 Sarah, Romy, and Joss get together and decide to form a contest to see who can have the first meaningful dating experience for the new year, which leads to all three of them to a series of men with varieties of baggage. Joss tries dating a man at an AA meeting, then meets Frank, a single parent with an eight-year-old daughter. After a failed attempt with a guy in an acting class, Romy meets a newspaper critic offering her a chance to succeed in show business with a good review. Also, Sarah meets an unbalanced artist, a closeted voyeur, and eventually an angry Spencer when she gets a new job as an assistant working for his very pregnant stepmother, Ashley, whom he does not like.