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Relationships: Brad Pitt And Jennifer Anniston

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Cover Image

Brad Pitt and Jennifer Anniston were some of the most A-listed Couples. Scroll down to dive down into a story that spans over two decades. The marriage of Brad Pitt and Jennifer Anniston is one of the most A-listed weddings of all time. It feels like yesterday when the world saw the blonde couple holding hands.

Brad And Jenny: The Early Years

Aniston and Pitt met for the first time through mutual friends in 1994. At that time, Pitt was dating Gwyneth Paltrow. They broke up in 1997.

Brad Pitt & Gwyneth Paltrow

However, the first debut of them as a couple happened at the Emmy Awards in September 1999. In November 1999, at a Sting concert in NYC and Anniston was spotted wearing an engagement ring.

Brad And Jenny: The Married Years


The couple tied the knot on July 29, 2000, in Malibu, California which was considered one of the classiest ceremonies of the year. Pitt even guest-starred on FRIENDS in November 2001.

FRIENDS Apperance.
FRIENDS Appearance.

Things started to take a turn when Anniston had the following to say during an interview with W magazine.

“Is he the love of my life? I think you’re always sort of wondering, ‘Are you the love of my life?’ I mean, I don’t know,” she responded. “I’ve never been someone who says, ‘He’s the love of my life.’ He’s certainly a big love in my life.”

Photo by Berliner Studio

In February 2004, Aniston spoke about being ready to start a family with Pitt in her Interview with the Guardian:

“Yeah. 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,” she told the publication. “So I’m just truly looking forward to slowing down.”

Moreover, She also discussed her and Pitt’s plan to spend more time together in the near future. She said after he finished filming “Mr. and Mrs. Smith,” she planned on traveling with him while he filmed “Ocean’s Twelve.”

Brad And Jenny: The Separation

USA Today Angelina Jolie

But things got sad when reports circulated about Brad Pitt cheating on Anniston with Anjelina Jolie on the set of Mr. and Mrs. Smith in May 2004.

Later In January 2005, Anniston and Pitt officially announced their separation.

In addition to this “We would like to announce that after seven years together we have decided to formally separate,” they wrote in a statement to People. “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. We happily remain committed and caring friends with great love and admiration for one another.”

“We exited this relationship as beautifully as we entered it,” Anniston said in an interview with Vanity Fair in 2005.

In October 2005, their divorce was finalized.

Brad And Jenny: Post-Separation

Moreover, In a later 2006 interview with Vogue,Β Jolie talked about her and Pitt’s relationship while they were filming the movie.

“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,” she told the publication. “I think a few months in I realized, ‘God, I can’t wait to get to work.'”

“We just became kind of a pair. And 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.”, she added.

Later in September 2014, Pitt and Jolie got married in France, after a decade of dating.

In August 2015, Anniston married American actor Justin Theroux.

After two years, Jolie filed for divorce from Pitt. She also filed for custody of their six children.

In February 2018, Anniston and Theroux announced that they were separating.

The Later Years

In Feb 2019, Pitt attended Aniston’s 50th birthday party.
Golden Globes
Golden Globes


Later In 2020, Pitt called Aniston a good friend, and she was captured laughing at Pitt’s Golden Globe speech.
Anniston-Pitt Reunion
Anniston-Pitt Reunion


Later in September 2020, both of them had some flirty dialogue during a charity table-read event which consisted of many other celebrities.

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