Top 10 Messiest Celebrity Breakups

We're still not over the messiest celebrity breakups. Our countdown includes Britney Spears & Justin Timberlake, Kristen Stewart & Robert Pattinson, Johnny Depp & Amber Heard, and more! Which celebrity breakup do YOU think was the messiest? Let us know in the comments!
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MsMojo is a leading producer of reference online video content of Top 10 Lists, Origins, Biographies, Commentary and more on Pop Culture, Celebrity, Movies, Music, TV, Film, Video Games, Politics, News, Comics, Superheroes. Your trusted authority on ranking Pop Culture.

[@helenapeterfi]

I can't believe Chris Brown and Rihanna are not even mentioned

[@destinyschild4581]

Ikr

[@noemistephanie93]

Agree! That was SUCH a big thing!

[@angelinebena9675]

You are so right

[@zitronentee]

Probably messiest relationship than messiest breakup?

[@hadbetterdays8118]

She evan wrote songs about him

[@muziqpoet86]

Brad Pitt and Jennifer Aniston's breakup was all on Brad and Angelina Jolie

[@ElvisRose_]

I think another factor was the issue of a family, he wasn't with Angelina long before they adopted their first child together then they had three of their own and adopted one more while Jennifer never had kids. So that big difference between six kids and none had to have played some role.

[@voicesinblue6848]

@@ElvisRose_ Maybe, but I think still that if Jennifer didn't want to have kids (or couldn't) it didn't gave Brad the right to cheat on her (if he even did that), I mean, the time is a little off but he moved on a little fast from Jennifer and that probably really hurt her.

[@alexhaight2989]

Yeah and another thing I hear in an interview where brad spoke up n said he wanted a family n did love her but all she wanted to do was sit home on the couch n smoke weed. Idk how true it is but Angie definitely came in

[@samarathompson2221]

You lose them how you get them they aren't even together anymore lol

[@PureSparkles22]

@@samarathompson2221 brad never cheated on Angelina, She dumped him cuz he's an alcoholic

[@dorothyallan5454]

I felt so bad for Jennifer Aniston, I mean she deserves so much more.

[@JasonSturgess]

If you watch her on Instagram she is enjoying her best life and you know why ? she loves herself and who she is and it shows thats something we all need to do.

[@Song]

We pay too much attention to celebrity breakups

[@vanessastegall]

They’re so sad.

[@estheroangel]

@@vanessastegall And stupid

[@doffydonquixote4723]

Dating is stupid

[@a.madison9625]

When an actress chooses to cheat with a married director on a public road and then issues a public apology, she's inviting comment. Kristen Stewart is one of the most stupid,, reckless celebrities ever. Pattinson is lucky he found out what trash she is a long time ago. He was able to cut her out of his life and move on.

[@sunflowerbabe6565]

@@a.madison9625 I knew she cheated but not with someone married in public that’s crazy🤭🤭

[@Lu-zp4ft]

Love that the friends reference "the one with the rumour " is actually the episode Brad is in haha!!

[@ragnhild2674]

Also the Sandra Bullock "blindsided" reference

[@mwakampundu239]

I really hate what Brad did to Jennifer Aniston. It was so disrespectful.

[@PureSparkles22]

he is missing a sensitivity chip

[@rahbeeuh]

@@PureSparkles22 is that a reference from Pretty Little Liars?

[@PureSparkles22]

@@rahbeeuh no its a refrence to the jennifer aniston 2005 vanity fair article

[@rahbeeuh]

@@PureSparkles22 ohh. They made that statement in the pilot of PLL that's why I asked. Thank you for being polite about it 😌

[@PureSparkles22]

@@rahbeeuh haha, its all good.

[@addieb1314]

I still can’t wrap my head around the fact that anybody could cheat on Sandra Bullock. LOOK AT HER

[@trishsotrisha]

Remember ladies, a relationship built on another women's tears WILL NOT LAST! Dont think you got the grand prize for breaking up someone's relationship

[@noemistephanie93]

Yeah what comes around, goes around! Karma’s a bitch

[@suprabhat7453]

@@noemistephanie93 "What goes around comes around"***

[@nmmarquesm]

Also ladies, remembre when a man calls his ex crazy , chances are you will be called that too once you break um with him and he meets somebody else.

[@esethu395]

THISSSSS

[@laviniamorelli7291]

I think Miley Cyrus and Liam Hemsworth deserve to be on this list.

