In New York City, high-strung stockbroker Joy (Cameron Diaz) is dumped by her fiancee at his surprise birthday she threw for him in front of all their friends, and easy-going carpenter Jack (Ashton Kutcher) is fired from his job by his father. Both become emotionally distraught and travel to Las Vegas with their best friends. They meet by chance when they are given the same hotel room because of a computer error. After clearing up the misunderstanding and receiving and upgraded rooms and coupons to various clubs, they party and drink together and Joy and Jack end up getting married.
The next morning, they realize it was a mistake and decide to divorce. Before they do so, Jack uses a quarter Joy gave him in a slot machine. He hits a $3,000,000 USD jackpot and Joy reminds Jack they are married and is entitled to some of the money. The couple returns to New York, where they attempt to divorce. Their judge (Dennis Miller) declares that the couple cannot divorce until they attempt to co-exist for six months, while attending weekly sessions with a marriage counselor (Queen Latifah). If they work at the marriage but still want to divorce after six months, each will be permitted to keep half the winnings from Las Vegas. If either party does not cooperate, their fortune will be tied up in litigation by the judge.
The newlyweds devise more and more cunning schemes to undermine one another such as, Jack telling Joy that their counseling session is canceled to prove she's not committed, and Joy inviting hot girls to their apartment to try to get Jack to cheat on her. They do this to keep the other's share. At Joy's job retreat, Jack and Joy ironically find themselves developing an unexpected sexual attraction to one another and they soon realize that being with each other has brought out the best in both of them. After they get back from Vegas, it's time for the judge to decide what happens to the money. On her way to the hearing, Joy sees her ex-fiance Mason, and he tells her that he wants her back. He gives her back the engagement ring and tells her that she is good enough for him. This is what Joy told Jack earlier in the movie.
Joy realises that Jack set her up to get back with him, therefore cheating on him and letting Jack keep the money. Joy walks away from Mason and goes to the hearing. At the hearing, their marriage counsellor testifies that the couple truly tried to work on their marriage. The judge decides that they each get 1.5 million dollars, taking away taxes and the bills Joy had run up and Jack had spent on his new carpenting business. Joy tells the judge she doesn't want any money, and gives the engagement ring to Jack, telling him she officially doesn't want anything from him. Jack realises she knows that he talked to Mason. Joy ends up getting the promotion, but tells her boss that she would rather be happy doing nothing than doing something she hated and being miserable. This is exactly what Jack told Joy earlier in the movie.
The next scene is of Jack talking to his parents, and them telling him that it looked like he and Joy were actually in love. He realises he has made a big mistake, and goes to find her friend Tipper to find out where she is. Tipper tells Jack that she went crazy and quit her job, and that nobody knows where she is. Jack realises she has gone to a beach that she told him about, the only place that makes her feel truly happy. Jack asks her to be his wife (again) and she says yes. The movie ends with Jack telling her he hit the jackpot. During the credits, but after the movie offically ends, there's a scene showing what really happened when Jack and Joy got married intoxicated in Vegas.
About a further 20 seconds down into the credits, there's another scene where Tipper cames out her revenge plan on Mason by going round to his flat and punching him in the nuts.
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