Forced to attend summer school following the police crashing Naomi's after-prom party, Naomi, Silver and Adrianna form a tight bond with one another, while Annie finds herself more isolated from her friends and family as she worries about her hit-and-run. As summer draws to a close, the gang hangs out at the Beverly Hills Beach Club, where Naomi and Silver meet Teddy, the son of a famous movie star. Meanwhile, Dixon and Silver work to save their relationship, but it may be too little too late.

Naomi is still furious with Annie from prom night and contemplates sending out a sexually explicit text message of Annie as payback. Silver is convinced that she and Dixon can mend their broken relationship, but Naomi and Adrianna convince her to give him some much-needed space. Liam attempts to apologize to Naomi for what happened on prom night and denies sleeping with Annie, but refuses to reveal who he was with. Meanwhile, Liam and Dixon join the surf team, in an effort to keep Liam's stepfather from sending him off to military school. Adrianna helps Navid, now in charge of The Blaze News, land an interview with Teddy, but she is shocked with Navid's interviewing tactics. Ryan continues to pursue Jen , who continues to play hard-to-get.

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.

With the help of Teddy, Jackie surprises Silver with a half-birthday celebration that takes her back to her childhood birthday parties. Navid witnesses Adrianna buying drugs from Jasper, forcing Navid to confront him about being a drug dealer. Dixon is determined to confront Sasha about her miscarriage, forcing Debbie and Harry to reveal that Sasha lied about being pregnant. Annie and Jasper profess their love for each other and decide to take their relationship to the next level. After getting into a fight on the beach, Liam, with the help of Dixon, Teddy and Ivy, devises a plan seek revenge on Jen.

Annie leaves Debbie and Harry surprised when she informs them that she would like to invite Jasper over for dinner. Dixon decides to pass on the event as a result of his anger over Debbie's management of the Sasha situation. Meanwhile, Kelly shows support for Silver regarding the caring of Jackie despite the fact that she does not yet know if she can ultimately forgive her mother for all the pain she has caused in the past. Navid confronts Adrianna about her drug use, and a weekend camping trip leads to Ryan and Jen's relationship climbing to a new level. Also, Naomi is caught kissing Jamie by Richard and his mother, forcing her to come clean about her plans for CU admission.

Navid wakes up in the hospital but has no memory of who pushed him down the stairs. Adrianna visits Navid and following her conversation with him, makes a life-changing decision about her addiction to pills. Silver and Teddy bond over the loss of both of their mothers and unexpectedly get close. Liam, Dixon and Ivy learn that Naomi and Jen will be attending the horse races and devise a plan to finally reveal the truth to Naomi about her evil sister. Annie and Jasper sneak out even though Harry and Debbie have grounded her.

Navid is convinced Jasper pushed him down the stairs and turns to Adrianna to help reveal the information. Annie is confronted by her friends about Jasper's drug dealing but when she confronts him about the news he reveals his suspicions about her involvement in the hit and run. Naomi and Silver decide to spend Christmas break in St. Barts but first make an appearance at the beach club for the winter dance. Teddy reveals his feelings for Silver, causing Dixon to be jealous, while Naomi and Liam attempt to forgive each other for what happened with Jen. Debbie attempts to spend some quality time with Dixon by taking him to the arcade.

Naomi returns from her vacation in St. Bart’s excited to spend time with Liam, which leads to the two getting up close and personal in his newly built boat. Adrianna and Gia bond during an AA meeting and establish a support system for each other which leads to the two sharing a kiss at the Beach Club. Navid and Dixon devise a plan to eliminate Jasper from Annie’s life, but never anticipate the outcome of a school drug search. Dixon attempts to rekindle his relationship with Silver, while Silver hides her true feelings for Teddy. Harry and Debbie run into Kelly while attending a school function and Debbie confronts Kelly about having a crush on Harry.

Naomi enlists Ivy’s help in reducing the awkwardness with Liam and the three decide to go on a hike, something Naomi has never done. Naomi discovers Ivy’s alterior motives and confronts her by pushing her face in the sand. Naomi, Silver and Adrianna go shopping in the Palisades and run into Annie and Jasper. Jasper blackmails Annie with photographic proof of her hit-and-run, but she gives Jasper an ultimatum that puts her mind at ease. Adrianna and Gia’s friendship continues to develop when the two throw a pity party for themselves. Silver and Teddy toy with the idea of trying to make a relationship work. Ryan meets free-spirited Laurel at a bar, but soon they move to her car so they can get to know each other even better. A surprise visitor shows up on the Wilson’s doorstep.

Gia encourages Adrianna to audition for a new band and admits she has a crush on Adrianna. Dixon's birthmother, Dana drops by for a surprise visit and tries to develop a relationship with her son. Silver and Teddy go on their first official date but Silver finds it difficult to deal with Teddy's playboy past and enlists Naomi's help to track his whereabouts. Navid returns from his suspension to find that Naomi has started a gossip segment during Blaze News, which he adamantly opposes. Navid decides to get back into he dating scene by asking Lila out on a date, his first since breaking up with Adrianna. Annie realizes that Jasper has started following her around town. Debbie confides in Kai, her yoga instructor, about the arrival of Dixon's birthmother.

