A Walk Down Memory Lane: Reflecting on Brad Pitt’s Past Relationships

Brad Pitt and Angelina Jolie first met each other on the set of Mr. Mrs. Smith in 2003.

Angelina Jolie and Brad Pitt attend the Inglourious Basterds premiere held at the Palais Des Festivals during the 62nd International Cannes Film Festival on May 20, 2009 in Cannes, France

In 2003, Brad Pitt and Angelina Jolie, both well-known actors in Hollywood, crossed paths on the set of the action-comedy movie “Mr. and Mrs. Smith”. Their relationship quickly became the talk of the town as they were seen as one of the most iconic couples in the industry. During this time, Jolie was raising her child alone, while Pitt was still married to Jennifer Aniston, but they later separated in 2005. According to Jolie, their connection didn’t start with any immediate spark of attraction but rather grew into a strong relationship and friendship based on their work together. The couple went on to have six children and seemed inseparable for years, until they encountered challenging times that ultimately led to their divorce in 2016.

Angelina Jolie and Brad Pitt attend the Cinema for Peace Gala ceremony at the Konzerthaus Am Gendarmenmarkt during day five of the 62nd Berlin International Film Festival on February 13, 2012 in Berlin, Germany

During an interview with Parade magazine in 2018, Angelina Jolie shared details about her family life with Brad Pitt, revealing that they have a unique parenting system. The couple prioritizes their six children by avoiding simultaneous work schedules, and they take turns taking care of the kids. When one parent is working, the other is available for their children’s needs. Jolie shared that they are very domestic and lead a simple lifestyle. In 2012, Pitt revealed that their children had been pressuring them to get engaged. He acknowledged their desire and eventually, in April of that year, the couple confirmed their engagement.

Brad Pitt (L) and actress Angelina Jolie attend the Oscars held at Hollywood Highland Center on March 2, 2014 in Hollywood, California

Actors Brad Pitt and Angelina Jolie arrive at the 84th Annual Academy Awards held at the Hollywood Highland Center on February 26, 2012 in Hollywood, California

During their honeymoon in Malta, Brad Pitt and Angelina Jolie embarked on a unique experience by filming their self-written movie “By the Sea.” The plot revolved around a married couple’s sexual attraction to their neighbors, and it was the first time the couple acted together since “Mr. and Mrs. Smith” in 2005. Although the film was entirely for fun, Jolie’s life took a serious turn when she had her ovaries removed in March 2015. She received a blood test that detected early signs of cancer, and although tumor results were negative, Jolie chose to have her fallopian tubes and ovaries removed to decrease her chances of developing cancer. Jolie revealed that Pitt rushed to be with her when she shared the news with him, and those moments helped them realize the essential things in life. The couple made an appearance at the premiere of “By the Sea” on November 5, 2015.

Actors Angelina Jolie and Brad Pitt arrive at the AFI FEST 2015 presented by Audi Opening Night Gala Premiere of Universal Pictures' 'By The Sea' at TCL Chinese 6 Theatres on November 5, 2015 in Hollywood, California

Brad Pitt and Angelina Jolie created quite a stir during the premiere of their movie “By the Sea” in Los Angeles as they arrived hand in hand looking breathtaking. Pitt opted for a sharp black suit, while Jolie wore a white strapless dress accentuated with jewels. However, their picture-perfect relationship came to an end on September 20, 2016, when Jolie filed for divorce from Pitt citing irreconcilable differences. She asked for physical custody of their six children, but granted Pitt visitation without requesting spousal or child support. Jolie’s representative appealed for privacy during this difficult time. Pitt expressed sadness over the separation and prioritized his children’s well-being above all else. Finally, as of April 13, 2019, Pitt and Jolie legally became single after their separation.

Actors Angelina Jolie (L) and Brad Pitt inside at the 13th ANNUAL CRITICS' CHOICE AWARDS at the Santa Monica Civic Auditorium on January 7, 2008 in Santa Monica, California

angelina jolie, brad pitt