Jenna thought it was a dream come true when as a college freshman she got the internship at a major publishing company. She got even more excited when her boss asked her to join the team going to a big conference in Chicago. But things change on the last night of the conference when there is a knock on her door and her boss comes into her room, clearly drunk. She likes him, but she's a virgin and wants to stay that way. But as he continues to press her, she finds it harder and harder to say no.