Naomi immediately butts heads with the Blaze's new faculty advisor, Mr. Cannon, and is reprimanded in front of her peers. After failing to convince Navid to back her opinion, Naomi decides to tell a tiny lie that soon snowballs out of control. Adrianna is now the lead singer of the Glorious Steinems and confides in Silver and Naomi about her newfound feelings for Gia, and the two go out on their first official date. Teddy decides to test Silver by attempting to make her jealous. Dixon and his birthmother Dana continue to bond. Liam catches his stepfather with another woman and confronts him with his fist. Debbie and her instructor, Kai share tea and conversation after yoga, but Kai oversteps his boundaries.

Annie deals with the outcome of Jasper’s decision to jump from the Hollywood sign and begins to find some peace with her situation. Silver and Teddy decide to double date with Liam and Naomi, which makes Dixon and Ivy feel left out, so the two decide to fake date. Adrianna and her band perform for the first time at the Beach Club and, with her newfound confidence, Adrianna decides to make her relationship with Gia official in a very public way. Liam encourages Naomi to come forward with her sexual harassment case, which causes her to continue her lie.

Naomi’s little white lie has become the talk of the school, and when she is forced to testify in front of the school board, she drops a bomb that no one saw coming. Annie is finally able to put her relationship with Jasper behind her, but when she and Silver inadvertently drive past the scene of her hit-and-run, the guilt comes rushing back to haunt her. Dixon and Ivy’s fake-dating situation continues and the two make a decision that neither one anticipated. Adrianna and Navid share a friendly conversation which doesn’t go over well with their significant others, Gia and Lila. An argument between Gia and Adrianna results in Adrianna walking in on Gia and her ex-girlfriend. Liam receives a surprise visit from his father, Finn, just released from prison. Though Ivy has warned Ryan that her mother is trouble, he continues to date Laurel.

As a result of falsely accusing her faculty adviser of sexual harassment, Naomi is now required to complete community service and publicly apologizes to her peers for the trouble she has caused. The gang is preparing for the SAT’s when Silver disagrees with Teddy’s decision to skip college to focus on his tennis career and things grow even more tense when she meets his movie star father, Spence. Liam and his father, Finn, reconnect and attempt to rebuild their relationship. Navid and Dixon host an underground gambling party that results in Dixon owing Mark a lot of money. Debbie reveals to Harry that she kissed another man, which forces the two to finally discuss their recent problems. Annie overhears their parents conversation and turns to Liam for support. Just when Naomi thinks her life is back on track, her evil sister Jen returns to Beverly Hills.

Naomi and Jen are back to wreaking havoc in each others lives and just when Naomi thinks she has the upperhand, Jen slaps her back into reality. Teddy invites a nervous Silver to meet his father, Spence, for the second time and the meeting doesn't go quite as planned. Adrianna struggles to write a new song for Laurel and turns to Navid for support, forcing Navid to realize he still has feelings for her. Adrianna records a duet with Javier Luna, a famous young pop singer, who quickly wins her over with his charm. Annie confronts Harry and Debbie about their recent marital problems, resulting in a family discussion about their future.

Adrianna's new romance with pop star Javier continues to blossom, while Navid continues to work up enough courage to tell her how he feels. Jen has taken control of Naomi's finances and puts her on a tight budget, resulting in an instant meltdown by Naomi. Without her credit cards, Naomi is too distracted to realize Liam is in need of support to deal with the departure of his father, so he turns to Annie for comfort. Despite Spence's suggestion, Teddy refuses to end his relationship with Silver, and the two decide to spend the night together. Ivy invites Dixon to spend the summer in Australia with her and Laurel, but the idea doesn't go over well with his parents. Harry and Debbie's problems escalate when she finds out that Harry has been hiding Dixon's gambling issues from her. Meanwhile, Jasper returns to resolve things with Annie.

Annie and Liam test out the waters with his new boat, where they share their darkest secrets. Little do they know that someone is nearby and decides to share an explosive flame of gasoline with Liam's boat. Liam finally tells Naomi their relationship isn't working, leaving her more alone than ever. After a late-night dance, Naomi turns to someone for help, but he ultimately helps himself to her. Adrianna is offered the opportunity of a lifetime but is torn about the direction to take after Navid confesses his true feelings for her. Teddy discovers that Spence tried to bribe Silver and takes it upon himself to seek revenge in a most confrontational way. Ryan is delivered some mind-blowing news about his past with Jen when a mysterious package arrives on his doorstep, causing him to head down a disasterous path. Dixon and Ivy's summer vacation plans in Australia comes to a screeching halt when he confesses to kissing Silver. Harry and Debbie face a major hurdle in their marriage when she learns the truth that he has been hiding in order to protect Dixon.