The hunky actor and America's sweetheart went on their first date back in 1998, after their managers got them together.
It wasn't until a year later that we saw them on the red carpet together for the first time. And guess what? Everyone lost it!
During a Sting concert in 1999, a gorgeous engagement ring was spotted on Aniston's finger, partly designed by Pitt himself.
In July 2000, the couple made it official and had a big Malibu wedding.
The media went crazy, and paparazzi were on the lookout from all sides, trying to catch a glimpse of the guests and the newlyweds themselves.
Unfortunately for them, all they saw of the wedding was the stunning fireworks display, lit to honor and seal the love of the happy couple.
For the remainder of their marriage, they would rarely been seen without one another on the red carpet. They were Hollywood's golden couple!
In an interview with Rolling Stone magazine, Aniston confessed that her friends were worried that Pitt would be a "conceited f—" at first, but they came around pretty quickly.
In the same interview, she said it felt good to be in it for the long haul. When it comes to arguments, that knowledge took "the heat and the weight out of things."
Fans went berserk when they found out Pitt would have a two-episode guest spot on 'Friends.' He played a guy who hated Rachel for not being nice to him when they were children.
When asked in 2003 if Brad Pitt was the love of her life, Aniston said: "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, I’ve never been someone who says, 'He’s the love of my life.'"
She also said that she knew from their very first date that it was meant to be: "It was weird… That was a really easy evening. It was really fun."
In 2004, 'Friends' ended its 10-year run, and Aniston said she and Pitt would like to start a family.
"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."
But not long after, the real-life Hollywood fairy tale took an unexpected turn. While shooting the 2004 action comedy 'Mr. and Mrs. Smith,' Pitt met Angelina Jolie.
Jolie would later say that the two of them were having so much fun with each other that she started to wonder: are we more than just colleagues?
Then, in January 2005, the news that fans were dreading broke: Brad and Jen were getting divorced! In their statements, they did indicate their separation was friendly.
Commenting on the divorce saga in a 2005 Vanity Fair interview, Aniston said: "Brad is not mean-spirited; he would never intentionally try to rub something in my face [...] There’s a sensitivity chip that’s missing."
Aniston did have one jab at Jolie though, specifically her comments in the press. "That stuff about how she couldn't wait to get to work every day? That was really uncool."
Pitt and Jolie married in 2014. A year later, Aniston tied the knot with actor Justin Theroux.
By this time, all hope of a reconciliation between the two love birds seemed to have vanished, and most fans had resigned themselves with the fact they might not ever get back together.
But in 2016, after only two years of marriage, Pitt and Jolie announced their split.
Another social media storm ignited when Aniston announced her split from Justin Theroux in 2018. Could it be possible after all?
Reportedly, Theroux didn't like that Aniston had kept letters from Pitt.
In 2019, when the 'Friends' actress turned 50, who was spotted at her birthday party? Why, Brad Pitt, of course!
It appears Aniston's friends have tried to encourage her to get back into the dating game, and it's said she's in regular contact with Pitt.
During the holiday period in December 2019, she hosted another party, for close friends only. Brad Pitt was reportedly one of the last guests to leave... Ooh la la!
They ran into each other again at an after party for the 2020 Golden Globes. And, yes, the Internet was buzzing as a result.
And then there was the 26th Screen Actors Guild Awards. Not only did Aniston look on lovingly as Pitt won an award, he was spotted backstage watching, as if in a trance, when she won her own award. And, of course, we have those backstage photographs that went viral... So, we'd say fans have reason to hope!
At this point, Pitt reportedly started making tentative efforts to get back in touch with his ex. Apparently, he really did his best to get her phone number so he could wish her a happy birthday.
He showed up to her 50th birthday party, she looked on lovingly as he gave his speech at the Golden Globes in 2020. Then at the 26th Screen Actors Guild Awards, both won an award, but it seems the big winners of the night were their fans. Apparently they're good friends again.
The photos of the two divorcees warmly congratulating each other went viral, sparking renewed rumors of a possible reconciliation between the two actors. Indeed, they've been divorced for over 15 years, but they've always maintained that they're still on good terms. And, reportedly, both Brad Pitt and Jennifer Aniston are single at the moment. Wouldn't it be great if they could just work it out and get back together?
Many are hoping for exactly that. But why? Click on to find out!
Will Brad and Jen ever be a couple again?
The former couple got married on this day 21 years ago
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He showed up to her 50th birthday party, she looked on lovingly as he gave his speech at the Golden Globes in 2020. Then at the 26th Screen Actors Guild Awards, both won an award, but it seems the big winners of the night were their fans. Apparently they're good friends again.
The photos of the two divorcees warmly congratulating each other went viral, sparking renewed rumors of a possible reconciliation between the two actors. Indeed, they've been divorced for over 15 years, but they've always maintained that they're still on good terms. And, reportedly, both Brad Pitt and Jennifer Aniston are single at the moment. Wouldn't it be great if they could just work it out and get back together?
Many are hoping for exactly that. But why? Click on to find out!