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Look Back At 50 Of Hollywood’s Most Famous Romantic Entanglements!

All the best actors and pop stars in Hollywood don’t rise to fame with just talent. Other than their best-selling albums and their award-winning performances, they also have their private lives to share with the public. One of the juiciest topics, of course, is their love lives. The chain behind who is dating who (after who) always piques the interest of fans everywhere. We know that the degree of followers of famous love teams always seems to go beyond what is expected. Even fans choose sides when the famous love triangles come to light. In this list, we have prepared the hottest love affairs and entanglements that Hollywood has ever seen. From teen heartaches to marital problems, we’ve got it all. Most of these will ring a bell, especially if you’ve been in the loop all these years. We might just surprise you, though, because some of these catfights happened under one roof. Are you ready for some sweet gossip? Sit back, relax, and enjoy this rundown of Hollywood’s most famous romantic entanglements served sizzling hot.

Jennifer Garner, Ben Affleck, The Nanny

Jennifer Garner and Ben Affleck were a couple that made so many hearts swoon as their relationship bloomed in front of our eyes. Our hearts were broken when we heard about their separation in June of 2015. They were married for ten years before they decided to split. It was a month after rumors of Affleck having an affair with their nanny named Christine Ouzounian was said to be given credit for the divorce. In a later interview with Vanity Fair, however, Garner denied this, saying that she only heard about the issue with the nanny months after their breakup and that Ouzounian was not part of their choice as a pair. The marital problems may have run deeper, sadly.

Heidi Klum, Seal, Her Bodyguard

Heidi Klum and Seal were married for a while before scandals blew up as Seal started accusing Klum of cheating on him. In a famous interview with TMZ, he said that he thought that if only Klum waited until they were really separated before “deciding to fornicate with the help,” things would have gone smoother. They hired a divorce attorney eventually and called the marriage off. In her interviews after the split, Klum confessed to dating Martin Kirsten, her bodyguard. She said, however, that Seal’s accusations were not true. She only started dating Kirsten after her divorce was processed and then made final. We probably will never know who is telling the truth. Despite that, we hope they’re both happy now, though!

Joe Jonas, Taylor Swift, Camilla Belle

Taylor Swift always knows how to make a headline. In a popular interview in The Ellen DeGeneres Show, she told everyone that Joe Jonas broke up with her in a phone call that lasted only 25 seconds. She said that Jonas’ meeting with actress Camilla Belle should take credit for the breakup. Apparently, his attention was swiped right away as he met someone new, so he couldn’t take longer than 25 seconds to break up with his current girlfriend. The issue blew up, and everyone was talking about it. Matters got even better when Swift wrote and performed the song Better than Revenge, which featured Belle in her lyrics. Jonas got a lot of backlash from what he did to her, too.

Billy Bob Thornton, Laura Dern, Angelina Jolie

This next story is pretty straightforward. Angelina Jolie’s husband before Brad Pitt was Billy Bob Thornton, and he was also in a relationship when she fell for him. It was the late 1990s when Thornton and his girlfriend Laura Dern were living together. According to Dern, in an interview with Talk magazine, she had to leave home for a while to shoot a movie. She had no idea that while she was working, Thornton was already packing up his bags and running away with another girl. She came home to him already married to Jolie. She said she never even heard from him again. What a way to break up with your girlfriend, bud! He sure does get credit for the audacity to leave without warning.

Uma Thurman, Ethan Hawke, The Nanny

The nanny returns again. Apparently, the household help in Hollywood gets better and better as well. Uma Thurman and Ethan Hawke were married for five years when they decided to hire a divorce attorney in 2003. Hawke confessed to have been having an affair with Ryan Shawhughes, the household nanny. In fact, when Thurman moved on, Hawke actually stood his ground and married the nanny. The affair was probably a little deeper than getting naughty. They tied the knot in 2008 and now have two kids together. Now, as husband and wife, they didn’t have to sneak around the house and hide their affection for each other any longer. As for Thurman, she was free to see other people and direct her life somewhere else.

