Kristen Wiig's plays Imogene Duncan, a failing New York City playwright, whose boyfriend dumps her and she loses her job as a writer. Annette Beninh played her mother who likes to spend her time at the casinos. Her brother Ralph is an oddball of sorts. When Imogene attempts suicide, her mother brings her home to Ocean City, New Jersey. Her mother has a younger boyfriend and rents her room to Lee. Zelda has kept a longtime secret about Ralph and Imogene's father. The mother's boyfriend is played by Matt Dillon with secrets of his own. Annette Bening really gives a breakout performance. Christopher Fitzgerald's performance as Ralph is also memorable. Darren Criss was also excellent as Lee, the Yale graduate renting her room. Natasha Lyonne has a small role here too.