Lily Henderson, an ambitious but financially struggling woman breaks up with her overly possessive and abusive boyfriend a day before an all-important interview which she hoped would be her big ticket out of poverty, and help her forget her morally questionable past. To convince her Ex, Mathew Gregor, that she is no longer interested, Lily pulls a crazy stunt halfway through their dinner in a restaurant. She passionately kisses a stranger, Tristan Hawthrone, and convinces him to play along. After a one-night stand with Tristan, Lily arrives late for her important interview the next day, only to be stunned by the sight of Mathew Gregor, who had just become the CEO of the company she was interviewing for. In a shocking twist, Mathew hires her for the job, but he has ulterior motives. Days later, Lily receives a call from Tristan, asking for a meetup. In exchange for money and a taste of luxury, he asks her to act as his fiancé to fool his visiting mother. Lily is ambivalent. At work, she confides in her friend/co-worker Elizabeth about the exasperating maltreatment from Mathew and the strange man she had met. Elizabeth also confides in Lily about a man she was supposed to meet. They have no idea they are talking about the same person...