Why Brad Pitt and Jennifer Aniston Are Still Everyone's Golden Couple

First it was the Internet that made it exponentially harder to get over things, even when we really should, but Brad Pitt and Jennifer Aniston's lingering regard for each other isn't helping.

By Natalie Finn Sep 26, 2020 11:00 AMTags

Okay, now they're just trolling us.

How else to explain that little exchange when Brad Pitt and Jennifer Aniston virtually reunited (along with 10 other actors) for a table read of Fast Times at Ridgemont High to benefit Sean Penn's nonprofit CORE (Community Organized Relief Effort) and Reform Alliance?

"Hi, Aniston," Pitt greeted his ex-wife. To which she replied, "Hi, Pitt."

"How ya doing?" he asked.

"Good, honey," she answered. "How are you doing?"

Just as you would have been forgiven if you didn't know that they also doled out some awards at the 2020 SAG Awards in January, you're off the hook for your intense scrutiny of Brad and Jen's every gesture and vocal inflection when, reading the parts of Phoebe Cates' comely Linda Barrett and Judge Reinhold's Brad Hamilton, who's quite enamored by Linda, they flirted as dictated by Cameron Crowe's indelible script.

Because this always happens whenever they're together, or anywhere near each other. Or, apparently, not near each other but conversing via Zoom.

Jennifer Aniston & Brad Pitt Reunite at 2020 SAG Awards

If you were just checking Twitter, you may have thought that Aniston and Pitt had reunited for-realsies, just as when their hug backstage at the SAG Awards totally overshadowed the main event, the speeches and tributes playing out a few yards away only so much filler after the Once Upon a Time...in Hollywood star was spied watching Aniston's acceptance speech backstage when she won the award for lead female actor in a TV drama for The Morning Show.

And that rejoicing came after they saw each other at the Golden Globes. But we already knew that they've remained friends. ("It's so nice to see all these friends," Pitt also said during the Fast Times read. "How beautiful.")

Brad was at Jen's 50th birthday party and made an appearance at her 2019 Christmas party.

So why all the collective swoons? What is it about those two? Aside from the fact that their obvious regard for each other further proves that breaking a person's heart isn't an unforgivable act, that time does funny things to once-gaping wounds, and that the world doesn't care that 15 years have passed since these two split up in devastating fashion.


Well, for starters, has anyone ever noticed how the Internet has made it exponentially harder to let things go?

For instance, when Pitt and Angelina Jolie broke up in 2016, one of the main Twitter takeaways was karma, as Aniston memes proliferated online.

And then any sorrowful tweets posted in February 2018 in response to the news that Aniston and Justin Theroux had separated were instantaneously overwhelmed by a wave of joyous realization that Aniston and Pitt were then free to return to their rightful place by each other's side.

It was understandable. Together they were an honest-to-goodness Hollywood golden couple (not least because of their enviable tans), the head cheerleader and the quarterback, king and queen of the prom. After years of operating in bizarro mode, the world had a chance to right itself.

Emma McIntyre/Getty Images for Turner

That would have been nice. The world needs righting. It's just not going to be an Aniston-Pitt reunion that does it, as the fact that we woke up the morning after the Fast Times table read to find the world as askew as ever has proved.

But we do get why the idea is so desirable. (We'll even do you one better—before Gwyneth Paltrow announced her engagement, to another Brad, we even felt a twinge of possibility that she and Pitt were still meant to be.) When Aniston and Pitt got together in 1998, everything was just great. They were two of the biggest deals on the planet. Pitt was a raging heartthrob, and about to kick it up a notch creatively with Fight ClubFriends was on, anchoring "Must See TV" on Thursdays.

We repeat, Friends was still on. Pitt even did a Thanksgiving episode and was nominated for an Emmy.


When their romance first blossomed in the spring of 1998, they bided their time before going public, denying reports when they were still in the getting-to-know-you phase and then taking pains not to be photographed together, even when they arrived at places in the same car. But the sightings were stacking up: date nights at trendy spots in L.A., Friends' 100th episode party that fall, Acapulco for Valentine's Day in 1999 and Jen's 30th birthday.

Aniston would tell Diane Sawyer years later that they both knew, "on our first date" (set up by matchmaking agents), that they would be a thing. "It was weird...That was a really easy evening. It was really fun."

