English teacher Penelope Campbell loves her annual summer vacations visiting her Grandma Dot, despite Dot's constant attempts to set her up with every single man in town. This year, she bumps into Jason Humphrey, none other than her childhood sweetheart, who is still as handsome and charming as ever. It's a little awkward at first but the conversation soon turns to Jason's own Grandma Sophie, who keeps doing the same to him. In order to evade the efforts of their matchmaking grandmothers, they make a pact pretending to date each other, but will the old sparks return?