Billy Crudup, Mary-Louise Parker, Claire Danes

Billy Crudup was famous for his portrayal in Almost Famous. He was also famous for dating Mary Louise Parker from The West Wing. The power couple has been together for eight years when Crudup changed his mind about Parker. He left her for Claire Danes, an actress he met on the set of Stage Beauty, even though Parker was seven months pregnant with their son at the time. Danes was also in a relationship with musician Ben Lee when she left him to be with Crudup. The scandalous mix-up got so much attention that the media clearly made it an investment for their stories. Danes admitted to not have been mindful of the aftermath of her actions years later in an interview.

Marilyn Manson, Dita Von Teese, Evan Rachel Wood

American singer Marilyn Manson was dating Dita Von Teese, burlesque performer, back in 2001. The two got married in 2005, but after only one year, Von Teese hired a divorce attorney and called it quits with Manson. Only a very short time after, Manson was seen publicly dating Westworld actress Evan Rachel Wood. Speculations grew, and people tried to piece together what had happened between the three celebrities. Wood shared a while after that she got really affected because people called her a homewrecker for destroying the relationship between Manson and Von Teese. She said she found it hard to get over. Things obviously got messy, and we all saw what happened, but Wood said she never got insusceptible from the backlash.

Ciara, Future, The Wardrobe Consultant

Back in the hip-hop scene, Ciara was engaged to Future and was nursing their three-month-old baby boy when he broke up with her. Apparently, the two singers broke up because Ciara found out that Future had been having an affair with his wardrobe consultant Tyrina Lee. Even while she was with child, he had the audacity to cheat on her behind her back. This news coming from Us Weekly, though, was quickly denied by Future when asked about the topic. He said that he and Ciara grew apart, which was why he decided that it was better for both of them if they were no longer together. He would still need to provide his newborn child with roofing and a good stipend, though.

Kourtney Kardashian, Scott Disick, Sofia Richie

Kourtney Kardashian and Scott Disick were together for quite a long time— long enough for them to have three children together. Fate was not on their side, however, because the couple eventually split. Their children stay with Kardashian, and though the two have been seeing other people, they still keep in touch because of their kids. In the 15th season of Keeping Up with the Kardashians, the two were featured making an investment in co-parenting therapy. Meanwhile, Disick has been dating Sofia Richie since 2017. In the same episode of the show, Disick introduced her to his children. This resulted in Kardashian’s rage for not warning them. Thanks to reality TV, all this was fully documented and aired for our entertainment.

Selena Gomez, Justin Bieber, Hailey Baldwin

Pop stars Selena Gomez and Justin Bieber were a power couple for some time. Although they have been together on and off, most people just assumed they would stay that way for good. Things changed in 2018, however, when they broke up for good in late spring. Shortly after this, Bieber almost immediately started dating Hailey Baldwin and proposed to her in June of the same year. Rumors regarding the third party being the cause of the Jelena breakup surfaced, especially considering the short time it took Bieber to move on. He even placed a huge amount of investment money on the ring he proposed to Baldwin with. The diamond engagement ring was worth $500,000 and was featured on the cover page of Vogue Mexico.

Eddie Cibrian, LeAnn Rimes, Brandi Glanville

Eddie Cibrian and LeAnn Rimes had an affair to remember on the set of Northern Lights. The relationship was something that went deep because it drove both stars to leave their marriages for each other. Cibrian’s then-wife Brandi Glanville appeared on The Real Housewives of Beverly Hills a while later, and this was where she disclosed some information about when she realized her husband was seeing another woman. She said that when Rimes pulled her husband to sing I Got You Babe by Sonny and Cher in karaoke, she realized what was happening. She admitted to having almost lost her control when she saw the two of them singing together. That may have been enough for her to finally hire a lawyer.

Nicki Minaj, Safaree Samuels, Meek Mill

Love triangles aren’t lost in the world of hip-hop. Superstar Nicki Minaj was with Safaree Samuels for a long time before they broke up later in 2014. A year after their breakup, Minaj started seeing Meek Mill, and inspired by this, Samuels released a song about her and her new relationship. To this track, Minaj responded by tweeting that Samuels should not have cheated on her if he wanted to keep her. Much to her credit, she also set the record straight by professing online that she, in fact, was in love with Mill. It might have gotten a little bit messy since everyone on Twitter witnessed the shade she threw toward her ex, but at least these celebs are still staying afloat these days.

