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10+ Celebrity Couples With Complicated Backstories

by Sarah Kester
4 years ago
in Celebrities & Entertainment News
Reading Time: 9 mins read
A A
Instagram | @liamhemsworth

Instagram | @liamhemsworth

Share on FacebookShare on TwitterPin This Post

“It’s complicated” — the relationship status no one wants.

This is ditto for celebs, who don’t need their relationship drama splashed on headlines. But alas, that’s what happens, time and time again.

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Sometimes these couples get back together for the long haul and other times, well, things simply weren’t meant to be.

Here are 10+ celeb couples with complicated backstories.

1. Kristen Stewart and Robert Pattinson

Image credit: Summit Entertainment
Summit Entertainment

For a while there, Twilight fans were so happy when the co-stars took their on-screen love off-screen.

But trouble set in whe Kristen was photographed kissing her married Snow White and the Hunstman director , Rupert Sanders. Despite her apology, she and Robert split.

2. Justin Timberlake and Jessica Biel

Image credit: Instagram | @justintimberlake
Instagram | @justintimberlake

While they recently welcomed their second son and seem stronger than ever, 2019 was a different story.

Justin was photographed holding hands with his co-star, Alisha Wainwright, during a drunken night out. In the end, Justin released a public apology.

Before this, though, they had dated on-and-off for five years prior to their engagement.

Image credit: Instagram | @jessicabiel
Instagram | @jessicabiel

This includes the time they broke up for three months .

By that December, though, Justin proposed to Biel. They’ve been together since.

3. Selena Gomez and Justin Bieber

While these two are definitely off now (Justin is now married to Hailey Baldwin), they were once a rollercoaster relationship.

Unfortunately, cheating rumors plagued their relationship, leading to their final split in May 2018. Rip Jelena.

4. Kourtney Kardashian and Scott Disick

Image credit: Instagram | @kourtneykardash
Instagram | @kourtneykardash

Oh, these two. For several seasons on the family’s reality TV show, Keeping Up with the Kardashians , viewers watched their on-again and off-again relationship.

A lot of this stemmed from Disick’s alcohol abuse issues while raising their family.

5. Lindsay Lohan and Samantha Ronson

Poor Lindsay; she just can’t ever seem to get it right.

Back in the mid-2000s, this former couple was all over the headlines with their public fights. Finally, after several tumultuous and messy arguments — they called it quits in 2009.

As difficult as the situation was, Lindsay remained steadfast in her decision.

Image credit: Instagram | @lindsaylohan
Instagram | @lindsaylohan

“Two toxic people cannot be together,” Lohan eventually said of her ex to the Daily Mail .

“End of story. We’re friends now. That’s how it started so I think that’s how it was meant to be.”

6. Megan Fox and Brian Austin Green

Before Megan fell head over heels for Machine Gun Kelly, she was married to the 90210 alum for 10 years. During this time, though, they split up more than once.

The first time in 2015 and then again in 2020.

7. Cardi B and Offset

The pair’s relationship has been messy since Offset was unfaithful to Cardi in 2019.

After many public apologies (including crashing her concerts), she eventually took him back. Things went sour again in 2020, resulting in Cardi filing for divorce.

But things have since changed in 2021.

She confirmed that she was back with her husband during an Instagram Live session with fans.

She also shared this picture on social media, with the caption, “Thank you for setting me up for the right path for me not to [expletive] up ever again. I love you.”

8. Gigi Hadid and Zayn Malik

Image credit: Instagram | @gigihadid
Instagram | @gigihadid

It took a few tries, but this couple finally got things right. They first began dating in 2015 , but called it quits three years later in 2018.

While they were spotted kissing in 2019, they wouldn’t reunite their love until January 2020.

This time, they appear to be staying together for good.

Image credit: Instagram | @gigihadid
Instagram | @gigihadid

They welcomed their first daughter together in September 2020.

“Grateful to know her, proud to call her mine, & thankful for the life we will have together x,” Malik wrote on Instagram alongside a photo of the baby’s hand.

9. Katy Perry and Orlando Bloom

Image credit: Instagram | @orlandobloom
Instagram | @orlandobloom

PerryBloom has been a thing ever since the Golden Globes after-party in 2016. But the couple, who welcomed a daughter in August 2020, have had their ups and downs.

For example, they took a break in 2017 after over a year and a half of dating.

When they got back together in 2018, they were forced to confront some of their relationship issues.

Things have clearly improved over the years with the couple as Orlando proposed to Katy in 2019 on Valentine’s Day.

10. Justin Bieber and Hailey Baldwin

Image credit: Instagram | @justinbieber
Instagram | @justinbieber

As a huge Justin Bieber fan, Hailey’s dreams came true when she started dating the singer in 2015.

But by 2016, they had broken up. According to Justin , this was a time where “there was so much hurt and so much pain.”

The pair eventually got back together in 2018.

Image credit: Instagram | @justinbieber
Instagram | @justinbieber

When they did, their separation had done them a lot of good. A big part of this change came from Justin quitting drugs and alcohol .

The pair eventually got married in September 2019.

