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A complete timeline of Tristan Thompson cheating on Khloe Kardashian with Kylie Jenner's best friend, Jordyn Woods

Nov 17, 2023, 06:03 IST
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Tristan Thompson and Khloe Kardashian in 2018, when she was pregnant with their first child.Jerritt Clark/Getty Images
  • In February 2019, news broke that Tristan Thompson had reportedly cheated on Khloe Kardashian with Jordyn Woods.
  • Woods, who was Kylie Jenner's best friend, appeared on "Red Table Talk" to discuss the incident.
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Back in February 2019, Tristan Thompson cheated on Khloe Kardashian with a close friend of the Kardashian-Jenner family.

Thompson — who was already embroiled in a cheating scandal 10 months prior, days before Khloe gave birth to the couple's first child — allegedly spent the night hooking up with Kylie Jenner's best friend, Jordyn Woods.

The fallout was swift and fierce, with several members of the family condemning Woods and Kylie cutting contact. But now, after years of silence, it seems the dust may have settled between the longtime pals. Khloe has also said she's in a good place with Thompson, especially when it comes to coparenting.

Keep reading for a complete timeline of the cheating scandal and the aftermath.

Kylie Jenner and Jordyn Woods were best friends for years

Kylie Jenner and Jordyn Woods in 2016.Michael Stewart/WireImage/Getty

Jenner and Woods met in the "summer of eighth grade" after being introduced by Jaden Smith.

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Woods moved to Calabasas in 2013 and the duo had been inseparable ever since. They celebrated their friendship with a "wedding" ceremony for an episode of E!'s "Life of Kylie" and were living together at the time of the cheating scandal. Woods even helped Jenner with raising her daughter, Stormi Webster.

Woods is also close with other members of the family. She attended the baby shower for Khloe and Tristan's daughter, True Thompson, and has modeled for Khloe's clothing brand.

Thompson and Kardashian may have spent Valentine's Day together in 2019

A source told People that Thompson and Khloe had been on the outs for a while. Before the news broke, they hadn't been seen together since January 13, 2019.

Officially, however, Thompson and Khloe had been a couple since the summer of 2016. According to TMZ, Thompson flew to Los Angeles to spend Valentine's Day with Khloe and their daughter.

The two were not seen together on the romantic holiday, but Khloe did share a photo of an elaborate bouquet of flowers she received, adding a caption that called Thompson "daddy."

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"Daddy and baby True."@khloekardashian/Instagram

A few days later, Thompson and Woods were reportedly spotted 'all over each other'

According to The Cut's Kardashian expert Mariah Smith, both Thompson and Woods attended Drake's Los Angeles concert on February 17, 2019.

As Smith noted, it made sense that none of the Kardashian-Jenner family members would join them, considering Kanye West's public qualms with the rapper in question — but a source told E! News that Thompson and Woods "were definitely hanging close to one another" at the concert and were being "very flirty."

Thompson then hosted a "private after-party," according to TMZ. Woods apparently arrived later in the night and, just before her arrival, guests were instructed not to use their cell phones.

Anonymous party attendees told TMZ that Thompson and Woods "were all over each other" and "making out."

Jason Lee, the CEO of gossip site Hollywood Unlocked, later corroborated TMZ's report. He says a Hollywood Unlocked contributor was also at the party and witnessed Woods sitting in Thompson's lap, the two getting "touchy feely," and staying together overnight.

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"That happened, that's a fact. And I don't wanna hear nobody trolling Khloe, talking about, 'It's a Kardashian curse. It's Khloe's fault.' No. If a n---- ain't shit, he ain't shit," Lee says in a video, posted on Hollywood Unlocked's Instagram account. "And the fact that Kylie, your best friend was at the house doing all that? Get her out now. And get him out, too."

According to the Hollywood Unlocked eyewitness, Woods didn't leave Thompson's home until 7 a.m. the following morning.

