Celebrity gossip is little more than mindless fodder that we as a society use to waste time and escape from our own lives. We can’t get enough of seeing the rich and famous stumble and fall, proving that they’re just like us. Sure, the positive stuff gets talked about at great length by publications, but a juicy story filled with scandal and intrigue is what truly sells. Stories of stars committing infidelity and engaging in lewd behavior make for the best headlines, and the development of media sites have made keeping up with the latest celebrity gossip easier than ever. There are no secrets anymore, and when a celebrity falters, you can rest assured that it’ll quickly make its way around the internet. When was the last time that a celebrity scandal didn’t end up trending on Twitter?
Because celebrities are nothing more than humans, men have been caught with their pants down, and their decisions have given us plenty to laugh at. Whether they outright left their spouse for someone or dated their friend’s ex, the 15 stories on our list involve celebrities who kick-started love triangles that were highly publicized. Some, you may have forgotten, and others may have flown completely under your radar. Regardless of how well you remember these stories, they’ll be sure to raise a couple of eyebrows over the course of this list. You may even see a person’s name pop up on multiple occasions, giving you a pretty good idea of how they feel about other people’s relationships.
15. Kate Hudson, Alex Rodriguez, And Cameron Diaz
Can’t we all just get along? Following a friendship code is one of the things we learn when growing up, and it seems as though some celebrities couldn’t care less about being good to their friends. It goes without saying that pursuing your friend’s ex-lover is a huge no-no, although this hardly stops people from shacking up with people who are supposed to be off limits.
It’s alleged that a bitter feud between Cameron Diaz and Kate Hudson erupted, thanks to Diaz pursuing Hudson’s ex-boyfriend, Alex Rodriguez. Being one of the best baseball players of his generation, Alex Rodriguez has dated some of the most beautiful women in the world, and he ended up being at the center of this love triangle. Each member of this love triangle has moved on from this feud that stretches back to 2010, and we hope that no grudges are being held by any party.
14. Kylie Jenner, Tyga, And Blac Chyna
This love triangle is easily one of the strangest in recent memory, and it’s been covered heavily by media outlets since it began. This all stems from rapper Tyga being in a relationship and having a child with stripper Blac Chyna. When the duo split, Tyga started a relationship with a then-underage Kylie Jenner. Although this may have seemed highly inappropriate at the time, the story gets even weirder. While Tyga and Kylie Jenner were still a couple, Kylie Jenner’s brother, Rob Kardashian, began dating Blac Chyna. This tangled web was plenty of fodder for media outlets to have a field day with.
Both couples have since split since all of the drama arose several years ago, and it’s now rumored that Kylie Jenner is pregnant. Blac Chyna ended up having a kid with Rob Kardashian, and their split has turned into a nasty and highly-publicized feud.
13. Brad Pitt, Jennifer Aniston, And Angelina Jolie
This insane love triangle is easily one of the most famous of all time, and media outlets still talk about it to this very day. When Brad Pitt and Jennifer Aniston finally got married, it was a Hollywood dream come true. They were both at the top of their respective fields and were among the most popular and attractive performers on the planet. Their relationship saw them get married in 2000, but everything spiraled out of control once Angelina Jolie entered the picture. Pitt and Jolie worked together on the film Mr. & Mrs. Smith, and it’s rumored that the two were having an affair while filming. Aniston and Pitt divorced in 2005, giving way to the marriage between Pitt and Jolie.
Once Pitt and Jolie were married, they immediately became Hollywood’s power couple. The duo was together until they separated in 2016. There have been a number of rumors about what caused the split between the two, but regardless of what you believe, they seem to have no interest in reconciling.
12. Justin Bieber, Miranda Kerr, And Orlando Bloom
Nasty love triangles can lead people to having a war of words with each other, although few situations actually escalate to the point of people exchanging blows. From 2010 to 2013, actor Orlando Bloom was married to Australian model Miranda Kerr. The duo seemed completely fine in front of the camera, but as we all know, everything can be completely different behind the scenes. When the duo split up in 2013, it was an open invitation for both of them to go find new partners. As it turned out, Miranda Kerr found a new partner in Justin Bieber, who took it upon himself to rub it in Orlando Bloom’s face. This didn’t sit well with Orlando Bloom, and Justin Bieber ate a punch for running his mouth.
Once you split up with a person, it’s fair game for the most part, but there are some lines that you just don’t cross. Kerr had every right to be hooking up with Justin Bieber, but Bieber’s decision to run his mouth to her ex led him to get exactly what he deserved.
