When Prudence Malone attends her college reunion, she expects to catch up with her girlfriends and visit the campus she left in the eighties. But when she runs into her old college flame--the one who got away--they both realize that their post-graduation break-up was a mistake. On Sunday afternoon, Matt impulsively proposes and the two plan to wed that summer. But before marrying Matt, Prudence has a problem to deal with--her husband, Reilly. Prudence could divorce Reilly like a normal person, but she's far too wacky for that. Her solution is to secretly find a replacement wife for Reilly for after she and Matt marry. This shouldn't be too difficult, she decides. After all, she lives in Manhattan where there are plenty of single women. And she can enlist the help of her three best friends: a costume-wearing advertising executive, a saucy single mother, and a level-headed gay artist. Through singles ads and a "Wife of Reilly" gallery exhibit, the gang of four meets New York's nuttiest single women looking for love. And through her eight-month search, Prudence ultimately helps find the next wife of Reilly, though not at all in the way she had originally planned. Somewhere along the journey, she discovers something far more important to her, though--herself!