The Winner (2007)
Saisons & Épisode
Alison invites Glen over for dinner, at first, he is pretty excited until a co-worker of his tells him that she may want more than just dinner. Embarrassed by his lack of a sexual experience, he decides to visit a massage parlor to learn a few tricks before his date.
Glen's parents' marriage begins to come apart with Glen spending so much time with Alison, her son, and her boyfriend. When Glen realizes that he has overstayed his welcome, he decides to try and get his parents to rekindle their relationship.
Alison can't join Josh on his trip to Albany for the State Spelling Bee, so she asks Glen to chaperone. Seeing that no one there knows the two, they decide to reinvent themselves to attract the ladies. Glen becomes airline pilot "Lance Manley" by wearing a toupee, and Josh pretends to be a cocky champion speller.