Iconic Celebrity Couples Who Split Up
Claire Miles - July 27, 2019


By Shel Silverstein

My dad gave me one dollar bill
'Cause I'm his smartest son,
And I swapped it for two shiny quarters
'Cause two is more than one!

And then I took the quarters
And traded them to Lou
For three dimes -- I guess he didn't know
That three is more than two!

Just then, along came old blind Bates
And just 'cause he can't see
He gave me four nickels for my three dimes,
And four is more than three!

And then I took the nickels to Hiram Coombs
Down at the seed-feed store,
And the fool gave me five pennies for them,
And five is more than four!

And then I went and showed my dad,
And he got red in the cheeks
And closed his eyes and shook his head --
Too proud of me to speak!
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Andrew Parker - Feb 12, 2020

Celebrity couples come and go, and yet, some splits manage to stay the talk of the town for years and years. Although celebrities opt to keep their breakup details on the down-low, we all wish to get an inside look. These iconic celebrity splits were (and still are) heavily covered by the media, and here’s why:


Selena Gomez and Justin Bieber



Despite their young age, Selena Gomez and Justin Bieber formed one of the most iconic and talked-about couples in Hollywood. The two dated on and off between 2010 to 2018. Reportedly, Gomez’s mother, Mandy Teefey, contributed to the couples split, as based on Bieber and Gomez’s history, Teefey wasn’t convinced Bieber had in fact changed. In 2016, more was revealed on what caused their initial breakup and Teefey’s distrust in Bieber. In an Instagram comment, Bieber accused Gomez of dating him for attention, to which she replied: “Funny how the ones that cheated multiple times, are pointing the finger at the ones that were forgiving and supportive.”



Demi Moore and Ashton Kutcher


via Flickr/ Digitas Photos


When Demi Moore and Ashton Kutcher announced their divorce in 2011, many assumed it was a result of their 16 year age gap. However, there is more to the story. Back in 2010, multiple allegations of infidelity on Kutcher’s side surfaced. In an interview with Andy Cohen, actor Scott Eastwood confirmed that at least one allegation was true, revealing: “He did sleep with one of my ex-girlfriends – but she was my current girlfriend at the time. I think it was the catalyst that broke him and Demi up.”


Princess Diana and Prince Charles



This royal romance was filled with scandals. First, the very public affairs – Diana with her bodyguard, Barry Mannakee, and Charles with his now-wife, Camila Parker-Bowles. The latter is remembered for their infamous, scandalous, voice message. A year before the couple divorced, Diana went on record expressing doubts about Charles being fit to rule as King. The two separated in 1992, after receiving a letter from the queen, an “order” to formally divorce.



Britney Spears and Justin Timberlake


via Imgur


Britney Spears and Justin Timberlake sent the world into a frenzy when they announced their separation in 2002. As rumor has it, Spears cheated on Timberlake with choreographer Wade Robson and was caught when Timberlake found a note in her room. The speculations seemed to be verified when Timberlake released the music video to his hit, Cry Me a River, which featured Timberlake revenge-cheating on a Britney Spears look-alike. In a different song, right after the breakup, Timberlake sang: “I thought our love was so strong / I guess I was dead wrong / But to look at it positively, hey girl / At least you gave me another song about a horrible woman.”


Cher and Sonny Bono



Sonny and Cher were the most iconic couple of the ‘60s and ‘70s. Finding success in both TV and music, it seemed like this couple was unstoppable. In 1974, Cher filed for divorce, revealing intimate details of the relationship not known to many. In a 1999 interview, Cher discussed the relationship, revealing Sonny’s very controlling nature: “I went to him and said… You can’t tell me what to do anymore. I’m 27 years old. You can just not tell me what to do… but he wouldn’t give me my freedom.” In the same interview, Cher also confirmed that at one point Sonny was living with another woman in their house, while they were still married. The couple’s divorce proceedings were ugly and heavily covered, with Cher accusing Sonny of withholding her fair share of earnings and him taking her to court for custody of their daughter.



Marilyn Monroe and Arthur Miller



Marilyn Monroe and Arthur Miller’s short-lived relationship fascinates many to this day. The two began an affair while Miller was still married. Not long after getting a divorce, he married Monroe. During their time together, Monroe reportedly looked at Miller’s diary, in which he wrote he was “disappointed” in her and “embarrassed by her in front of friends”. In 1957, a year after their wedding, Monroe was already drinking heavily and dependent on pills. Stuck in a loveless relationship, Monroe began an affair with co-star, Yves Montand. After five years together, the couple divorced.


Rachel McAdams and Ryan Gosling


via Imgur


Rachel McAdams and Ryan Gosling may seem like the most obvious couple, but as it turns out they’re not. Truth is, when McAdams and Gosling first met on the set of The Notebook, they hated each other. Nick Cassavetes, the director of the movie, revealed Gosling told him he “can’t do it” with McAdams. The two eventually dated for three years before calling it quits. The popularity of The Notebook and the wish of many to see them as a real-life couple keeps this relationship the talk of the town for years.



Jennifer Aniston and Brad Pitt



By 2005, Jennifer Aniston and Brad Pitt were the seemingly unstoppable power couple of Hollywood. Then, news broke out of the reported, infamous, affair of Brad Pitt and Angelina Jolie. The couple divorced after five years of marriage. There were, and still are, many speculations and rumors on what actually caused the couple to go their separate ways. This is one of the most talked-about and publicized relationships in Hollywood, making headlines even a decade after its conclusion.


Mia Farrow and Woody Allen



In 1992, after a 13-year-long relationship, Mia Farrow and Woody Allen broke up. That same year, Farrow found intimate pictures of her adopted daughter, Soon-Yi Previn, taken by Allen in his home. Previn and Allen’s affair began a year prior, in 1991. Both Allen and Farrow contracted lawyers following the discovery of the photos. Surprisingly, Allen and Previn got married in 1997, and have two adopted children.



Katie Holmes and Tom Cruise



A month after calling off her engagement with Chris Klien, Katie Holmes and Tom Cruise made their first appearance as a couple. Soon after, Cruise appeared in one of pop culture most memorable interviews, jumping on Oprah’s couch. In 2012, Holmes filed for divorce, to the surprise of the world and Cruise, who reportedly “didn’t see it coming.” As you may know, Cruise is a member of the Church of Scientology, and so was Holmes while the two were together. With all the secrecy surrounding the Church of Scientology, it’s no surprise this relationship was such an interest to the public and the media alike.


Angelina Jolie and Brad Pitt



Angelina Jolie and Brad Pitt shocked everyone when they announced that they were separating in September 2016. Almost three years later, Pitt and Jolie are still making headlines all over the world. The two were rumored to call it quits following an affair Pitt had with his Allied co-star, Marion Cotillard, in addition to their different views on how to raise their children. Many speculate that an incident between Pitt and their son, Maddox, on a private plane prompted Jolie to file for divorce.