In an effort to put her inheritance to good use, Annie volunteers to organize a big charity fundraiser. When Naomi takes drastic measures to land her first event-planning client, her big plan back-fires. Meanwhile, Silver realizes she still has feelings for Navid, and Vanessa vows to make Liam a huge star after his agent drops him.

Naomi’s sister Jen arrives with her son for a surprise visit. Adrianna and Dixon land a meeting with a major movie producer to discuss music on his next film, but are sabotaged by Vanessa. Meanwhile, Silver gets accepted into New York University and Ivy attracts attention in the underground scene when she switches to a less conventional style of art..

Naomi is convinced that Annie’s new business partner P.J. is the perfect man for her, but discovers her sister Jen is also interested in him.. Adrianna and Dixon land a spot in a music festival, where Train performs and a record executive offers Dixon a recording contract. Adrianna tells Liam her suspicions that Vanessa staged the near drowning incident.

Dixon collapses while arguing in the recording studio with Adrianna. In the hospital, they run into Liam who is with Silver to support her during a test to detect if she has the breast cancer gene. Ivy finds out Raj still has cancer and is in the hospital, while Annie meets a new guy Caleb and discovers he is a priest.

Navid suspects that Liam and Silver hooked up so he decides to confront Liam on the red carpet of a movie premiere. Annie and Caleb fight their attraction to one another but finally give into temptation. Meanwhile, Naomi has been hired to plan the wedding of an heiress and discovers she knows the groom a little too well, and Austin enlists his dad, Judd Ridge to be help launch Adrianna’s country career.

A reluctant Naomi tries to sabotage the bachelorette party she has to host for Max’s fiancée Madison, where Madison’s childhood crush, Nick Carter, makes a surprise appearance. At Max’s bachelor party, Liam and Navid get into a fight over Silver and the evening comes to an end with people at both parties getting hauled to jail. Meanwhile, Ivy blames Annie and Caleb for Diego having to go on the run.

Naomi shocks everyone when she announces she won’t be able to oversee Max’s wedding because she has accepted a job in New York and will be leaving immediately. Teddy comes back to town and Dixon rushes back from touring to give his relationship with Adrianna another try, then fails to show up at their meeting spot. Meanwhile, Silver feels like she has to choose between Navid and Liam and makes a life-changing decision.