Angelina Jolie and Brad Pitt tied the knot in an intimate wedding ceremony six years ago, and were one of this century’s top Hollywood’s power couples. Look back on their romance timelines.
Brad Pitt and Angelina Jolie wed in August 2014 after almost a decade together. A lot has changed in the six years since they exchanged their vows, as they eventually decided to go their separate ways, ending one of the most iconic Hollywood relationships. It’s hard to believe it’s been 15 years since Brad and Angie fell in love on the set of the action-packed 2005 film Mr. & Mrs. Smith. At the time of production, Brad was married to Friends star Jennifer Aniston, and ended up leaving her for his Smith co-star. After his divorce was finalized, the new couple went public and even adopted three children together — Maddox, 19, Zahara, 15, and Pax, 16.
In January 2006, it was revealed that Angie was expecting the couple’s first biological child — Shiloh Jolie-Pitt, 14, and they went on to welcome their twins, Vivienne and Knox, 12, roughly three years later. Though they were always committed to each other, it never crossed the minds of Brad or Angelina — coined “Brangelina” by the press — to become husband and wife. That is, until 2014, when they wed at their Château Miraval estate in Correns, France. The marriage wouldn’t last long. In 2016, the couple decided to go their separate ways, and became locked in a heated legal battle over the custody of their children.
Although this seems like enough drama to last a lifetime, both Brad and Angelina have their own romantic pasts, with previous marriages and plenty of fodder for the tabloids. HollywoodLife has broken down the iconic Hollywood couple’s most famous romances below!
Brad Pitt
Gwyneth Paltrow
One of Brad’s most high-profile relationships began in 1994, when he started dating actress Gwyneth Paltrow. The pair met while filming their flick Se7en and got engaged in 1996. The actor referred to her as “the love of his life” at the Golden Globe Awards, but remained mostly private about the details of their relationship. “We just wanted to keep it special. Keep it ours,” Brad told Rolling Stone about their relationship. Meanwhile, the Goop founder has also been quite candid over the years about their 1997 break up. “I was such a kid. I was 22 when we met,” she said in a 2015 interview with Howard Stern. “It’s taken me until 40 to get my head out of my ass. You can’t make that decision when you’re 22 years old…I wasn’t ready, and he was too good for me.”
Jennifer Anniston
Perhaps the only relationship that rivals the notoriety of Brad and Angie was Brad and Jen! The pair were initially set up on a blind date in 1998, and they quickly became Hollywood darlings, appearing on the front page of newspapers and magazines all over the world. Their 2001 wedding in Malibu cost more than $1 million, and they said their “I dos” on a multimillion dollar estate overlooking the Pacific with $20,000 worth of fireworks overhead. Of course, their breakup was followed just as closely by fans as their love story was. Brad left Jen for Angelina, and to add insult to injury, he made comments like this one to the New York Post: “It became very clear to me that I was so intent on trying to find a movie about an interesting life, but I wasn’t living an interesting life myself. I think my marriage [to Jennifer] had something to do with it: trying to pretend the marriage was something that it wasn’t.”
Angelina Jolie
Johnny Lee Miller
Angelina shot to fame as a teenager in Hollywood, and her first major relationship was with fellow actor Jonny Lee Miller. The pair met on the set of their 1995 flick Hackers, and had a whirlwind romance, tying the knot in a small ceremony the following year. Although there were no signs of trouble in paradise, the marriage lasted just one year, and their divorce was finalized in February 1999. Both Angelina and Jonny have talked about the split, saying it was amicable and that they have remained friends.
Billy Bob Thornton
Angelina’s second high-profile, whirlwind romance was with Billy Bob Thornton. The couple met while filming Pushing Tin in 1999 and married just months later in a Las Vegas ceremony in the year 2000. He was reportedly still engaged to ex Laura Dern at the time, making for plenty of scandalous headlines. Most interestingly, and most bizarrely, the pair became known for their strange rituals, like wearing vials of each other’s blood. After three years together, the couple divorced in May 2003.