Penelope Thompson loves her life. She has everything she wants. With her beauty, charm, and intelligence, she is at the top of her game and is one of the most sought after escorts in the city. She chooses her clients carefully and provides them with much more than just a great time between the sheets. Yet now at the age of 33, she is questioning just how much longer she has in the business. Life might be great, but sometimes it gets lonely to only ever be what others want to see in her, trading sex for true intimacy. Darren Hunter has made a killing by being one of the best lawyers in Chicago. Renowned for winning any case, he has built up quite the reputation. He has a new beautiful woman attached to his arm every few months and is what every guy desires to be: wealthy, smart, successful, and has the looks to go with all that. When it is time for Darren to choose his new "flavor of the season," Penelope catches his eye. As things heat up between them, Penelope starts to feel as if life is turning into a fairy tale-if not for the fact that, one by one, people are warning her about her Prince Charming, and evidence is mounting up that the elusive Mr. Hunter has his own skeletons in the closet. Will his past come to catch up with her? And why do all the women in his life suddenly disappear?