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Billy Bob Thornton’s Dating History: Angelina Jolie and More


Billy Bob Thortons Dating History

Angelina Jolie, Connie England and Billy Bob Thornton Getty Images (2)

Billy Bob Thornton has been married six times, but once said he intended to call it quits at five wedding ceremonies.

During an interview in 2008 with Maximthe Oscar winner said he “probably wouldn’t” tie the knot again, noting that he thought it would be best for his then-girlfriend Connie England.

“I told Connie I didn’t want to put her through that. We are doing fine. We’ve been together for four years now. We have a child together,” Thornton said at the time. “If we get married, then the press will start calling her, ‘No. 6.’”

Despite his misgivings, Thornton married Angland in 2014, and they have been together ever since. The couple share daughter Bella, who they welcomed in 2004.

Angelina Jolie dating history


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Before settling down with Angland, Thornton had relationships with A-listers including Angelina Jolie a Laura Dern. Keep scrolling to check out her dating history:

Melissa Lee Gatlin

The actor was married to Gatlin between 1978 and 1980. In 1979, they welcomed her daughter Amanda, who was sentenced to 20 years in prison in 2008 for the death of her friend’s one-year-old daughter. The Florida Innocence Project began representing Amanda in 2015, claiming the child’s death was completely accidental. She was released from prison in 2020 after serving 8 and a half years.

Tony Lawrence

Thornton married Lawrence in 1986, but their union was short-lived; The pair separated in 1997 and divorced in 1998.

Cynda Williams

Billy Bob Thortons Dating History

Cynda Williams Amy Graves/Image Wire)

Thornton married Williams in 1990 after meeting her on the set of her writing debut One Wrong Move. They divorced before the film’s release in May 1992.

Pietra Dawn Cherniak

Billy Bob Thortons Dating History

Billy Bob Thornton and Pietra Dawn Cherniak Steve Starr/CORBIS/Corbis via Getty Images

Thornton and the first Playboy The model tied the knot in 1993 and welcomed sons William and Harry in 1993 and 1994, respectively. They divorced in 1997.

Laura Dern

Billy Bob Thortons Dating History

Billy Bob Thornton and Laura Dern KMazur/Wire Image)

On the heels of his fourth divorce, Thornton began dating Dern in 1997. He then met Jolie on the set of the 1999 film Pushing a Tin and married her secretly in 2000, while she was still dating Dern.

“I left our home to work on a movie, and while I was away, my boyfriend got married, and I’ve never heard from him again,” Dern said. Talk magazine in 2000, per ABC. “It’s like sudden death. Because there has been no closure or clarity.”

Angelina Jolie

Billy Bob Thortons Dating History

Billy Bob Thornton and Angelina Jolie L. Cohen/Image Wire)

Jolie and Thornton’s romance was controversial from the start. After spontaneously tying the knot in Las Vegas, the couple raised eyebrows in 2001 when they started wearing necklaces filled with each other’s blood. Thornton addressed the necklaces – and the public reaction to them – while speaking to students at Loyola Marymount University in 2014.

“We were apart a lot because she doesn’t do it Tomb Raider and i do Dance of the Monster. … She thought it would be interesting and romantic if we took a few razor blades and sliced ​​our fingers, spreading a little blood on these locks. And you wear it around your neck just like you wear your son or daughter’s baby hair in one. The same,” he explained. “From that, we wore quart jars of blood around our necks. And we were vampires and we lived in a dungeon.”

Thornton and Jolie, who had a 20-year age gap, announced their plans to adopt Maddox’s son in 2002, but Jolie later completed the adoption on her own. She and Thornton separated in 2002 and divorced the following year.

“I remember our time together was really great,” Thornton said of Jolie during a 2018 interview for the “HFPA in Conversation” podcast series. “We had different lifestyles. Hers is a global lifestyle and mine is an agoraphobic lifestyle. So, that’s really – that’s probably the only reason we’re not still together, maybe, because of a different path in life that we wanted to take. “

Angelina Jolie Through the Years


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Thornton said that later he and Jolie remained “good friends” during a screening of the 2019 Tribeca Television Festival of Goliath.

Connie England

Billy Bob Thortons Dating History

Connie England and Billy Bob Thornton Axelle/Bauer-Griffin/FilmMagic)

Thornton met Angland shortly after he and Jolie divorced. They welcomed daughter Bella in 2004 but they didn’t tie the knot until 2014. During the 2015 appearance on The Late Late Show With James CordenThornton said the couple decided to marry mainly because of their daughter.

“After a while, it was like, ‘Why aren’t my mom and dad married after 12 years?'” she explained. “The reason I didn’t want to (get married at first) is that my marriages were always very short, and I don’t like trying to fix things that aren’t broken. I said, ‘Look, I have a pretty bad record, and things are going well.'”

Although marriage wasn’t as important to him the sixth time around, Thornton has credited Angland with pulling him out of the slump when they met on the set of Bad Santa Claus in 2003.

“(Connie) Carrie’s sister was a makeup artist on Bad Santa Clausand he said, ‘My sister is going to visit, and I had a feeling you were really going to like her.’ And, sure enough, I did. And we were together within maybe a few months. She kind of (dragged) me out of the gutter, which was great,'” Thornton said during a November 2024 appearance on The Drew Barrymore Show. “We’ve been together longer than if you put the other five (marriages) together, it’s more time.”



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