With Christmas rapidly approaching, Craig finds himself slowly losing interest in Ashley while continuing to cheat on her with Manny, who soon has become a comfort for him. Craig doesn't know whom he wants to be with more and continues to see them both behind each other's back, while also accepting the risk of losing both of them. Meanwhile, Joey and Sydney find themselves getting increasingly serious, but Sydney's jealousy comes out when Joey begins spending a lot of time with Caitlin, who begins to develop feelings for him.