The following evening, Kylie Jenner and Woods were relaxing at home

On February 18, 2019, Jenner shared a video of herself relaxing in bed before turning the camera to catch Woods nearby in her pajamas. (The video has since been deleted.)

It's likely that Jenner wasn't yet aware of the reports. On a season 16 episode of "Keeping Up With the Kardashians," titled "Treachery," Jenner said she tried to talk to Woods after the news broke.

"I called her and she didn't really say anything," Jenner said. "She was just like, you know, crying the whole time, and I was just telling her, 'I'm scared of you now, that you're capable of waking up the next morning with a smile on your face.'"

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She also said that Woods initially told her that she "saw Tristan at a house party," but didn't reveal any details until the family confronted her.

The Kardashians heard about Thompson's cheating from a family friend — and quickly confronted Woods

"KUWTK" revealed that Larsa Pippen first broke the news to Kim Kardashian. Pippen found out through a journalist friend, who was getting ready to publish a story about the affair.

Kim quickly relayed the news to her sisters. While on the phone with Kim, Kylie, and Kourtney Kardashian, Khloe explained that Woods was being evasive about what happened.

Kim on season 16 of "Keeping Up With the Kardashians."E!

According to Kim's confessional interview, Thompson was on a plane when the news broke and couldn't be reached to confirm the news.

Later on the episode, after speaking to Woods again, Khloe confirmed on a phone call with her sisters: "So, Jordyn said that they did make out."

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"She was like, 'I love you. My loyalty is always to you,'" Khloe added. "For Jordyn to know all I've been through with Tristan — literally, my heart is in my eyeballs."

Upon hearing the news, Khloe reportedly broke up with Thompson, according to TMZ's report.

When news of the scandal broke on February 19, 2019, Khloe and her inner circle appeared to confirm the news

Khloe and her best friend Malika Haqq both expressed their support of Lee's account. Khloe commented on his Instagram post using a slew of yelling emojis, while Haqq wrote, "STRONG FACTS."

Pippen also commented, writing, "Amen!!!" She later told TMZ that she didn't think Woods would be living with Jenner much longer.

A screenshot of the comments under Hollywood Unlocked's post.@hollywoodunlocked/Instagram

The Kardashian family's friend and publicist, Tracy Romulus, also liked Hollywood Unlocked's video.

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Haqq even doubled down by commenting on another video of Stormi saying "bye" repeatedly, shared by a meme account. The caption included a joke about Jenner evicting Woods.

"These hoes ain't loyal," Haqq commented.

For his part, Thompson posted and quickly deleted a tweet that read, "FAKE NEWS."

On "KUWTK," Khloe revealed that Thompson confirmed the reports after she managed to get in contact with him.

"[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."

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She also called the cheating scandal "a debilitating blow to my soul."

Various family members began to take sides on Instagram

Haqq was the first to unfollow Woods after the news broke.

Kim quickly unfollowed both Woods and Thompson. Kendall Jenner unfollowed Thompson, and then Woods days later. Kourtney unfollowed Woods first, then Thompson hours later.

Thursday afternoon, Khloe unfollowed Woods. She later unfollowed Thompson as well.

Kylie was the last to unfollow Thompson, but still followed Woods for some time.

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On February 20, Woods reportedly moved out of Jenner's home

According to People's anonymous "insider," Woods made the decision to move back in with her mom.

"It's been a difficult time and she's broken up about it," the source said. "She's heading home to be with her mom."

TMZ also confirmed that it was Woods' decision, rather than Jenner's.

"It seems Kylie isn't sure what to do," one source added, "but it seems impossible for her to keep Jordyn around."

Kylie Jenner discussed her best friend's betrayal on "KUWTK."E!

"It's never gonna be the same again. At least for a while. If, you know, we decide — or I decide — to keep her in my life," Jenner said on "KUWTK."

