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Top 20 Celebrities Who Got The Last Laugh On Their Cheating Ex

Top 20 Celebrities Who Got The Last Laugh On Their Cheating Ex
VOICE OVER: Patrick Mealey WRITTEN BY: Ishani Sarkar
Hollywood drama alert! We're diving into the juiciest stories of celebrities who absolutely owned their cheating exes. From epic revenge tactics to stunning career comebacks, these stars proved that karma is real and revenge is best served with a side of success. Our countdown features incredible stories from stars like Sandra Bullock, Shakira, Britney Spears, and more, showing how these celebrities turned heartbreak into triumph! Which of these amused you the most? Share in the comments.
Top 20 Celebrities Who Got The Last Laugh On Their Cheating Ex

Welcome to WatchMojo, and today we’re counting down our picks for the finest examples of famous people who owned their unfaithful exes.



#20: Halsey


The “Without Me” singer’s split from rapper G-Eazy gave us some iconic pop culture moments. While it has not been explicitly confirmed that he cheated, Halsey, whose real name is Ashley, has often alluded to it. In 2018, a day after announcing their split, she tweeted “pumpkin eater” … as in what comes after “cheater cheater”. A year later, she plastered “Ashley, I cheated” on a wall during her “SNL” performance. Probably the most memorable moment, however, was when they were still together and performed “Him & I” on “Good Morning America”. Rumor has it, she found out about him cheating right before they went out on stage and boy did it show on her face.




#19: Kourtney Kardashian


She may still call ex Scott Disick her “soulmate” but that doesn’t mean she didn’t walk away from their relationship a winner. In the several years they were together, during which time they welcomed three lovely children, Disick allegedly stepped out on her multiple times. Although it took a while, Kourtney Kardashian eventually left him for good and found love with Travis Barker. He reportedly had a tough time with their engagement and has since expressed his regret over losing Kourtney. As for the Kardashian sister, she is now thriving with her new hubby and their growing family.



#18: Ariana Madix


When your cheating ex becomes a hashtag, you know you’ve come out on top. “Vanderpump Rules” stars Tom Sandoval and Ariana Madix made headlines when they confirmed their romance in 2014. So, when they broke up in 2023, they shook the internet once again. It turned out, Sandoval had been cheating on Madix with none other than her bestie Raquel Leviss. Talk about being messy. The controversy came to be known as #Scandoval, which was brought to a sizzling climax when Madix rocked up to the “VR” season-ten reunion in what fans called a scarlet “revenge dress”. Slay!


#17: Anna Marie Tendler


The subject of many a John Mulaney joke, Anna Marie Tendler stuck by the comedian through his experience with substance use disorder. Yet, word on the street is, he left her for actress Olivia Munn, his current wife. Mulaney says he got together with the “Newsroom” star in the spring of 2021, a very short time after separating from his ex-wife. The math of their relationship timeline isn’t really mathing, especially not when Munn gave birth to their son in November that same year. Meanwhile, all Tendler revealed about their split, quite gracefully, was that she was heartbroken about Mulaney ending things. Today, her memoir, “Men Have Called Her Crazy”, is a New York Times bestseller and she is reviving her photography career. You go girl!



#16: Tiffany Haddish



This act of payback is so unforgettable, we’d say it warrants a new verse in Carrie Underwood’s “Before He Cheats.” She may have dug her key into the side of his pretty little souped-up four wheel drive, but Haddish, uh… pooped in his shoes. Okay, maybe we can massage the lyrics a little bit there. But yes, upon learning that her ex-boyfriend cheated on her– on her birthday, no less– Haddish took matters into… scatological territory. We have no doubt that effectively destroying this man’s brand-new Jordans taught him a lesson he’ll never forget!


#15: Trey Parker


When it comes to holding grudges, the “South Park” creator is next to none. He was once close to marrying his high school sweetheart when she cheated on him with an acappella musician. As payback, he created a horse character in his film “Cannibal! The Musical” and named it after his ex, Liane. If the name sounds familiar, it’s because that’s also Eric Cartman’s mom’s name in “South Park”. Suddenly, it makes sense why she is constantly shamed for being … free-spirited, if you will. Someone clearly isn’t letting his resentment go.



