Brad Pitt and Angelina Jolie’s Relationship: A Look Back

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
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

Michel Dufour/WireImage

Brad Pitt and Angelina Jolie were one of Hollywood’s most iconic “it” couples.

The former pair first met in 2003 while portraying the role of husband and wife in the film Mr. & Mrs. Smith. Jolie was enjoying being a single mother, and Pitt was still married to Jennifer Aniston (the two later split in 2005). Looking back, Jolie recalled to Vogue that it wasn’t really love at first sight; she and Pitt just made a good team.

“Because of the film, we ended up being brought together to do all these crazy things, and I think we found this strange friendship and partnership that kind of just suddenly happened,” Jolie told the publication in 2007.

She continued, “I think a few months in I realized, ‘God, I can’t wait to get to work.’ … Anything we had to do with each other, we just found a lot of joy in it together and a lot of real teamwork.”

The former couple shares six children together: sons Maddox and Pax Thien, daughters Zahara Marley and Shiloh Nouvel and twins Knox Léon and Vivienne Marcheline.

RELATED: Brad Pitt & Angelina Jolie’s Judge Disqualified from Case, Pitt Says ‘Facts Haven’t Changed’

While the former couple shared a lot of happy moments, they also had hard times. On Sept. 20, 2016, Jolie filed for divorce from Pitt, citing irreconcilable differences.

From their joint movie projects to their top-secret wedding in France, here’s a look back at Brad Pitt and Angelina Jolie’s relationship.

2003: Brad Pitt and Angelina Jolie meet on the set of Mr. & Mrs. Smith

Angelina Jolie and Brad Pitt attend "The Curious Case Of Benjamin Button" Los Angeles Premiere at Mann's Village Theater on December 8, 2008 in Los Angeles, Ca
Angelina Jolie and Brad Pitt attend “The Curious Case Of Benjamin Button” Los Angeles Premiere at Mann’s Village Theater on December 8, 2008 in Los Angeles, Ca

ANDREAS BRANCH/Patrick McMullan via Getty

The actors first crossed paths while filming the spy thriller Mr. & Mrs. Smith, in which they play married assassins. At the time, Pitt was still married to Aniston while Jolie had recently separated from ex-husband Billy Bob Thorton.

“I didn’t know much about exactly where Brad was in his personal life,” Jolie recalled in a January 2007 Vogue interview. “But it was clear he was with his best friend, someone he loves and respects.” Jolie and Pitt remained friends throughout filming.

January 7, 2005: Brad Pitt and Jennifer Aniston separate

On Jan. 7, 2005, Pitt and Aniston announced their separation. “We would like to announce that after seven years together we have decided to formally separate. For those who follow these sorts of things, we would like to explain that our separation is not the result of any of the speculation reported by the tabloid media. This decision is the result of much thoughtful consideration,” Pitt and Aniston said in a joint statement to PEOPLE.

Aniston officially filed for divorce in March of that year, which was finalized on October 2.

2005: Angelina Jolie travels to Ethiopia to adopt daughter Zahara Marley

While Angelina Jolie adopted her first son, Maddox, in 2002 from Cambodia, in the summer of 2005, Jolie became a mother of two after adopting newborn Zahara in Ethiopia. The Eternals actress wasn’t sharing too many details at the time, but she did tell PEOPLE that she and Maddox were “happy to have a new addition to our family.” Pitt accompanied Jolie to Ethiopia.

“Angie’s over the moon,” a source close to Jolie told PEOPLE. “It’s a dream come true. She’s always wanted to extend her family.”

January 2006: The last names of Angelina Jolie’s children are changed to Jolie-Pitt

Brad Pitt, nominee Best Performance by an Actor in a Supporting Role in a Motion Picture for "Babel" and Angelina Jolie
Brad Pitt, nominee Best Performance by an Actor in a Supporting Role in a Motion Picture for “Babel” and Angelina Jolie

George Pimentel/WireImage

In January 2006, the couple hit a milestone in Pitt’s journey to legally adopting Jolie’s two children, Maddox and Zahara. A Los Angeles judge approved the couple’s name-change petition, which requested that Maddox and Zahara’s last names be legally changed to Jolie-Pitt.

“It’s the idea that you love one another and you want to create a family together,” a friend of the couple told PEOPLE at the time. “What’s beautiful is you can do it by birth (or) by adoption.”

May 27, 2006: Brad Pitt and Angelina Jolie welcome daughter Shiloh Nouvel

Jolie and Pitt welcomed their first child together on May 27, 2006, a daughter named Shiloh. She was born in Cottage Hospital in Swakopmund, in the African country of Namibia. The name Shiloh is biblical and translates to “the peaceful one.”

Representatives of both actors had confirmed to PEOPLE on Jan. 11, 2006 that Jolie was expecting. Jolie first revealed the baby news at a charity center in Santo Domingo, Dominican Republic.

