Sandra Bullock and Jesse James
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The Biggest Celeb Cheating Scandals

These are some of the biggest celebrity cheating scandals that we've seen!
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If there’s one thing I love, it’s drama.

Not my own drama, though! I like other people’s drama. And luckily, celebs are swimming in it–and the gory details are out there in public for all of us to see. They’re not just spilling the tea from a cup; they’re dumping it by the gallon.

That’s why I’ve never fully understood why celebs even try to attempt affairs. They spend so much time in the spotlight, they’re followed by the paparazzi, and they have tons of fans clamoring for even the smallest details about their lives. Can you imagine trying to pull off something as secretive as an affair, all while the whole world is watching?

Despite all that, they do it anyway! Of course, some claims in the media are just rumors, but these cheating scandals are the real deal. They’ve been backed up with evidence and even admitted by the cheating celebs themselves.

Check out these huge celebrity cheating scandals that have surfaced over the years!

Adam Levine and Behati Prinsloo

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Adam Levine’s wife, Behati Prinsloo, announced she was expecting their third child together… and then just days later, Instagram model Sumner Stroh claimed she had an affair with Adam Levine that lasted for about a year. She had some spicy screenshots to back up her claims, too. Two other women (one being Levine’s yoga instructor) also came forward with similar claims against the Maroon 5 frontman. Levine admitted he “crossed the line” but is still sticking with the “I did not have an affair” spiel. Prinsloo has never publicly addressed the scandal.

Kourtney Kardashian and Scott Disick

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The best part about a cheating scandal involving a reality TV star? We all get to see it unfold. While Kourtney Kardashian and ex Scott Disick were on again and off again for plenty of reasons over the years, there were a couple of cheating scandals in the mix. All the way back in season 2 of Keeping Up With the Kardashians, the pair split after Kourtney found texts from another woman on his phone. It happened again in 2015 when photos surfaced of Scott getting a little too close with an ex-girlfriend. But apparently, it was a habitual thing throughout the years.

Khloe Kardashian and Tristan Thompson

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Scott Disick’s cheating pales in comparison to what happened between Tristan Thompson and Khloe Kardashian. Tristan was caught cheating just days before Khloe gave birth to their first child. After she gave the NBA player another chance, they split again when he was caught getting a little too friendly with Kylie Jenner’s BFF Jordyn Woods. That would probably be the end for most couples, but it keeps going! It hit the fan in 2021 when a fitness model sued Tristan for child support, all while Khloe and Tristan were about to welcome a second child via surrogate.

Kendra Wilkinson and Hank Baskett

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Former Girls Next Door star Kendra Wilkinson moved out of the Playboy Mansion when she started a relationship with NBA star Hank Baskett. They tied the knot in 2009 and share two kids together. But the pair hit a rocky patch in 2014 when reports surfaced that Baskett had an affair with a model. Here’s the thing, though: Baskett claims he never willingly had an affair. Apparently, he showed up at an address to buy some, uh, “greenery” and was groped by the woman. He later paid her some hush money a couple of times. The whole thing almost ended their marriage at the time.

Ashton Kutcher and Demi Moore

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If you were going to cheat on your wife, couldn’t you pick any other day besides your wedding anniversary? If you’re Ashton Kutcher, apparently not. It was his sixth anniversary with Demi Moore when he got caught red-handed in 2011. Ashton had himself an encounter in a hot tub with two women at the San Diego Hard Rock Hotel while Moore was out promoting a short film. He allegedly told the women that he and his wife were separated.

You can read more about details concerning Demi Moore’s marriage with Ashton Kutcher in her juicy tell-all Inside Out.

Donald Trump Jr. and Vanessa Trump

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Donald Trump Jr. and Vanessa Trump tied the knot in 2005, but things went sideways in 2011. That’s when Trump Jr. met singer Aubrey O’Day, a former member of Danity Kane. She appeared on season five of Celebrity Apprentice, and an affair blossomed between the two. They kept it going until 2012 when Vanessa found emails between the two. (Side note, who emails romantic partners?) Although Vanessa and her hubby stayed together for a few more years past the affair, they ended up announcing their divorce in 2018.