"Jennifer's a lot more peaceful now, like a woman who's in a good relationship," Lisa Kudrow told Rolling Stone (which noted a framed photo of Pitt in silhouette sitting in Aniston's L.A. home office, and then a shot of a relaxed, laughing Pitt on her coffee table) in March 1999. "There's not a lot to say about them because there's no problems. They're both light-years ahead of themselves. You know how your grandparents have a certain perspective about life? They've got that now."

Brad Pitt's Romance History

Asked what attracted her to Pitt, Aniston told the magazine, "Oh, I hate this! I can't talk about it. I'm sorry. I'm not withholding, just preserving something that's mine." As for those who speculated the actors were trying to drum up publicity by issuing denials and playing coy, she flatly denied that.

"It's not that at all. How funny," she said. "They figure, 'People know you're together, so why not give the press their picture and be done with it?' Because we chose not to. My responsibility to the public is my work—not what goes on in my private life. To talk about a relationship trivializes something that's nobody's business. When it comes to privacy issues, it's a tough one, because I'm a talker."

What she would admit is this: "I'll just tell you that this is the happiest time of my life—that I'm happier than I've ever been. I'm not saying why, it's for a lot of reasons: work, love, family, just life—all of it."

Sooner rather than later, however, they gave the public what it wanted, and then some.

Globe Photos/ZUMAPRESS.com

Making their red carpet debut at the 1999 Emmys together, with Jen rocking those braids and beach waves and Brad with that open collar he used to do, they were the only couple anyone cared about. And they'd continue to be the only red carpet couple anyone cared about as long as they were together.

America's sweetheart and the star of the biggest show on TV, joining forces with the soon to be two-time Sexiest Man Alive? OMG!

Rumors also followed wherever they went, that they were engaged, or perhaps married already. Perhaps it was a less cynical time, because the rumors tended to have them at least moving forward, rather than breaking apart.

Ron Galella, Ltd./WireImage

Considering their attempt at a low-key beginning, it was no wonder that they did not share that they were engaged and then, when they did get married on July 29, 2000, security was all-consuming. The guests, even Cameron Diaz and the cast of Friends, had to wear special pins to get past the guards at the private Malibu estate where they swapped vows at sunset overlooking the Pacific Ocean.

Aniston wore a beaded gown by Lawrence Steele and Pitt dressed in a Hedi Slimane tuxedo. They released one official, black-and-white photo of themselves on their wedding day for all of the world to fawn over.

"I had those typical jitters the day before my wedding," Aniston recalled to Rolling Stone in September 2001, "but the day of, I was just excited in a good way. The nice thing about weddings now is it's not just a chick thing. It's a team effort. The stereotype used to be men grumbling, like, 'Why are you making me do this?' There's nothing more moving than seeing a man cry at his own wedding.

Secret Celebrity Weddings

"My friends were all supportive," she continued, "especially when they found out what a loving human being Brad is. At first they're like, 'I hope he's not an a--hole, some conceited f--k or whatever.' But you get past that in five minutes. Which is a real tribute to who he is. He just disarms you immediately. But, I mean, nobody went, 'Dude. Brad Pitt!' and gave me a thumbs up and a wink. They were just happy for me."

Of course, once they got married, fulfilling everyone's endless hopes for them for a hot second, then came the baby talk. Is she pregnant? Is she planning to get pregnant? How many kids does Pitt want? Does Aniston even want kids? The newlyweds were barely allowed a honeymoon period.

Jennifer Aniston Quotes: Love, Marriage & Kids

"I always thought two or three children, but Brad's definitely seven. He loves the idea of a huge family," Aniston said in the May 2001 issue of Vanity Fair, the publication she would return to four short years later to give an especially illuminating relationship postmortem.

But back in 2001, were there already clues that, as in love as Pitt and Aniston were, perhaps they weren't each other's final answer?

"This has been the hardest year of my life, as well as the best year of my life," she said. "Marriage brings up all the things I pushed to the back-burner—the fears, the mistrust, the doubts, the insecurities. It's like opening Pandora's box. Every question comes out—it's like: 'Here's the key, have at it!'"

She even cut her hair in October 2000, she said, "to relieve me of the bondage of self" (meanwhile, probably a million women got lobs in response) and then couldn't wait for it to grow back.

Barry King/WireImage

Aniston and Pitt were trying their hand at "complete honesty" with another person, and she had found that they had respective issues to work through, which they were doing together.

"We've had this healing process with each other, or deconstructing these ideals of ourselves to get rid of that piece of s--t feeling we carry in ourselves," she explained to Vanity Fair. "That kid stuff has given me a career, I've channeled it into something positive—being able to make people laugh."