Aaron Carter, Hilary Duff, Lindsay Lohan

The classic love triangle between Disney stars Hilary Duff, Lindsay Lohan, and Aaron Carter began in their preteen years. Carter was the one who told the story in one interview. He said that he started dating Duff on his 13th birthday, and they were together for a year and a half. After some time, though, he admitted to having gotten bored, so he went up to Lohan and got to know her. He dated her for a bit, but then he broke up with her and went back to dating Duff, of course. These teenagers might have been brash with their actions way back, but these little scandals were what gave us a certain degree of giddiness that made us follow their story back in the early 2000s.

Blac Chyna, Tyga, Rob Kardashian

Blac Chyna and Tyga used to be a popular couple. What is ironic, though, is that they got even more popular when they broke up. They went on their own separate ways and found their paths diverging again in the same clan. As we all know, Tyga became the boyfriend of Kylie Jenner, while Chyna ended up as the girlfriend of Kylie’s brother Rob Kardashian. They had a daughter named Dream, but they broke up soon after. They aren’t the best of friends up to date. Meanwhile, things didn’t end up well with Tyga and Kylie’s relationship either. There’s still a lot of electricity between these personalities, for sure, and their paths will surely cross again because of these links, too.

Nick Jonas, Miley Cyrus, Selena Gomez

The Jonas Brothers and sweethearts Miley Cyrus, Selena Gomez, and Demi Lovato were a team when they were ruling Disney Channel back in their teenage years. Now that they’re older, they’re a degree more open to what issues transpired between them back then. Nick Jonas, in particular, was the center of quite a love triangle. He and Demi Lovato had recently been featured in James Corden’s Carpool Karaoke, and when Corden asked about his affairs, Lovato was more than willing to answer what Jonas wouldn’t. Apparently, he dated Cyrus and then Gomez and then got back with Cyrus back then. Gomez confirmed in one interview with W that she and Cyrus never really fought. They just happened to like the same guy when they were teens.

Sophia Bush, Chad Michael Murray, Paris Hilton

One Tree Hill stars Sophia Bush and Chad Michael Murray were a love team on-screen, but soon they fell in love with each other and took their relationship off the screen as well. Now a real-life couple, their relationship blossomed, and soon, they got married in December of 2005. Only roughly a year into the marriage, talk came out that Murray was seen pretty close with his co-actor in House of Wax, socialite Paris Hilton. Because of this event, Bush and Murray decided to hire a divorce lawyer and called their marriage off in 2006. What was bad about it was that they still had to work together on set. They tried to persist, but Bush soon confessed in an interview that she found it hard.

Serena Williams, Drake, Common

The famous rap battle between rappers Common and Drake transpired in 2012, and the huge feud led to releasing tracks about each other in a bad light. It was not until two years later that Common confessed that the reason for their war was that Drake was dating his ex-girlfriend Serena Williams. He admitted to the fact that he didn’t like that they were together and that it was the reason for his rage. Much to his credit, fighting over a girl was something he was not ashamed to admit to the public. At least he and Drake earned not only publicity but also a good fortune from the tracks that they released against each other to fight for Williams. It wasn’t all in vain.

Leonardo DiCaprio, Rihanna, Naomi Campbell

Leonardo DiCaprio has been dating women that most guys could only dream of getting close with. His extensive list of celebrities he has dated includes Gisele Bundchen, Miranda Kerr, Bar Rafeli, and Blake Lively. A lot say that despite all these ladies, though, DiCaprio has his top two, which are model Naomi Campbell and singer Rihanna. It’s a degree juicier too because the top two girls are also great friends. DiCaprio started dating Campbell back in the ‘90s when they would go on romantic getaways together. Yacht dates are also present in his relationship with Rihanna. He even put up a birthday party for her in 2016 and went on a trip to Paris with her. Meanwhile, the rest of us can only dream of these scenarios with our favorite ‘90s heartthrob!