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On February 21, 2019, Khloe's social media activity appeared to address the 'betrayal'

Khloe seemed to be in good spirits while attending the PrettyLittleThing LA Office Opening Party on February 20, 2019. But the following morning, she shared a series of cryptic messages about betrayal on her Instagram story.

"The worst pain is getting hurt by a person you explained your pain to," said one post on her Instagram story.

The first of three cryptic messages Kardashian posted on Instagram.@khloekardashian/Instagram

Another post referenced a "betrayal" that's really a "blessing," while another implied that Khloe has been "broken" by reports of Thompson's continued infidelity.

"If they ask you about me, tell them: 'She was the only person that loved me with honesty, and I broke her,'" Khloe's third post read.

The "Revenge Body" creator liked a fan's tweet that called Thompson a "sick man" and Woods a "terrible woman," concluding that both are "terrible people that do not deserve [Khloe's] love."

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A screenshot of Khloe Kardashian's likes on Twitter.@khloekardashian/Twitter

Kylie Cosmetics and Khloe's brand Good American both appeared to take a stand against Woods

On February 21, 2019, the "Jordy" velvet lip kit by Kylie Cosmetics was put on sale for half price.

The product, which was launched in May 2018 as a collaboration between the two best friends, quickly sold out. (Kylie later denied that she put "Jordy" lip kit on sale as a retaliation tactic.)

Shortly after, fans noticed that Kardashian's brand Good American had removed Woods' bio from its site.

Woods had modeled for the clothing line since its launch in 2016 as part of the brand's "Good Squad," appearing in multiple campaigns.

Kim defended Khloe and called her a 'single mom'

On February 21, 2019, Kim replied to a tweet about her apparently jilted sister.

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The tweet appeared to chastise Khloe for going to an event Wednesday evening in the midst of the scandal.

"Would you prefer she lose the [money] too?" Kim replied. "A single mom has to work too boo! This was a professional commitment planned far in advance and you better believe she is not waiting on anyone to pay her bills or provide for her daughter. PERDIODT!!!"

The tweet was sent around the same time that Kim announced she was taking a "girl's trip." The KKW Beauty founder filmed herself lip syncing songs in the car alongside Haqq, while Khloe appeared to be in the front seat.

The series of videos on Kim's Instagram story included her and Haqq singing along to Nivea's "Don't Mess With My Man." In one video, Haqq looked into the camera and mouthed the lyric, "Here's a little advice for you: Find your own man."

Kim deleted the video shortly after.

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On March 1, 2019, Woods appeared on Jada Pinkett Smith's 'Red Table Talk' to give her side of the story

Woods — whose late father worked on "The Fresh Prince of Bel-Air" and who is close with the Smith family — was embraced by Jada Pinkett Smith on her popular Facebook Watch series.

Woods said that she decided to appear on the show to take responsibility for her actions and that she regrets putting herself in a compromising situation.

Jordyn Woods on Jada Pinkett Smith's "Red Table Talk."Facebook Watch

According to Woods, she and Thompson were not cuddling or flirting. She also denied that they have any kind of romantic relationship. She did admit, however, that she stayed at Thompson's house until the early morning and, when she was leaving, he kissed her.

"On the way out, he did kiss me. No passion... no tongue kiss, no making out, no nothing," she said. "I was in shock. I was like, 'Let me just pretend that didn't happen.'"

"The last thing I wanted to do was be that person. I'm no home-wrecker," she continued. "I would never try to hurt someone's home, especially someone that I love."

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She also accused the media of focusing on her role in the cheating scandal because she's "a young black woman who made a mistake."

Khloe accused Woods of lying in her interview and blamed Woods for breaking up her family

"Why are you lying @jordynwoods ?? If you're going to try and save yourself by going public, INSTEAD OF CALLING ME PRIVATELY TO APOLOGIZE FIRST, at least be HONEST about your story. BTW, You ARE the reason my family broke up!" Khloe wrote on Twitter after Woods' interview aired.

