#26: Princess Diana and King Charles
Duration of Relationship: 15 years (1981–1996)
The breakup between Princess Diana and Prince Charles in 1992 unraveled one of history’s most iconic royal marriages. After years of tension, infidelity—most notably Charles’s affair with Camilla Parker Bowles—and public strain, the couple separated.

Their marriage, once seen as a fairytale, had become a painful and public breakdown, with Diana famously stating, “There were three of us in this marriage.” Despite their shared role as parents to Princes William and Harry, their emotional distance grew insurmountable. Their divorce was finalized in 1996, marking a turning point in royal history and Diana’s journey.