In 1995, Angelina married Hackers co-star Jonny Lee Miller, wearing black leather trousers and a white top with her groom's name reportedly scribbled in her own blood.
The marriage lasted a year, after which he went on to date Kate Moss among others, while Jolie had her first openly gay relationship, a brief fling with actress Jenny Shimizu, in 1998.
In 2000, Jolie married Academy Award-winning actor Billy Bob Thornton in Las Vegas. Throughout their relationship, they were said to wear vials of each other's blood on matching necklaces.
Previous loves: Husband number one was British actor, Jonny Lee Miller, in 1995, left, followed by Billy Bob Thornton in 2000
That same year, Jolie caused a stir when she and her producer brother, James Haven, shared a passionate kiss at the Oscars after she won the award for Girl, Interrupted.
Her marriage to Thornton lasted just three years, and after they divorced one of his former wives claimed they split because Thornton did not share Jolie's desire for children.
The actress adopted her first child, Cambodian-born Maddox, in 2002 when he was seven months old, and in 2005 she adopted Zahara, a six-month-old little girl from Ethiopia.
Also in 2005 Jolie was involved in a scandal when it was claimed she was the reason for the divorce of Brad Pitt, then her co-star in the film Mr & Mrs Smith, and Jennifer Aniston. Jolie repeatedly denied the suggestion and did not comment publicly on their relationship until January 2006 when she announced she was pregnant with their first child.
Mr Right: Jolie co-starred with Brad Pitt in the 2005 film Mr & Mrs Smith, and announced she was pregnant by him the following year
Shiloh Pitt was born in 2006, and the following year the couple dubbed 'Brangelina' adopted Pax, a four-year-old boy from Vietnam. In 2008, Jolie gave birth to twins, a girl named Vivienne and a boy named Knox.
In 2012, Jolie co-founded the Preventing Sexual Violence Initiative (PSVI) with then-Foreign Secretary, William Hague, after Hague saw Jolie's 2012 film about Bosnian rape camps, where women were kept prisoner and only released when they were pregnant, Land of Blood and Honey.
Last year the actress announced in a New York Times article that she had a preventative double mastectomy because she carries the 'faulty' gene BRCA1, which sharply increases her risk of developing breast cancer and ovarian cancer.
The month after she underwent eight hours of surgery, removing the breast tissue and replacing it with a temporary filler, Jolie made a humanitarian trip to the Congo with British Foreign Secretary William Hague as part of a UN initiative. She reportedly fainted in a bathroom during the trip.
In April she visited a Women In The World summit in New York, before flying to London later that month to attend the G8 meeting, before having reconstructive breast surgery.
After learning she carried the BRCA1 gene Jolie, whose mother Marcheline died of ovarian cancer, took the decision to undergo a hysterectomy next year.
Jolie married Pitt in the south of France this summer in an Atelier Versace dress decorated with drawings by her young children.
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