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  1. Home
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  3. The Most Shocking Celebrity Love Triangles

The Most Shocking Celebrity Love Triangles

Allvipp Newsroom / May 17, 2025 - 11:30 pm

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Pinterest Brad Pitt and Jennifer Aniston attend the World Premiere of epic movie "Troy" at Le Palais de Festival on May 13, 2004 in Cannes, France.
(© Getty Images)

Brad Pitt, Jennifer Aniston, and Angelina Jolie

This iconic love triangle unfolded in the early 2000s. Pitt and Aniston were Hollywood's "golden couple" for years, but their marriage ended when Pitt fell in love with Jolie, his co-star in 'Mr. & Mrs. Smith.' The media frenzy surrounding this triangle was intense, and it remains one of the most talked-about celebrity breakups of all time.

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Pinterest Justin Bieber and Selena Gomez
(© imago images / Mary Evans)

Justin Bieber, Selena Gomez, and Hailey Bieber

This young love triangle has been playing out in the public eye for over a decade. Gomez and Bieber dated on and off for years, with Baldwin entering the picture in 2016. Bieber and Baldwin married in 2018, but rumors of his connection to Gomez have continued to swirl.

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Pinterest Scott Disick Continues Month-Long Grand Opening Celebration Of Sugar Factory American Brassiere At The Shops At The Bravern
(© 2017 Getty Images)

Scott Disick

This complicated triangle involved long-term partners Kardashian and Disick, who share three children. Disick dated Richie for several years, creating tension in the family dynamic. While Kardashian and Disick have not officially reconciled, they remain co-parents and have recently rekindled their romantic connection.

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Pinterest "Black Sheep": Princess Diana's Sweater Spoke Volumes meaning Muir and Osborne shirt sweatshirt red white Charles photos pictures 2021
(© Getty Images)

King Charles, Princess Diana, and Camilla Parker-Bowles

The relationship between Princess Diana, Prince Charles, and Camilla Parker Bowles is one of the most talked-about royal love triangles in history. It was a complex story filled with love, betrayal, and heartbreak, and it continues to captivate the public imagination even today.

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Pinterest Jordyn Woods Is All Legs In Her Oscar's Afterparty Dress!
(© 2019 Getty Images)

Jordyn Woods, Khloe Kardashian and Tristan Thompson

In February 2019, Tristan was again caught cheating, this time with Jordyn Woods, Kylie Jenner's best friend. This scandal was even more damaging to their relationship and led to Khloe finally ending things with Tristan.

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Pinterest . 24/06/2015. Cannes, France. L to R Kylie Jenner, Tyga arrive on the Mail Online Yacht at the Cannes Lions Internationa
(© imago images/Parsons Media)

Kylie Jenner, Tyga, and Black Chyna

Throughout their relationship, there were constant rumors of Tyga's infidelity. In 2017, he was even linked to other celebrities, including Blac Chyna and Kylie's own sister, Kendall Jenner. These rumors fueled speculation of a love triangle, further complicating their already tumultuous relationship.

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Pinterest LA Special Screening Of Annapurna Pictures' "Booksmart" - Arrivals
(© 2019 Getty Images)

Jason Sudeikis, Olivia Wilde, and Harry Styles

In November 2020, news broke that Sudeikis and Wilde had ended their engagement after seven years together. While the reasons for the split were initially unclear, rumors soon began to swirl about infidelity. Around the same time as the separation announcement, Wilde was seen spending time with Harry Styles on the set of her upcoming film, "Don't Worry Darling," which she was directing and in which Styles starred. This fueled speculation that Styles was the reason for the split.

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Pinterest Kristen Stewart and Robert Pattinson in Madrid in 2012
(© Getty Images)

Kristen Stewart and Robert Pattinson

This love triangle involved the stars of the 'Twilight' saga. Stewart was caught cheating on Pattinson with Sanders, a married director. The scandal rocked Hollywood and led to the end of Stewart's relationship with Pattinson.

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Pinterest Republic Records Hosts 2015 VMA After Party
(© Getty Images)

Nick Jonas, Miley Cyrus, and Selena Gomez

This Disney love triangle involved two of the biggest stars of their generation. Jonas dated Cyrus first, then Gomez, then back to Cyrus again. The media played up the drama of this triangle, with fans choosing sides and speculating about the relationships.

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Pinterest Seeds Of Peace Annual Gala
(© Getty Images)

Billy Crudup, Claire Danes, and Mary-Louise Parker

This love triangle involved two acclaimed actors. Crudup left Danes while she was pregnant to begin a relationship with Parker. The situation was messy and publicly criticized, raising questions about Crudup's character.

Love triangles are inherently dramatic stories, filled with conflict, betrayal, and heartbreak. We are drawn to the emotional rollercoaster of these relationships, finding them both exciting and relatable.

Here Are Some of the Most Famous Celebrity Love Triangles

Celebrity love triangles have always captivated the public imagination. They offer a glimpse into the often-messy lives of the rich and famous, providing a juicy drama that is both relatable and aspirational.

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