Amanda persuades Peter to start seeing a therapist when he starts acting insanely jealous and manic-mannered, especially when he creates an ugly scene at a business dinner with Craig. Meanwhile, Jane persuades Sherri to spend the Christmas holiday with her, where she tells Jane more about her past. Samantha goes to an art gallery auction to try to recover one of her paintings that Sydney sold to Kyle and pocketed the money, and Billy tries to get another painting away from Craig that he keeps in his office. Sydney meets a reclusive millionaire, named Carter Galivan, whom she hopes he will buy the painting she is trying to sell. Kimberly tells Megan of a plan to kill herself to end all of Michael's fiscal problems. Jake sweeps away Alison's holiday blues with a vacation to Park City, Utah, which turns less than cheerful. Also, Matt starts seeing Dan's possessive side when he showers him with assorted gifts.