With $80,000 in student debt, an alter ego named Crazy Charlie, and more than her fair share of hang-ups, Charlie Bennett is on a mission: a mission to feel better about herself. By all accounts this shouldn't be too difficult. After all, Charlie has graduated from the best universities, has good friends to keep her sane, and an impressive résumé to boot. But her poor choices in men (and therapists) have left Charlie feeling fat, fretful, and fed up. She knows something has to change—she's just not sure what. When the elevator doors open and Jack Hudson appears with his perfect smile and perfect teeth, Charlie thinks she's found her answer. A Taye Diggs lookalike who sees through Charlie's imperfections, Jack could be The One—and not just because he can make strawberry shortcake from scratch. But as their relationship develops without any sign of a commitment, Charlie is left grabbing for crumbs yet again.