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.
| Name | Type | Role |
|---|---|---|
| Amy Lippman | Writer | |
| Christopher Keyser | Writer | |
| Sharron Leigh | Guest Star | |
| Tom Pardoe | Guest Star | |
| Arreale Davis | Guest Star | |
| Larry Poindexter | Guest Star | |
| Cathy Lind Hayes | Guest Star | |
| Elizabeth Mitchell | Guest Star | |
| Taylor Sheridan | Guest Star | |
| Marguerite MacIntyre | Guest Star | |
| Allan Steele | Guest Star | |
| Mailon Rivera | Guest Star | |
| Coleen Maloney | Guest Star | |
| Shirley Prestia | Guest Star | |
| Jay Harrington | Guest Star | |
| Randy Kovitz | Guest Star | |
| Gabriel Mann | Guest Star | |
| Shawn Christian | Guest Star | |
| Ken Topolsky | Director |