Sydney Stone never dreamed that her little hobby would become her career. Her dating advice blog becomes a smash hit overnight due to a shout-out by a big celebrity. Pretty soon, she has published a book, and goes live on national television with her long-term boyfriend, Scott, to promote it. On air, Sydney decides to make a bold move by breaking traditional gender roles and proposing to him. But he surprises her with the wrong answer and instead reveals that he has been cheating on her. Heartbroken and humiliated, Sydney watches as her book sales and her reputation as America’s love doctor go down the drain after the televised fiasco. In order to help Sydney, her best friend introduces her to a talented publicist, Drew Young, who she doesn’t like at first glance. However, after Sydney unexpectedly meets Drew in a shopping mall they begin to fall in love with each other. What Sydney wasn’t counting on was Drew breaking every rule that she had ever believed about men, and changing her life forever.