Once upon a time, Tim Luchetti went searching for a daddy and found one in Dean Luchetti. Now it's time for Tim's Mommy Quest, and he has the perfect woman picked out: his principal, Stella O'Connell. Unfortunately, Dean and Stella have history...a lot of it.
Stella left Gainsville, Illinois right after high school, never planning to come back. But an attack at her Los Angeles school has put her on mandatory leave. When the Gainsville Elementary principal is injured, Stella slides right into her chair. Why does her problem child have to be Dean's son?
In a plot to get Dean and Stella together, Tim misbehaves. He sets his father up on all sorts of terrible dates. The Mommy Quest is in full swing.
However, when history rears its ugly head, can Dean and Stella overcome it and find happiness together? Most importantly, can they keep from hurting Tim, who has been hurt enough?