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Griffins trust in his new girlfriend Anita is put to the test when her job as a conference planner puts her smack in the middle of a young millionaires convention, on the season finale. Rather than heeding Hiltons advice to give Anita some space, Griffin decides to pop in on the convention and find out for himself how loyal Anita is -- which prompts Hilton to reminisce about the anxious time he spent away from Ruth, soon after they first met, agonizing over whether or not she was thinking of him as often as he was of her. ""Prequel Monday"" kicks off with an animated flashback sequence of Hilton as an enlisted Navy man.