Jamie (Jake Gyllenhaal) comes from a medical family. He is a gold medal salesman in an electrical appliance store. However, due to his strong luck in love, he was fired by his boss for being intimate with a female colleague during working hours. After that, he became a pharmaceutical sales representative after repeated brainwashing at Pfizer. In order to open up the regional market, he found out the details of a certain hospital and decided to start with the attending physician Stan. He used a check of 1,000 US dollars in exchange for the identity of an intern and shuttled between the clinics. One day, he accidentally met Maggie (Anne Hathaway), a female patient who was treated for Parkinson's disease, and caught a glimpse of her breasts. Just when the playboy thought he had taken advantage, he was beaten by Maggie with a bag and even took photos. In order to regain his reputation, he used his connections to get the other party's number and asked her to meet. Unexpectedly, this date led the two into an incredible intimate relationship, which made him unable to extricate himself. Just as Jamie became a sales star because of Viagra, Maggie's condition became worse and worse...