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Inside Jennifer Aniston & Brad Pitt's Marriage — From Passion to 'No Oddness' after Their Split

Bettina Dizon
Mar 11, 2022
10:26 A.M.
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Jennifer Aniston and Brad Pitt were the hottest Hollywood couple of their time, but theirs did not withstand the test of time like many showbiz relationships. Years later, they remain amicable and on good terms as friends.

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Before there was "Brangelina," there was Brad Pitt and Jennifer Aniston, Hollywood's power couple at that time. Although their relationship only lasted seven years, their love story is undoubtedly one for the books.

From their million-dollar wedding to their iconic appearance on "Friends" to their high-profile divorce, all eyes were on Aniston and Pitt for many years. Here's a glimpse of their love story.

Brad Pitt and Jennifer Aniston during the premiere of 'The Mexican' at the National Theater in Los Angeles, California. | Source: Getty Images

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BECOMING A COUPLE

The duo first met in 1994, when their managers introduced them. "He was just this sweet guy from Missouri, you know?" Aniston said. "A normal guy." At that time, Pitt was still in a relationship with Gwyneth Paltrow.

It wasn't until four years later that the actors became a couple, going on their first date set up by their agents. They tried to keep their romance private, but it wasn't easy as two of the biggest stars in Hollywood. 

In 1999, Pitt and Aniston made their red carpet debut as a couple in the Emmy Awards. A few months later, they shocked fans by appearing on stage during a Sting concert to announce their engagement.

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Brad Pitt and Jennifer Aniston during the 26th Annual Screen Actors Guild Awards at The Shrine Auditorium on January 19, 2020 | Source: Getty Images

GETTING MARRIED

On July 29, 2000, Pitt and Aniston got married in a lavish Malibu wedding that catered to 200 guests and viewed the Pacific Ocean. The event was filled with 50,000 flowers, including roses, tulips, wisteria, and lotus flowers.

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Following his interview, people interpreted Pitt's statement as calling Aniston uninteresting.

The "Friends" star looked like a goddess in a glass-beaded wedding gown by Lawrence Steele, dancing to "The Way You Look Tonight" with her husband. The spectacular evening ended with a 13-minute long firework display.

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TOGETHER ON "FRIENDS"

Pitt made a guest appearance on the NBC sitcom "Friends" the following year during a season 8 episode titled "The One with the Rumor." His character hated Aniston's character, Rachel Green, but their performance was nothing short of perfect.

Ahead of the premiere of "Friends: The Reunion" tomorrow, Aniston sat down with her female castmates, Lisa Kudrow and Courteney Cox, and walked down memory lane. While discussing, the actresses were asked to name their favorite guests on the sitcom.

While the guys, Matt LeBlanc, Matthew Perry, and David Schwimmer, named Sean Penn as their favorite, the women began thinking of the past guests they had. Aniston then chipped, saying, "Mr. Pitt was wonderful." By that time, they had already ended their marriage.

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THE MARRIED LIFE

Months after her wedding, Aniston gave the public a glimpse of what her married life looked like. In an interview, she revealed

"You know if there's ever an argument, it's not like you can go, 'Screw you, I'm outta here!' You're there for the long haul. It's a beautiful thing to actually realize for the first time, to have that knowing."

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In 2004, Aniston revealed that she wanted to have children with Pitt. "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 said. "So, I'm just truly looking forward to slowing down."

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THE END OF AN ERA

Sadly, their plans of having a baby never happened. The same year, rumors surfaced of Pitt being in an affair with his "Mr & Mrs. Smith" co-star, Angelina Jolie, and in 2005, the couple officially announced their divorce in a joint statement that read:

"We would like to announce that after seven years together, we have decided to formally separate. [...] We would like to explain that our separation is not the result of any of the speculation reported by the tabloid media."

Despite their split, the couple had nothing but nice words to say about each other. In 2005, Aniston addressed their divorce in an interview and said Pitt would not intentionally hurt her but would realize that a magazine featuring him and Jolie may be inconsiderate.

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BRANGELINA IS BORN

In 2008, the "Just Go With It" star revealed that she was hurt over the news that Pitt and Jolie fell in love while still married. She said:

"There was stuff pinned there that was definitely from a time when I was unaware that it was happening. I felt those details were a little inappropriate to discuss."

Specifically, Aniston talked about Jolie being excited to go to work every day while working with Pitt. Meanwhile, Pitt never addressed the divorce until three years later. According to the superstar, he was "trying to pretend the marriage was something that it wasn't."

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Brad Pitt and Jennifer Aniston during the World Premiere of epic movie "Troy" at Le Palais de Festival on May 13, 2004 in Cannes, France. | Source: Getty Images

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CLEARING HIS STATEMENT

Following his interview, people interpreted Pitt's statement as calling Aniston uninteresting, which was not what he was trying to say. To clarify his words, he issued a statement that praised his ex-wife.

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In 2008, the "Just Go With It" star revealed that she was hurt over the news that Pitt and Jolie fell in love while still married.

According to the "Ocean's Twelve" star, Aniston was a kind, loving, and humorous person who remained a good friend. While things between the former couple died down, Pitt's love life with Jolie became a hot topic. 

Jennifer Aniston and Brad Pitt during the 56th Annual Primetime Emmy Awards at the Shrine Auditorium September 19, 2004 in Los Angeles, California. | Source: Getty Images

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CHELSEA HANDLER SPEAKS OUT

Aniston didn't speak much about Pitt's new relationship, but her then-best friend, Chelsea Handler, could not help but criticize the "Maleficent" actress, calling her a homewrecker.

According to Handler, no matter how many kids Jolie rescued from as many countries in the world, she would never trust the woman. Handler added:

"Because when I look into a woman's eyes and she gives interviews, and she goes, 'Oh, I don't have a lot of female friends…' because you're a [expletive], that's why."

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LIFE AFTER MARRIAGE

It has been more than a decade since Aniston and Pitt went their separate ways, and a lot has happened since. The former lovebirds have since been married to other people and divorced ― Aniston wed Justin Theroux in 2015, but they split in 2018.

Pitt and Jolie called it quits in 2016 and faced a nasty divorce. Through the years, Pitt and Aniston remained amicable, and in January 2020, the pair shared a sweet moment backstage at the 2020 SAG Awards.

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