Eric wants to hire an ex-convict to be the new organist, but the church vestry think that the money in the budget would be better used to put up a security system. Acting church treasurer, Annie must determine whether there is enough money in the church's budget to hire a new organist. Meanwhile, Lucy's imagination runs wild after she makes Mary tutor her boyfriend, Jimmy Moon. Simon tries to get Matt to let him out of getting a tetanus shot that he needs for his upcoming little league season. Lastly, Ruthie feels empowered by her new class phone list and decides to test the emergency phone numbers.

Matt is uneasy when his mother's oldest friend—a boy crazy divorcee named Rachel, makes a pass at him. Mary goes with Matt and Rachel to a coffeehouse, and makes her public singing debut when she learns the band's singer didn't show up. When Mary gets a phone call asking her to fill in again, Eric and Annie are shocked by the news, but they agree with one specific condition: they are going with her. Back at home, Ruthie has a going-away party for her longtime imaginary friend, Hooey, and Lucy tries to cope with the fact that her best friend, Suzanne, is moving away.