Cindy (Denise Richards), writes an advice column for a floundering newspaper. She is an egocentric airhead whose advice is just plain bad. Ryan (Charlie Sheen), is a successful, womanizing stockbroker who is also very egocentric. Ryan and Cindy are boyfriend and girlfriend even though he cheats on her and she wants to marry him primarily for his wealth.
Ryan erroneously thinks he receives insider information from Mr. Simpson, the owner of a large publishing company. Ryan advises all his clients to invest in Simpson's stock as well as heavily investing himself. The information ends up being false as Simpson is seeking to ruin Ryan for having sex with his wife. Sure enough, Ryan is bankrupt and loses his job due to the heavy losses he has created for his company’s clients. Ryan is then investigated by the SEC and loses his broker license. He is unable to find work and is forced to sell his home and most of his possessions and reluctantly moves in with Cindy. Cindy, in turn, leaves the ruined and depressed Ryan for a new lover who takes her on an extended trip to Brazil.
Cindy’s boss, Page (Angle Harmon), calls Cindy at home to find out where her column is. Ryan answers the phone and, desperate for money, lies to Page, telling her that Cindy is bedridden with illness and will have to work from home for a while. After an insensitive first attempt at writing a column, Ryan reads women’s magazines and observes couples to become more understanding and sympathetic. He begins writing sensitive columns (pretending to be Cindy), which increase the newspaper’s circulation dramatically. Cindy’s column and her apparent desire to shun publicity make her a celebrity. Mr. Simpson pays Page a visit to try to buy out Cindy’s contract so she will work for his paper but Page refuses.
During this time, Ryan and Page fall in love with each other but because Ryan needs the job, he doesn’t act on his feelings because he supposedly is living with Cindy and must keep up the charade. Suspicious as to Ryan’s excuses for Cindy not getting better, Page finally comes over to Cindy’s apartment where Ryan comes clean and tells her the truth. They confess their feelings and fall into each other’s arms.
Meanwhile, Cindy is on her way home and is amazed to see the attention she is receiving when people find out who she is. In her mind she has just had a little fling and expects Ryan to still be at home waiting for her but instead is surprised to walk in on him and Page. Ryan explains that he loves Page and has been writing the column and has made it a huge success. Furious, Cindy stomps out, threatening to expose the truth. As she leaves the building Mr. Simpson confronts her and, with promises of riches, gets her to sign a contract to write her column for his newspaper empire.
Ryan quickly borrows money from friends and invests in Simpson’s company. He makes sure the press knows and reports what Simpson is up to and the stock soars. As Simpson and Cindy begin a press conference to announce their deal, Ryan sells his stock – making millions- and they then listen as airhead Cindy announces that her ex-boyfriend was the one who was writing her column all this time but hers will be much better. Simpson turns pale, his company takes a huge loss, and he is stuck with a terrible columnist. Page, on the other hand, has made a ton of money and has both a successful columnist and a fiance in Ryan.
Meredith has the small role of Amy and appears for about a minute in the beginning of the film and a couple minutes at the end of the film. In the beginning she is Ryan’s assistant and offers to get him coffee and also lets him know when the Simpson press conference is on TV. In the latter part of the film, she has become a stockbroker herself, taking care of Ryan’s buying and selling of the Simpson stock and making him millions.
Meredith is vibrant during her screen time. In her first scene she is revealed in a spectacular close-up as she gives a heart-melting smile as she sees her boss (Ryan). Maybe it was just the juxtaposition of her and a plate of doughnuts and a banana that make her look so edible. Later, she conveys the tense excitement as the stock transaction takes place. The rest of the cast is also quite good. Charlie Sheen, Angie Harmon, and Denise Richards do a fine job with their characters. Jon Lovitz and Rosanna Arquette as married best friends to Ryan are hysterically funny and have some great scenes. Estelle Harris is also quite a kick as Page’s assistant. But most of the writing is rather cliché – you’ll feel you’ve seen this story a zillion times before – and the directing is uninspired. And, thanks largely to Lovitz’s plastic surgeon character, this movie contains so many ass jokes you won’t believe it possible. It is a good piece of mindless fluff but as lovely as Angie Harmon is, I wish Meredith would have had her part – it would have made it a much better film.