Top 10 Famous Couples That Began As Affairs
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Apr 22, 2025
What happens when you get swept off your feet by someone new, but you’re already taken? Well, if you’re one of these celebrities you say to hell with it, and you cheat! But sometimes, two wrongs makes a right. So today on Rankworthy we’re counting down the top 10 celebrity couples that began as celebrity affairs.
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What happens when you get swept off your feet by someone new, but you're already taken
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Well, if you're one of these celebrities, you say, to hell with it, and you cheat
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But sometimes, two wrongs make a right. So today on Rankworthy, we're counting down the top 10
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celebrity couples that began as celebrity affairs. And if your favorite couple didn't make the list
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stick around for the honorable mentions and add them yourself at ranker.com
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If you're like us and love Angelina Jolie, the UN diplomat, you've probably tried really hard to
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forget that this international icon was in a wild and weird relationship with Billy Bob Thornton
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Sorry for the painful reminder. Back in 1999, the Oscar-winning actress, philanthropist, and activist
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began dating Billy Bob Thornton after falling in love on the set of Pushing 10. If their 20-year
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age difference wasn't scandalous enough, the two began their affair while Thornton, star of films
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like Bad Santa, was still engaged to Jurassic Park star Laura Dern. Thornton's engagement to Dern
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dissolved quickly, and he married Jolie in 2000, marking his fifth marriage. The two were infamous
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for strange behavior in public, from inappropriate PDA on the red carpet to even wearing vials of
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each other's blood around their necks. The duo didn't last long, splitting in 2003, but not before
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it burned an unforgettable cringey image in our collective consciousness. Blake Shelton and Miranda
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Lambert met in 2005 at the CMT 100 Greatest Duets concert. CMT paired Shelton and Lambert to sing
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You're the Reason God Made Oklahoma, and well, it was hard for Sparks not to fly in what was basically
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the most romantic first encounter on the planet. Not to mention extremely fitting for Shelton
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an Oklahoma native. Small hitch, however, Shelton was still married to his first wife
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Kaynette Williams, while Lambert was dating boyfriend Jeff Allen. Though the two deny having
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an affair, they began dating soon after Shelton's divorce in 2006, which looks extremely suspect
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Though people remember the classic Hollywood actors as one of the most adored couples of
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the Hollywood era, people are quick to forget that Humphrey Bogart and Lauren Bacall's
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romance was anything but what we saw on the silver screen. Starring together in films like The Big Sleep and Key Largo, Bogart and Bacall first met
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on the set of To Have and To Have Not, where Bogart made a move on the young star with
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a passionate kiss backstage and the rest was history. The two fell in love but faced much disapproval since Bogart was married to actress Mayo Methot was a raging alcoholic and 25 years older than Bacall At one point director Howard Hinks condemned the affair so much he threatened to ruin Bacall career if she continued
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But Bacall never swayed, and the affair continued until Bogart divorced Mathot
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and finally married Bacall in 1945. Woody Allen's life is rife with scandal
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His adoptive daughter, Dylan Farrow, accused Allen of sexual abuse when she was just 7 years old
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an accusation which Farrow maintains to this day, and which has been the heart of the controversy over Allen's reputation for years
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Also ranking high on the list of things that make the acclaimed writer and director such a polarizing figure
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is his marriage to Soon-Yi Previn, the adoptive daughter of Allen's former partner Mia Farrow
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Yep, you heard that right. Woody Allen had an affair with, and later married, his partner's adoptive daughter
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So his step-daughter. His adopted step-daughter. Deja vu, anyone? Years after Shelton cheated on his first wife with Miranda Lambert, this time on Lambert with pop singer Gwen Stefani
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The no-doubt frontman and hollaback girl singer met Shelton in 2014 when she joined the cast of The Voice as a judge
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Though Stefani and Shelton couldn't be more different artistically, the two soon raised eyebrows for their chemistry on the show
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Only a year later, Shelton and Lambert filed for divorce, followed closely by Stefani filing for divorce after 13 years of marriage with British rock star Gavin Rostell
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Rossdale claims he knew of Stefani's infidelity and that it was the cause of the split
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something the public was already onto after witnessing all of the flirting on The Voice
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Harkening back to his duet with Miranda Lambert ten years earlier, in 2015, Shelton and Stefani, now newly single
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performed a duet on The Tonight Show starring Jimmy Fallon. Actress Gabrielle Union and NBA star Dwayne Wade
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are enjoying status as one of Hollywood's favorite power couples of today
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Thousands of viewers tune in on social media to keep up with the young couple, especially their adorable daughter
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But though they may seem carefree now, the many years leading up to their nuptials were full of drama
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Only two months after Wade met Union, the Miami Heat player separated from his then-wife who he had two children with
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Rumors quickly swirled of an affair between Wade and the Bring It On actress. From 2009 to 2012, Wade and Union came out as a couple
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while Wade continued a nasty divorce and custody battle, where at one point, his ex-wife was arrested for attempted child abduction
