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In order to clean up her scandalous past before her grandfather’s upcoming presidential election, Phoebe pays a visit to her college boyfriend, Carter. They used to be madly in love, until the difference between their social statuses proved too big a gap to bridge. If the intimate photos Carter took of Phoebe back when they were dating ever got into the press’s hands, it would be disastrous for her grandfather’s reputation. But when Phoebe sees Carter for the first time in twelve years, she barely recognizes her old sweetheart. The once lanky, frail boy has turned into a brawny, confident man. Carter makes Phoebe a deal. He’ll give her the photos if she agrees to go out with him—one date per photo.
How could I fall in love with him when I had left the upper class behind? Holly buys Eric, the vice president of Alden Trust Bank, for twenty thousand dollars at a bachelor auction she attended. The thing is, she never thought she would buy him! All because Eric asks her to! Holly is surprised because there are many upper-class women for Eric to choose. But Holly is the best friend of Eric's sister and the only one who doesn't want to become Eric's wife! However, a reporter catches them off guard and they'll have to complete ten dates...