[@haileyparsons3844]

It think they ended on good terms though. Like both had no bad feelings

[@noemistephanie93]

Agree! It was such a big scandal

[@thatgirl4652]

Yeah I was definitely rooting for them. Sad they are over :((

[@RealTalk1411]

What about Tom Cruise and Katie Holmes? That breakup was very messy. Katie Holmes only agreed to the terms and conditions of the divorce settlement cause she wanted out of the marriage. Tom Cruise and Katie Holmes were mad toxic. What about Halle Berry and Gabriel Aubry? And her husband after that Oliver Martinez. Both of those breakups were messy. Lots of accusations. Also Jennifer Lopez and Ben Affleck. Jon and Kate Gosselin only got an honorable mention.

[@LittleMissLion]

Glad Katie got out.

[@RealTalk1411]

@@LittleMissLion Same. She was really desperate to get away from him. She was like I'm not even gonna fight. I just want this marriage to be over.

[@selenabritroma]

I heard it was just a Scientology marriage.

[@shawnah-maymarkle2002]

@@selenabritroma yeah that was the main fight. He wouldn't let katie give their daughter medicine and she believed in medicine. Also Tom's ways been an control freak and that's why none of his marriages work

[@vp98215]

@@ericasherman3357 didnt they break up on good terms?

[@ronniewhitedx]

Johnny Depp is definitely the innocent party

[@PureSparkles22]

amber is a narcissist

[@ronniewhitedx]

I like how they showed the clip of amber clearly lying to a judge and also acting as though she's rather be somewhere else then had the audacity to leave it up in the air like it could be either one of them lol

[@AgnessaMo]

That's what you get for leaving your partner of 10+ years and 2 children for a young blonde. No sympathy for cheaters, even though I don't believe a single word from Amber Heard's mouth.

[@PureSparkles22]

@@AgnessaMo pretty sure Vanessa left him

[@ronniewhitedx]

@@AgnessaMo I wish I could downvote this twice.

[@komalnasir9775]

Max & Dami, i was so happy that she finally found someone she was happy with and totally herself but i was wrong.

[@TheCoco151]

She need a year or two by herself to heal

[@abbyrose6660]

what makes the brad and jen split sad is how the media and everyone else portrayed brangelina as the pinnacle of all celebrity couples even though it started from betrayal. i didnt even know the full backstory behind the beginning of brangelina until a few years ago because everyone viewed them as the superior hollywood couple.

[@sweetsmiles2156]

Jolie is side chick dream. He lost all respect and the real wife

[@angelinebena9675]

Brad and Jen were the Hollywood couple as well. I don’t know why they would do that to Jen poor Jen

[@margarethmichelina5146]

What I learn is Brad wants kids but Jen doesn't. So, probably Brad is attracted to Angie because she has so many kids that she's adopted from around the world since she's an activist.

[@jujubeesl1406]

Media lies - see the portrayal of toxic ex teen rel jelena as some true couple when it was 2 people using drugs on off

[@mdaly5720]

WHERE IS SELENA GOMEZ AND JUSTIN BEIBER

[@Ram-es3hc]

Ikr!!

[@doffydonquixote4723]

Ew

[@DarkYozora]

HAHAHAHAHAHAHAHAHA!!! 😂

[@josephineamirtha]

We forgot that existed

[@hassana7100]

Which time?

[@sumeyracoskun6962]

Demi's ex bf's sea scene reminded me Michael Scott having a break down in a park

[@voguemidnight19]

that's so true lol

[@jennygranillo7181]

🤣 trying to feed the birds

[@SuryaDas-ez3lo]

Amber heard is so shameless.

[@donaldwilson2620]

She proved it even more after this recent trial.

[@dunnotck1]

Miley and Liam where one of the messiest couples ever. In 2009 they met on the set of "The last song", a romantic movie they starred in, when she was 16 and he 18. They fell madly in love and started dating. After some months of dating they broke up, then they got back together, then broke up, then dated other people, then got back together again, then got engaged, then broke up. But this time, breaking off the engagement was very hurtful and Miley changed her entire persona and became wild, doing drugs and partying hard, as opposed to her very groomed and chaste image as Hannah Montana, her album Bangerz tells the story of her relationship with Liam. Years later Liam and Miley met again in Malibu, by chance. Liam, a surfer wanted a house in Malibu and unknowingly bought Miley's former house. Miley still lived in Malibu and soon they started dating again and the engagement was on again. They moved in together and seemed happy. A year later California wildfires destroyed the home they shared. Miley was out of the country but Liam got home just in time to save all their animals. The trauma of this made them become even closer and on Christmas 2018 they got married at home in a small ceremony with their families. They spent 8 months together and then got divorced. All of this spanned 10 years, basically a third of each of their lives. Miley recorded the ups and downs of their relationship in many of her songs, if you are interested I recommend you listen to them. In chronological order some of the songs are: See you again, Adore You, Wrecking ball, FU, Someone else, Drive, Rooting for my baby, Malibu, Week without you, Thinkin', Slide away. I feel for Miley and I hope she can find inner peace first and foremost and then a stable relationship if she wants that.

