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It’s no secret that Tristan Thompson has had an issue being faithful in the past. Throughout his nearly three-year relationship with Khloé Kardashian, the athlete had been caught cheating more times than once. While many were convinced early on that the NBA player’s unfaithful ways weren’t going to stop, one member of the Kardashian clan was somewhat confident his cheating would come to an end after implementing a financial strategy.

Tristan Thompson and Khloé Kardashian
Tristan Thompson and Khloé Kardashian | Jerritt Clark/Getty Images for Remy Martin

Thompson has always had a wandering eye

When Thompson first started dating Kardashian in 2016, he already had a reputation for being a player. In fact, it has been speculated that the athlete began seeing the reality star while he was still in a relationship with his ex-girlfriend, Jordan Craig, who was pregnant with their son at the time.

However, Kardashian and Thompson had since claimed that even though Craig was carrying his child, the athlete was single when they first started dating.

Fast forward to 2017, just two weeks after Kardashian announced she was expecting her first child, Thompson was filmed with kissing two women at a hookah lounge outside of Washington, DC.

RELATED: A Look Back at All the Time Tristan Thompson Cheated

Though many thought Kardashian would have called it quits from Thompson right then and there, the pair’s relationship remained intact with the Good American founder eventually moving to Cleveland, where the athlete was playing basketball.

While it seemed like Thompson and Kardashian’s relationship was as solid as ever, things quickly went downhill when the footage of him getting cozy with the two women went public, just hours before the reality star was due to give birth to their child.

Even though the situation was rather messy, Kardashian seemingly overlooked her boyfriend’s slip-up and forgave him.

But in February 2019, Thompson’s unfaithful ways proved to be the final straw for the reality star as she broke off their relationship for good after learning of his alleged hook up with Kylie Jenner’s former BFF Jordyn Woods.

Kris Jenner made Thompson sign a contract after he was caught cheating

Since his first cheating scandal caused a massive media storm, Kris Jenner decided to take matters into her own hands to ensure that Thompson would never cheat on her daughter again.

Following the birth of the former couple’s daughter, True, in April 2018, it was reported that the Kardashian matriarch made the athlete sign a contract requiring him to put $10 million in a trust fund for his new baby with Koko.

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Insiders claimed that there’s a clause in the agreement that states Thompson would be expected to put an additional $10 million in the account whenever he was caught cheating moving forward.

Seeing as though the basketball player had a net worth of $20 million and an annual salary of $15 million at the time, it was pretty wild of Jenner to expect that much money from him every time he cheated.

According to the momager, the purpose of this contract was to avert the athlete from being unfaithful to Kardashian again, which seemed to have worked — that is, until his cheating scandal with Woods.

“Of course Kris hopes the contract will deter him from future bad behavior, but if it doesn’t she’ll make sure there’s a payday for her family,” a source told HollywoodLife.

We guess the fear of bankruptcy is one way to stop a serial cheater.

RELATED: How Khloe Kardashian Moved on From the Tristan Thompson Cheating Scandal, Found ‘Beauty’ in Life