#14: Iggy Azalea


Remember when the “Fancy” rapper said she hated ex-fiancé Nick Young when they first met? That was some solid unintentional foreshadowing. The former NBA player ended up cheating on her while they were engaged. What’s more embarrassing for him is the fact that his fellow Lakers hooper D’Angelo Russell sneakily filmed him bragging about the affair. Although the couple didn’t break up right away, they did split eventually and Azalea certainly left a burning last impression. She set actual fire to his clothes. Yes, even the designed ones. Never mess with Miss I-G-G-Y.




#13: Emma Thompson


Emma Thompson and Kenneth Branagh were once called the Golden Couple of Britain. So, it wasn’t just the “Howards End” actress whose heart Branagh broke when he cheated on her with his “Mary Shelley’s Frankenstein” co-star Helena Bonham Carter. This betrayal hurts our soul to this day, even more so because she said it left her, quote, “half alive”. Being the incredible artist she is, Thompson harnessed her heartbreak to portray Karen in “Love Actually”. So, next time, when you watch that gut-wrenching scene where Karen sobs quietly after realizing her husband’s having an affair, just remember it’s something the actress went through IRL. You’ll probably need an extra box of tissues then.


#12: Demi Moore


What better way to expose your two-timing husband than a tell-all? Suffice to say, Demi Moore did not hold back when she wrote her memoir, “Inside Out”. She revealed that her ex, Ashton Kutcher, convinced her to invite third parties into their intimate life and then used that to justify his subsequent cheating, saying that a third party “blurred the lines.” Moore also recalls finding out about his infidelity through a Google Alert. What is most painful, though, is that she fell into substance use disorder following their split after years of maintaining sobriety. Nevertheless, today, she is a Golden Globe winner and at the time of this writing, an Oscar nomination, while he has a Golden Raspberry. How’s that for a last laugh?



#11: Shakira


When the Queen of Latin music writes a diss track about you, you know you’re cooked. Former footballer Gerard Piqué allegedly cheated on her with her trainer and good pal Anna Kaiser. At the time, a viral theory suggested that she found out about his affair after noticing an empty jam jar in her fridge when no one in her family liked jam. Although she shut those rumors down, the timeline of Piqué’s new relationship still fueled distrust among Shakira fans. The artist went off on him in her song “Bzrp Music Sessions, Vol. 53”. With lyrics like, “I’m too good for you and that’s why you’re with someone just like you” and “you traded a Ferrari for a Twingo”. Not even his new flame, Clara Chia Martí, was spared.


#10: Reese Witherspoon


In the late ‘90s, this emerging starlet had just a handful of screen credits to her name, yet “Freeway” and even “Fear” kept her progressing forward. Around this time, Reese Witherspoon met Ryan Philippe, two years her senior and also a rising Hollywood talent in Hollywood. About half a dozen years after their 1999 marriage and co-starring roles in “Cruel Intentions”, Philippe allegedly got a little friendly with “Stop-Loss” actress Abbie Cornish, which precipitated an immediate divorce in 2006. Afterwards, Philippe and Cornish split in 2010 and his career digressed into direct to home video titles, while Witherspoon made the Hollywood Walk of Fame in 2010 and earned her second Oscar nomination for 2015’s “Wild.”


#9: Sophia Bush

Back in 2004, this “One Tree Hill” actress said “yes” to co-star Chad Michael Murray. But their 2005 marriage dissolved after only five months, as Murray reportedly cheated on Sophia Bush with a young socialite named Paris Hilton. During his WB run, Murray earned plenty of Hollywood cred, so much that he quickly paired up with “One Tree Hill” extra Kenzie Dalton. Over the years, Bush has maintained a successful television career, most notably as Erin Lindsay on “Chicago P.D.” On the flipside, Murray stayed busy too, but his work has been sporadic at best.

#8: Maria Shriver

If you didn't already know, this American journalist is the niece of the late John F. Kennedy and obviously Robert F. Kennedy, too. She’s also the woman that Arnold Schwarzenegger cheated on with the family housekeeper. After a quarter-century of marriage, which began shortly after Schwarzenegger starred in 1985’s “Commando,” the pair separated about a week before the scandal went public. And so, California’s former governor admitted to his transgressions, while Shriver moved on, literally setting up shop a few miles away in a 10-million dollar pad and going back to working for NBC News.



