- 1 year ago
Tinseltown’s most turbulent romances have kept us hooked with their ups and downs. From Hollywood icons to pop stars and reality TV royalty, these couples just couldn’t seem to make it work—despite multiple reunions. Join us as we explore the rollercoaster relationships that finally reached a crossroads, leaving fans wondering if they’ll ever get back together again.
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00:00For the third time in their nearly 30-year marriage, Miley Cyrus' parents, Tish Cyrus and Billy Ray Cyrus, have called it quits.
00:07Welcome to Miss Mojo, and today we're counting down our picks for Tinseltown's most tempestuous pairs,
00:13who just couldn't make their relationships work.
00:15Miley and Liam announced their split on August 10th, after less than a year of marriage.
00:22Number 10. Katy Perry and Orlando Bloom
00:25They were a power couple if we had ever seen one.
00:28The two met at a Golden Globes afterparty in 2016, when Orlando tried to steal her burger, but ended up stealing her heart.
00:36By May that year, they were in love and had no intention of hiding it.
00:40We both had bottles of apple cider vinegar, because I said, wait, what have you got in your water?
00:45And she was like, apple cider vinegar. I was like, no!
00:48We're made for each other!
00:49This is it!
00:50Unfortunately, their relationship reportedly hit a roadblock when they separated briefly in 2017.
00:55They reunited the following year, got engaged in 2019, and were envisioning a 2020 wedding.
01:02Were you wearing those big headphones when he proposed?
01:05Will you marry me?
01:08No, we weren't.
01:09You weren't?
01:10We weren't. It was really sweet.
01:12Those plans fell through when COVID-19 hit.
01:14But on the upside, the couple was blessed with a baby girl that year.
01:18The Troy actor and his pop star partner seemed to have the perfect life, until it was revealed in June 2025 that they had reportedly parted ways.
01:27Katy Perry and Orlando Bloom have broken up after nine years together, according to multiple reports.
01:34Number 9.
01:34Jennifer Lopez and Ben Affleck
01:37You know a celebrity couple is messy when their relationship gets a Wikipedia page of its own.
01:42Jennifer and Ben, or Bennifer, crossed paths while working on Geely in 2002.
01:48J-Lo was married to Chris Judd, but wrapped up that relationship and jumped into an engagement with the Goodwill Hunting star by the end of that year.
01:55So I guess this is just my roundabout way of saying that it is women who are in fact the most desirable form.
02:03Wouldn't you agree?
02:05The two didn't last long though, eventually breaking up in 2004.
02:08However, their romance had clearly not run its course, because they got back together again in 2021 and married in 2022.
02:17Would you ever have imagined that it comes full circle, it ends up like this?
02:21No, you never could imagine something like that could happen.
02:24It's a beautiful thing.
02:26It was a story straight out of a movie, except without a happy ending.
02:30By 2024, they were rumored to be going through a rough patch, which ultimately ended in a 2025 divorce.
02:37Saying, quote, being in a relationship doesn't define me.
02:41I can't be looking for happiness in other people.
02:44I have to have happiness within myself.
02:46Number eight, Megan Fox and Machine Gun Kelly.
02:50But after a year of showing off their love on the red carpet.
02:53He was like, you're going to be naked tonight.
02:55And I was like, whatever you say, daddy, whatever daddy says.
02:59The couple hit a rough spot in February.
03:02This pair didn't exactly have a conventional romance.
03:05They got close while filming Midnight in the Switchgrass in March 2020.
03:09At the time, Fox was married to Brian Austin Green, with whom she shares three kids.
03:14That's my baby boy.
03:16There's nothing better.
03:17Which is why you don't marry him.
03:18Because he's your...
03:19It doesn't matter.
03:20Because that would be weird.
03:21Right.
03:21I love her.
03:22I still love her.
03:22It's fine.
03:23She's okay.
03:24She just loves her baby.
03:25That's all.
03:25She filed for divorce from him in 2015 before patching things up and separating for good again
03:31in 2020.
03:32Their divorce wasn't finalized until 2022, a month after Megan and MGK got engaged and
03:39admitted to drinking each other's blood.
03:40When the two got engaged earlier this year, Megan shared on Instagram that the proposal
03:45ended only after we drank each other's blood.
03:48All seemed well in their gothic paradise until they seemingly ended their engagement in 2023.
03:54The following year, the Jennifer's Body star revealed she was expecting a child with
03:58the rapper.
03:59The couple had previously experienced a pregnancy loss.
04:03They reportedly split again before Megan gave birth.
04:06It's over for Megan Fox and Machine Gun Kelly.
04:09Multiple outlets are reporting that the couple has broken up just weeks after revealing their
04:14pregnancy news together.
04:16Number seven, Billy Porter and Adam Smith.
04:19A rep for the Emmy winner confirmed the news to People, explaining the decision was mutual
04:23and made after much consideration, adding, quote, they continue to love and support each
04:29other as they embark on this next chapter.
04:32The Pose superstar met his businessman ex-husband at a dinner party in 2009, surrounded by friends.
04:38Adam later recalled being, quote, enamored with each other back then.
