Celebrities sometimes like to act as if they play by their own set of rules . Which is why whenever you hear about a cheating scandal , it’s disappointing, but rarely surprising.
And while plenty of celebs have been caught red handed , there are some who’ve been caught more than once . Like the celebs in this list, who couldn’t help but add insult to injury.
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Jesse James
The year was 2010. Sandra Bullock had just won her first ever Academy Award for her role in The Blind Side . And then rumors of her then-husband Jesse James’s infidelity spread , somewhat overshadowing the actress’s achievement. Unsurprisingly, the public sided with Bullock.
The two split, but then James cheated again.
He quickly entered a relationship with Kat Von D, who then posted to Facebook that he had cheated on her with at least 19 different women over the span of a year. Yikes.
Lamar Odom
Odom married Khloe Kardashian in 2009, after the two had only known each other for 30 days. And the entirety of their marriage was… less than stellar.
But one shocking revelation that Odom later confessed to was having slept with over 2000 women . And yes, many of them were during his marriage.
Tristan Thompson
Since her 2016 divorce from Odom, Khloe has been in a pretty strange relationship with Thompson. Shortly before the 2018 birth of their daughter, True, news broke that Thompson had been caught cheating while at a hookah lounge in New York.
And to make matters worse, he went and did it again.
Not too long after the first cheating scandal, Thompson was caught once again, this time cheating with Kylie Jenner’s former friend, Jordyn Woods . This very nearly ended his relationship with Kardashian for good.
The two ended up reconciling, before it was revealed that he had been unfaithful yet again.
Their relationship was in a good place for much of 2020 and 2021. That is, until December of last year, when it was revealed that Thompson had fathered a child with fitness model Maralee Nichols.
To make matters worse, Khloe and Tristan had been expecting a child together.
The two had their son, who was born in July of this year, via surrogate. While the timing seems confusing, Khloe confirmed that they had already started the process shortly before news of Tristan’s son with Maralee surfaced.
Scott Disick.
Khloe isn’t the only Kardashian whose man turned out to be playing the field. Kourtney and Scott weren’t strictly a couple, but they were co-parenting at the time. And she wasn’t happy when photos of Scott with ex-girlfriend Chloe Bartoli getting a little too friendly in France broke back in 2017.
He was caught yet again that same year, this time by Kim in Dubai.
Kim Kardashian made quite a scene on behalf of her sister , after finding a woman hiding out in Scott’s bathroom during a party. It doesn’t take a rocket scientist to figure out what was going on there.
And then on a third occasion, Scott got caught trying to get a girl to fly out during a family trip to Costa Rica.
While on a trip with the Kardashians, Scott had invited a girl named Chelsea to stay with him in his hotel room. Obviously, he got found out.
Elizabeth Taylor
Taylor was known for her acting chops, but also for her many lovers over the years. This included Eddie Fisher, who she began seeing while he was still married to fellow actress, Debbie Reynolds . The two later married.
And then, Taylor had an affair ON Fisher.
Taylor had a very high-profile affair with Richard Burton while filming Cleopatra . She was, of course, still married to Fisher at the time. Burton was also married, but the two ended their relationships and got married to each other (twice).
Ozzy Osbourne
Osbourne admitted to having an affair with Michelle Pugh, who had been the family’s hairstylist. Though Osbourne claims to have been suffering from sex addiction, Pugh maintains that their relationship was also quite emotional in nature .
Sharon Osbourne later opened up about her husband’s numerous affairs.
In 2017, she confirmed that there had been at least six women , saying that he practically had a different woman in every country. These affairs nearly led to a divorce.
Kristen Stewart
Twilight fans will remember Stewart’s relationship with co-star Robert Pattinson, as well as the fallout after her affair with director Rupert Sanders . The two met on the set of Snow White and the Huntsman , and Sanders was married to Liberty Ross at the time.
Stewart later began dating Stella Maxwell, but was caught cheating with an ex.
Reports allege that Stewart had spent a night at the home of her ex , Alicia Cargile, while she was in a relationship with Maxwell.
Jude Law
Law divorced ex wife Sadie Frost back in 2003, as she blamed him for exacerbating her post-partum depression. At the time, there were rumors of his infidelity with Nicole Kidman, though the two staunchly denied any such rumors.
However, there was overlap between his relationship with Frost and Sienna Miller.
Law was in the middle of divorcing Frost when he met and began dating Miller. Though his previous relationship was technically over, the timing really couldn’t be any worse.
And he later ended up cheating on Miller, to boot.
In fact, Law’s infidelity with his kids’ nanny while in a relationship with Miller was actually huge news back in the mid aughts. This, unsurprisingly, completely destroyed their relationship.
Tiger Woods
Perhaps one of the most infamous cheating scandals is that of Tiger Woods. The golf superstar landed in hot water when news surfaced that he’d cheated on ex-wife Elin Nordegren with over 120 women during their five-year marriage .
But the last straw for Elin came when she found out about his affair with a neighbor.
What led her to file for divorce was when she found out about Woods’s one-night stand with a neighbor in Florida, who was 21 at the time.
