Naomi is asked by her new party planner boss Rachel to oversee her arch-nemesis Holly's birthday party, while Annie breaks into Jeremy's apartment in a desperate attempt to get the proof she needs to keep her inheritance.

Naomi embarrasses herself in front of her boss Rachel in an attempt to get over her break-up with Austin.

Naomi is determined to fix the relationship between her boss Rachel and her daughter Holly, which forces Holly and Naomi to work together. Greg asks Silver to move to New York with him and Navid finds out some shocking information about Greg's daughter. Annie discovers Liam's girlfriend Vanessa might have been involved with his motorcycle accident.

Annie has to make a decision that could expose her work as an escort when Dixon gets arrested in connection with a fire at a sorority house. Adrianna and Silver attempt to put their past behind them, which results in disaster for Silver's relationship with Greg. Vanessa helps throw a party to re-launch Liam's bar, where the All-American Rejects perform.

In an effort to put her inheritance to good use, Annie volunteers to organize a big charity fundraiser.

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.

Dixon collapses while arguing in the recording studio with Adrianna. (guest stars include Manish Dayal and Robert Hoffman)

PJ proposes to Naomi and Annie discovers he needs to get married in order to get the rest of his trust fund. (Nick Zano and Arielle Kebbel guest star)

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.

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. (Guest stars include Josh Zuckerman and Trevor Donovan)

Naomi and runaway groom Max plan to elope to Las Vegas which goes terribly wrong when their car breaks down in the middle of the desert and they eventually both land in jail when they hitchhike a ride with a fugitive and armed robber. Meanwhile, Liam is forced to put his bar, The Offshore, up for sale in order to pay off the scheming and greedy Vanessa in order to buy out her $200,000 interest in Liam's movie contract. Navid later approaches Liam about becoming his business partner. Teddy is overwhelmed by Silver's request to father her baby. In Las Vegas, Adrianna continues her country music tour with Austin where she hooks up with a handsome stranger named Taylor, unaware that Dixon has got into a life-threatening car accident and is in a coma back in Los Angeles. Also, Debbie visits from Paris to see Annie after she tells her about Dixon's condition.

Naomi decides to throw a wedding reception when Max's investors continue to pull out of his and Alec's business. After some interesting words from Riley in physical therapy, Dixon lashes out at Annie for being too over protective of him while worrying that Adrianna sees him differently now that he is in a wheelchair. After being dissed by Liam and Navid, Silver develops feelings for a supportive Teddy, while awaiting for his answer on whether or not he will have her baby. Adrianna tries to avoid Taylor, who is now Liam and Navid's business partner, but is even more conflicted about her feelings for him when he kisses her. Also, Vanessa blackmails Liam into being with her after she gets her hands on a video of Liam walking away from the fire burning down the Offshore and tells people that they are engaged.

Naomi wants to get into a West Beverly High Alumni group, who are throwing an alumni event at the high school and does everything in her power to get in, such as donating a building, injuring her opponent in a football game, and throwing an after-party at the Playboy Mansion. Naomi also learns that Bryce double-crossed Max and had him fired so she could take over his job. Teddy returns for the alumni event and tells Silver that Shane broke up with him. Teddy and Shane decide to continue their relationship but Shane gets mad when he finds out Teddy and Silver are having a baby and tells him that they need to talk. Meanwhile, Dixon is happy when Adrianna signs with his record label until he finds the video of Adrianna kissing Taylor and she is forced to come clean about her tryst with Taylor. Adrianna's worst fears are realized when Dixon takes the news very badly and breaks up with her. But before she leaves, Dixon tells her that even though they are no longer together, he still owns her due to her signing with his record label also plans on giving her a very hard time. Annie gets a double blast from the past when she sees her ruthless overachieving cousin, Emily Bradford, at the event and finds out she is now a successful blogger, making her feel like she is a failure. She also sees her former flame Jasper Herman, who wants to apologize to Liam for what happened between the three of them, two years ago. When Liam continues to get threats about Vanessa, he tells Annie about what happened to Vanessa and the two confront Jasper, who reveals he is now in film school and wants Liam to read his script as a sign of forgiveness, plus Jasper knows nothing about Vanessa. Liam accepts Jasper's offer. Annie decides to start her own blog and writes about her relationship with Patrick.

With Max unemployed, Alec returns and offers to help him form a new computer company. Naomi attempts to persuade Bryce to rehire Max at his company after she takes over ownership, but she refuses. Naomi convinces Navid to take Bryce out for drinks to find out why she betrayed and ousted Max from his company. After a few drinks, Navid learns from the half-drunk Bryce that Alec set up Max's firing. Meanwhile, Annie decides to sign up for a writing program in Scotland for the next two years and gets Riley a tablet as a Christmas present, as a way of telling him which in turn angers him into thinking Annie doesn't want him to go with her because he is in a wheelchair. Elsewhere, Silver is distraught when Teddy refuses to sign over his parental rights and tries to convince her to let him co-parent the baby. Adrianna wants to reconcile with Dixon after he has been torturing her with work. Dixon tells Megan that he was in the accident that caused her father's death and instead of getting mad, she forgives him. Elsewhere, Liam receives another blackmail letter about Vanessa's accident which the blackmailer demands $500,000. Unsure who to trust, Liam shows the letter to Annie who agrees to lend Liam the money to help trap his blackmailer. But when Adrianna tells Ashley that she spotted Vanessa at a beauty salon, Ashley wrongly suspects that Liam is headed for a secret rendezvous with Vanessa and kidnaps him.

Naomi and Adrianna take a road trip along the California coast to get away from their respective life problems, but more complications set in when their money and clothes get stolen from Naomi's car, including her wedding ring which prompts them to venture to a seedy biker bar to find their culprits, where Adrianna hooks up with a young motorcyclist and Naomi ventures to visit her estranged mother. Meanwhile, Liam finds himself held captive by the deranged Ashley in the basement of Offshore who has plans to take him to Mexico, while Annie and Vanessa learn that Ashley is not who she says she is. Dixon prepares a party at Naomi's house to celebrate the opening of his new recording label. Megan tells Dixon that she feels that he is not over Adrianna, so in order to move on, Dixon decides to let go of his anger and not feel anything for Adrianna. Elsewhere, Silver is still having problems with Teddy about the impregnation when he continues to want to be a part of her baby's life, while she wants to raise her child alone. Silver goes to Teddy's uncle to persuade him to drop his attempts to block her procedure, but when Teddy still will not back down, a row occurs which makes things worse for everyone.