September 2006: Brad Pitt says he and Angelina Jolie will marry when everyone can

In a 2006 Esquire interview, Pitt told the outlet that wedding bells will be in his and Jolie’s future once every couple is legal to do the same. “Angie and I will consider tying the knot when everyone else in the country who wants to be married is legally able,” Pitt said.

He also touched on their growing family, including newborn Shiloh, and the process of legally adopting Maddox and Zahara. “They’re as much of my blood as any natural born, and I’m theirs. That’s all I can say about it. I can’t live without them. So: Anyone considering (adoption), that’s my vote,” Pitt said.

December 2006: Brad Pitt and Angelina Jolie make their red carpet couple debut 

Angelina Jolie and Brad Pitt during "The Good Shepherd" - New York Premiere - Outside Arrivals at Ziegfeld Theater in New York City, New York, United States
Angelina Jolie and Brad Pitt during “The Good Shepherd” – New York Premiere – Outside Arrivals at Ziegfeld Theater in New York City, New York, United States

James Devaney/WireImage

The New York City premiere of The Good Shepherd marked the pair’s first red carpet appearance as an official couple.

January 2007: Angelina Jolie publicly addresses their relationship for the first time

Jolie got extremely candid about her relationship with Pitt and how it started in Vogue‘s January 2007 issue.

“It took until, really, the end of the [shooting Mr. and Mrs. Smith] for us, I think, to realize that it might mean something more than we’d earlier allowed ourselves to believe. And both knowing that the reality of that was a big thing, something that was going to take a lot of serious consideration,” she said.

The pair was all about taking things slow, but it was Maddox who helped nudge them along. “[Maddox] just out of the blue called him Dad,” Jolie recalled. “It was amazing. We were playing with cars on the floor of a hotel room, and we both heard it and didn’t say anything and just looked at each other. So that was probably the most defining moment, when he decided that we would all be a family.”

March 2007: Angelina Jolie travels to Vietnam to adopt son Pax Thien

Jolie adopted 3-year-old Pax — whose name means peaceful sky — from Tam Binh orphanage in Vietnam in March 2007. Big brother Maddox accompanied his mom; Pitt was not in attendance due to a scheduling contract with a film he was working on.

Jolie’s name was the only one to appear on the adoption application as she and Pitt weren’t married at the time, and it’s harder for an unmarried couple to adopt under Vietnamese law. But in February 2008, an L.A. County Children’s Court judge approved Pax’s adoption, and consequently, legally changed Pax’s last name to Jolie-Pitt.

“You can imagine what courage it takes to be in all new surroundings, with new people and a new language. He is very strong,” Jolie told PEOPLE following the adoption.

February 23, 2008: Angelina Jolie debuts a baby bump at the Independent Spirit Awards

Though the couple hadn’t publicly confirmed Jolie’s pregnancy, Pitt and Jolie walked the red carpet together at the 2008 Film Independent Spirit Awards, where the actress debuted her growing baby bump.

May 27, 2008: Brad Pitt and Angelina Jolie rent a French chateau

With four children and two on the way, Pitt and Jolie signed a three-year lease for Château Miraval, an 880-acre estate in Correns, France. Reportedly valued at $70 million in 2008, the property came with its own private vineyard, olive groves, lake, moat, fountains and a forest.

Jolie told reporters at the 2008 Cannes International Film Festival that French is a “second language” in her family’s home and she was considering giving birth to her impending twins in France.

Pitt and Jolie officially purchased the property in 2012 and launched the wine business Miraval Wines.

July 2008: Angelina Jolie says humanitarianism and philanthropy brought her and Brad Pitt closer

Jolie has been an outspoken humanitarian all her life, but in Vanity Fair‘s July 2008 issue, she explained it was the philanthropic work Pitt did privately that really brought their worlds together.

“Though he wasn’t as publicly active, I found him to be very aware of the world, very curious, very compassionate,” Jolie told the publication. “In his private way, he had been doing a lot. When we met, we realized our common goals were that we both wanted to be involved in the world and see what we could do.”

She continued, “We have similar interests but different approaches. He’s more involved in rebuilding New Orleans, environmental issues, green sustainability. I am more refugees. But when it comes to common goals — orphans, orphans’ rights, children — we support each other. It brings us together and makes our relationship work.”

July 12, 2008: Brad Pitt and Angelina Jolie welcome twins Knox Léon and Vivienne Marcheline

Jolie and Pitt’s fraternal twins, son Knox and daughter Vivienne, came into the world on July 12, 2008, in Nice, France. Knox arrived just one minute before his sister.

“It is chaos, but we are managing it and having a wonderful time,” Jolie told PEOPLE in her July cover story. The couple and their four other children relocated to Château Miraval for the summer ahead of the twins’ arrival.