#7: Elin Nordegren

Perhaps you’re familiar with the name “Tiger Woods,” a golfer who used to rule over the PGA. Woods experienced a rough year in 2009, largely for the infamous scandal that revealed he had not had one affair but rather over a dozen, with some sources alleging the number to be up to 120. Obviously, the embarrassment set Woods back a bit, and the psychological damage had a horrific impact on his career that still lingers to this day. Nordegren rose above the fiasco, though, as she first received a $100 million dollar divorce settlement and later earned a psychology degree in 2014 from Florida’s Rollins College.




#6: Halle Berry

For the early part of her career, this Cleveland native was known for her exquisite beauty and natural on-screen chemistry. Halle Berry also became the first African-American woman to win a Best Actress Oscar for her revealing performance in 2001’s “Monster Ball.” Not long after, husband Eric Benet received treatment for compulsive sexual behavior, which preceded the couple’s 2003 separation and eventual 2005 divorce. Berry later married actor Oliver Martinez in 2013, yet he also allegedly cheated. While Berry could have easily drifted from the public eye or disappeared entirely, she’s maintained her A-list status throughout, all while looking nothing short of breathtaking.



#5: Jennifer Aniston

During her iconic run as Rachel Green on “Friends,” this American actress hooked up with Hollywood A-lister Brad Pitt. The press obviously enjoyed the love affair, and had a field day when speculation arose that Pitt had cheated on his wife with “Mr. and Mrs. Smith” co-star Angelina Jolie. Suddenly, America’s sweetheart became a secondary player to the sexy pairing. While Brangelina seemed destined to last forever, they too abruptly split in 2016, with Pitt being linked in the tabloids to “Allied” co-star Marion Cotillard – though parenting differences were cited as the official reason for Jolie’s divorce filing. By this time, Aniston had moved on to bigger and better things, and she seems to be doing quite fine given her continued success in mainstream cinema and TV.




#4: Gwen Stefani

Since the mid-‘90s, this artist has long been a central component of pop culture. During her rise to fame, Gwen Stefani hooked up with “Bush” singer Gavin Rossdale, with the two marrying in September 2002. But in 2015, Stefani learned of her beau’s long-time love affair with the family nanny, which unfortunately called for a divorce filing a year and a half after the birth of the couple’s third child. While Rossdale continues on with his band, Stefani remains a highly influential artist. Oh, and she also got married to country music superstar and “The Voice” colleague, Blake Shelton.

#3: Britney Spears


Everything we thought we knew about the “Toxic” singer’s relationship with Justin Timberlake changed completely when her memoir “The Woman in Me” came out. In it, Spears not only got candid about Timberlake’s constant cheating but also opened up about having to terminate a pregnancy because he said he wasn’t ready for fatherhood. Although she also admitted to having an affair herself, with dancer Wade Robson, Spears claimed it was after Timberlake had already been unfaithful. We don’t know about you but Timberlake hiring a Britney look-alike for his “Cry Me a River” music video to depict her as a cheater doesn’t seem like fair game. Per Spears, it shamed her when she couldn’t even defend herself. Thankfully, her truth has come out now.




#2: Shania Twain

For years, this Canadian superstar ruled over the country and pop charts. Behind her numerous crossover hits was none other than Robert “Mutt” Lange, a well-known producer and also Twain’s husband. From an outsider’s perspective, the two seemed to be living the good life in Switzerland. But after a lengthy marriage, Twain stepped away upon learning that husband Lange had been snooping around with his wife’s best friend. Unsurprisingly, the couple divorced in 2010 after separating two years earlier, and Twain actually married the ex-husband of her cheatin’ best friend, which surely made for many late-night laughs – along with the multiple awards and honors she’s received for her music.



#1: Sandra Bullock

In Hollywood, there are some actresses that make audiences melt, and Sandra Bullock is one of them. When she married reality TV star Jesse James in 2005, many scratched their heads, but the important thing was that Bullock found happiness. Unfortunately, a rather public scandal commenced in 2010, with Jesse being linked to various women, and he quickly moved on with fellow reality star Kat Von D. Fortunately, Bullock has moved on with her life, especially given her 2010 Oscar win for Best Actress. Meanwhile, James and Von D struggled mightily and experienced their own chaotic heartbreak, which only made the public love Bullock even more.




Which of these cheating exes angered you the most? Sound off in the comments!

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