Since the suicide of his first wife, Gideon has avoided emotional interactions with women in favor of less emotionally draining liaisons with men. When he unmasks "Anthony" Maxwell and finds he is, in fact, Antonia, he is still sexually intrigued enough to want to bed her.

A reluctant heiress, Antonia knows she has to marry but she intends to do it on her own terms—her wealth in return for a husband-free bed. Gideon offers to help her infiltrate the world of the ton dressed as a man so she can see her potential suitors in their natural habitat. In return, she agrees to allow him to teach her every trick in his sexual repertoire as long as he doesn't take her virginity.

Her fear of marriage and pregnancy is a puzzling barrier that Gideon, despite his exceptional skills, finds difficult to penetrate. As they become more scandalously intimate, he has to decide whether to help Antonia face her fears or walk away from the only woman he believes he could ever love.