Guest Stars Ashley Gerasimovich as Jane Hadley Delany as Lilly Pamela Adlon as Pamela Bobby Cannavale as Chris Stephanie Berry as Principal Elisabeth Hower as Trisha Jay Russell as Jay Meghan Rafferty as Parent #2 Katy Grenfell as Parent #3 Laurine Towler as Parent #1 Josh Akin as Young Man Nancy Shayne as Nancy Tatsuya Rivera as Serge