George Clooney (The Ides of March)
Catherine Zeta Jones (Red 2)
Geoffrey Rush (The King’s Speech)
Cedric The Entertainer (Serving Sara)
Bruce Campbell (Ash vs Evil Dead)
Edward Hermann (The Cat’s Meow)
Paul Adelstein (Bedazzled)
Richard Jenkins (The Cabin In The Woods)
Julia Duffy (Scream Queens)
Billy Bob Thornton (Bad Santa)
Stacey Travis (Mystery Men)
Kristin Dattillo (Cornado)
Donovan Donaly (Geoffrey Rush) a TV soap opera producer, comes home early and finds his wife Bonnie (Stacey Travis) with her ex-boyfriend, Ollie (Jack Kyle). Bonnie hires Miles Massey (George Clooney), a top divorce attorney and the inventor of the “Massey pre-nup”, a completely foolproof prenuptial agreement. Miles wins the divorce case, leaving Donaly with nothing.
Private investigator Gus Petch (Cedric the Entertainer) is tailing the wealthy and married Rex Rexroth (Edward Herrmann) on a drunken night out with a blonde. When they stop at a motel, Gus bursts in and tapes them with a video camera. He takes the evidence of infidelity to Rex’s wife, Marylin Rexroth (Catherine Zeta-Jones), whose primary motivation is obtaining wealth and independence via divorce. Rex hires Miles, and Marylin’s friend, a serial divorcée named Sarah Sorkin (Julia Duffy), warns Marilyn that Miles will be a dangerous opponent.
Marylin and her lawyer, Freddy Bender (Richard Jenkins), fail to reach an agreement with Miles and Rex. Bored Miles asks the fascinating Marylin to dinner, where they flirt. The next day he is able to find a witness with his assistant’s help to expose her. In court, Marylin feigns an emotional breakdown over Rex’s apparent cheating on her. However, Miles isn’t fooled by this and gets the Baron Krauss von Espy (Jonathan Hadary) to testify that she had asked him to arrange a marriage to a man who was very rich, easily manipulated, and likely to be unfaithful, proving that Marylin’s testimony was indeed a lie. Marylin winds up with nothing, and Miles’s aged boss, Herb Myerson (Tom Aldredge), congratulates him.
Marylin wants revenge, and finds broke soap-producer Donaly living on the street, still clutching his Emmy statuette. She offers him a chance to reclaim his lost glory if he helps her. Donaly agrees and they begin their revenge on Miles. Soon after, Marylin shows up at Miles’s office with a person she says is her new fiancé, supposedly an oil millionaire named Howard D. Doyle (Billy Bob Thornton). Marylin insists on the Massey prenup, but Miles sees Howard destroy it during the wedding, in a demonstration of love.
Visiting Las Vegas to give the keynote address at a convention for divorce attorneys, Miles bumps into Marylin, who says she is now disenchanted with her wealthy but lonely life, having divorced Howard and received the vast Doyle Oil fortune. Miles is thrilled, and they marry on the spur of the moment. He signs the Massey prenup, but she tears it up. The next morning a disheveled Miles announces at the convention that love is the most important thing, and that he is abandoning divorce suits in favor of pro-bono work. Then Miles discovers that “Howard D. Doyle” was just an actor from one of Donaly’s soap operas. Marylin has tricked him, and now his wealth is at risk. Miles’ boss demands that something be done to save the firm’s reputation, and suggests the hitman “Wheezy Joe” (Irwin Keyes), whom Miles hires to kill Marilyn. Miles then learns that Marylin’s ex-husband Rex has died without changing his will, leaving her millions. Miles rushes to save his wife from the hitman, but Marilyn has already agreed to pay him double to kill Miles instead. There is a struggle and in the confusion Wheezy Joe mistakes his gun for his asthma inhaler, and kills himself.
Later, Miles, Marylin and their lawyers meet to negotiate a divorce. Miles pleads for a second chance and retroactively signs a Massey prenup. She tears it up, and they kiss. Marylin then tells Miles that to get Donaly’s help for supplying Doyle, she suggested an idea to him for a TV show: Gus Petch becomes the host of a big hit, America’s Funniest Divorce Videos.
As entertainment goes this film was laugh out loud at points all the way through. It has a good pace and never drags, and it was visually interesting, unpredictable and clever.