Wendy Williams and Kevin Hunter

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According to Wendy Williams, ex-husband Kevin Hunter “was a serial cheat.” She says she knew about his 15-year-long affair with Sharina Husdon all along. That’s probably why Williams went so far as to hire a private investigator to follow Hunter around. It wasn’t until Hunter fathered a child with Hudson that Williams filed for divorce. On top of that, Williams claims that Hunter had several other mistresses over the years, too.

Hugh Grant and Elizabeth Hurley

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Elizabeth Hurley and Hugh Grant weren’t married, but they had been dating for more than eight years when this scandal hit in 1995. See, police found Grant in a parked car near Sunset Boulevard in Los Angeles, accompanied by a sex worker named Divine Brown. He was arrested for solicitation and ended up with a misdemeanor lewd conduct charge and two years probation. Surprisingly, the whole thing didn’t end the relationship with Hurley. They continued to date until 2000.

Jude Law and Sienna Miller

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Sometimes, people don’t go very far to cheat. Celebs, who can’t go anywhere without the paparazzi catching their every move, sometimes keep their extramarital activities a little closer to home. Perhaps that’s why Jude Law cheated on Sienna Miller with their kids’ nanny. I guess he thought he wouldn’t get caught if he never actually stepped out with his affair partner! The affair started just months after the couple was married. They attempted to stay together afterward, but they ended up splitting the following year. Although they reconciled a few years later in 2009, they went their separate ways for good in 2011.

Ben Affleck and Jennifer Garner

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Speaking of nannies, Ben Affleck must have taken a page out of Jude Law’s book. Just one day after their 10-year wedding anniversary, Affleck and Jennifer Garner announced their split. As it turns out, Affleck had been romancing the couple’s 28-year-old former nanny. Affleck eventually ended up marrying old flame Jennifer Lopez in 2022, and a source said Garner was “thrilled to get rid of her fourth child.” Ouch.

Christie Brinkley and Peter Cook

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After twelve years of marriage, Christie Brinkley discovered that Peter Cook had been having a year-long affair with his assistant, who was 18 at the time the affair began. After his assistant came forward, another former employee, who was 18 at the time, also came forward with allegations. Brinkley packed the kids and left, and the whole thing turned into a seriously ugly divorce battle. Cook made headlines again in recent years when he got engaged to a college co-ed who is 41 years his junior.

LeAnn Rimes and Dean Sheremet, Brandi Glanville and Eddie Cibrian

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What about an affair that ends two marriages instead of just one? That’s what happened when LeAnn Rimes and Eddie Cibrian met on the set of the Lifetime movie Northern Lights. See, both of them were already married before they started their affair. After they were caught cheating on their spouses, it led to both Rimes’ divorce from Dean Sheremet and Cibrian’s divorce from Real Housewives of Beverly Hills star Brandi Glanville.

Arnold Schwarzenegger and Maria Shriver

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It’s been some years since it made headlines, but that doesn’t make Arnold Schwarzenegger’s cheating scandal any less shocking. While the actor (and former governor of California) was still married to Maria Shriver, he had an affair with their housekeeper and fathered a secret son in 1997. He didn’t admit to it until 2011, when Shriver confronted him during a therapy session. Even his son had no idea that Schwarzenegger was his dad until all those years later.

Sandra Bullock and Jesse James

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Still to this day, the pairing of Sandra Bullock and Jesse James confuses me. Regardless, they did get married in 2005 and even won a custody battle with James’ second ex-wife for full legal custody of his 5-year-old daughter. Just a few years later, several women came forward claiming to have had affairs with James, including a then-24-year-old tattoo artist named Michelle McGee. It shouldn’t have come as much of a surprise, considering infidelity ended his previous marriage!

Tiger Woods and Elin Nordegren

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Talk about a cheating scandal heard around the world! The same year that the couple’s second child was born, news broke that Tiger Woods had a full-fledged relationship with one woman and several other affairs on top of that. More than a dozen women claimed to have had affairs with the golfer. At the time, Woods had a pretty clean image, so his infidelity made headlines everywhere. It didn’t just end his marriage but also several of his sponsorships, too.