Time of Your Life S01 E09 The Time They Decide to Date

"You're never too young to start over."

Sarah, Romy and Joss go on a quest to meet men in New York, and have a contest to see who can have the first meaningful dating experience. Romy meets a theater critic who turns out to be married. Joss dates a single father. Sarah goes out with a string of obsessive guys. Romy lands a national television commercial. Sarah takes a job as an au pair for Spencer's stepmother.