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Tristan Thompson's Multiple Cheating Scandals — Brief Recap of Khloe Kardashian's Many Pains

Edduin Carvajal
Apr 29, 2021
06:20 A.M.

Khloé Kardashian and Tristan Thompson’s romance has been filled with cheating scandals. The NBA player is under scrutiny again for supposedly hooking up with a model while in a relationship with Kardashian.


Thompson and Kardashian go back a long way. Their romance made headlines for the first time in late-2016 when they were spotted leaving a nightclub together.

After spending that year’s Labor Day together and meeting up in Miami, Kardashian revealed on the “Jimmy Kimmel Show” that she visited Cleveland a lot to be with her boyfriend.

Tristan Thompson and Khloé Kardashian on March 10, 2018 in Los Angeles, California | Photo: Getty Images

Tristan Thompson and Khloé Kardashian on March 10, 2018 in Los Angeles, California | Photo: Getty Images



That Christmas, Thompson confirmed their relationship by posting a photo of him and Kardashian on Instagram. From that point on, things moved forward fairly quickly.

Apart from admitting that she’d never been “in this type of love” before and would marry Thompson if he proposed, Kardashian said she “definitely” wanted to be a mom, and Thompson would be an “impeccable father.”


In September 2017, rumors about Khloé Kardashian’s pregnancy were all over the Internet, but she only confirmed it that December. The following year, Tristan Thompson’s cheating scandals began.

During the NBA All-Star weekend, Thompson reportedly was seen “getting cozy” with two models in Los Angeles. They even went to a bar where he allegedly started flirting with one of them.


That April, only weeks before Kardashian gave birth to her and Thompson’s daughter, a video of him kissing another woman at a nightclub went viral. He supposedly took her to his hotel, and she then left with a “Louis Vuitton overnight bag.”

On April 12, 2018, Kardashian gave birth to True with Thompson by her side after apparently forgiving him and blaming his “groupies.” They tried to work things out, but more cheating allegations surfaced only five months later.



Despite all the drama, Thompson and Kardashian were still together by January 2019. But things suddenly ended after he cheated on her again with Kylie Jenner’s former best friend, Jordyn Woods.

Although Thompson initially claimed it was all fake news, he eventually admitted doing it. Woods also famously spoke about it on an episode of Jada Pinkett-Smith’s Facebook Watch show “Red Table Talk.”

As soon as [Sydney Chase] learned he was actually dating Kardashian, she “cut him off.”


The Kardashian sisters didn’t take the news lightly, either. Apart from unfollowing Thompson and Woods on Instagram, Kylie Jenner kicked Woods out of her house.

In the following months, Kardashian posted cryptic messages on Instagram and Twitter about the topic, but she eventually forgave Woods and Thompson. Although the NBA player attended True’s birthday parties, he and Kardashian were not together.


Things changed in mid-2020 after they reportedly gave love another chance. Scott Disick confirmed their relationship that August by commenting on Kardashian’s Instagram post that Thompson was a lucky man.

In February 2021, Khloé Kardashian sent her followers into a frenzy after sharing a photo promoting her line of Good American shoes while wearing a massive diamond on her ring finger.



While they have not said anything about their rumored engagement, Kardashian confirmed that she and Thompson were back together with an emotional Instagram post shared on his birthday this March.

However, it seemed to be the calm before the storm as Thompson is involved in a new cheating scandal. Instagram model Sydney Chase claimed that she and Thompson hung out "multiple times" and did "everything" in November 2020.

Chase added that he said he was single. As soon as she learned he was actually dating Kardashian, she “cut him off.” The Instagram and OnlyFans model later apologized for sharing personal details publicly.

Still, she reiterated that what happened between her and Tristan Thompson was true. Neither Khloé Kardashian nor Thompson has talked about this new cheating allegation.

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