A-List Breakups So Messy, We Still Talk About Them

Selena Gomez and Justin Bieber

Selena Gomez and Canadian pop sensation Justin Bieber dated from 2010 to 2018. Bieber’s repeated run-ins with the law, physical altercations, and DUI arrests characterized their relationship. And you may not know this, but Selena herself made numerous, not-so-secret trips to treatment. The two had an intense Instagram feud after Bieber shared pictures of himself kissing a new girlfriend, which boosted attention on the couple.

In the end, everyone moved on when Selena dated German-Russian DJ Zedd in 2015 and Canadian artist The Weeknd in 2017. Gomez is currently engaged to music producer Benny Blanco, while Bieber is now married to Hailey Baldwin.

Miley Cyrus and Liam Hemsworth

In 2009, pop sensation Miley Cyrus began dating Liam Hemsworth, the brother of Australian actor and Thor star Chris Hemsworth. After becoming engaged in 2012 and then married in December 2018, Cyrus threw a wrench in the relationship in August 2019 by declaring their separation. With both sides of the couple having huge celebrity status, the breakup led to inevitable rumors. However, questions were eventually answered.

Citing irreconcilable differences, Hemsworth filed for divorce eleven days later. Fans thought Miley had cheated on Liam after pictures of her kissing Kaitlynn Carter appeared online, despite the initial suspicions that Liam was having an affair.

Yoko Ono and John Lennon

The Beatles were a beloved UK band that originated in Liverpool, so it was a shock when John Lennon entered a relationship with aristocratic Japanese artist Yoko Ono, who was thrice married and had previously been admitted to a psychiatric hospital. After divorcing their partners and falling in love, John and Yoko were married in 1969. Even with this, the story of their breakup is not what you might expect.

The largest band in the world broke up as a result of their relationship, which was particularly poisonous. According to legend, George Harrison’s discovery of Yoko consuming one of his Digestive biscuits led to the Beatles’ split.

Angelina Jolie and Billy Bob Thornton

Angelina Jolie, the daughter of Jon Voight and an aspiring actress, dated actor Billy Bob Thornton in the 1990s. Before the relationship even started, fans were confused by the relationship as Thornton was 20 years older than her. Although they frequently showed their love for one another in public after being married in 2000, their relationship was strange. Curious about this so-called ‘strangeness’?

The pair exchanged underwear, had matching tattoos of their brands, and wore vials of each other’s blood around their necks! Three years later, they broke up. Billy Bob has had six marriages and four children from three different women.

Gavin Rossdale and Gwen Stefani

Gwen Stefani, the lead singer of No Doubt, married Gavin Rossdale, the lead singer and guitarist of Bush, in 2002 after they first met in 1995. Sounds like the perfect marriage, right? Before she filed for divorce in August 2015, the couple had three sons together and had been married for two happy decades. But if they were so happy, where did everything go wrong? â€‹Gavin Rossdale had been having an affair with their nanny, it turns out. 

Despite being devastated by Gavin’s adultery, poor Gwen bounced back quickly and, three months later, began dating country music sensation Blake Shelton!

Scott Disick and Kourtney Kardashian

At a gathering in 2006, Kourtney Kardashian met Scott Disick. Although their romance became a staple of Keeping Up With the Kardashians, it was quickly ruined by his use of substances, parties, and alcohol. After Disick was pictured with Los Angeles stylist Chloe Bartoli in 2015, the couple called it quits. They reunited in 2016 after Scott mellowed and said goodbye to his partying ways.

However, within a year, Disick was caught kissing two models in Miami. Kourtney is currently married to Travis Barker, the drummer for Blink-182, and the two have a son together.

Dean McDermott and Tori Spelling

While filming Lifetime’s Mind Over Murder in 2005, Tori Spelling got to know actor Dean McDermott, who was married at the time. McDermott’s infidelity with Spelling was revealed by Us Weekly in 2013. After McDermott’s divorce, he and Tori eloped in Fiji and welcomed five children together. On their reality TV show, True Tori, the attention-seeking pair discussed their financial struggles.

This was because Tori received only $800,000 from her late father’s $500 million fortune. In a 2023 Instagram post, McDermott revealed their separation after 18 years of being together.

Jesse James and Sandra Bullock

Sandra Bullock had already dated Ryan Gosling and Matthew McConaughey (lucky girl!), but she was in for a wild ride when she married actor Jesse James in 2005. Sure, this might sound like a dream, but after 5 years into the relationship, a number of ladies came forward and said that they had affairs with Jesse. As you might expect, Sandra Bullock was devastated by this discovery, so the relationship did not last much longer.

He apologized in public, saying, “The vast majority of the allegations reported are untrue and unfounded.” Bullock filed for divorce, and James went to treatment to keep the union intact. Sandra fell in love once more with photojournalist Bryan Randall, who tragically died in 2023.

Elizabeth Taylor and Richard Burton

Richard Burton, a Welsh thespian with a gravelly voice, met beautiful English-American actress Elizabeth Taylor when she played the Egyptian queen in Cleopatra (1963), and he played Mark Anthony. Their relationship was even more turbulent, extravagant, and jet-setting than the pyramids. Can you believe it? However, in a sad turn of events, alcohol turned out to be the only thing they both loved more than one another.

Despite their repeated divorces in 1974, 1975, and 1976, they remained in love to the end. Liz was distraught when Burton died in 1984, saying, “Maybe we loved each other too much.”

Jessica Simpson and John Mayer

In 2006, following her divorce from Nick Lachey, Jessica Simpson began dating musician John Mayer. However, a couple of years into the coupling, Jessica Simpson discussed how Mayer made her feel uneasy and undeserving of his affection in her autobiography, Open Book. In 2010, Jessica broke up with Mayer after he made disparaging remarks about her in a Playboy interview. John has since apologized for his mistreatment of her.

In more recent times, Jessica married former NFL star Eric Johnson and had 3 children with him. Sadly, they announced their separation in January after 10 years of marriage. Want a fun fact? Mayer also dated Jennifer Aniston, Katy Perry, and Taylor Swift.

Lindsay Lohan and Samantha Ronson

In 2008, British DJ Samantha Ronson and wild child Lindsay Lohan dated. Although Lohan used to remark, “She’s a wonderful person, and I love her very much,” the relationship ended after just a year because it was “too toxic to survive.” Due to their aggressive partying and public yelling battles, the couple’s actions garnered some not-so-great media attention. But their story does not end here.

When things got out of hand, Samantha threw Lindsay out, changed the locks on her house, and forbade her from going to her sister Charlotte Ronson’s design show. The reason surrounding this odd behavior is somewhat unknown.

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