[@remyops6238]

This is very helpful and very well articulated! Thank you.

[@sesquicentennialcera1823]

See You Again was for Nick Jonas... Liam's songs start on Time Of Our Lives (EP) (according to a lot of accounts) and is emphasized on Can't Be Tamed album(/LP... Which also ended her songs about Nick). A lot of mix-ups in this essay but good try...

[@neadod2902]

MsMojo: *"We may never really know the truth of this toxic coupling"* Me: *"Ehhh, nope. Amber abused Johnny, was unfaithful to him, lied about him abusing her, reaped the benefits of this false claim and has made it more difficult for victims of abuse to come forward.*

[@FriendshipIsMagic6214]

Were you involved in their marriage? If not, you don't know any better than the rest of us the truth of what really happened between them.

[@neadod2902]

@@FriendshipIsMagic6214 I'm stating things that have been proven to be true. Amber abused Johnny- recordings of her admitting it, witnesses. Was unfaithful- video footage of her having James Franco over, numerous witnesses saying Musk came over when Johnny was gone out of town. Lied about him abusing her- she did commit purgery. If u watch her testifying her story doesn't match the audio tape and she repeatedly changes the stories of what she originally claimed happened. Reaped the benefits of claiming she was just a victim of domestic abuse- she did. She became the face of big movements, MeToo etc. Has made it more difficult for actual victims to come forward- I believe that's true. Just look at Melissa Benoist. She spoke about her past experience with domestic abuse, a lot of people claimed she could be lying because of the Heard case. So just because I was not present in their marriage doesn't mean I don't have a clue as to what happened between them.

[@FriendshipIsMagic6214]

@@neadod2902 I disagree that those things were proven without a shadow of a doubt. I didn't witness any of that and neither did you. There are three sides to every story...

[@neadod2902]

@@FriendshipIsMagic6214 So Amber admitting on tape that she hit Johnny etc, is not proof that she abused him?

[@Iggybart05]

@@neadod2902 some people have the IQ of house plant, you can't exactly fix that

[@-viscupcake-5646]

Do not get me started on freaking Amber Heard

[@devinreis5811]

She's a devil.

[@aztecpatrick]

Johnny and amber should have taken the top spot, with Brad and Angelina following close behind

[@PureSparkles22]

brad and angelina breakup wasn't even that bad. he was just spotted at her house yesterday

[@booksrock9678]

@@PureSparkles22 probably something having to do with their kids

[@Disney65Fan]

The Demi Lovato and Max Ehrich one I knew wouldn't last especially when she rushed into the relationship.

[@blujeny]

Also Max’s old tweets that resurfaced where he was comparing Demi to Selena and basically implying Demi was ugly... yikes

[@mirajewell228]

I feel like Dove Cameron and Ryan Mccartan also had a pretty messy break-up.

[@orangemarissa50]

Sadly not everyone knows about that break up or talks about it 😔

[@Empire_11]

I think after we saw so many CUTE videos and pictures with scarlet johanson and chris evans that we REALLY WANT THEM TO BE TOGETHER

[@marlonclark1896]

i agree

[@ninaclark1134]

What I think we all just need to remember is that these are just people. They go through relationships and sometimes it doesn’t work out. We shouldn’t make such a big deal out of something that has nothing to do with us

[@trinielenam0314]

I am surprised but not suprised that Brad Pitt made it twice on this list..... 😆

[@angelinebena9675]

Same

[@saramae2516]

I was ready to leave if Brad and Jennifer weren't number one... just saying. Still hurts my heart.

[@aishafolakemiomileye8991]

Who clicked on this video when you saw Demi......I mean

[@evelingutierrez6978]

I Love you guys, watch your videos all the time.

[@MsMojo]

Thank you so much!

[@elvinrivera5477]

Hi Girl ❤❤❤❤❤

[@kate1812]

Be Grateful that we aren't celebrities

[@cadykiara3653]

If you read the court documents it's quite clear that Amber is being VERY disingenuous and I can't believe that no one has reacted to what she has done the way they reacted to what she accused Johnny of doing

[@Selsmittenxo]

This 👆👆👆👆 SHE Is the abuse!

