Kirsten's outgoing and spoiled younger sister Hailey Nichol, notorious for not doing anything with her life, returns home and asks to stay for New Year's Eve. Although getting along fine with everyone, she shows her true colors when she throws a destructive New Year's Eve party at the house when Sandy and Kristen are out and locks both Ryan and Seth in the guest house. Meanwhile, Sandy and Kirsten get lost while traveling to a restaurant for dinner, and, thinking they're in a rut, find themselves out of their environment at a swingers house party. The mysterious Oliver Trask, a charming young teenager Marissa met in her therapist's waiting room, takes advantage of a mild quarrel between her and Ryan to cast his spell on her and invite her and her friends to his New Year's Eve party at his parents' posh penthouse. Also there in attendance are Summer and Anna who talk about Seth and decide to find him to make him choose which one of them he wants to be with.
This episode contains examples of:
- Cannot Spit It Out: Ryan for most of the episode, can not get "I Love You" out to Marissa.
- New Year Has Come
- When the Clock Strikes Twelve: Obviously, given that the episode revolves around New Years Eve, but also played traditionally with Ryan rushing to get to Marissa before midnight so he can kiss her.
