In the years between Plautus and the heyday of Terence (160s BCE), Rome made a series of momentous conquests, including victory over Antiochus III in Asia Minor. Beginning from this historical background, Chapter 2 considers the wandering, exilic journey of a soldier, Clinia, in Asia while in service to an unnamed “King,” and his Odysseus-like return to his waiting girlfriend, Antiphila. Clinia’s story forms a part of Terence’s Heautontimorumenos, a play put on at the Roman festival of Cybele in 163 BCE. Other plays of Terence as well as the fragments of Caecilius Statius and Ennius add depth and context to the discussion. The chapter argues that Clinia’s lovelorn wandering presents an amusing image of Greek military activities in the East, but simultaneously alludes to Roman expansion through its recollection of Seleucid aggression. Further, by portraying the residents of an Attic deme struggling with the negative effects of an alluring Dionysiac figure, the itinerant prostitute Bacchis, Terence presents Bacchus’s cult in a less favorable light than that of Cybele. Bacchis’s submissive lover, Clitipho, who expresses a close bond with Clinia, is in his own fashion becoming lost, morally as well as spatially, from the moment we first meet him. The behavior of the comic adulescentes Clinia and Clitipho, the chapter suggests, is usefully regarded as queerly deviant in Ahmed’s terms, because seeing their behavior in this way helps illuminate the connection between their failure to live up to Roman gender expectations and the disorienting effects of the East.