11. John Mayer and Katy Perry

Katy has always had a thing for rockstars and bad boys. Before Katy met Orlando, she was in another off-again on-again romance with John Mayer.

The pair dated in 2012, following Perry’s divorce from Russell Brand.

They broke up that fall, only to rekindle things again.

Image credit: Instagram | @johnmayer
Instagram | @johnmayer

After they got back together that June, they split for the final time in 2015.

John has since admitted that his single ” Still Feel Like Your Man ,” from his The Search For Everything album is written for Katy.

12. Miley Cyrus and Liam Hemsworth

Image credit: Instagram | @liamhemsworth
Instagram | @liamhemsworth

These two were the King and Queen of being on-and-off. It all started when they first started dating in 2009 on the set of The Last Song .

They broke up for the first time in 2010.

The pair got engaged in 2012, but it didn’t last long.

Image credit: Instagram | @liamhemsworth
Instagram | @liamhemsworth

In 2019, the pair confirmed that the wedding is, indeed, off. By December 2018, fans believed in love again when they rekindled and even got married.

Sadly, not even that lasted, though, as they split up after less than a year of marriage.

13. Pink and Carey Hart

Image credit: Instagram | @pink
Instagram | @pink

Pink and her former motocross-pro husband, Carey Hart, first said their “I dos” all the way back in 2006. Two years later, they were divorced .

The couple ultimately found their way back to one another in 2010 and have been together ever since.

14. Elizabeth Taylor and Richard Burton

Elizabeth and Richard appeared in 11 films together over the course of their historic careers.

You can read all about their torrid affair(s) in the biographical novel “Furious Love: Elizabeth Taylor, Richard Burton, and the Marriage of the Century.”

15. Ryan Seacrest and Shayna Taylor

You can’t fault Ryan and Shayne for trying, they did everything in their power to make their relationship work.

But after splitting for the third time, both Ryan and Shayna finally amitted to themselves and to one another that they needed to move on.

16. Halsey and G-Eazy

Image credit: Instagram | @iamhalsey
Instagram | @iamhalsey

Since her split from G-Eazy in 2018, Halsey has asserted that she was the victim of mental and physical abuse .

She absolutely went off on a fan during a live concert performance who kept taunting her by shouting “G-Eazy.”

17. Chris Evans and Jenny Slate

Image credit: Instagram | @chrisevans
Instagram | @chrisevans

Chris and Jenny first started dating in 2016, broke up a year later, rekindled, and then split for a final time in 2018.

Although they’re apart, they still have a tremendous amount of respect for one another.

18. Hayden Christensen and Rachel Bilson

Image credit: 20th Century Fox
20th Century Fox

Hayden and Rachel met while filming the sci-fi action film, Jumper in 2008 and by that December they were engaged.

The couple decided to call off their engagement in August of 2010 and were back together just three months later.

In 2014, Hayden and Rachel welcomed their first daughter into the world.

Unfortunately for Rachel and Hayden, their relationship wasn’t meant to be — no matter how hard they tried to make it last.

Then, in 2017, both Rachel and Hayden announced that they had indeed split for good.

19. Wiz Khalifa and Amber Rose

Amber and Wiz fell hard and fast. Their marriage ended in a messy divorce and a lengthy court battle for custody of their daughter.

Wiz took to Twitter and accused Rose of being an unfit parent. While Rose made a heartfelt plea to get her man back.

20. Jennifer Lawrence and Nicholas Hoult

Image credit: 20th Century Fox
20th Century Fox

Nicholas and J-Law first met on the set of X-Men: First Class and began dating shortly thereafter.

Their relationship should be taken as a cautionary tale as to why you should never date a coworker. Jennifer and Nicholas had to make another three films together after they’d broken up.

21. Mandy Moore and Ryan Adams

Mandy Moore’s marriage to Ryan Adams has been categorized as abusive by both Moore and Adams himself.

Mandy is one of seven women who have come forward in recent years with sexual abuse allegations against the indie rocker.

Mandy was asked about her ex-husband’s public apology regarding the allegations during an interview with *Today*

Mandy said, “I find it curious that someone would make a public apology but not do it privately.”

She made it clear that by no means did she want or need an apology from Ryan but implied that she found the act to be disingenuine.

22. Ryan Gosling and Rachel McAdams

Image credit: New Line Cinema
New Line Cinema

When Ryan and Rachel first met one another, they could hardly stand to be in the same room. Ryan even tried at one point to get her fired !

Shortly after The Notebook was released, they made their relationship official. Two years later, they were done.

23. Kim Kardashian and Kris Humphries

No joke — there’s BBQ sauce in my fridge that has lasted longer than Kim and Kris.

In no time at all after beginning their romantic relationship with one another, the couple announced that they had gotten enagaged .

The marriage lasted only 72 days before Kim filed for divorce.

Image credit: Instagram | @kimkardashian
Instagram | @kimkardashian

Their messy split was riddled with allegations of infidelity. Kris adamantly professed that Kim had been cheating on him the whole time with Kanye West.

Kanye’s then-girlfriend Amber Rose, backs up Kris’ claims.

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