40 Celebrities That Got Caught in Love Triangles

One major celebrity love triangle that hit the front pages was that of actors Demi Moore, Ashton Kutcher, and Mila Kunis. Moore and Kutcher tied the knot in 2005, despite their 15-year age difference. Kutcher was immediately involved with the Moore/Willis family, even acting as a step-dad to Moore’s three daughters.

The couple filed for divorce in 2012, which was the same year Kutcher hooked up with his That 70’s Show co-star Mila Kunis. The couple is now married with two children.

Bridget Moynahan was pregnant with her first child when her relationship with NFL quarterback Tom Brady ended. The couple had started dating in 2004, and the relationship lasted two years before Brady moved onto supermodel Gisele Bündchen.

During an interview with Harper’s Bazaar, Moynahan revealed that “going through that traumatic time of being heartbroken and then being pregnant turned my whole life upside down and inside out and just knocked the wind out of me.” Brady and Bündchen have two children together, and co-parent successfully with Moynahan.

The gorgeous Kate Hudson dated former baseball player Alex Rodriguez — or A-Rod — in 2009 for six months. Unfortunately, just after their breakup, fellow blonde movie star Cameron Diaz was seen emerging from A-Rod’s NYC apartment with overnight bags.

The There’s Something About Mary star dated the retired athlete for a month, and apparently, Hudson was seriously annoyed. A-Rod has dated a string of leading ladies, and is currently engaged to singer and actress J.Lo. It looks like they both enjoy abbreviated nicknames!

This celebrity love triangle seriously rocked the world so much so that the tabloids are still talking about it years later. Actors Brad Pitt and Jennifer Aniston started dating in 1998 and were Hollywood’s golden couple. They got married in Malibu after two years together.

Pitt met Angelina Jolie in 2005 when they starred in Mr. and Mrs. Smith together. It wasn’t long after that Pitt and Aniston got divorced. Before long, Brangelina publicly came out as a couple and later got married in 2014. Jolie filed for divorce two years later.

Justin Bieber shows up more than once on this list, as the baby-faced pop star has a certain way with the ladies. Bieber and Disney Channel star-turned-singer Selena Gomez started dating in 2010 — and were on and off until 2018. Not long after the pair finally called it quits, Bieber announced his engagement to model Hailey Baldwin.

You see, Bieber also had an on-off romance with Baldwin. The pair dated in 2015 and 2016 before tying the knot at the end of 2018.

Saturday Night Live star Pete Davidson dated actress Cazzie David for two years. As their relationship was winding down, pop starlet Ariana Grande ended her two-year relationship with late rapper Mac Miller.

Grande and Davidson met two or three years before when the singer made an appearance on The Tonight Show. After ending their relationships, the pair started dating and announced their engagement. This celebrity couple didn’t work out though, as they broke up just four months later. Thank you, next!

Actor Eddie Cibrian and country singer Leann Rimes started an affair together while working on the Lifetime movie Northern Lights. At the time, Cibrian was married to Brandi Glanville, who went on to star in The Real Housewives of Beverly Hills. Both Cibrian and Rimes left their spouses to be together.

The pair got engaged in 2010 before getting hitched the following year. Rimes has since said, “I take responsibility for everything I’ve done. I hate that people got hurt, but I don’t regret the outcome.”

Star of The West Wing, Mary-Louise Parker was seven months pregnant with Billy Crudup’s son when he left her. The Almost Famous actor had been dating Parker for eight years, but that didn’t stop him from pursuing actress Claire Danes.

Danes and Crudup dated for three years before calling it quits in 2006. Star of Romeo and Juliet, Danes was 24 years old at the time and felt that she “needed to explore” the relationship with Crudup. She admits, “I didn’t quite know what those consequences would be.”

Metal singer Marilyn Manson and burlesque star Dita Von Teese made quite a celebrity pair. The eccentric duo started dating in 2001 and got married four years later in a private, non-denominational ceremony. However, Von Teese filed for divorce just over a year later.

The dancer and model had an issue with Manson’s “relationship with another girl,” which many suspect is actress Evan Rachel Wood. Manson and Wood went public in 2007 and got engaged in 2010. However, they split later that year.

Keeping Up With the Kardashians also means keeping up with Scott Disick. The father to Mason, Penelope, and Reign, Disick was Kourtney Kardashian’s long-term partner. However, after nine years together, this iconic pair broke up in 2015.

Disick started dating Lionel Richie’s youngest daughter, Sofia Richie, in 2017. Disick and Kardashian continue to co-parent their children together, and Sofia even joined them on a family vacation. However, Scott and Sofia have recently called it quits after dating for three years.

