Trevor accidentally finds a stack of love letters from Joe, a young soldier and one of Claire's patients, written from Iraq to Robin "Peaches" Peachtree, his unrequited high school love. Trevor wants to reunite them and, as part of his plan, convinces Claire to organize a Mardi Gras-themed party for her singles group. Trevor flies in Peaches, a Cajun caterer, from Louisiana to provide the party food. When Claire realizes what Trevor is doing, she tells him that he's setting the couple up for failure, since she knows a secret about Joe as to why he shouldn't be with Peaches. Meanwhile, Claire faces her own fear of "fast-dancing" in public at a high school dance Trevor has set up for Joe and Peaches' first date.

The Season 1 finale finds Claire hiring a dialect expert to glean information about Trevor from his speech patterns. Trevor, in turn, uses the man to help refine a Queens masseuse so that she's a better match for her sophisticated beau. Meanwhile, Lita and Felix discover a long-overdue library book in Trevor's room that may provide a clue about his identity.