Jennifer Aniston and Brad Pitt are one of the most talked about couples in Hollywood. Over 15 years ago the two were seen together on and off screen as a couple but their reunion in 2020 still garnered hope among many films. Aniston and Pitt were only together for seven years and married for five but the tall tales of their million-dollar wedding are still unfolding. Reports have revealed that they are good friends to date, but their recent reunion had fans hoping some sparks flew between the two.
In the wake of their split in 2005, Aniston had told Vanity Fair, “I really do hope that someday we can be friends again. I will love [Brad] for the rest of my life. He’s a fantastic man. I don’t regret any of it, and I’m not going to beat myself up about it,” she continued.
The two did rekindle their friendship around 2018-2020 and were seen together on two occasions, a warm backstage embrace at the SAG Awards that quickly went viral and a virtual table reading of Fast Times at Ridgemont High. From their one million dollar wedding, guest appearance on Friends, and their iconic reunion in 2020, here is everything you need to know about Brad Pitt and Jennifer Aniston’s relationship.
1994 to 1998 – First Meeting to First Date
The two met for the first time in a casual interaction as their managers were friends. However, years later in 1998, the two went on their first date together. At the time, Brad had just broken up with actress Gwyneth Paltrow and Jennifer had split from Tate Donovan. It was through their managers that they met again for a date. In 2004, Jen later told Diane Sawyer that the “evening was really easy” and the date “was really fun.”
November 1999 – Engagement Ring spotted
The two made their public appearances together for the first time at the 51st Primetime Emmy Awards. The appearance on the red carpet confirmed their relationship status. But the engagement ring was first spotted when the two attended a Sting concert together on November 29, 1999. The duo show off Jennifer’s new engagement ring on stage. According to reports, the actor reportedly spent $500,000 on the custom bauble, which boasted plenty of diamonds set in a unique circular shape.
July 2000 – The Jennifer Aniston Brad Pitt Wedding
The wedding of the decade was attended by 200 of their friends, family and costars beside the beach in Malibu, California. The couple’s vows were also talked about as Aniston promised to always make Pitt’s “favourite banana milkshake”. Jennifer walked down the aisle in a silk-and-satin beaded gown by Lawrence Steele. The nuptials ended with a 13-minute firework show and cost over $1 million to the couple.
November 22, 2001 – The One Where Brad Pitt Makes A Cameo
Brad also made a guest appearance on Jennifer’s hit show Friends. The episode, called “The One With The Rumor’ saw Brad’s character hate on Rachel Green, famously played by his wife.
2002 – Aniston And Brad Launch Production Company
Called Plan B Entertainment, the production company was started with Brad Greg. It went on to produce 17 films including 2004’s Troy (starring Pitt) and 2005’s Charlie and the Chocolate Factory. After their split in 2005, Pitt became the company’s sole owner.
2004 – ‘It’s Time’
After Jennifer’s hit show Friends ended she opened up about wanting kids. She told The Guardian she was ready to have a baby and added. “It’s time. It’s time. You know, I think you can work with a baby, I think you can work pregnant, I think you can do all of it. So I’m just truly looking forward to slowing down.”
May 2004 – Mr and Mrs Smith
Brad Pitt was filming for the action project with Angelina Jolie, leading to cheating rumours. In 2006, Jolie recounted the filming and told Vogue that the two began to fall in love on the sets of the film. She said, “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. 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. We just became kind of a pair. It took until, really, the end of the shoot 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 added.
January 7, 2005 – Duo Announces Their Separation
The two revealed their split after celebrating the New Year together. In a statement, the two said, “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,” the actors said in a joint statement.
“We happily remain committed and caring friends with great love and admiration for one another. We ask in advance for your kindness and sensitivity in the coming months.”
October 2005 – Jennifer Aniston And Brad Pitt Are Officially Divorced
The couple filed for divorce in March 2005 and within months it was finalized on October 2, 2005. Meanwhile, Pitt and Jolie got engaged in 2012 and tied the knot at winegrowing estate Château Miraval in Correns, France. Meanwhile, Aniston also moved on after Pitt and got engaged to Mulholland Drive actor Theroux in August 2012. Three years later, the couple wed in a surprise ceremony at their shared home in Bel Air, California.
January 2020 – The Reunion Photo That Broke the Internet
The two crossed paths again in 2020 during the SAG Awards, and their reaction had fans hoping for a reunion on the romantic front. However, Jennifer cleared the air and said, “It was absolutely fun. You know, Brad and I are buddies. Like, we’re friends and we speak.”
Brad had also attended Aniston’s 50th birthday party in 2018 and they have remained friends since their separation. She added, “There’s no oddness at all,” she went on, “except for everyone that probably watched it and was wanting there to be.”
