In 2004, the great debate of Angelina (Jolie) versus Jennifer (Aniston) started. Jolie was cast opposite fellow actor Brad Pitt in the hit film "Mr. and Mrs. Smith." They fell in love on set, but Pitt was still married to actor Jennifer Anniston at the time (via The New York Times). Jolie and Pitt's relationship bloomed in 2005, after coming out as an official couple. 

In October 2005, it was revealed that Pitt had adopted Jolie's children, Maddox and Zahara. Jolie recounted to People about the moment they became a family, "One day Maddox just out of the blue called him Dad. It was amazing." A few months later, they announced that they were expecting their first child together, Shiloh (via PopSugar). In 2007, they adopted Pax and one year after, she became pregnant with twins, Knox and Vivienne. Pitt and Jolie finally got engaged in 2012, when Jolie was sporting a $1 million engagement ring and they tied the knot in their French Chateau in an intimate ceremony two years later (via Glamour). 

Then Brangelina fans' hearts broke everywhere when it was announced in 2016 that the couple filed for divorce. For the past five years, many updates have come about their divorce. Things were cordial and calm until 2020, when the custody battles hit a boiling point (via The Cut). As of 2021, Jolie seems to be focusing on her kids for a while.