Annie is humiliated that the entire school received her sext message and is on a mission to reveal Naomi as the sender of the revealing photo. Harry and Debbie attempt to discuss Annie's situation but the conversation only causes more tension, leading Harry to open up to Kelly about his family problems. Dixon meets his dream girl, Sasha and sparks immediately begin to fly, though he fails to reveal his true age. Silver continues to get over Dixon while Adrianna and Navid deal with Teddy's presence in their life. Liam, fed up with the lies between Naomi and Annie, retreats to his garage to work on a mysterious project. The gang joins Teddy on his father’s yacht for an afternoon of ocean-filled drama

Dixon and Sasha continue their whirlwind romance by driving to Napa for the weekend, but on the return trip a flat tire leads to a trunk of porn and a bunch of lies. Annie's confident attitude quickly disappears when she realizes that Jasper, the nephew of the man she hit on prom night, is a student at West Beverly. Navid continues to run the Blaze News and assigns Silver and Gia to interview Jasper for a news piece about his uncle. Things get steamy when Adrianna confides in Teddy, resulting in Adrianna and Navid finally spending the night together. Liam finally finds a way to get revenge on Jen and reveal the truth to Naomi about their night together at prom.

Naomi learns that her test scores may not be high enough for her to be accepted into CU. Devastated, Naomi devises a plan to be tutored by Richard, the son of the school's dean of admissions, but quickly realizes she would much rather be studying Jamie, a CU student. Dixon's girlfriend, Sasha, becomes suspicious about his age and does a little detective work to learn the truth, leaving Dixon devastated. Navid and Adrianna double date with Teddy, but Adrianna’s growing feelings towards Teddy make for an awkward situation. Silver accompanies Adrianna to an AA meeting and surprisingly bumps into her mom, Jackie, who tells Silver she would like to re-establish their relationship. An angry Silver rejects her mother, but her world is turned upside down when Adrianna reveals shocking news about Jackie.

Kelly and Silver deal with the shocking news that their mother, Jackie, is dying of breast cancer. Kelly doesn’t want to be sucked back into her mother’s bad behavior, but Silver feels differently. Navid's world is turned upside down when Adrianna reveals that she needs time alone, but turns to Teddy for attention. Jen continues to manipulate Naomi and manages to convince Naomi to lend her a large amount of cash. Jasper rescues Annie from a bad date and the two forge a bond that will be hard to break. Harry accompanies Ryan to a bar for some guy time and attempts to be his wing man.

It's Halloween at the Beverly Hills Beach Club and Adrianna channels Marilyn Monroe to help her deal with the end of her relationship with Navid. Silver and Kelly continue to have differing opinions about caring for Jackie. Silver is overloaded with school work and caring for her mom, but soon learns that she and Teddy have more in common than a class project. Naomi continues her relationship with Richard, but when she and Jamie share an intimate conversation, her plans to schmooze with the dean of CU come to a screeching halt. Dixon realizes he and Sasha are in two different places in their life and decides to end their relationship, but she ends up delivering life-changing news. Tensions rise between Debbie and Harry when she walks in on Harry and Kelly in his office. Annie and Jasper’s relationship is put to the test when he attempts to convince her to steal a car while shooting a scene for his student film. Liam butts heads with the newest member of the surf team, Ivy.

Navid and Gia launch an investigation into student drug use at West Beverly for Blaze News, which leads them to Annie's boyfriend, Jasper leaving Annie torn over who to believe. Fresh off his break-up with Adrianna, Navid receives dating advice from Samantha Ronson while out with Liam, Teddy and Ivy at the Edison. Worried that Adrianna will relapse, Naomi and Silver enlist Navid's assistance. Dixon reveals his situation with Sasha to Debbie and Harry, prompting Debbie to do some investigating. Jen and Ryan meet up with Pharrell to watch a performance of N.E.R.D.