Aniston, whose parents divorced when she was 9, also said she had nothing really to go on as far as what an ideal marriage looked like to her.

"I had no idea," she admitted. "I didn't grow up surrounded by any form of marriage." For her, "just finding someone who was your best friend, who you could grow with and enjoy the passage of time," sounded like a plan. It certainly didn't sound dull.

Jennifer Aniston and Brad Pitt's Quotes About Each Other

That summer, they celebrated their first wedding anniversary and moved into a $15 million home in Beverly Hills. In November 2001, seeking to round out their already illustrious careers, they also teamed up with talent agent Brad Grey to form Plan B Entertainment, which in recent years (with only Pitt remaining from the original trio) was behind Best Picture Oscar winners 12 Years a Slave and Moonlight. Pitt had a reported $20 million-per-movie price tag. In 2002, Aniston would be part of the historic negotiations that netted all six Friends co-stars $1 million per episode.

There was nothing not powerful about the couple that was Brad Pitt and Jennifer Aniston.

But there are two sides to every story.

Brad Pitt and Jennifer Aniston Attended the 2002 Golden Globes Together: Look Back at the Photos

That emotional reckoning that Aniston said was occurring at the time sounds necessary and replenishing, but apparently Pitt wasn't feeling the benefits on his end.

"I spent the '90s trying to hide out, trying to duck the full celebrity cacophony. I started to get sick of myself sitting on a couch, holding a joint, hiding out. It started feeling pathetic," Pitt told Parade in 2011 in an interview that would net him all sorts of grief. "It became very clear to me that I was intent on trying to find a movie about an interesting life, but I wasn't living an interesting life myself. I think that my marriage had something to do with it. Trying to pretend the marriage was something that it wasn't."

Urged to explain himself, Pitt said in a statement to E! News afterward, "It grieves me that this was interpreted this way [as a slam at Aniston]. Jen is an incredibly giving, loving, and hilarious woman who remains my friend.  It is an important relationship I value greatly. The point I was trying to make is not that Jen was dull, but that I was becoming dull to myself—and that, I am responsible for."

Jeffrey Mayer/WireImage

Pitt then told Esquire in 2013 that "about a decade ago," after spending his life as the kind of guy who can't finish things, that he had an "epiphany—a decision not to squander my opportunities. It was a feeling of get up. Because otherwise, what's the point?"

Well, he would indeed get up.

The years of 2004 and 2005 comprised this strange blur of "what was happening and when?" Does Pitt know how many years are in a decade?

In 2003, Aniston and Pitt had added a sprawling Santa Barbara estate to their real estate portfolio ("Brad's a land man," she told W. "He wants land, land, land)" and they were still renovating their Beverly Hills home, with architecture aficionado Pitt leading the way aesthetically.

"We do fight," she told in February 2003, describing herself as a "conflict avoider." "Well, we have discussions. I am not a fan of fighting when it is screaming. I like accomplishing something. But I don't trust a couple that says they don't fight."

Aniston also said, somewhat cagily, when asked if Pitt was the love of her life: "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.' He's certainly a big love in my life.

"I know that we have something special, especially in all this chaos. In this nutty, brilliant, wonderful, hard business that we have, it's nice to have somebody who's anchored and knows you, really knows all of you."

Jeff Vespa/WireImage

In January 2004, she said on Primetime with ABC News' Diane Sawyer that Pitt had helped teach her the merits of forgiveness, namely with regard to her ongoing estrangement from her mother, who had written a tell-all book about the family and who did not get an invitation to her daughter's wedding.

"One thing Brad would always say to me, 'you know what, we're just going to do the best we can." At the time, she was also saying her plan was to have a baby after Friends wrapped its 10-season run that year.

Aniston even spoofed the rabid interest by playing a paparazzo who can't stop shouting "when are you gonna have a baby?!" at a star on the red carpet during a Saturday Night Live sketch. But all those headlines were exhausting.

Asked about that 2003 W interview, particularly the part where the writer noted that she paused when asked if Pitt was the love of her life, Aniston said she hated reading that.

"I can't imagine being with any other human being. I married him because he was the love of my life," she told Sawyer. "And you know, he's the most fun I've ever had. So when these things are written in magazines and taken out of context, it's so frustrating because people then take it and run with it...Jesus, we were divorced and moving into different homes."

Evan Agostini/Getty Images

Fair enough. But some headlines are true.

