Angelina Jolie's Detailed Dating Journey: Turn the clock back

Fans of Angelina have long debated about her personal life in addition to her films! Fans have constantly watched the actress throughout her career, following everything from her philanthropic work to her love life. She has been married three times over the course of her career. Learn all there is to know about Angelina's past relationships right here!

Timothy Hutton

Okay, so this hasn't been *officially* proven, but Angelina and Timothy Hutton may have had a casual relationship while Playing God was being filmed in 1997. If they did, it was probably kept very quiet because Miller was Angelina's husband at the time. But I have no interest in that.

Jonny Lee Miller

One of Angelina's early breakthrough performances in the 1995 film Hackers brought about her first prominent romance. Angelina began dating her co-star, 49-year-old Jonny Lee Miller. After the production was over, the two started dating, and they later got married in March 1996. During an interview with The New York Times, Angelina talked openly about the impromptu wedding. "All of a sudden, you're married. And you think, "Oh, I'm now half of a pair." I've been lost. After one year of marriage, the couple decided to separate, and their divorce was granted in 1999. Despite the divorce, the exes seem to be on good terms! The Hackers stars were spotted getting dinner together in Los Angeles in October 2021, and the actress even reportedly introduced her ex to her sons.

Val Kilmer

Following their encounter while filming 2004's Alexander, Angelina briefly dated Val Kilmer. Even though their relationship was brief, it seems to have had an influence. When people ask how she is, I reply she's like other women and other superstars, except MORE, he said in his autobiography, describing her as "probably the most soulful and serious" companion he has ever had. I can only hope that my former lovers are praising me in similarly lyrical ways.

Jenny Shimizu

While the two were producing the film Foxfire, Angelina got to know 54-year-old model and actress Jenny Shimizu. They looked to have an on-and-off relationship from 1996 to 2000, yet the actual timing of their connection is unclear. According to Cosmopolitan, The Salt actress gushed about Jenny in a 1997 Girlfriends interview. If I hadn't already married my husband, I most likely would have wed Jenny Shimizu. She remarked at the time, "I fell in love with her the moment I saw her.

Billy Bob Thornton

Following the formalization of her divorce from Jonny, Angelina wed 66-year-old actor Billy Bob Thornton in 2000. The two quickly rose to fame in the media thanks to their odd-looking displays of affection, such as wearing vials of each other's blood around their necks. In spite of how bizarre it sounds, the Bad Santa actor claimed in a 2018 interview with the HFPA's In Conversation podcast that the actress returned home with a "basic" kit and that it was lot less gory than it seems. "'Hey, let's puncture our finger with a pin and dab some on there. When we're apart, we'll wear the necklace.'"

Brad Pitt

While they were filming the 2005 movie Mr. and Mrs. Smith, Angelina met her third husband, Brad Pitt, who would become her most well-known relationship. After going public with their relationship in 2006, the couple spent the next 12 years being referred to as "Brangelina."