Gwen Stefani, Gavin Rossdale, The Nanny

Hollywood may be big and glitzy, but even the famous stars can’t get away from hot help. Gwen Stefani and Gavin Rossdale have been together for two decades. They were married for 13 years and had three sons together when they called it quits in August 2015. Apparently, the nanny gets credit for the breakup of the couple. Stefani said in an interview with Harper’s Bazaar that she had found out in February of that year that her husband has been cheating on her with the nanny of their three boys named Mindy Mann. Since then, they haven’t recovered as a couple. You would think that things like this do not happen to the rich and famous, but they definitely do.

Sandra Bullock, Jesse James, Michelle McGee

Sandra Bullock and Jesse James made hearts swoon when they announced that they were finally tying the knot. The world was so happy for the couple, and they seemed like they were living the dream for five wonderful years of marriage. However, Bullock finally put her foot down, because after these five years, James was apparently cheating on her. He didn’t do it once, either. He cheated on his wife multiple times with a lot of different women. One of these ladies is model Michelle McGee. Because of this, James quickly earned the credit “Most Hated Man in America.” Not only was his marriage with one of the most important actresses in Hollywood over, but his own reputation is also suffering.

Brad Pitt, Jennifer Aniston, Angelina Jolie

When we talk about entanglements that get messy, these three will never be missing. The legendary story of how Jennifer Aniston and Brad Pitt were married when Pitt and Jolie met and co-starred on Mr. & Mrs. Smith will never be forgotten by the public. Back then, rumors about Pitt and Jolie’s affair started soon after the filming, and it didn’t take very long for Aniston to hire a divorce attorney soon after. Now free, Pitt was open about his relationship with Jolie— and from there came “Brangelina,” the greatest love team Hollywood has ever seen. The Friends star sure didn’t agree about this. As Aniston moved on, Brangelina became known for their celebrated love story, and the world followed as their family grew.

Kim Kardashian, Kris Humphries, Kanye West

Kanye West and Kim Kardashian are a power couple now, but before they lived happily ever after and raised four kids of their own, a lot of drama has transpired. Apparently, West fell in love with Kardashian when she was still in a relationship with Brooklyn Nets’ power forward Kris Humphries. These occurrences were narrated in West’s song Theraflu in 2012. His lyrics talked about how he admitted to having been smitten by Kardashian when she was still tied to someone else. He even said, “Lucky, I ain’t had Jay drop him from the team.” He meant the Brooklyn Nets, which was owned by Jay-Z, a good friend of West’s. In the end, he has made an investment by turning his love story into a great track.

Rihanna, Jennifer Lopez, Drake

Singers Rihanna and Drake have gained popularity together not only because of recording songs together but also because of their relationship with each other. Rihanna was very open about not wanting to commit to Drake, who was quite smitten by her. It all began to turn sour after Jennifer Lopez once shared a picture on Instagram featuring her and Drake cuddling next to each other. The photo was quite intimate, and when Rihanna saw this, she immediately unfollowed both singers. Though the picture had no caption, many speculate that it was posted to make Rihanna jealous. The degree of drama escalates because Rihanna and J-Lo apparently are good friends. They only spoke of each other in good light, and they gave each other great and thoughtful presents too. After the fiasco, who knows if they still remained friends?

Britney Spears, Kevin Federline, Shar Jackson

We all know that the father of pop star Britney Spears’ first child is Kevin Federline. But what we don’t know is that apparently, Federline was attached to someone when he ran off with Spears. In 2004, Federline was engaged to Shar Jackson from Moesha. She was not only his fiancée, but she was also pregnant when he left her. A while after being with Federline, Spears got pregnant with his baby as well. The degree of publicity in Spears’ relationship with Federline was massive, and everything they did was always in the headlines. Jackson, on the other hand, moved on and created RelationLips, her own cosmetic line with the debut lip gloss called He Cheated as her front line product.