[@sinmaster6583]

@@a.madison9625 "his text messages with Paul Bettany" They're not abusive to her, since she was never meant to see them. He was venting and immediately after sent a text saying, that he could never do that to a person he loved... And the records of him going off? Do you have access to something special that no one else does? I'm sure Amber would like that, just so she has some kind of evidence...

[@eny11]

@@sinmaster6583 @A. MADISON is some kind of troll, clueless 12 year old who read one sun article or, Amber herself bc shes going around spewing misinformation on anyone who actually looked into this.

[@shaniquegayle7630]

Zac Efron & Vanessa Hudgens???...Well it wasn't messy but it still breaks my heart

[@ElvisRose_]

Brad and Jen were too cutesy, and it's annoying that people are once again hopping on that train of wanting them to get back together when they've been apart for like 18 years. And Robert Pattinson and Kristen Stewart only got back together because they had the final Twilight film to promote and their real life relationship helped boost the popularity and attendance at functions; so it's not hard to figure out why they once again broke up right after they'd completed their obligations.

[@liamhaig7313]

Where’s Chris brown and Rihanna

[@beckykerr5829]

Ewww amber eww

[@vanesaloveshogwarts9871]

ONCE A CHEATER ALWAYS A CHEATER

[@jpmackey1607]

You forgot Cardi B and Offset (even though they reconciled...again).

[@KarlaRodriguez-ku3fp]

Personally I think it's a publicity stunt but then again they're the typical baby momma baby daddy toxic couple that make up and break up except this time around they happen to be famous.

[@Empire_11]

I think we all knew before we clicked on this that kristen stewart and robert pattison would be on here

[@natalie12128]

I was hoping Justin and Britney were on here and yup they were number 10

[@justv5136]

"Self-sabotaging" huh? How can it be self-sabotage when it was actually his wife and children that got the "sabotage"?

[@PaiviProject]

Well that's how it sometimes go. I'm team Johnny 100%. I hope his nightmare will come to an end soon. Thanks 👍

[@justineves3588]

very very crazy list I like it a lot great job mis mojo one great list I feel bad for number 5 a lot

[@lovefromwonderland]

Johnny Depp was abusive? Amber Heard chopped off his freaking finger and she has the balls to say he was the abusive one?

[@TheBlueberryymuffin]

She chopped off his finger?!

[@noemistephanie93]

I think Britney and Justin’s breakup should be 1# cause it not only damaged her reputation but her life as well which lead to her meltdown

[@toxicbxy5582]

I agree

[@dorothyallan5454]

I'm definatly team Jennifer, no matter what.

[@kaykay3772]

Johnny Depp and Amber Heard's marriage was TOXIC ☠️ And also, I'm on team Jennifer.

[@SharitCreations]

I never liked Angelina as a person after breaking up Brad and Jennifer. I will say though Angelina was perfect as Maleficent. I hesitantly watched it because my favorite Disney Villain is Maleficent. In the end I was pleasantly surprised how great Angelina was as Maleficent.

[@Iggybart05]

i don't often dislike videos, but this one earned it.

[@johnfernandez3971]

guys let's get reals here.....we knew the kardashians would be on this list

[@curlyanika8643]

You should do a part 2

[@xx.precious._8699]

Chris Brown & Rihanna should definitely be on this list.

[@DarkYozora]

That Kim Kardashian and Kris Humphries one are obviously Publicity Stunt...

[@romaramirez5578]

I saw Demi, I click faster than in my online classes.

[@klaramercan4358]

The Depp/Heard one aged very well 😄🙌

[@elianesaru]

What about Justin Bieber and Selena Gomez?

[@jujubeesl1406]

2 drug addicted ex teens but only selena side was messy trying to still chase a happily married man! More Fatal attraction gone wrong

[@aishafolakemiomileye8991]

Angelina Jolie and Brad's separation made me very sad then

[@danyellejones5871]

Poetic justice

[@biazacha]

Imo was a matter of time; is not impossible but couples that start with cheating don't tend to end well... their moral compass and respect to the level of commitment isn't in the right place.

[@PureSparkles22]

@@biazacha they didn’t break up cuz someone cheated tho it was cuz brads an alcoholic

[@devinreis5811]

I remember the "Cheetah" scandal like it was yesterday. I was starting high school. It's so hard to believe that was 10 years ago.

[@angelinebena9675]

And now waiting for Kim and Kanye

[@thevampireliars]

Chris Brown and Rihanna, Khloe and Tristan? I mean, khloe even delivered early because of that

[@cadillacdeville5828]

Well this was interesting 😉😉

[@samanthasims7123]

I still find that love triangle intriguing because pitt cheated on jen with angelina and yrs later pitt did the same with some other chick

[@pauldav]

where's Ariana Grande and Pete Davidson?