“[Shiloh] and Z pick out [the twins’] clothes and help change and hold them,” Jolie continued. “It’s sweet – they are little mommies.”

July 2010: Angelina Jolie reveals how she and Brad Pitt juggle their busy schedules

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
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

Pascal Le Segretain/Getty

In a 2018 Parade interview, Jolie explained that she and Pitt never take on projects at the same time so that one of them is always available for their six children.

“He takes the kids to school; he visits me on set with the kids. I’m home for dinner, or I’m there for breakfast. We’re together all the time. We plan,” Jolie said.

“There’s never a period when Brad and I are pulled apart. We are not separated for more than three days, ever,” she continued. “We’re very homebound. We’re very much Mommy and Daddy in our pajamas.”

January 29, 2012: Brad Pitt says their kids are eager for them to get engaged

While speaking with CBS News, Pitt revealed that he and Jolie were “getting a lot of pressure from the kids” to get engaged.

“It means something to them and they’re, you know, they have questions when their friends’ parents are married and why is that?” Pitt said. “We will someday. We will. … [But the kids say], ‘Get mommy a ring!’ Okay, I will, I will.”

April 2012: Brad Pitt and Angelina Jolie confirm they’re engaged

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

Ethan Miller/WireImage Brad Pitt and Angelina Jolie in March 2014

On April 12, 2012, Pitt’s manager Cynthia Pett-Dante confirmed to PEOPLE that the couple was officially engaged.

“Yes, it’s confirmed,” Pett-Dante said. “It is a promise for the future and their kids are very happy. There is no date set at this time.”

A day earlier, the bride-to-be had privately debuted her new engagement ring while attending a function at the L.A. County Museum of Art. An independent expert told PEOPLE at the time that the ring potentially weighed more than 10 carats, with a price tag of $1 million, though the couple never confirmed the sparkler’s details.

May 14, 2013: Angelina Jolie shares she had a preventative double mastectomy

In a New York Times op-ed piece called “My Medical Choice,” Jolie shared that in February 2013, she elected to have a double mastectomy after genetic tests revealed she had BRCA1. She was told there was an 87 percent chance that she could develop breast cancer. Jolie’s mother, actress Marcheline Bertrand, died from breast cancer in 2007.

Jolie also publicly thanked Pitt for his support. “I am fortunate to have a partner, Brad Pitt, who is so loving and supportive,” she wrote. “So to anyone who has a wife or girlfriend going through this, know that you are a very important part of the transition.”

“We knew this was the right thing to do for our family and that it would bring us closer. And it has,” she penned.

August 23, 2014: Brad Pitt and Angelina Jolie tie the knot in an intimate destination wedding

Surrounded by 20 of their closest friends and relatives, including their six children, Pitt and Jolie said “I do” on August 23, 2014. The very private wedding ceremony took place in the chapel of Château Miraval, the family’s estate in the French village of Correns.

PEOPLE reported that Jolie walked down the aisle with her eldest sons Maddox and Pax, while Zahara and Vivienne served as flower girls and Shiloh and Knox as ring bearers. The couple tapped a very special baker for their wedding cake: Pax. The Jolie-Pitt clan even helped their parents write their vows.

“It was important to us that the day was relaxed and full of laughter,” the couple told PEOPLE. “It was such a special day to share with our children and a very happy time for our family.”

Jolie shared that her wedding gown was designed by Atelier Versace tailor Luigi Massi, in conjunction with her children. The dress and veil were embellished with the kids’ art drawings.

“Luigi is like family to me and I couldn’t imagine anyone else making this dress,” Jolie said. “He knows and cares for the children and it was great fun putting it together.”

August 29, 2014: Brad Pitt and Angelina Jolie film By the Sea on their honeymoon

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
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

Frazer Harrison/Getty

Pitt and Jolie mixed business with pleasure while honeymooning in Malta. The newlyweds spent much of their vacation filming By the Sea, in which they portray a married couple who develop a sexual fascination with their neighbors. The sexy drama marked the first time Pitt and Jolie had worked together onscreen since Mr. & Mrs. Smith in 2005. Even more special, Jolie wrote and directed the film.

“I wrote something a few years ago for Brad and me,” Jolie told PEOPLE in May 2014. “Just for fun. Just an independent little art piece. Because we don’t get to do those as much as we’d like. But it’s something really small and experimental.”

March 24, 2015: Angelina Jolie reveals she had her ovaries removed to reduce her risk of cancer

After a blood test revealed possible detections of early cancer, Jolie scheduled a consultation with a surgeon to undergo tumor testing. In New York Times op-ed, Jolie explained that although those test results came back negative, it was still possible that she had early-stage cancer. To reduce her risk, she decided to undergo surgery to remove her ovaries and fallopian tubes.

