2. Jerry Hall and Mick Jagger
When the native Texan wed the lead singer of iconic British rock band The Rolling Stones in 1990, the former top model probably thought this was her moment to exhale. The couple had been dating since 1977 and had a total of four children together. But the two annulled their union in 1999 after it was revealed that Jagger had fathered a child with another woman. To make matters worse, Jagger contested the validity of their common law marriage, performed during a Hindu ceremony, to ensure Hall didn't walk away with the $50 million she asked for. Hall later attempted to reboot her romantic life on television, with the short-lived reality competition Kept, where gorgeous men competed to be her personal boy toy. While infidelity continues to be the theme, greed was the nail in the coffin that kept this union from ending amicably.