Angelina Jolie and Billy Bob Thornton got the opportunity to spend time together while filming the 1999 movie “Pushing Tin.” They ended up falling in love and tying the knot in 2000. According to Grazia Magazine, the couple chose to end their relationship a few years later — Thornton said that they “had different lifestyles.” He added, “Hers is a global lifestyle and mine is an agoraphobic lifestyle. So, that’s really — that’s the only reason we’re probably not still together, maybe, because of a different path in life we wanted to take.” Meanwhile, Jolie told Vanity Fair later that she was interested in “learning about other countries and becoming more politically active” while her ex-husband only concentrated on making more music.

They were still married to each other when the actress decided to adopt her son, Maddox, but they went their separate ways a few months after Maddox came into their lives. Speaking about the separation, Jolie said, “He wasn’t, uh, ready [to look after a kid] … but, uh, he sent me his love. It’s kind of, uh … tragic.” Jolie didn’t communicate with Thornton for over a year after their separation but got back in touch with him later and said that he was a good person. Meanwhile, according to a GQ piece, Billy Bob Thornton once said that he didn’t feel like he deserved to be with Jolie and said, “I never felt good enough for her.”