Jolie said Pitt immediately boarded a plane after she phoned him with the initial blood test results. “The beautiful thing about such moments in life is that there is so much clarity. You know what you live for and what matters. It is polarizing, and it is peaceful,” the mother of six wrote.

November 5, 2015: Brad Pitt and Angelina Jolie walk the red carpet at the By the Sea premiere

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
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

Axelle/Bauer-Griffin/FilmMagic

At the L.A. premiere of By the Sea, Pitt and Jolie walked the red carpet hand in hand. He wore a black suit while she donned a strapless white dress embellished with jewels.

September 20, 2016: Angelina Jolie files for divorce from Brad Pitt

Shortly after their second wedding anniversary, Jolie filed for divorce from Pitt on Sept. 20, 2016. She cited irreconcilable differences and requested physical custody of their six children and visitation for Pitt. Jolie did not request child or spousal support.

“Angelina Jolie Pitt has filed for dissolution of the marriage. This decision was made for the health of the family. She will not be commenting at this time, and asks that the family be given their privacy during this difficult time,” Jolie’s attorney told PEOPLE.

In a statement to PEOPLE, Pitt said, “I am very saddened by this, but what matters most now is the well being of our kids. I kindly ask the press to give them the space they deserve during this challenging time.”

April 13, 2019: Brad Pitt and Angelina Jolie are legally single

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
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

Kevin Mazur/WireImage

Nearly three years after Jolie first filed for divorce, she and Pitt were ruled legally single by a judge. The former couple was in the midst of finalizing their divorce settlement. Over the last few years, Pitt and Jolie had been in ongoing negotiations regarding custody of their children and the divvying of their finances.

July 23, 2021: Brad Pitt loses previously awarded time with kids amid custody case with Angelina Jolie

In May 2021, Judge John Ouderkirk awarded Pitt more time with his and Jolie’s five minor children. However, just two months later, that decision was reversed after a three-judge panel disqualified Ouderkirk from the case due to a violation of “his ethical obligations,” PEOPLE reported.

Ouderkirk, who was serving as the couple’s temporary judge, did not disclose his business relationships with Pitt’s attorney, and Jolie argued that this could make his rulings biased.

A source close to the actor told PEOPLE, “Brad believes there is overwhelming evidence that the current situation isn’t good for the kids. This just sets things back for everyone.”

September 4, 2021: Angelina Jolie speaks about her split from Brad Pitt

Five years after filing for divorce from Pitt, Jolie spoke to The Guardian‘s Weekend magazine about her decision to end their marriage. “I’m not the kind of person who makes decisions like the decisions I had to make lightly. It took a lot for me to be in a position where I felt I had to separate from the father of my children,” she said.

The publication also asked the Oscar-winning actress how the last five years have impacted her, to which she replied, “I mean, in some ways, it’s been the last decade. There’s a lot I can’t say.”

October 6, 2021: Angelina Jolie sells her stake in the winery she shared with Brad Pitt

The actress sold her stake in the $164 million French estate and winery she bought with Pitt to Tenute del Mondo, the wine division of the Stoli Group. According to court documents obtained by PEOPLE, Jolie was cleared to sell her shares a month prior to the deal. Jolie had previously run into issues when trying to sell her shares due to her and Pitt’s ongoing divorce.

Tenute del Mondo purchased 50 percent Château Miraval estate from Jolie for an undisclosed amount.

2022: Brad Pitt sues Angelina Jolie for selling her stake in the wine business and accuses her of harming the company’s reputation

angelina jolie, brad pitt
angelina jolie, brad pitt

Stefan Rousseau – WPA Pool/Getty Images; Kevin Winter/Getty Images Angelina Jolie; Brad Pitt

Pitt and Jolie’s former business venture has been at the center of the ex-couple’s legal battles. In response to Jolie selling her stake in Château Miraval in 2021, Pitt sued his ex-wife in February 2022, claiming she violated a previous agreement.

According to legal documents obtained by PEOPLE, Pitt alleged that Jolie failed to receive his permission before selling her shares to the Stoli Group, despite their agreement that neither would do so without the other person’s approval.

In a new court filing on June 6, 2022, Pitt further accused Jolie of damaging the reputation of the wine business by selling her shares to a “stranger.” The Lost City actor claimed that Jolie intentionally “sought to inflict harm on” him by selling her half of the business.

“Jolie pursued and then consummated the purported sale in secret, purposely keeping Pitt in the dark, and knowingly violating Pitt’s contractual rights,” read the filing.

Pitt’s legal team also wrote that Miraval is the actor’s “passion” project that grew “into a multimillion-dollar global business and one of the world’s most highly regarded producers of rosé wine” through his work. Pitt also accused Jolie of contributing “nothing to Miraval’s success.”

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