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Kevin Costner and Cindy Silva
Notice a trend here? The titans of the '80s and early '90s apparently weren't hip to prenups, and the women married to them during their ascent to fame often benefited as a result. When Silva and Costner's marriage ended after 16 years in 1994 (after "Bull Durham" but before box office bombs like "Waterworld" and "The Postman"), Silva reportedly received $80 million.