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After years of struggle, Wade finalized his divorce, but the drama had taken its toll and Union and Wade took a brief break in 2013 The couple quickly bounced back but in the short break Wade had a fling with another woman who revealed she was pregnant with Wade baby The rumors were confirmed but Union still stood by Wade despite the love child
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The rollercoaster relationship has shown us that love is really patient and really, really kind
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ain't it? Long gone are the days of Johnny Depp, the chocolate and crybaby heartthrob
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These days we're reluctantly witnessing Johnny Depp, the midlife crisis with a capital M
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Depp has been a bit of a mess lately, appearing intoxicated during many public appearances
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and there's even reports that he punched a crew member on an upcoming project marking a full transformation into the real-life Jack Sparrow, it seems
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The Hollywood A-lister and Pirates of the Caribbean actor turned heads in 2011 when he stepped out with Aquaman star Amber Heard, who's 20 years younger than him
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Less than a year after meeting Heard on the set of Rum Diaries, the two became involved while Depp was still with his wife of 14 years, French actress Vanessa Paradis
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Paradis. Depp and Paradis ended their relationship in 2012, bringing an iconic celebrity love story
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to a close, giving room for Herd and Depp to officially roll out their romance with full
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media attention. But the smitten lovers unexpectedly turned nasty after domestic abuse allegations from
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Herd brought a crashing end to this ill-fated pair, which continues to spark heated debate
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on what really happened between the stars. Jennifer Aniston is known fondly as Hollywood's sweetheart
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but the Friends star is also one of Hollywood's favorite underdogs. After her husband Brad Pitt
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went behind her back with Angelina Jolie in 2004. Aniston herself has been the center of hot gossip
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that her relationship with Justin Thoreau started with a little homewrecking. Aniston met Thoreau, star of The Leftovers
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on set for their film Wonderlust in 2010. And soon after, in 2011, the couple was spotted together
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Months before, Thoreau and his girlfriend of 14 years officially split. The karma showed up right on time
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when after nearly seven years together, the relationship fell out. It's sad news for the Anniston fanbase, but Anniston still enjoys a place as one of the world's highest paying actresses
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so maybe her net worth of upwards of $200 million will comfort her in these hard times
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Brad and Angelina met on the feature film Mr. and Mrs. Smith
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and their chemistry was so off the charts we could practically feel the steam coming off the screen
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But Pitt was still married to Jennifer Anniston, and, well, we all know how the story ends
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Months after the spy action flick wrapped, Brad and Jen came to a close to make room for Brangelina In a 2007 interview Angelina revealed details of the relationship before Brad and Jen officially divorced stating that Brad and her fell in love on set and that it was her adopted
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son Maddox even called Brad Dad, which made Jolie confident that Brad was meant to be in her life
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for a long time. Aniston opened up years later to say the remarks were uncool, considering the
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timing of the events Angelina described. As we saw in the number 10 spot on our list, Jolie has
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already earned quite a reputation for her timing, but her timing with Brad Pitt will go down
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as one of the most significant moments in modern pop culture history. Hard to believe that love exists in the three years
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since Brangelina split in 2016, but may this duo live on in our hearts forever
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It might surprise you to see this couple came in number two on our list, but only one couple can take the cake
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The only thing that can outrank Hollywood royalty is actual royalty. At the top of our list is none other than Prince Charles
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and Camilla Parker Bowles, an affair that rocked the British royal family to its core
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This unthinkable relationship spans four whole decades and gets downright dirty and ground zero for propriety
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Prince Charles, Queen Elizabeth II's first child and heir to the British throne
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met Camilla Shand in 1970 at a polo match, and a budding romance began but eventually fizzled
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In 1981, hundreds of millions of people tuned in to see Prince Charles wed
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Lady Diana Spencer in the Wedding of the Century. But behind closed doors, an entirely different relationship played out
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from the fairy tale people saw on screen, as Charles and Camilla picked back up where they left off
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just a few years after the royal wedding. The affair was blatant, and Diana even confronted Camilla about the matter openly
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In 1992, the press leaked tapes of private phone conversations between Camilla and Charles
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confirming not only an affair, but also painting an appalling picture of the two-timers
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Diana called the embarrassing tapes sick, and the public agreed, branding the whole fiasco Camillagate
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Prince Charles even went on to admit the whole thing on TV. The world was reeling, and the monarchy was threatened with such a scandal surrounding the successor to the throne
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But years later, after both Camilla and Charles filed for divorces, and after Diana's tragic death in a car crash in 1997
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Camilla and Charles became official in 2000 and married in 2005. After more than 10 years, the scandal was somewhat laid to rest, but we certainly haven't forgotten
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Hey, did we mention that Johnny Cash was totally married when he met June Carter
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or that in the 90s, Meg Ryan briefly cheated on Dennis Quaid with Russell Crowe
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or that Kevin Federline was cheating and expecting a child when he met Britney Spears
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Okay, well, that last one was somewhat less surprising
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