Intolerable Cruelty (2003)

George Clooney plays Miles Massey, a celebrated divorce lawyer (and author of the “Massey Pre-Nup”), who successfully represents millionaire Rex Rexroth in divorce proceedings against his wife, Marylin (Catherine Zeta-Jones), leaving her with nothing. Marylin wants revenge.

Soon, Marylin shows up at Massey’s office with a new fiancé, millionaire Howard Doyle (Billy Bob Thornton). She signs the Massey Pre-Nup and invites Miles to their wedding. During the ceremony, Howard rips up the pre-nup and eats it to demonstrate his love. But the marriage ends in divorce, making Marylin a rich woman.

Marylin meets up with Miles at a convention of NOMAN (the National Organization of Marital Attorneys Nationwide) at Caesar’s Palace, where they impulsively get married, ripping up their own pre-nup in the process. Instead of delivering the convention’s keynote address as planned, a chastened Miles tells the conventioneers he is giving up his divorce practice in order to do pro bono work in East Los Angeles.

But while celebrating his life-changing decision, Miles discovers that Howard Doyle is actually an actor, that Marylin is broke, and that by ripping up the prenuptial agreement he has left his wealth fatally exposed.