Lily Cromwell already knows the best way to prevent a life of tears and unnecessary heartache: be the player. She's cool. Calm. Collected. At 27, she's a successful New York City socialite and a software engineer on the brink of a major promotion. Trained by her mother's ten-commandment "Cromwell Rules," Lily has learned how to play the social game so that she always ends up on top. But when she meets Logan, she's thrown off. He doesn't even realize there are certain rules he should follow and, frankly, that's attractive. Nicholas, on the other hand, is just what her mother Anne would want. Can Lily be the daughter Anne's always wanted her to be and have the type of husband she was taught to stay away from? Will Lily be brave enough to rewrite the Rules?

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