Selena Gomez, Taylor Swift, Taylor Lautner

Singer and songwriter Taylor Swift has a long list of ex-lovers, and she has all kept anecdotes of her relationships in her songs. Apart from the men in her life, she also has an extensive list of celebrity best friends that she has fallen in and out of touch with. One crossroad of these lists is when she and one of her BFFs, singer Selena Gomez, both dated the same guy– actor Taylor Lautner. Apparently, this does not bother Swift as she told Vanity Fair in one interview that she and her group of friends have a bond that goes beyond guys that they dated. Even though at some point some of them may have had the same electricity for the same men, it should not be a reason for a feud to take place.

John Mayer, Taylor Swift, Katy Perry

Pop stars Taylor Swift and Katy Perry have been very vocal and open about their hate for each other. They have featured each other in their own music and music videos. It has been a long time since the feud started, and the official statement of both ladies was that they fought over backup dancers at some point. However, fans hypothesize that the fact that both girls dated singer John Mayer may have also added more insult to injury. Swift and Mayer were together in 2009, and she made a song about their relationship called Dear John. It was not a happy song. Meanwhile, Perry and Mayer got together in 2012 too. It’s not a long shot, but Mayer might get credit for the bad blood between the two female artists.

Alex Rodriguez, Kate Hudson, Cameron Diaz

Kate Hudson and Alex Rodriguez saw each other for a while before, but when they split up, Rodriguez’s new love life was not good news to Hudson. Rumors of Cameron Diaz leaving Rodriguez’s place a few months after their split with big bags surfaced, and this did not sit well with the ex-lover. According to Us Weekly, they credit a trusted source that said that Hudson was “pissed” with Diaz because of the news she heard. It comes off as a surprise that Hudson was taking the new relationship personally, after all these months following their breakup. The media and all the paparazzi were all abuzz on what would happen next between the two ladies, and they were on their toes for the next couple of weeks after that.

Jay-Z, Beyoncé, “Becky”

Power couple Jay-Z and Beyonce have been hailed as one of the most influential couples in Hollywood to date. When Beyonce released her emotional album Lemonade, however, the whole world was surprised that she confirmed her husband had been cheating on her with a girl which she named ”Becky” in her songs. Like any good fanbase, the Beyhive tried their best to determine who this girl was. Some speculated that it was designer Rachel Roy, and some said it could have been singer Rita Ora, but both denied having anything to do with the entanglement. It’s a good thing for Beyonce, though, because she made an investment of turning her emotions into one big chart-topping album that will make her a huge fortune.

Cazzie David, Pete Davidson, Ariana Grande

Cazzie David and Pete Davidson were together for two years. At the same time, Ariana Grande and Mac Miller were also together for two years. As David’s and Davidson’s relationship was reaching its end, Grande’s and Miller’s were also close to calling it quits in 2018. Both relationships seemed to have reached its end at the same time – this also happened around the time frame when Grande and Davidson started seeing each other. Of course, it would follow that the public would think that their breakup from their former partners was due to them being together. It didn’t help that just a short while after, they announced that they were engaged already after only a few months. They didn’t go through with it and broke up four months later, though, so no need for a lawyer.

Kylie Jenner, Tyga, Blac Chyna

Blac Chyna and Tyga were a couple for years before they got entangled with the Kardashian-Jenner clan. The two started dating in 2011 and broke up in 2014, but not before having a son together. Rumors about Tyga and Kylie Jenner’s relationship with each other, though, started when Tyga performed for Kylie’s sister Kendall’s 16th birthday party in 2011 as well. It was when Kylie turned 18 in 2015, however, that the two claimed to be together officially. Some say that Tyga had been dating the underaged Kylie before this time, but they never really confirmed. Some are even bolder to say that they were together before Tyga broke up with Chyna. We never really know where credit is due with all these timelines.

Kristen Stewart, Robert Pattinson, Rupert Sanders

The greatest love triangle that Kristen Stewart was known for was the one she was involved in the Twilight Saga as Bella, who was caught between the love of vampire Edward Cullen and the werewolf Jacob Black. However, in real life, Stewart and Robert Pattinson, who played Edward in the movies, were a real deal. They were such a huge love team when they were together. When Stewart moved forward with another movie, however, she apparently moved forward with another man as well. She was caught having an affair with Rupert Sanders, her director in Snow White and the Huntsman. After the affair, Stewart and Sanders went back to their partners, but her beau moved out after a bit, while Sanders’ wife hired a divorce lawyer.

