The main story arc of this season is Kate and Oswald's relationship, which starts with them getting together in secret early on in the season, before they start going out leading up to the wedding at the end of the season. For much of the season, realtor Nicki Fifer (Kate Walsh) is Drew's girlfriend, and as the season progress, the more bad habits she picks up from Drew. Drew's brother, Steve Carey (John Carroll Lynch) is introduced, and revealed to be a cross dresser. Nan Martin has a recurring role as Winfred-Louder owner, Mrs. Fran Louder who is having an affair with Larry Almada (Ian Gomez).