Seth works at a comic book store in Newport. Kirsten drops by the store to ask Seth if he has something to send Ryan in a "care package" she is preparing. Later, Seth tries to talk Ryan into coming to dinner at the Cohens' but the latter isn't easily persuaded, saying he works nights, etc. At her dorm, Summer and a friend named Che try to rally students for a protest. Summer gets a phone call from Taylor who seems to be in Paris.

Ryan and Seth go to Mexico to find Volchok, but Seth secretly phones home worried about what Ryan might do if they find him. A distraught Sandy and Kirsten decide to go after the boys and try to stop Ryan before he does something he might regret. Meanwhile, Julie and Kaitlin are forced to participate in a clothing drive at the school, and Summer and her hippie friends try to save a tree.

When Seth visits Summer, she realizes that her materialistic, gossiping self may be forever gone ever since she went to Brown. Ryan helps Taylor with her divorce. Temptation stirs when Kaitlin and Julie vow to stay out of trouble. And Sandy longs for a guy's night out.

When Taylor learns about Ryan's sleeping problems she devises a plan to help him but must then turn to Kaitlin when her plan backfires. At Brown Summer and Che step up their activism and it lands them more freedom than imagined. Julie also gets help from Kaitlin to help save the dating service.

Kaitlin takes down the school mean girl by throwing a rager at her house. Sandy and Kirsten find time to bond with Ryan while Seth is away visiting Summer at Brown but all he finds is an empty dorm room. Meanwhile Julie continues work on the dating service and finds out a new surprise.

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.

Ryan overcomes his indecision and competes with Henri-Michel for Taylor's affections. Che leads Seth on a trek of spiritual renewal. Meanwhile, Kirsten and Julie have to do some damage control.

Sandy, Ryan and Seth prepare for Kirsten's upcoming 40th birthday party, however Kirsten learns some news that will change her life forever. Kaitlin tries to stop her mother having a secret love affair. Taylor visits a therapist and Ryan pretends that he doesnt miss her. Elsewhere Che finally learns that Seth isn't his soulmate.