Griffin's 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 Hilton's 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.moreless
After Jurnee expresses her fondness for schoolmate Kevin and he retaliates by shoving her on the school playground, amateur psychologist Hilton explains his theory of how "playground scarring" can affect a woman for life. According to Hilton, when women are unable to trust, unable to commit, their problems can always be traced back to a bad playground experience when they were deeply humiliated by a boy they liked. To this day, Ruth has problems with trust because of a certain Kenneth P. Watson, who purposely teetered when he should have tottered, requiring a young Ruth to get stitches. When it comes to Jurnee, however, Hilton is determined not to have history repeat itself.moreless
Grace goes on a clothes-shopping spree, only to find D.C. can't make payroll, and then finds money missing from her savings. Russell lets Wade use the pharmacy to try to solve a string of robberies.moreless
An 11-year-old Soviet is brought to the mansion for a professional chess tournament. The boy is homesick and wants to be out of the public eye. He sees Katie, who hides him in her room. A scandal erupts when the Soviets can't find him and accuse the US staff of kidnapping him. The Soviets then threaten war if the boy is not returned.moreless
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