Ryan tries to win back his former girlfriend Cambria at the winter formal dance, and tries to figure out with which of his newly-divorced parents to spend Christmas.
Ryan's family celebrates his little brother Kane's eighth birthday, but confrontation ensues when his recently-divorced father brings his new girlfriend to the party.
In Cleveland, at a major skateboarding competition, Ryan confronts his father's girlfriend.
Ryan makes time for his little brother Kane, and they spend the day together. However, Ryan could be creating a problem when he becomes interested in a buddy's former girlfriend.
After inviting everyone to come with him to the X Games in Los Angeles, Ryan has problems with his crew, his new girlfriend and his dad, as well as two injuries.
After unsuccessfully trying to salvage his relationship with Julia, Ryan gets an offer from Taylor to be set up with one of her girlfriends. Also, Ryan and Shane get to meet their mother's first boyfriend after her divorce.
Ryan hires Casey as his personal assistant but things don't go well.
Ryan decides to move out of his house in order to get away from his parents fighting.