Aniston and Pitt's appearance that May at the 2004 Cannes Film Festival was a moment to remember. One of the last pretty ones, in fact.

Earlier that year, filming had started on Mr. and Mrs. Smith, which was originally supposed to star Pitt and Nicole Kidman before the Australian star had to drop out and was replaced by Angelina Jolie.

"I didn't know much about exactly where Brad was in his personal life," Jolie later said in the January 2007 issue of Vogue. "But it was clear he was with his best friend, someone he loves and respects. And so we were both living, I suppose, very full lives...I think we were the last two people who were looking for a relationship. I certainly wasn't. I was quite content to be a single mom."

Angelina Jolie Turned Out to Be Human: The Glorification of Brangelina and the Days of Baiting Jennifer Aniston Are Over

Jolie continued, in an interview that Aniston would later deem "uncool" (also to Vogue): "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."


Star Max via AP Images

Though Jolie would later say that, by way of Mr. and Mrs. Smith, their kids had a unique opportunity to watch their parents fall in love, the actress told Vogue in 2007 that she and Pitt remained "very, very good friends" until after he was separated.

After living through almost an entire year being burned by headlines that their breakup was imminent, Aniston and Pitt went to Anguilla for New Year's for what turned into their last beachside hurrah, a seeming show of tabloid defiance that's only remembered now for how anachronistic it was. (And it's all the weirder knowing now that Aniston and Theroux's New Year's last hurrah in Cabo in January 2018 coincided with their breakup.)

A week later, on Jan. 7, 2005, Pitt and Aniston released a joint statement: "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. 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."

By that summer Pitt was going to Ethiopia with Jolie to be there when she adopted daughter Zahara, so between that and their absurdly timed domestic shoot, enough had been revealed in his corner.

Brad Pitt's Quotes About Addiction and Sobriety

And yet, not all was revealed. Aniston told Vogue after Jolie's eyebrow-raising interview a couple years later, "There was stuff printed 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...That stuff about how she couldn't wait to get to work every day? That was really uncool."

This revisiting of what happened continued for years (see: Pitt in 2011 and 2013, the Rachel Green memes when Jolie filed for divorce, etc.) and, who knew, was apparently primed for a full-fledged comeback in 2018.

But hopefully we've also just explained why talk of a Brad-and-Jen renaissance should remain so much talk, no matter how friendly they are now, regardless of how it looks when two people, fresh from winning awards, take a moment to heartily congratulate each other.

This, too, shall pass.

Emma McIntyre/Getty Images for Turner

"We're not in daily communication," Aniston told The Hollywood Reporter for its Jan. 30, 2015, issue. "But we wish nothing but wonderful things for each other. Nobody did anything wrong. You know what I mean? It was just like, sometimes things [happen]. If the world only could just stop with the stupid, soap-opera bulls--t. There's no story. I mean, at this point it's starting to become—please, give more credit to these human beings."

Could you imagine the level of soap-opera drama that would arise now? (Here's an idea: there wasn't even any Twitter when they broke up the first time.)

E! News learned in March 2017, as Pitt's surprisingly contentious divorce proceedings continued to make headlines, that he and Aniston had maintained a "friendly, but limited relationship."

Which actually seemed like something we wouldn't have predicted back in 2005, when Aniston would intermittently burst into tears as she was telling Vanity Fair about the collapse of her marriage.

"The world was shocked, and I was shocked," she said.

Jennifer Aniston: Queen of the 2020 SAG Awards

The only thing more shocking would be those two getting back together now, 15 years after they separated for reasons beyond Aniston's control.

"They do text from time to time and have exchanged a few words over the years, but there's nothing beyond that at this point," a source told E! News in the wake of Aniston and Theroux's separation. "She wishes Brad well, but that was a lifetime ago and they were both very different people back then."

Face it, most of us are all very different people now, which is probably why so many relish the act of wanting something that makes them feel like their old selves. We understand that nothing sounds more appealing these days than revisiting a simpler time, but let's not forget it was not a simpler time for Jen and Brad. 

"The past is a long time in the past," a source said after Aniston hosted Pitt at her Christmas party, an early present for all of us. "They don't talk often but when they do its very warm and positive. It's not as big of a deal to them as it is to everyone around them. There are no issues with being in the same place at the same time."

(Originally published Feb. 16, 2018, at 12:37 p.m. PT; updated Jan. 21, 2020, at 11:30 a.m. PT)