Academy Award winner, Laura Dern is beloved for her performances in films such as Jurassic Park, Star Wars, and Little Women. Back in the ‘90s, the actress was living with and engaged to Fargo actor Billy Bob Thornton. However, in 2000, Thornton left Dern to marry Angelina Jolie — who was 20 years his junior.

Thornton and Jolie met while filming Pushing Tin, and famously carried vials of each other’s blood around their necks while they were married. It didn’t last long though, as they got divorced in 2002.

Glee actress Naya Rivera started dating rapper Big Sean in 2013, and the pair announced their engagement later that year. After they called it quits, the rapper went on to date pop starlet Ariana Grande from 2014 to 2015.

However, in her memoir — Sorry Not Sorry — Rivera suggests that Big Sean and Grande could have been messing around before they got together. The 33-year-old star says that while she was engaged to Big Sean, she walked in on someone whose name “rhymes with Smariana Schmande.”

There’s no doubt that this celebrity love triangle will give you serious nostalgia. Blonde-haired, blue-eyed Aaron Carter had his pick of A-list starlets in the late ‘90s and early ‘00s. He started dating Lizzie Maguire actress Hillary Duff on his 13th birthday — and they stayed together for almost two years.

In his own words, Carter then “got a little bored,” and decided to date Parent Trap lead Lindsay Lohan instead. Of course, after dating Lohan, Carter then returned to Duff. Is Aaron Carter the original Justin Bieber?

Rom-com queen Meg Ryan was married to the dashing Dennis Quaid for nine years when news of her affair broke. Ryan was filming Proof of Life in Ecuador when she started an affair with her Australian co-star, actor Russell Crowe.

Quaid filed for divorce, but Ryan complained that she wasn’t solely at fault for ending the marriage. According to Ryan, Quaid had also cheated on her while they were together. The Meg Ryan-Russell Crowe affair fizzled out as quickly as it began…

Another dazzling Hollywood pair was Legally Blonde lead Reese Witherspoon and I Know What You Did Last Summer actor Ryan Phillippe. The celebs met at Witherspoon’s 21st birthday party in 1997 and went on to star together in Cruel Intentions. They tied the knot in 1999 before welcoming their daughter, Ava Phillippe, into the world.

Sadly, the couple filed for divorce seven years later, among rumors of Phillippe’s infidelity. After the divorce, he was linked to his co-star Abbie Cornish, who he dated until 2010.

This celebrity love triangle is unsurprisingly fueled by rumors and features three British and Irish singer-songwriters. In 2013, guitar-strumming Ed Sheeran and folksy singer Ellie Goulding were spotted holding hands at an awards ceremony. A year later, Sheeran released a single called “Don’t” that seemed to be about his relationship with Goulding.

In the song, the woman leaves Sheeran in a hotel to go and be with someone else. Apparently, that someone else was One Direction’s own Niall Horan.

Tens of thousands of people tuned in to watch reality star Kim Kardashian tie the knot with NBA player Kris Humphries. Of course, as anyone who ‘keeps up with the Kardashians’ would know, Humphries was not the right man for Kimmy here.

Kanye West admits in his song “Theraflu” that he fell in love with Kim around the time she was with Humphries. Kanye and Kim and eventually got together after Kim’s 72-day marriage ended. They now have four children together.

Desperate Housewives star Eva Longoria married French-American NBA player Tony Parker in 2007. The couple was married for three years before Longoria filed for divorce in 2010. It turns out that Longoria found hundreds of messages on her husband’s phone between him and his former teammate’s wife, Erin Barry.

Following the divorce, Longoria legally switched back to her maiden name. She has since had her first child — Santiago Enrique — with businessman husband José Antonio “Pepe” Bastón Patiño.

This trio ended up in more of a celebrity brawl and less of a love triangle. Pirates of the Caribbean actor Orlando Bloom got married to Victoria’s Secret model Miranda Kerr in 2010. The couple welcomed their son in 2011 before announcing their separation and divorce in 2013.

However, just before they called it quits, Canadian crooner Justin Bieber caused a little drama. Apparently Bieber flirted with supermodel Kerr during a Victoria’s Secret fashion show, leading to Bloom punching him in the face.

Kristen Stewart and Robert Pattinson played human-vampire teen lovers in the Twilight franchise, but they also dated in real life. Their relationship, which began in 2009, came to a halt when Kristen hooked up with her director for Snow White and the Huntsman in 2012.

Pictures of the actress and director, who had a 19-year age gap, surfaced in magazines — causing quite a lot of drama amongst the celebs. Rupert Sanders was married at the time, and his wife went on to file for divorce. Stewart and Pattinson split for good in 2013.

