故事发生在车水马龙川流不息的大都市纽约,杰克(小弗雷迪·普林兹 Freddie Prinze Jr. 饰)是生活在那里的一名广告人,光线的工作和生活背后,是他日复一日付出的辛劳汗水。吉尔(塔恩·曼宁 Taryn Manning 饰)初来乍到,一切都像无根浮萍,然而,外表甜美内心单纯的她却坚定的相信自己能够在这里闯出一番天地,甚至遇到一段感情。 就是这样一对个性和境遇都截然不同的男女,他们走到了一起,彼此之间的巨大差异反而让他们相互吸引,最终两人成为了同居室友,签订了“同居条款”。然而,随着时间的推移,杰克却开始越发在意起吉尔的一举一动起来,他觉得行踪诡异的吉尔一定有什么秘密瞒着自己。In Manhattan, the successful executive Jack is a methodical and controlled man with simple habits that works in an advertisement agency with his coworker George. While smoking a cigarette on the roof of the building of the agency, Jack meets the aspirant actress Jill that has just arrived in New York and is seeking a job. He sympathizes with her situation and gives her name to a Klubendorf commercial in the campaign promoted by his agency. When he takes Jill home, he finds that she lives in a very low-budget hotel and out of the blue, he invites her to stay in the guest room of his fancy apartment for a while. Jill changes the behavior of Jack that becomes happier, and proposes Jack to write together a manifesto where the first rule is "be honest". However, she omits to Jack that she is sick with cystic fibrosis and she would have only a couple of years more. When Jack discovers that Jill is ill, he feels betrayed with her violation of their first rules, and they split. But Jack is changed and sooner he decides to seek out Jill.