Penelope Wilhern is born to wealthy socialites. She is afflicted by the Wilhern spell that can only be broken when she finds love. Hidden away in her family's estate, the lonely girl meets a string of suitors in her parent's futile attempt to break the curse. Each eligible bachelor is enamored with Penelope and her sizable dowry, but only until her curse is revealed. Lemon, a mischievous and eager tabloid reporter, wants a photograph of the mysterious Penelope and hires Max to pose as a prospective suitor to get the shot. The handsome down-on-his luck gambler finds himself falling for Penelope. He decides to disappear so he will not disappoint her or to expose his surreptitious ways. Fed up by this latest betrayal and determined to live life on her own terms, Penelope breaks free from her family and ventures into the world alone. She finds adventure and meets Annie, her first friend, and becomes the person she was meant to be.