Billy Bob Thornton has always been a man whose personal life has attracted as much attention as his acting and directing career. Six marriages, a series of passionate, dramatic and sometimes unexpected relationships – it seems that only with his sixth wife did he finally find the stability he had been looking for so long.

In 1986, he married actress Toni Lawrence, but they separated just a few years later. In 1990, he tried to build a life with singer and actress Cindy Williams, but this union also proved short-lived. By this point, it was clear that Thornton was not yet ready for a long-term relationship.

In 1993, he married model Petra Cernak. The couple had two sons, Harry James and William, but their home life was far from ideal. There were rumors of trouble behind closed doors, and in 1997, Petra filed for divorce, claiming Thornton had been abusive.

The real whirlwind began in 2000, when Billy Bob married actress Angelina Jolie. Their relationship was turbulent, and they made headlines by exchanging vials of blood, getting matching tattoos, and giving each other bizarre gifts like cemetery plots. But after three years, Jolie cooled off to these eccentric displays of affection and left. Thornton was devastated, and vowed never to marry again.
But in 2014, after 11 years together, he and Connie Angland secretly tied the knot in a low-key ceremony, and it wasn’t until two years later that Thornton spoke about his marriage in an interview.

Over the years, Connie became more than just a wife to Thornton; she helped him through tough times, withstand the pressure of critics, and find balance in his life. In 2024, Thornton noted with surprise that he was the last living actor on Hollywood’s list of most married actors.

Today, Billy Bob Thornton and Connie Angland continue to live happily together. They attend public events, support each other’s careers, and seem content. Perhaps this sixth marriage is the one – the last and true one.