[@greeneyesgirl467]

We all know this whole list was just made to talk about Heard and Depp lol

[@ewanm2246]

What about Britney and Kevin? That was one of the most messiest breakups. Drama everywhere.

[@daniwilliams]

mine was Kristen Stewart and Robert Patterson, Jennifer aniston and Brad Pitt, Jenna dewan and Channing Tatum

[@emelietalledo896]

Can you please do top 10 messiest breakups of bachelor nation

[@MrRonald327]

That’s entertaining.

[@hlifehd3089]

thought Taylor Swift and Joe Jonas would be on here

[@fabiicaza1066]

Don’t know if it counts but Jason Nash and Trisha Paytas should be in here

[@rahbeeuh]

Keyword: "Celebrities"

[@oliviabranks7336]

@@rahbeeuh lmfao

[@Alex-cc5be]

The Ariana Grande/ Pete Davidson one is deff one of the top ones I think of from the last few years

[@JaclynKovach]

The thing with Brad and Jennifer is that it was 1000% on Brad. I can't see how they were pitted against each (her and Angelina) either as though Jennifer was anything but an innocent party in the matter... It's not like she even turned around and had a revenge affair or anything! To be honest I like Brad and Angelina, but just the way they got together was shitty and just always glossed over. When they broke up part of me couldn't help but feel it was Karma! Although that clip they showed at the end sort of makes me happy to see that they can be cordial with each other after all this time, especially on Jennifer's part that she can be better and not bitter ❤️

[@jx_1098]

I don’t count #6 as a messy break-up though..... I feel like it was on the down loan. They’re still friends

[@alos4025]

I’m surprised that Alec Baldwin and Kim Basinger weren’t on there. That was crazy.

[@Lazslo_L]

Britney's documentary is suppose to give some info about how Justin treated Britney. I'm not entirely sure though, haven't seen it yet

[@Cytron1515]

Robsten was by far my favorite Hollywood couple. I write fanfiction where they're still together. I felt that Johnny Depp and Amber Heard should have been #1.

[@susannekramer2359]

Kim K can be added again to the list soon

[@AlexChavez170]

What about Rihanna and Chris Brown

[@nicksoapdish157]

They should do a part two of the most messiest celebrity breakups.

[@Sarasapien]

Demi’s face is like a planet in and of its own....

[@noemistephanie93]

Lol what do u mean?

[@Sarasapien]

@@noemistephanie93 I mean her face is very unique lol

[@amalachukwuasuzu1898]

EVERYONE KNOWS AMBER HEARD WAS THE ABUSER... SHE LITERALLY ADMITTED TO IT🙄🙄

[@solistardust33]

I don't know anything about those people's relationship and everyone is only going based on what they've heard. None of us were in the court, in their marriage, etc.

[@elvinrivera5477]

Jordan Jimenez and David

[@elvinrivera5477]

Top 14

[@wojtekszast8054]

Tome Crouse And Katie Holmes

[@elainelat8067]

I think with Kristen and Robert, it was all a setup. Has Kristen been with a man since the director, though?

[@elvinrivera5477]

The Top 14 of Super Mario 3D Land

[@iamsam1296]

Sandra ,Robert ,Jennifer, Angelique , Johnny and needed better there ex’s were so toxic

[@cr7world671]

I see demi Lovato and I clicked ❤️

[@eamonjunior1557]

Nice

[@jakubtaticek58]

Max Ehrich is a joke. Demi deserves so much better. I hope she'll find happiness soon with someone who sees her soul and heart instead of her money and fame.

[@lorirose4841]

If he will cheat with you then he will cheat on you!

[@ashaharcharan6003]

Kim Kardashians marriage...totally using the poor man.

[@JC-xt8lr]

"...love for his new found spot light rubbed lovato the wrong way?" Sounds like Demi cant share the spot light if you ask me but okay.

[@MsRaeisMe]

Idk why Tommy Lee is not on this list

[@isaiahewing1412]

yes first like and comment

[@elvinrivera5477]

Bruno Mars and Ignacio Torres

[@haletm3757]

I'm sorry, but Phoebe is SO pretty!

[@elvinrivera5477]

In January 1st of 2017

[@elvinrivera5477]

2013 - 2020

[@elvinrivera5477]

2017 - 2024

[@danieljoyce4015]

Jesse James has to be the biggest muppet of all time. Sandra is amazing and so gorgeous.

[@elvinrivera5477]

In January 1st of 2019