Two and a Half Men: Camel Filters and Pheremones (Season 1: Ep. 12) (2004)

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When Charlie's cleaning woman, Berta (recurring guest star Conchata Ferrell), brings her sexy and rebellious 16-year-old daughter, Prudence (Megan Fox), to Charlie's house, Jake develops a childish infatuation with her--and Charlie and Alan try to restrain their interest in the flirtatious minor as well. Meanwhile, Rose's dream comes true when Charlie pretends that Rose is his girlfriend in order to fend off Prudence. And Judith fears that the guys' lifestyle is unacceptable for Jake.