Tristan Thompson was first publicly accused of cheating on girlfriend Khloé Kardashian in 2018, just days before she was due to give birth to their daughter, True, now 3. The Daily Mail reported that Thompson had been seen kissing an unidentified woman at PH-D Lounge in New York City on Saturday, April 7.
Page Six later identified the woman as 28-year-old model Lani Blair and reported that the two spent four hours together at a nearby hotel, while Kardashian was in Cleveland preparing to give birth. While the news was breaking, Thompson returned home to be with Kardashian in the delivery room, which was shown on an episode of "Keeping Up With the Kardashians."
Despite the scandal, less than a month after True's birth the couple was spotted together in Cleveland, confirming that they were attempting to salvage their relationship.
However, the couple landed in the spotlight once again in February 2019 when reports said Thompson had cheated on Kardashian again with close family friend Jordyn Woods. Woods, who was notably best friends with Kardashian's sister Kylie Jenner, was reportedly with Thompson at a house party. Anonymous attendees at the party later told TMZ that Thompson and Woods "were all over each other" and "making out."
Woods later addressed the scandal on Jada Pinkett Smith's "Red Table Talk," saying, "On the way out, he did kiss me. No passion... no tongue kiss, no making out, no nothing. I was in shock. I was like, 'Let me just pretend that didn't happen.'"
The drama was addressed on "Keeping Up With the Kardashians."
"[Tristan] already knew what was up and there was nothing else he could do but confirm it," Khloe said during a confessional. "And I got my questions answered. I was getting more details — that everyone left and Jordyn still stayed. That she was sitting on his lap in a chair, they were all over each other, they were handsy, they made out. It's disgusting."
Kardashian and Thompson appeared to reconcile while spending time together in quarantine in 2020. However, yet another cheating accusation has just surfaced in 2021. As reported by Page Six in April, model Sydney Chase told the "No Jumper" podcast she and Thompson had sex.
She said "we hung out multiple times, we went out together, everything" in January after Thompson told her he was single. She also claimed Thompson texted her.
TMZ reported on May 4 that a cease-and-desist letter sent from Thompson's attorney to Chase read, in part, "Mr. Thompson had no relationship with you whatsoever and he never sent you any such texts," and also threatened to sue.