04:42Adam stepped out to support Billy back in December, when the Pose star was honored with a star on
04:47Hollywood's Walk of Fame.
04:49They started a relationship but called it quits after some months.
04:53The Broadway icon referred to Smith as the one that got away after their first split.
04:58Cut to 2015 and they were back in each other's lives.
05:01Porter didn't waste any time and popped the question in 2016 before marrying him 16 days
05:07later on January 14, 2017.
05:10Despite having a healing marriage, Porter and Smith separated again in 2023.
05:16At the time, the Grammy winner openly declared that he would always love Adam.
05:20In a statement, the rep says the split is amicable and mutual and that Porter and Adam Smith will
05:27love each other and support each other during this time.
05:30Number 6, Khloe Kardashian and Tristan Thompson.
05:34You're my best friend.
05:36How come I, like, I meet my person?
05:39How come I've done so much wrong things to them?
05:42Like, why, why, why, why put you through that?
05:46The Kardashian-Jenners have seen their fair share of toxic relationships.
05:50Kourtney Kardashian and Scott Disick were together for years, but their on and off relationship
05:56was reportedly plagued by cheating allegations.
05:59The debauchery that's gone on has definitely closed the door several, you know, billion times.
06:06But it's been about global.
06:08Kylie Jenner and Travis Scott also dealt with rumors of the rapper's infidelity and had
06:13breaks in their relationship.
06:14Meanwhile, Rob Kardashian and Angela White, aka Blac Chyna, went through extremely toxic up
06:21and downs too.
06:22Why are you yelling, you psycho?
06:23What's wrong with you?
06:25Look, cause it's aggravatin'.
06:26Take the tongue ring out and relax.
06:29No, mind your business and relax.
06:31However, Khloe and Tristan had the whole internet invested in their romance.
06:36The NBA star allegedly cheated on her with multiple women, one of whom was Kylie's close friend
06:42Jordan Woods.
06:43Yet, she repeatedly took him back before finally closing that chapter of her life, much to the
06:48relief of her fans.
06:49This isn't like, oh, a one-time thing and here we are.
06:53Like, I, I love love and I am a hopeless romantic, but that's not gonna change how I feel and
07:00what happened.
07:01Number 5.
07:02Cardi B and Offset
07:03The Grammy winner shares three children with the bad and bougie rapper, but their relationship
07:09has been far from ideal.
07:10They were first linked in 2017, and we only found out later that they apparently got hitched
07:17that year.
07:17I bought her the limo, she bought me the rave.
07:19That's me.
07:20Mm-hmm.
07:21That means, um, his wife and I, uh, exchange cars and jewelry, correct?
07:27Yes.
07:28Okay, good.
07:28Marital bliss did not last long, though, because by 2018, word spread that Offset had allegedly
07:35stepped out on Cardi.
07:36She didn't immediately dump him, but the couple did eventually split, after which Offset publicly
07:42implored her to get back together.
07:44He got through to her, and the two were seemingly an item again by early 2019.
07:49I think we're good.
07:50I think you got it.
07:51Okay, so I think what we've learned here is that there are a lot of people who are trying
07:56really to kind of take some of your fame by taking shots at you, and you guys have had
08:00enough of it, yes?
08:01They do anything for clout.
08:03Come 2020, Cardi filed for divorce, reportedly citing claims of Offset's unfaithfulness.
08:09Still, they didn't end their marriage until she filed for divorce again in 2024.
08:13Offset, who shares three kids with Cardi, is ready to leave their relationship in the
08:18past.
08:19He tells the outlet, it was great while it lasted.
08:21That shouldn't be the topic for either one of us no more.
08:24It's a book that's closed.
08:25Number four, Billy Ray Cyrus and Tish Cyrus.
08:28How are you guys doing?
08:30Because you've had this on again, off again.
08:32We do great.
08:32We do great.
08:32Oh man, we're in the funnest place, man.
08:34We have just reached this place looking at, again.
08:37You're together, not together?
08:39Oh man, we're so together.
08:40You are?
08:40Oh gosh, we are so together.
08:42Oh, that's awesome.
08:44Yeah, so together.
08:45This couple sought divorce twice before calling time on their marriage for good.
08:50They fell in love when Billy Ray was far from the icon he is now.
08:53After their first child, Miley Cyrus, was born in 1992, they tied the knot.
08:59In the years that followed, they welcomed two more children, Bryson and Noah.
09:03You know the first thing he said to me?
09:04What?
09:05Is I've never seen you drink ever and I think that's so cool because all my friends were
09:10so rowdy and that is literally the first thing he ever said to me.
09:12I see you in here all the time.
09:13I've never seen you take a drink.
09:14I go, I'm always the designated driver.
09:16However, the happy family was disturbed when Billy Ray filed for divorce in 2010, which he
09:22called off less than a year later.
09:24We both woke up and realized we love each other and decided we want to stay together.
09:29They decided to do something they hadn't done, which was go to couples therapy.
09:32In 2013, it was Tish's turn to put the divorce papers in.
09:37But thanks to therapy, they reconciled.
