Marissa plots to ruin her mother's happiness by inviting someone from her mother's past to the wedding shower, while Sandy attempts to hide Theresa's return to the O.C. from Ryan. When Ryan discovers Sandy's lies and Theresa's reasons for coming back, he puts himself in a dangerous situation. In the meantime, Seth's unimpressive first meeting with Summer's father leaves their relationship in doubt.

It's a new era in Newport Beach. Kirsten and Julie try and work together at The Newport Group, while Sandy tries to find out what Caleb is hiding. Seth and Ryan go on a double date with Lindsay and Alex, but it ends differently than the four of them might have expected.

Seth is thrown when Alex's ex arrives in town for a visit, and is even more thrown when he finds out who it is. Julie has a plan to try and save The Newport Group, which to everyone's surprise, might actually work. Lindsay sticks out when she joins Summer and Marissa for a girls night out; meanwhile, Ryan, Seth and Zach contemplate playing it safe on a guys' night in. But nothing ever goes as planned.

It's Valentines Day 2005 in O.C. when Sandy and Kirsten's conflict about Rebecca continues. Ryan tries to make peace with Caleb to spend Valentines Day with Lindsay. While Seth, Zach, and Summer head to San Diego in hope to make their Comic Book idea succeed Seth has a breakdown and ends up in a lonely state. Marissa and Alex take a step forward in their relationship while Julie returns from her trip in hope to reconnect with Marissa.

When Ryan's brother, Trey, gets out of jail and gives Ryan a call, the Cohens give him a warm welcome. Though, Ryan knows nothing good can come from it. Zach returns from his Italy trip and gives some news leaving Summer curious and Seth ... not really sure what to think. Meanwhile, after Julie admits her naked mistake to Kirsten, they both agree to get Caleb in on it for more help. Newport Living is officially launched.

Seth and Zach squabble over who should take Summer to the prom and who will meet George Lucas for dinner; Sandy takes drastic actions with a recovering Kirsten; Ryan starts to piece together what happened between Trey and Marissa, courtesy of Theresa; Julie's attempts to poison Caleb take a surprise turn.

Social Chair Marissa tries to plan this year’s carnival but is having much difficulty due to a little pest named Taylor. Sandy is surprised to find Kirsten has been released from rehab but instead of informing him, she has been living with another woman named Charlotte who she met in rehab. Julie and Sandy meet with the Dean and Dr. Kim to discuss Ryan and Marissa’s future at Harbor High. Later Ryan and Marissa partake in a similar meeting. Elsewhere Jimmy meets a man and feels more than open to discuss his money problems with him.

Marissa discovers something in Johnny that Ryan lacks and Charlotte convinces Julie and Kirsten to throw a charity event. After discovering fake IDs in Charlotte's purse, Julie confronts her.

Sandy and Matt's hospital project hits a roadblock. Kirsten and Julie run into troubles of their own with their matchmaking business. Marissa confesses her feelings to Johnny. Summer finds out out about Seth.

When an old friend returns to Newport, Ryan decides to help her, which causes problems for him and Sadie. When Summer and Seth run into another rough patch Taylor tries to help them out. Sandy has to deal with more problems with the Newport Group and Marissa must deal with being alone.

Graduation is just weeks away and Ryan, Seth, Summer and Marissa leave Newport to attend their respective pre-frosh orientations at UC Berkeley and Brown. While dropping the boys off at the airport, Kirsten is surprised to see Theresa and her all-too-familiar-looking baby boy. While visiting Brown, Seth runs into Anna on the quad and they instantly connect. Could this be the end of Summer and Seth? Meanwhile, Kirsten and Sandy attend a hospital benefit where Kirsten vents her frustrations and falls back into an old habit.

It's Thanksgiving time. Volchok is back in town and Ryan seems eager to take revenge. At first Sandy and Kirsten try to talk him out of this but, then, Sandy makes Ryan face Volchok. Julie's behavior turns Kaitlin away and permanently jeopardizes her relationship with Dr. Roberts. Summer starts protesting against poverty issues and turns the Cohens' Thanksgiving dinner into a homelesses' refuge. It's clear she hasn't got over Marissa's death yet. Veronica kicks Taylor out as soon as she discovers her beloved daughter married a French man during her European trip.

Chrismukkah once again returns to the Cohens. Ryan and Taylor have an accident while putting up the holiday lights and they end up in a sort of parallel universe, where all is not like it is meant to be, since Ryan does not exist. While - in the real world - everybody is worrying about them, except Taylor's mom, they eventually manage to fix things, also thanks to a letter from the past.

Taylor's ex-husband comes to Newport and causes a rift in her relationship with Ryan. Seth goes to Seattle to obtain Dr. Roberts blessing, while Summer "travels to the past" for 48 hours. Kaitlin finds love, while Julie finds problems with Kirsten.

Seth and Summer come upon a fortune teller whose prediction makes the two question whether they are truly meant for each other. Ryan gets back in touch with his father (with a little help from Taylor). When the two teens discover a love connection between Frank and Julie despite her pending engagement, a Valentine's competition is sparked between "Team Bullit" and "Team Frank". Meanwhile, with a new baby on the way, Kirsten finds herself dwelling on an old secret involving Jimmy Cooper.