






























See Also
See Again
© Getty Images
0 / 31 Fotos
First date
- The hunky actor and America's sweetheart went on their first date back in 1998, after their managers got them together.
© Getty Images
1 / 31 Fotos
Red carpet official
- 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!
© Getty Images
2 / 31 Fotos
Engagement
- During a Sting concert in 1999, a gorgeous engagement ring was spotted on Aniston's finger, partly designed by Pitt himself.
© Getty Images
3 / 31 Fotos
Wedding
- In July 2000, the couple made it official and had a big Malibu wedding.
© Getty Images
4 / 31 Fotos
Media circus
- 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.
© Getty Images
5 / 31 Fotos
Fireworks
- 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.
© Getty Images
6 / 31 Fotos
Golden 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!
© Getty Images
7 / 31 Fotos
First impressions?
- 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.
© Getty Images
8 / 31 Fotos
It was meant to be forever
- 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."
© Getty Images
9 / 31 Fotos
'Friends'
- 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.
© Getty Images
10 / 31 Fotos
Love of her life?
- 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.'"
© Getty Images
11 / 31 Fotos
Meant to be
- 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."
© Getty Images
12 / 31 Fotos
Starting a family
- In 2004, 'Friends' ended its 10-year run, and Aniston said she and Pitt would like to start a family.
© Getty Images
13 / 31 Fotos
It was time
- "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."
© Getty Images
14 / 31 Fotos
Angelina Jolie
- 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.
© Getty Images
15 / 31 Fotos
Too much fun
- 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?
© Getty Images
16 / 31 Fotos
Divorce
- 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.
© Getty Images
17 / 31 Fotos
Lacking sensitivity
- 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."
© Getty Images
18 / 31 Fotos
"Uncool"
- 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."
© Getty Images
19 / 31 Fotos
Separate marriages
- Pitt and Jolie married in 2014. A year later, Aniston tied the knot with actor Justin Theroux.
© Getty Images
20 / 31 Fotos
Hope
- 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.
© Getty Images
21 / 31 Fotos
Divorce
- But in 2016, after only two years of marriage, Pitt and Jolie announced their split.
© Getty Images
22 / 31 Fotos
Reaching out
- 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.
© Getty Images
23 / 31 Fotos
Social media
- Another social media storm ignited when Aniston announced her split from Justin Theroux in 2018. Could it be possible after all?
© Getty Images
24 / 31 Fotos
Letters
- Reportedly, Theroux didn't like that Aniston had kept letters from Pitt.
© Getty Images
25 / 31 Fotos
Jen turns 50
- In 2019, when the 'Friends' actress turned 50, who was spotted at her birthday party? Why, Brad Pitt, of course!
© Getty Images
26 / 31 Fotos
Dating
- 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.
© Getty Images
27 / 31 Fotos
Christmas
- 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!
© Getty Images
28 / 31 Fotos
Golden Globes
- They ran into each other again at an after party for the 2020 Golden Globes. And, yes, the Internet was buzzing as a result.
© Getty Images
29 / 31 Fotos
SAG Awards
- 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!
© Getty Images
30 / 31 Fotos
© Getty Images
0 / 31 Fotos
First date
- The hunky actor and America's sweetheart went on their first date back in 1998, after their managers got them together.
© Getty Images
1 / 31 Fotos
Red carpet official
- 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!
© Getty Images
2 / 31 Fotos
Engagement
- During a Sting concert in 1999, a gorgeous engagement ring was spotted on Aniston's finger, partly designed by Pitt himself.
© Getty Images
3 / 31 Fotos
Wedding
- In July 2000, the couple made it official and had a big Malibu wedding.
© Getty Images
4 / 31 Fotos
Media circus
- 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.
© Getty Images
5 / 31 Fotos
Fireworks
- 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.
© Getty Images
6 / 31 Fotos
Golden 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!
© Getty Images
7 / 31 Fotos
First impressions?
- 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.
© Getty Images
8 / 31 Fotos
It was meant to be forever
- 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."
© Getty Images
9 / 31 Fotos
'Friends'
- 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.
© Getty Images
10 / 31 Fotos
Love of her life?
- 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.'"
© Getty Images
11 / 31 Fotos
Meant to be
- 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."
© Getty Images
12 / 31 Fotos
Starting a family
- In 2004, 'Friends' ended its 10-year run, and Aniston said she and Pitt would like to start a family.
© Getty Images
13 / 31 Fotos
It was time
- "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."
© Getty Images
14 / 31 Fotos
Angelina Jolie
- 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.
© Getty Images
15 / 31 Fotos
Too much fun
- 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?
© Getty Images
16 / 31 Fotos
Divorce
- 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.
© Getty Images
17 / 31 Fotos
Lacking sensitivity
- 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."
© Getty Images
18 / 31 Fotos
"Uncool"
- 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."
© Getty Images
19 / 31 Fotos
Separate marriages
- Pitt and Jolie married in 2014. A year later, Aniston tied the knot with actor Justin Theroux.
© Getty Images
20 / 31 Fotos
Hope
- 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.
© Getty Images
21 / 31 Fotos
Divorce
- But in 2016, after only two years of marriage, Pitt and Jolie announced their split.
© Getty Images
22 / 31 Fotos
Reaching out
- 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.
© Getty Images
23 / 31 Fotos
Social media
- Another social media storm ignited when Aniston announced her split from Justin Theroux in 2018. Could it be possible after all?
© Getty Images
24 / 31 Fotos
Letters
- Reportedly, Theroux didn't like that Aniston had kept letters from Pitt.
© Getty Images
25 / 31 Fotos
Jen turns 50
- In 2019, when the 'Friends' actress turned 50, who was spotted at her birthday party? Why, Brad Pitt, of course!
© Getty Images
26 / 31 Fotos
Dating
- 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.
© Getty Images
27 / 31 Fotos
Christmas
- 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!
© Getty Images
28 / 31 Fotos
Golden Globes
- They ran into each other again at an after party for the 2020 Golden Globes. And, yes, the Internet was buzzing as a result.
© Getty Images
29 / 31 Fotos
SAG Awards
- 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!
© Getty Images
30 / 31 Fotos
Will Brad and Jen ever be a couple again?
The former couple got married on this day 21 years ago
© Getty Images
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!
RECOMMENDED FOR YOU
























MOST READ
- Last Hour
- Last Day
- Last Week