Celebrity cheating rumors are nothing new in Hollywood, but some people attract more gossip than others. One such star is actor Billy Bob Thornton, who is rumored to have been involved in multiple affairs (and to have had six) during his illustrious career. The most famous example, of course, is Thornton’s rumored affair with his fifth wife, Angelina Jolie. their romance It is believed It started when he was engaged to actor Laura Dern. Dern admitted to Talk Magazine in 2000, “I left my house to work on a movie, and while I was away, my boyfriend got married, and I never heard from him again.” ABC News).
How Thornton ended their relationship remains a mystery. He hasn’t said anything about Dern. However, the former lovers had a near-miss at the 2017 Golden Globes, when cameras caught Dern reacting (just barely) to Thornton walking past her to accept his Best Actor award. It’s safe to say there was no lack of love on Dern’s part.
But it is not that Thornton and Jolie were always happy. Her two-year marriage and divorce after she started dating Brad Pitt was old news. Despite their short-lived marriage, Thornton has maintained a friendly relationship with Jolie over the years. “He and I are still very close friends,” he said. rolling stone In November 2025. “And that was what actually became a civilized breakup. We just drifted apart because our lifestyles were too different.”
Did Billy Bob Thornton have an affair with this trio of actors?
Billy Bob Thornton married his sixth wife, Connie Englund, in 2014. But they have been together for a long time. Speaking with Rolling Stone, he revealed that they had been together for 23 years, with their relationship beginning shortly after his marriage to Angelina Jolie ended. But despite finally finding her forever love, things haven’t gone right. In 2008, Thornton’s team denied the rumor that he was cheating on England with his “Manure” co-star, Tea Leoni. His representative said, “Billie and Tee are just friends.” Excessive). “They recently finished shooting a film (‘Khaad’) together.”
Meanwhile, in October 2024, Halle Berry directly addressed the rumor that she and Thornton were not acting at all during their erotic love scene in 2001’s “Monster’s Ball.” Discussing his Oscar-winning performance at “Armchair Expert” Podcast, Berry told, “We had this very explicit love scene. There’s an urban legend that we were actually fucking, and that’s not true.” She later said, “It has driven me secretly crazy all these years.” Thornton, who was still engaged to Angelina Jolie, agreed with his assessment.
Finally, Johnny Depp also accused his ex-wife Amber Heard of sleeping with Thornton during their marriage. Thornton also denied the claims.