Jude Law, Sienna Miller, The Nanny

Before Jennifer Garner’s and Gwen Stefani’s heartbreaking household discoveries with their husbands, it was Jude Law who started the nanny-dating game. He was engaged to Sienna Miller when he was caught having an affair with the nanny of his children with his former wife, Sadie Frost. Daisy Wright, the lucky nanny, was the one who revealed her relationship with Law to the public. The juicy gossip traveled fast, and though Law and Miller broke off the engagement, they got back together and then off again a few more times before finally going their separate ways in 2011. It looks like home security has become so much tougher for these celebrities. You can’t just trust anyone inside your home these days anymore.

Ryan Phillippe, Reese Witherspoon, Abbie Cornish

Reese Witherspoon and Ryan Phillippe were not only co-actors on Cruel Intentions, but they were also husband and wife for seven years. The couple already had two kids together when they decided to hire a divorce attorney in 2006. Rumors circulated about the cause of their breakup, of course. Gossip had it that the reason Witherspoon wanted to split up with Phillippe was that he was cheating on her with his Stop-Loss co-actor Abbie Cornish. As it followed, Phillippe and Cornish started dating the same year the divorce was filed. Unfortunately, the two did not last very long, either. They broke up after four years of being together. We never know what is going to make love last in Hollywood.

Kristin Cavallari, Stephen Colletti, Lauren Conrad

In Laguna Beach, the stars Stephen Colletti, Kristin Cavallari, and Lauren Conrad were in a love triangle on the screen. Apparently, this was true off-screen also. Cavallari shared in an interview with Buzzfeed that the love triangle everyone saw on screen was already true, but the acting it out on screen just made it a degree worse. She said that she speculated that MTV was prolonging the issue by having her boyfriend Colletti at the time hanging out with Conrad. She admitted to having found it hard even though it was something she had to put up with day to day because of work. See? The workplace could still be a tough place even though you’re a celebrity. The viewers did enjoy the show, though.

Shania Twain, Mutt Lange, Marie Anne Thiebaud

Life is indeed stranger than fiction, and this movie-like plot had to happen to real-life celebrities as well. The legendary country singer Shania Twain was married to Mutt Lange, her producer and the love of her life at the time. They have been married for 14 years when Lange decided to move on with Twain’s best friend, Marie Anne Thiebaud. Though this crushed her heart and caused quite a scandal, she moved on. What makes the story a degree better is that the person she found to move on with was Thiebaud’s former husband Frederic, with whom she is now married to. While Twain and Thiebaud just exchanged partners, we wonder if they still go on best friend double dates together.

Bella Hadid, The Weeknd, Selena Gomez

Supermodel Bella Hadid and singer The Weeknd dated each other for over a year up until November 2016, when they decided to break up. After this, pop star Selena Gomez was seen dating The Weeknd. Because of this, Hadid unfollowed Gomez on Instagram, making the public speculate on rising issues. After about a year of dating, however, Gomez and The Weeknd called it quits as well. The breakup with Gomez made him return to Hadid, and the two became a couple again and are still happy up until today. Meanwhile, Gomez was seen returning to her ex Justin Bieber as well. When 2018 came, however, we all know Jelena split for good. We guess returning to your ex after a split is not necessarily insurance for a happy ending.

Miranda Kerr, Orlando Bloom, Justin Bieber

Remember the time Orlando Bloom punched Justin Bieber? This happened right after the Victoria’s Secret Fashion Show back in 2012, at a restaurant where the three were all present. Apparently, Bieber was flirting with Miranda Kerr, Bloom’s wife at the time, while he was also in the room. After a while of putting up with the child, he finally had it and punched him. No matter what the reason Bieber had for hitting on someone else’s wife, it was just not justifiable. He didn’t even care that Bloom was sitting right next to her, too. Currently, Bieber is now married to Hailey Baldwin, and Kerr and Bloom are no longer together. They had to hire a divorce lawyer after some time for other issues.

