Lionel Richie divorce $20 million
Estimated settlement: $20 million
Richie, then 36 and married, met the 18-year-old backup dancer at the 1984 Olympics in Los Angeles. Richie, divorced from his first wife in 1993, married Diane by 1996. The Richies became tabloid favorites when Diane filed for divorce in 2004 and detailed their lavish lifestyle in her alimony petition. Among her claims: a monthly clothing allowance of $15,000; $50,000 a month for manicures, massages and other personal services; and a plastic surgery budget of $20,000 a year.