Naomi finds out she can now access the money in her trust fund, so she decides to throw a giant birthday party where The Honey Brothers perform a few songs. Dixon, Navid and Liam decide to take Oscar out for a night on the town, but their party ends when Ivy finds a Facebook photo of Dixon doing a body shot off a girl. Annie has an instant connection with Charlie, a guy she meets at a coffee shop, but seems more interested in exploring her relationship opportunities with Liam. Jen is forced to go on bed rest until she delivers the baby and has no choice but to allow Ryan into her life. Silver confronts Teddy about his drinking problem.

Silver, Naomi and Adrianna craft a plan to seduce Mr. Cannon and prove that he raped Naomi, but they underestimate his ability to control the situation. Teddy and Ian are forced to do manual labor as punishment for fighting. Dixon fears for his life and pushes Ivy away, leading her straight into the arms of Oscar. A pregnant Jen seeks to hire a new assistant and Debbie applies for the job.

Naomi has spent the summer dealing with the shocking news of her pregnancy and quickly discovers she doesn't have the status at college that she did in high school. Annie receives some unexpected news that keeps her in town, while Liam returns from his summer away ready to commit to Annie. Dixon finds himself without a roommate or a place to live, while an unexpected visitor tests Navid and Silver's relationship after they move in together. Adrianna comes back to town looking for redemption, which she soon learns will be hard to earn back. Ivy and Raj struggle to deal with Raj's health getting worse, while Teddy struggles with coming out to his family.