Demi Lovato, Wilmer Valderrama, Minka Kelly

Singer Demi Lovato and actor Wilmer Valderrama have been together for six years before they broke up in June 2016. They announced their breakup through Instagram. After the heartbreaking split, reports came that Valderrama was reportedly dating his former lover Minka Kelly. Because of this, Lovato tweeted, “You have to be capable of being honest with yourself before you can get honest with other people,” which was believed to be directed at her ex-boyfriend. Valderamma got credit for being the longest boyfriend Lovato has ever been with at the time despite their evident age gap, and she was quite vocal about her sadness about their breakup. Her fans were on her side the whole time as well. She’s better now, though!

Ashton Kutcher, Demi Moore, Two Girls In A Hot Tub

Ashton Kutcher used to be married to Demi Moore. The two actors became such a Hollywood “It couple” when they were dating and a degree more when they finally tied the knot. They remained married for eight years. One of the reasons for the infamous breakup is that Kutcher had apparently cheated on Moore. He didn’t just cheat on her with one girl, though. He had an affair with two girls in a hot tub in the San Diego Hard Rock Hotel. Years later, this scandal was confirmed by Scott Eastwood because he claimed to have been dating one of the girls who were present with Kutcher in the tub back then. Kutcher might have broken so many hearts that night.

Joe Jonas, Zayn Malik, Gigi Hadid

Joe Jonas and Gigi Hadid used to date each other, but because of their busy schedules, things did not work out well for them. According to a reliable source, their split wasn’t anything big, but apparently, Jonas did not feel this way. When he heard that Hadid started dating his good friend Zayn Malik, he immediately deleted all photos he had with the former One Direction member and unfollowed both him and his ex on Instagram. Maybe the degree of bitterness Jonas felt from the breakup did not reach the public, but he definitely did not like the looks of Hadid moving on with one of his besties. Now that Malik and Hadid are expecting a baby, has he finally moved on?

Kristen Wiig, Drew Barrymore, Fabrizio Moretti

Actress Drew Barrymore dated The Strokes band member Fabrizio Moretti for five years before she moved on with Will Kopelman, the man she eventually married. She and Moretti were pretty serious, and when they broke up, both parties felt it. It wasn’t long after their split when Moretti started dating Barrymore’s best friend, actress Kristen Wiig. Sources say that Barrymore was the one who introduced them to each other. Wiig and Moretti felt right, even to Barrymore, who was by then in another relationship. Unfortunately, her marriage to Kopelman did not last either, and she had to hire a divorce lawyer after four years. It’s a good thing that the ladies’ friendship exceeded the love triangle because they remained friends through it all.

Ian Somerhalder, Nina Dobrev, Nikki Reed

The Vampire Diaries stars Ian Somerhalder and Nina Dobrev dated for three years and were such a popular couple while they were still together. When things did not work out, however, they decided to call it quits. Somerhalder moved on with another vampire, but this time one from The Twilight Saga. He and Nikki Reed started dating, and the tabloids blew up with stories that Reed and Dobrev were not in good terms. The alleged bad blood that the media took credit for was debunked by a photo of all three of the stars together for dinner. Dobrev posted on her Instagram account that all three of them were actually friends and that she was happy for the couple. She was even invited to their wedding in 2015.

Anjelica Huston, Jack Nicholson, Rebecca Broussard

Back in the day, Anjelica Huston and Jack Nicholson were a power couple. They were together on and off from 1973 until 1990. When Nicholson confessed to have gotten Rebecca Broussard pregnant, however, it did not sit well with Huston. The moment she got the news, she immediately took her car and drove to Paramount Pictures where Nicholson was. Just as he was coming out of the bathroom, Huston caught him and attacked him with all the force she could muster. It was such a scandal but that did not keep the actress from letting her ex know how she felt about him cheating on her. Though Nicholson was probably covered by insurance anyway, his relationship with Huston ended for good. On the other hand, he stayed with Broussard until 1994.