It’s a risky move to get involved in a love triangle that includes Taylor Swift. Double-crossing the country-pop singer almost definitely means you’re about to have a hit song written about you. And that’s exactly what happened here…

Swift revealed on The Ellen DeGeneres Show that Jonas broke up with her in a 25-second phone call. Shortly after, he started dating actress Camilla Belle — leading to Swift classics like “Forever and Always,” “Holy Ground,” and of course, “Better Than Revenge.”

Ian Somerhalder must have a thing for vampires. While filming The Vampire Diaries, the actor dated co-star Nina Dobrev for three years. After the end of that relationship in 2013, Somerhalder moved onto Nikki Reed, an actress from the Twilight franchise.

After six months of dating, Somerhalder and Reed got engaged before officially tying the knot in 2015. Rumors swirled of tension between the stars, but they posted pictures hanging out together in 2017. Somerhalder’s caption on the photo read: “Let’s stop spreading hate everyone.”

Where do we begin with the tangled web that is the Kardashian-Jenner dating circle? Back in 2011, the youngest Jenner sibling starred in the video for Tyga’s song “Rack City.” At the time, the rapper was dating and living with model Blac Chyna, and the pair welcomed their son — King Cairo — in 2012.

It’s rumored that Tyga first met Kylie when he performed at her older sister’s 16th birthday party in 2011. They started dating officially when Kylie turned 18. We hate to say it but that sounds a wee bit shady…

Here’s yet another celebrity love triangle involving pop star Selena Gomez. Canadian singer The Weeknd dated model Bella Hadid from 2015. Hadid appeared in The Weeknd’s music video for “In the Night,” and attended red carpet events with him.

The couple split in 2016 due to their busy schedules and a year later, in 2017, the rapper started dating Selena Gomez. The couple even briefly moved in together, but split up the same year. Afterward, The Weeknd and Hadid rekindled their romance but called it quits again shortly after.

Welcome back to the wild world of the Kardashian-Jenner family! This love triangle seriously rocked the celebrity world. Third Kardashian sibling, Khloé, found out her NBA boyfriend was cheating on her when she was nine months pregnant with their first child together.

To make matters worse, after forgiving him, Kardashian found out that her man had strayed again — this time with her little sister’s best friend. Jordyn Woods was briefly excommunicated from the Kardashian-Jenner circle, but Thompson hung around to co-parent his daughter.

Back in 2012, a rap battle broke out between Drake and Common. The reason for the feud? Well, the wonderful tennis champion — Serena Williams — of course. Williams dated musician and actor Common from 2007 to 2010, and even appeared in one of his videos in 2007.

Common got irritated when Drake started showing an interest in Serena, first by showing up at her tennis matches in 2011. Each rapper released diss tracks, and Common later admitted that he wasn’t over Serena. Well, who would be?

And Selena Gomez makes another appearance! This time, friend of the Jonas Brothers, Demi Lovato spilled the beans during her appearance on Carpool Karaoke. According to Demi, Nick Jonas dated both Miley Cyrus and Selena Gomez while he was signed with Disney.

After a brief relationship with Miley, Nick moved onto Selena before returning to the Hannah Montana star. When asked about it, Selena denies any rift between her and Miley saying, “We never feuded. We both liked the same guy when we were 16.”

Trinidadian-born rapper Nicki Minaj dated fellow rapper Safaree Samuels between 2000 and 2014. After their break-up, the rapper moved onto Meek Mill in 2015. Unsurprisingly, Samuels dropped a track dissing his ex’s new relationship, but of course, Nicki fired back right away.

The rapper tweeted that Safaree shouldn’t have cheated on her and informed him that “just for the record, I’m in love with Meek.” Minaj is now married to her childhood friend, Kenneth “Zoo” Petty.

That’s right! Tyga and his ex were involved in another Hollywood love triangle when Blac Chyna began dating Kylie’s older brother, Rob Kardashian. The unlikely pair announced their engagement online after only a few months together before spilling the beans that Chyna was also pregnant. Their daughter — Dream Renée Kardashian — was born in November 2016.

Rob and Chyna starred in their own reality show, but split in 2016 amidst ugly legal and media battles. Chyna has gone on to sue the entire Kardashian-Jenner clan.

Here’s someone else that crossed Taylor Swift and ended up with a song dedicated to them. Singer John Mayer dated the songstress way back in 2009, and his bad behavior inspired the devastating Speak Now song, “Dear John.”

It’s well known that Swift and Perry have long had “Bad Blood” over an argument involving back up dancers. It couldn’t have made their feud any better when Perry started dating Swift’s ex in 2012. As of 2020, Perry is expecting her first child with Orlando Bloom.

