Sophronia Lattimore had her romantic dreams destroyed years ago and is resigned to her role as chaperone for her cousin. Still, she cannot sit idly by when she becomes aware that a gentleman is about to propose to the wrong woman. She sends him an anonymous letter that is soon the talk of the town, particularly when her advice proves to be correct. Her identity is discovered and Sophie, formerly a wallflower, becomes sought after for her 'expert' matchmaking skills.
Three unexpected arrivals soon show up at Sophie's door - the man who once broke her heart, a newlywed who is dissatisfied with the match Sophie made for her, and the man madly in love with Sophie's cousin - all wanting her attention. But when her one-time beau and an eligible new acquaintance both appear to be interested in her, Sophie can't figure out if she's headed for another broken heart or for the altar. How can she be expected to help other people sort out their romantic lives when her own is such a disaster?