Mel Gibson, Robyn Moore, Oksana Grigorieva

Hollywood royalties and movie stars Mel Gibson and Robyn Moore were married for 26 long years. They were a happy couple together until Moore hired a divorce attorney in 2006. The reason for this was because a photo of Gibson with Oksana Grigorieva together was released. Since he was cheating on her, Moore decided she was not having any of it. As the couple’s marriage ended, Gibson and Grigorieva stayed together for more than a decade. In 2010, she also called it quits, giving the press some voicemails she received from Gibson with threatening content. Not only was the actor’s reputation heavily stained, but his love life was also ruined at that point. Even in Hollywood, true love is obviously very hard to find.

Meg Ryan, Dennis Quaid, Russell Crowe

Given credit as the greatest couple of the 1990s, Meg Ryan and Dennis Quaid went through a lot together. Their relationship bloomed before the eyes of their fans, and when they finally got married and began to start a family, the whole world was behind them. However, Ryan had an affair with actor Russell Crowe, one of her co-actors in Proof of Life. The divorce of the couple was devastating news to all, but things got worse as Ryan continued to talk about it in her interviews. She said that Quaid was actually cheating on her as well, and she only knew more about it after their divorce. Quaid denied this, though, choosing to protect their child from the media.

Eva Longoria, Tony Parker, Erin Barry

Desperate Housewives actress Eva Longoria was married to the French athlete and basketball celebrity Tony Parker for three years. Things crumbled when Longoria found out that Parker had been cheating on her during their marriage. She found heaps of text exchanges that he had with other women, including Erin Barry, the wife of his former teammate. After finding an alarming degree of infidelity, Longoria got a divorce in 2010. She did, however, admit in one of her interviews that she still loved her husband. What was happening to their relationship was making her lonely. It really is sad to find out that the person you have loved the most was not loyal to you. Even celebrities get their hearts broken this way.

Arnold Schwarzenegger, Maria Shriver, The Housekeeper

A lot of celebrity marriages have been ruined by the household help. Here is another story that falls under this category. Arnold Schwarzenegger and Maria Shriver had been married to each other for more than two decades. The action star turned politician has been a role model to many, and everyone thought he had the best romantic life as well. His wife has been by his side through all that he’s been through in his career. It came as a shock when the world found out that he had been having an affair with their housekeeper Mildred Baena. Shriver hired a lawyer and filed a divorce after finding out in 2011. Baena and Schwarzenegger had a child, and this made his wife leave him upon the discovery.

Courtney Love, Kurt Cobain, Billy Corgan

Courtney Love and Kurt Cobain were hailed as an iconic couple. They got together and formed a bond in the presence of the media, and they had a lot of diehard fans. They made a lot of people giddy and happy when they were in the same room together. However, their start was not as pretty. Love was still with Billy Corgan from The Smashing Pumpkins when she fell in love with the Nirvana band member. Consequently, she decided to leave Corgan to be with Cobain. This started the foundation of the legendary couple that they came to be. They then tied the knot after one year of being together. With all their fame and fortune combined, the pair made many investments as a married couple after their wedding, of course.

Tom Brady, Gisele Bündchen, Bridget Moynahan

Tom Brady and Bridget Moynahan were together a while back, and their relationship eventually bore fruit as they had a son together. Moynahan was pregnant with their boy named Jack when Brady changed his mind about them. He started dating Gisele Bundchen even though he knew his ex was with a child. Eventually, they broke up while he and Bundchen became a couple. Jack grew up, and though his parents were no longer together, they still tried to both be there for him. Their co-parenting strategies were even praised by Bundchen. Because both his parents could afford it, he would not need any student loans anytime soon anyway. It’s great that he still gets the support that he needs while growing up.

Khloe Kardashian, Tristan Thompson, Jordyn Woods

Khloe Kardashian and Tristan Thompson have been together for quite some time, and Thompson has been notorious for constantly cheating on Khloe. Though they still are not married, the couple is supposed to be in a serious relationship. When news broke out that he cheated on her again, it was a shock this time because he cheated with Khloe’s little sister, Kylie Jenner’s best friend. Her name, as you might all know by now, is Jordyn Woods. While this all happened behind the cameras, the incident was featured in the family’s reality show Keeping Up with the Kardashians. Making their real-life events an investment for television really struck a bone this time as Kardashian confessed to the camera that the whole fiasco was not just a TV show; it was her life.

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