Mrs. Naugatuck has been conning everyone out of money. She cons not only Maude and Walter but also Vivian, Arthur, Carol and even her boyfriend Bert. Maude soon discovers a piece of paper that Mrs. Naugatuck dropped with an address on it and she becomes determined to find out what Mrs. Naugatuck is up to.

Maude has a session with a psychiatrist and soon pours out all her innermost feelings, revealing long-hidden secrets and anxieties ranging from her feelings for her dead father and her resentment toward her mother as well as her love for Walter and the fact that she's on the verge of turning 50.