Christopher George Latore Wallace — better known as Biggie Smalls or the Notorious B.I.G — got married to R&B singer Faith Evans in 1994. Just days later, Biggie had his first solo artist success with his double A-Side “Juicy/Unbelievable.”

It was later revealed that during their marriage, the legendary rapper was cheating on Evans with hip-hop queen Lil’ Kim. In fact, in her memoir, Evans reveals that she walked in on the pair in bed. After Biggie’s death, the women resolved their issues.

Laguna Beach: The Real Orange County was an MTV reality show hit, showing the lives of well-off students who attended Laguna Beach High School. A major plotline on the show was the love triangle between Stephen Colletti, his girlfriend Kristen Cavallari, and his friend Lauren Conrad.

Years later, Cavallari admitted that while the issues were real, being on the show made the situation worse. The reality star married Jay Cutler in 2013 and the pair even had their own reality show — Very Cavallari — for a few years.

Singer Demi Lovato made her mainstream TV debut on kid’s show Barney & Friends before going on to play Mitchie Torres in the Disney TV musical Camp Rock. The singer started dating That ’70s Show actor Wilmer Valderrama in 2010. Their relationship, which lasted 6 years, ended in 2016.

Reports soon arose of Valderrama hooking up with his ex-Friday Night Lights castmate Minka Kelly. In response, Lovato tweeted, “You have to be capable of being honest with yourself before you can get honest with other people.” Hmmm, we wonder who that’s about…

Sophia Bush and Chad Michael Murry met while working on the hit teen drama series One Tree Hill. They got engaged in 2004 before making it official one year later in California. Unfortunately, the pair wasn’t quite ready for marriage, and Bush filed for an annulment in 2006.

Apparently, Murray was hooking up with his House of Wax co-star, the hotel heiress Paris Hilton. Speaking about her marriage, Bush has said, “It devastates me now that I have been reduced to a Hollywood statistic – another joke marriage.”

Now, this is a seriously wild Hollywood celebrity love triangle. Singin’ in the Rain star Debbie Reynolds was married to Eddie Fisher and close friends with bombshell Elizabeth Taylor. In fact, Reynolds was Taylor’s matron of honor when she got married for the third time, and Fisher was her husband’s best man.

Shockingly, Taylor’s husband died in a plane crash, and Fisher ended up leaving Reynolds to marry Taylor just one year later. Understandably so, the women didn’t repair their friendship for many years.

Here we are again! It seems like Jelena is never out of a celebrity love triangle. Right before Gomez announced her split from The Weeknd, she was spotted out and about with Justin Bieber. The exes were seen getting breakfast together, and then attending church.

Naturally, fans wondered if Selena and The Weeknd’s break-up meant a reunion for her and the Biebs. While Jelena continued for a while, Justin tied the knot with model Hailey Baldwin in 2018.

Courtney Love and Kurt Cobain are an iconic rock and roll couple, but they actually got together while Love was dating someone else. The Hole frontwoman was dating Billy Corgan from The Smashing Pumpkins, but they broke up when Corgan wouldn’t pay for Love to fly home.

Love had to stay, so she hung out with the other band – Nirvana. The punk queen has since admitted that her and Cobain’s daughter, Francis Bean, was conceived when she was supposed to be with Corgan.

Here we have some more Swiftie dating drama. The country-pop singer started dating Scottish DJ Calvin Harris in 2015, and the duo was very open about their feelings for each other. After many public outings and beach photos, the couple announced their split in 2016.

Just two weeks later, pictures emerged of the singer-songwriter making out with English Thor actor Tom Hiddleston. Harris ended up accusing Swift of trying to embarrass him, and she went on to pen “Getaway Car” about the episode.

Royals are definitely celebrities, and these three caused monumental drama with their well-publicized love triangle. Prince Charles dated Camilla Shand after meeting her at a polo match, but she went on to marry Andrew Parker-Bowles in 1973.

Charles married Diana Spencer in 1981, making her Princess Diana. However, in an interview with Martin Bashir, the princess revealed that “there were three of us in this marriage, so it was a bit crowded.” Charles went on to marry Camilla in 2005.

Did you think you’d seen the end of the Kardashians? We know that Kim and Kanye finally got together after Kim’s failed marriage to Kris Humphries, but apparently the two have flirted for years.

Speaking about her time with Kanye, model Amber Rose claims that “Kim is one of the main reasons why me and Kanye are not together. She’s a homewrecker.” Kim and Kanye got married in 2014, and have four children together. Amber and Kim have since squashed their beef with a selfie.