the carnival. Jules encounters Cal with his family. Cassie and Maddy, annoyed at their boyfriends, decide to do molly together. Kat hangs out with Ethan until she misreads a situation. Nate reveals who he really is.

In the aftermath of the carnival, Maddy and Nate are forced to deal with a police investigation. Jules begins to feel pressured by her role in Rue's sobriety. Kat ignores a confused Ethan and embraces her new lifestyle. Cassie ries to distance herself from Daniel and focus on her relationship with McKay. Cal worries about how his actions have affected his sons.

On Halloween, Rue worries about her reliance on Jules, while Jules starts exhibiting concerning behavior. McKay questions his future in football. After a weird night with McKay, Cassie spends time with Daniel. Business is booming for Kat as she continues to push Ethan away. Nate comes up with a plan to get his life back on track.

In the Season One Finale, it's the winter formal at East Highland.

As the semester kicks off, Jules questions Rue and Elliot's new friendship. While Cal hunts for answers, Nate makes a tough decision. The lines between fantasy and reality begin to blur as Kat ponders her relationship, and Maddy contemplates the decision to end hers.

Rue pursues a new business venture, Cassie settles into a routine, and Cal finds a target.

At Maddy’s birthday party, relationships are celebrated and questioned. Meanwhile, Jules turns to Elliot for advice and Cal takes a trip down memory lane.

As relationships with mothers are tested, Rue tries to recover. Meanwhile, Lexi questions the possible backlash from her play, and Nate celebrates his newfound freedom.