11. Hilary Duff, Aaron Carter, And Lindsay Lohan
Young love can be such a fickle thing. In the early 2000’s, there was a new wave of child stars making their presence felt in Hollywood. Aaron Carter, Hilary Duff, and Lindsay Lohan were among the most prominent names during that time, and the three of them found themselves in a love triangle thanks to Aaron Carter. Carter originally began dating actress Lindsay Lohan while she was still the star of the Disney Channel series Lizzie McGuire. While the two were still together, Carter began seeing actress Lindsay Lohan, giving birth to a feud between two up-and-coming stars.
Both relationships ended up fizzling out, and each person’s career trajectory in the entertainment industry went drastically different ways. Over the years, Aaron Carter has expressed a sincere amount of regret over the entire situation, regretting what he did to Hilary Duff. Can you blame him? After all these years, she’s still one of the hottest women in Hollywood, and Lohan became more of a cautionary tale.
10. Kristen Stewart, Robert Pattinson, And Rupert Sanders
Thanks to the insufferable amount of media coverage that the Twilight Saga garnered during its height in popularity, controversy was bound to be around the corner. Performers Kristen Stewart and Robert Pattinson were tasked with anchoring the budding franchise, and the pair began a real-life relationship, thanks to spending an incredible amount of time together while filming the hit movies. The romance between the two performers was kept a secret for a number of years, and the press had more than enough to say when Stewart was busted having an affair on Pattinson.
While filming the movie Snow White and the Huntsman, Kristen Stewart was caught having an affair with her director, Rupert Sanders, causing a wave of controversy. Up to that point, Stewart and Pattinson had kept things under wraps, but the reveal of Stewart’s affair led to them going public with their relationship. The duo ended up splitting, and they’ve both moved on to new partners.
9. Ashton Kutcher, Demi Moore, And Sara Leal
When Ashton Kutcher and Demi Moore first started dating, many people wondered whether or not the relationship would actually work given the difference in age between the two. Not only did the pair have a successful time dating each other, but their relationship eventually blossomed into a marriage that lasted for nearly seven years. Kutcher and Moore had a highly-publicized relationship and marriage given their status as A-list celebrities in Hollywood, and even though Ashton Kutcher was closer in age to Moore’s eldest daughter, people were still excited that the duo seemed to find true love.
This wasn’t to be the case, though, and when Demi Moore officially filed for divorce, it was revealed that Ashton Kutcher had had an affair on the actress. Not only did he have an affair on Moore, but he did it with someone who was over 20 years her junior. The duo ended up divorcing, and Kutcher went on to marry his former co-star, Mila Kunis.
8. Angelina Jolie, Billie Bob Thornton, And Laura Dern
Before she ripped the marriage of Brad Pitt and Jennifer Aniston apart, actress Angelina Jolie found herself in another love triangle, this time tearing apart the relationship between actor Billy Bob Thornton and actress Laura Dern. Thornton and Dern seem to be in the midst of a solid relationship, and the pair had gotten engaged before Angelina Jolie entered the equation. Thornton unceremoniously and secretly left Dern, setting off one of the strangest marriages in the history of Hollywood with Angelina Jolie. The two were notorious for their tattoos and wearing a vial of each other’s blood around their neck, which truly crept out most people. Suffice it to say that their relationship didn’t pan out at all.
When speaking with Talk Magazine about the split from Thornton, Laura Dern gave one of the saddest quotes in recent memory. She said, “I left our home to work on a movie, and while I was away, my boyfriend got married, and I’ve never heard from him again.”
7. Chris Brown, Karrueche Tran, And Rihanna
It’s hard to imagine a situation where someone literally beat you to a pulp, and you still end up rekindling a romance with your tormentor, but such is the situation between Rihanna and Chris Brown. Their original romance came to an abrupt end when pictures surfaced of Rihanna’s beaten face, thanks to a violent outburst from Chris Brown. Despite what happened between them, Brown still maintains a highly successful career, illustrating the fact that Hollywood picks and chooses who they want to forgive. It seemed as though the two would never rekindle a romance, but to many people’s surprise, Brown was allegedly having an affair on his girlfriend with Rihanna.
Kerrueche Tran was dating Chris Brown for about a year when rumors began to surface that he and Rihanna were secretly hooking up again. The rumors were proven to be true, and one of the most confusing love triangles in recent memory began. Thankfully, things seem to be officially done for good between the two of them.
6. John Mayer, Taylor Swift, And Katy Perry
Are you shocked to see Taylor Swift appear on this list? Back before the love triangle with musician John Mayer ripped them apart, singers Taylor Swift and Katy Perry seemed to have one of the coolest friendships in Hollywood. The two spent plenty of time on Twitter having back-and-forth fun, and they were pictured together at tons of high-profile events. Each woman has found an incredible amount of success in her musical career, and seeing a pair of successful musicians engaging in such a friendship was great for fans to see. Back in 2010, Taylor Swift had a relationship with musician John Mayer, and to no one’s surprise, it ended poorly, prompting Taylor Swift to write a song about it.
