The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of Manhattan, but as he jumps from one lavish party to another and engages in numerous empty romances, he starts to doubt the worth of his work. Meanwhile, top TV producer Tony falls for Robin and introduces her to the world of celebrity.

Writer Harry Block draws inspiration from people he knows, and from events that happened to him, sometimes causing these people to become alienated from him as a result.

Sparks fly when Anna Penn and Charlie Hudson meet. Unfortunately, they're both engaged to other people. In fact, they're staying at the same New York City hotel in order to work on wrapping up the last details of their nuptials. Over days and evenings of joint wedding planning, the two grow closer -- and start to wonder if they're getting married to the right people after all.