09:40They sustained their marriage for a few more years before Tish initiated divorce proceedings
09:44again in 2022.
09:45Tish, who has filed for divorce from husband Billy Ray Achy Breaky Heart Cyrus for the third
09:52time.
09:53They were reportedly living separately by then.
09:55Both parties eventually moved on.
09:58Number 3.
09:59Miley Cyrus and Liam Hemsworth
10:01Love was in the air for these two stars when they met while working on the last song.
10:06By 2010, they were an item.
10:08But that same year, they reportedly broke up twice.
10:11After deciding to stay together, they got engaged in 2012, only to call it off the following
10:17year.
10:17Is that an awkward thing that all this attention is going on and you're not with him anymore?
10:23It's not really as awkward because I'm living in and so I think people spend more time actually
10:28thinking about it than I really do.
10:29After seeing other people for a while, Miley and Liam picked up where they left off and were
10:34engaged again in 2016.
10:36Two years later, they exchanged vows, but were separated again in 2019.
10:42This eventually led to Liam filing for divorce.
10:45Liam never wanted to share Miley with anyone.
10:48He loves her and he is far too traditional.
10:51He finally realized he just wants to start fresh.
10:54Per reports, his traditional side was apparently clashing with her need for independence.
10:59Since their divorce was finalized, both Miley and Liam have found love with other people.
11:04Me and Liam's commitment to being married just really came from, of course, a place of love
11:10first because we've been together for 10 years, but also from a place of trauma and just trying
11:15to rebuild as quickly as we could.
11:17Number two, Emma Roberts and Evan Peters.
11:20As long as I'm not boring.
11:22You're not boring.
11:23You're a weirdo.
11:24You are not normal.
11:27And it's inspiring.
11:28It's cool.
11:29The American horror story Coven Stars had a tumultuous relationship that spanned about
11:34seven years.
11:35She fell for him while working on Adult World together in 2012, and they started dating soon
11:40after.
11:41However, their relationship was heavily scrutinized when Roberts was reportedly arrested for alleged
11:47domestic violence against him in 2013.
11:49She was there with her boyfriend, Evan Peters, from American Horror Stories.
11:53They were in their hotel room.
11:55Something was going on.
11:56Cops were called out.
11:57Both actors' reps described the incident as a misunderstanding.
12:01Nevertheless, the two proceeded to get engaged just a few months later.
12:06I know.
12:06Taco breath.
12:07Yeah.
12:07Did you know right away that there was something special there?
12:10Uh...
12:11Okay, maybe not.
12:13Yeah, okay.
12:14Cut to commercial.
12:14Between 2015 and 2016, they broke up and got back together twice before cancelling their
12:20engagement in 2019.
12:22Talk about an emotional rollercoaster.
12:25Before we unveil our top pick, here are a few honorable mentions.
12:29Miguel and Nazanin Mandi
12:31In their 17 years together, they broke up and made up once before divorcing.
12:36Are you ready?
12:37Yes, I've been ready for a long time.
12:39You guys have been on and off for like 11 years.
12:41Yeah.
12:42Justin Bieber and Selena Gomez
12:44They orbited each other for a decade, breaking up and getting back together multiple times.
12:50For months, rumors have been swirling.
12:52The couple called it quits.
12:54What went wrong is what always goes wrong.
12:56They're always breaking up and getting back together because they're young.
12:59Chloe Grace Moretz and Brooklyn Beckham
13:01From 2014 to 2018, they were stuck in a cycle of separation and reconciliation.
13:08The reason I do this is because, like, look, now it's out, it's done.
13:11Get over it.
13:12It's real.
13:13We're together.
13:13And that's it.
13:15Rachel Bilson and Hayden Christensen
13:17The actors had a whirlwind romance, but called off their engagement twice.
13:22David, if you don't want to tell me everything, that's fine.
13:26Just don't lie to me.
13:29I'm not lying to you.
13:31Zayn Malik and Gigi Hadid The former it couple tried to make things work despite multiple
13:36splits, but didn't last.
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14:00They were two of Hollywood's greatest actors, but no movie could rival their epic real-life romance.
14:21From locking eyes at a party to working together, cheating on their respective partners with
14:26each other, and finally marrying in 1964, their romance was what Burton called le scandale.
14:32However, their marriage reportedly came to an end after a decade when Dick stepped out on Liz with Natalie DeLon.
14:39I think having a fight, an out and out, outrageous, ridiculous fight, is one of the greatest exercises in marital togetherness.
14:51She was quick to divorce him, but they remarried in 1975, before divorcing again months later.
14:57Both went on to have two more marriages in their lives.
15:00Yet, it is well known that in their heart of hearts, they always hoped they could reunite one more time.
15:06I think you become so much in the other person's pocket, in their mind, in their soul, that you begin to lose your own identity.
15:18Which of these celebrity breakups broke your heart? Tell us in the comments.
15:22You can't pick up a movie magazine or anything about Liz and Dick battling.
15:30All right.
15:32You have to pick a movie magazine.
15:34Check.
15:34Can Look Out
15:36The Lonely
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