Several years later, Katy Perry had a relationship with her friend’s ex, and many people believe that this is where their bitter feud started. The love triangle between these three seemed to pit the two women against each other, and their friendship has yet to recover from what has been said behind the scenes.
5. Ryan Phillipe, Reese Witherspoon, And Abbie Cornish
Despite being panned by critics, the film Cruel Intentions was a hit for young adults throughout the country, and the film ultimately led to a romance between performers Reese Witherspoon and Ryan Phillippe. The pair seemed like one of the few couples in Hollywood that were destined to be together, and their marriage ended up lasting an impressive 8 years. During their time together, the couple ended up having two children. Everything seemed just fine in paradise until rumors began swirling that Phillippe was having an affair on his wife with Australian actress Abbie Cornish. The rumors failed to die down, and the pair came forward with their relationship, catalyzing the divorce between Witherspoon and Phillippe.
Once they went public with their affair, Philippine and Cornish dated for several years, even living together at one point. Reese Witherspoon has continued to be a major player in Hollywood, and she’s since moved on and had another child with a talent agent.
4. Joe Jonas, Demi Lovato, And Ashley Greene
A love triangle between young stars is something we’ve seen on countless occasions, but few have been the alleged cause of someone entering a treatment facility. Back when the two were budding stars on the Disney Channel, Demi Lovato and Joe Jonas struck up a relationship. Their young love was highly publicized, although their relationship ended up falling apart. Once they split, Joe Jonas began dating actress Ashley Greene, triggering a series of events that saw Demi Lovato lash out at people and enter a treatment facility.
Despite ending their relationship, Lovato and Jonas were heading out on tour together. They were forced to spend a great deal of time around each other, and it’s rumored that Ashley Greene even headed overseas to spend time with Jonas while he was on tour. A culmination of hurt feelings, past abuse, and an intense schedule led to Lovato attacking one of the backup dancers on the tour. From there, she sought treatment, and many believe that the relationship between Greene and Jonas was the catalyst for her spiraling out of control.
3. Marilyn Manson, Dita Von Teese, And Evan Rachel Wood
Rockstar Marilyn Manson, despite his notoriously dark outward appearance, has hooked up with some of the hottest women in Hollywood. After model Dita Von Teese appeared in one of his music videos, the two struck up a relationship that went on to last for several years. Dita Von Teese and Marilyn Manson appeared to be a good match, and the two ended up getting married in 2005. They were married for one year before Von Teese decided to file for divorce. Once she opened up publicly about what had been going on, it was revealed that Marilyn Manson was living a hardcore partying lifestyle and was having an affair with actress Evan Rachel Wood.
The relationship between Manson and Evan Rachel Wood ended up becoming a public thing, and the two went on to have an on-again, off-again relationship for several years. There was a point during their relationship when they had gotten engaged, but everything fell apart for the couple, and by late 2010, Marilyn Manson and Evan Rachel Wood had officially ended their relationship.
2. Kim Kardashian, Kris Humphries, And Kanye West
Oh, look, another Kardashian on our list. Long before Kim Kardashian and Kanye West had tied the knot, Kim dated and eventually married professional basketball player Kris Humphries. In the past, Kardashian had already dated professional football player Reggie Bush, so few people were shocked that she pursued a relationship with another professional athlete. Kanye West has publicly said that long before he and Kim had gotten together, he was already in love with and even rapped about Kim and Kris’ marriage in one of his songs. Kim Kardashian ended up filing for divorce less than three months after she and Humphries got married, leading many to speculate that it was done more as a publicity stunt.
Once she had broken things off with Humphries, she quickly began dating rapper Kanye West, and the pair have maintained perhaps the most high-profile relationship in the world. During their time together, the couple has had two kids, and they’ve been married for a total of 3 years.
1. Kevin Federline, Britney Spears, And Shar Jackson
It’s hard to think back to a place in time where Kevin Federline was actually a recognizable name in Hollywood, but here we are reminiscing about one of the weirdest love triangles of all time. Kevin Federline was engaged to actress Shar Jackson when he landed a much-coveted spot as a backup dancer for Britney Spears. At the time, Britney Spears was still the biggest pop star on the planet, and the chance to be one of her backup dancers was a massive opportunity for any professional dancer. Once Federline became a backup dancer for Spears, the two ended up sharing a romantic relationship, and Shar Jackson was left behind.
The relationship between Britney Spears and Kevin Federline was heavily covered and scrutinized by the media, and their short-lived reality series showed how odd their lifestyle was. It’s rumored that the relationship between Spears and Jackson was strained at best, and Kevin Federline has had children with both of these women.
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