Breakups are hard, and sometimes the breakups that hurt the most aren’t even our own.
While every celebrity breakup hurts in its own way, some hurt a little more than others.
“I started crying.

“People were checking in on me because I wasn’t responding to anyone.
It made me believe that love wasn’t real anymore.
And I puked.”

Brad Pitt and Jennifer Aniston
Before Taylor and Joe, there was Brad and Jen.
The it-couple of the ’90s, Brad Pitt and Jennifer Aniston were everyone’s idea of true love.
The pair first got together in 1998, tying the knot in 2000 in an ultra-romantic Malibu ceremony.

By 2005, he and Aniston had officially parted ways.
For Aniston, the breakup was tough.
“Am I lonely?

Do I have my days when I’ve thrown a little pity party for myself?
But I’m also doing really well,” she toldVanity Fairlater that year.
Fans were shocked by the couple’s demise.

When Pitt and Aniston took part in a Zoom play reading in 2020, fans were thrilled.
“I could write 10,000 words on this video.
Jennifer Aniston is playing it so f***ing cool but Brad Pitt is clearly embarrassed.

I LOVE MY DIVORCED PARENTS,” wrote fan Jamie Jirak onTwitter.
The couple proceeded to date for five years until they split for good in 2015.
“There was no drama, they’ve been apart while working,” a source toldPeopleat the time.

“They still care about each other.”
Fans of the couple were shocked.
“Emma Stone and Andrew Garfield were so cute,“tweetedone.

“Why why why did they break up I hate this world.
Even as exes, these two are still adorable.
These two co-starred in “The Notebook,” which has since become one of the quintessential romance movies.

For a while, fans thought that the stars' real-life relationship would be just as beautiful.
After initially disliking each other on set, the pair allegedly started dating after the movie wrapped.
Rachel and my love story is a hell of a lot more romantic than that.”

It’s no wonder fans were obsessed.
However, after two years of dating, the couple decided to part ways.
Funnily enough, Gosling found that some fans were even more upset than he and McAdams seemed to be.

“Women are mad at me,” he said.
“A girl came up to me on the street and she almost smacked me …
I feel like I want to give people hugs, they seem so sad.”

The pair got together and fans dubbed them “Robsten.”
Pattinson was allegedly “really depressed.”
“He doesn’t know what to do.

He doesn’t know if he should forgive her or not,” a source toldUs Weekly.
Robsten fans were also crushed.
One fan even posted a tearfulvideoafter the photos were released.

Another fan wrote on Tumblr, “Robsten made me believe in a lot of things.
They made me feel all the feelings I’ve never felt before … Why?
Life is sooo unfair?

(viaFox News).
Clearly, this was one couple that many people took very, very seriously.
“We created a bond right from the start.
After four years, however, the high school sweethearts split.
“They are 100 percent still good friends,” once source toldPeopleat the time.
Good friends or not, fans of the pair were not happy.
Apparently, Hudgens started to hate Efron’s fans.
“Girls were running after him, and I was giving them death stares.
Then I realized that’s not what that’s about.”
Nevertheless, some fans still rooted for the pair to get back together.
“It may not be what this generation deserves but it’s what we need,” tweeted one.
They were seen going for walks and even kissing on New Year’s Eve.
Pop fans were obsessed with this iconic pairing but sadly, it didn’t last.
When Swift and Styles were spotted together at the 2021 Grammys, many fans were thrilled.
The pair interacted a second time at the 2023 Grammys, once again sending fans into an uproar.
Who can blame them?
These two never really went out of style.
One Jelena fan page on Instagram still has over 13,000 followers.
Clearly, fans are still not over the end of this romance.
They started dating in 2000 and married in 2003.
Sadly,Arnett and Poehler split up in 2012, and the divorce wasn’t easy.
It was, as Arnett put it toThe Guardian, “Just brutal, brutal, brutal.
“That being said, getting a divorce really sucks.”
No joke, this one hit pretty hard.
The pair dated until 2020 whenPeoplereported, “Their relationship just ran its course.”
Some fans of Delevingne were so distraught by the split that they began trolling Benson.
“It’s more important now than ever to spread love, not hate,” she wrote.
“To everyone hating on [Benson] c’mon stop.
The pair first met while starring in the original Broadway production of “Rent” back in 1995.
They tied the knot in 2003 and had their son, Walker Nathaniel, in 2009.
However, the seemingly picture-perfect relationship didn’t last, as the couple announced their split in 2020.
For theater fans, the breakup was heartbreaking.
Even the actors knew that their separation hurt fans.
They even considered the reaction when they decided to split.
Maybe they thought it was cute that we met in ‘Rent.'”
During the early ’90s, the British papers knew them as “Ken and Em.”
“I had my heart very badly broken by Ken.
“Well it wasn’t exactly that, but we’ve all been through it.”
Even though Thompson has since moved on, not all of her fans have.
The pair married in 2017, but by 2020, they had filed for divorce.
For fans of Musgraves’ album, the breakup felt extra personal.
And she wasn’t the only one.
While their characters fell in love on screen, the actors also began dating in real life.
The relationship allegedly lasted for three years.
Naturally, fans were obsessed.
It seems that Bilson knows just how much fans loved her relationship with Brody.
He fared really well!”