She also praised her ex-boyfriend for addressing the situation privately.

"Tristan is equally to blame but Tristan is the father of my child," she wrote. "Regardless of what he does to me I won't do that to my daughter. He has been addressing this situation PRIVATELY. If Tristan were to lie publicly about what conspired, then yes I would address him publicly as well."

Khloe later backtracked those comments and placed the blame on Thompson

The following day, after receiving a flood of criticism, Khloe clarified her thoughts in another string of tweets.

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She condemned Thompson's actions, explained why she felt more hurt by Woods, and walked back her claim that Woods "broke up" her family.

"Honestly, Tristan cheating on me & humiliating me, wasn't such a shock as the first time," she wrote. "What's been harder & more painful is being hurt by someone so close to me. Someone whom I love & treat like a little sister."

"But Jordyn is not to be blamed for the breakup of my family," she continued. "This was Tristan's fault."

Two years later, Khloe addressed the scandal again, claiming that Woods never apologized

In June 2021, during a family reunion special with Andy Cohen, Khloe said she didn't hold a grudge against Woods.

"I forgive Jordyn or else I would be a prisoner in my life," she said. "I have to forgive these people for me. And it's up to them to forgive themselves and to be accountable and to learn and, hopefully, don't repeat these same cycles that they're doing."

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Asked if Woods ever apologized to her personally, Khloe responded, "No."

Despite Woods' apparent ostracism from the family, Khloe also said that she "genuinely would not care whatsoever" if Kylie decided to resume their friendship.

"My sisters matter way more to me than any grudge or issue that I would have with another individual," Kardashian said. "If I can allow Tristan back into my life, I need to allow the same forgiveness and acceptance of other people."

In December 2021, Thompson revealed that he fathered a child with another woman

Months after Khloe said she forgave Thompson, he publicly apologized for fathering a child with another woman.

Maralee Nichols had sued the NBA star for child support after they engaged in a three-month sexual relationship. He arranged a DNA test to confirm his paternity.

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It was later revealed that Khloe and Thompson had reconciled and were in couples therapy at the time. In fact, Thompson had convinced Khloe to conceive their second child via surrogate only a few days before the news broke of his infidelity. (Their son was born in August 2022.)

On an episode of Hulu's "The Kardashians," which was filmed as the paternity scandal unraveled, Kylie wondered aloud if Thompson is the "worst person on the planet."

Four years after the Thompson-Woods cheating scandal, Kylie reunited with her former best friend

Kylie and Woods were photographed on July 15, 2023 outside of a sushi restaurant in Los Angeles.

It was the first time they had been spotted together since the 2019 cheating scandal — but according to TMZ, the 25-year-olds had been hanging out privately for weeks.

Sources told TMZ that despite the "messy fallout," Khloe had never asked Kylie to stay away from Woods.

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However, shortly after their public reunion, Khloe shared a cryptic quote on Instagram that could be interpreted as a pointed message to Woods.

"Never blame anyone in your life. The good people give you happiness. The bad people give you experience. The worst people give you a lesson. The best people give you memories," it read.

In November 2023, Thompson discussed his cheating scandals on 'The Kardashians'

In an episode of the family's Hulu show, which aired November 16, 2023, Thompson opened up to Kourtney about his infidelity.

"When I cheat, I feel disgusted the next day," he told her.

Unfazed, Kourtney replied, "But then, so why do you do it again?"

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Thompson, who said he's been in therapy for two years, drew a connection between his cheating and his upbringing — more specifically, watching his father treat his mother poorly.

"It really came down to not really knowing how to love because that's the way I grew up," he said.

"When you see that trauma, because you can't protect your mom, because you're so young and because your mom says it's going to be OK, you basically numb your emotions of being scared or feeling sad," Thompson continued. "It's my form of defense mechanism."

Thompson also said he became numb to other people's emotions because his mother always put on a brave face.

"The most important person in my life, even though they're being treated terribly, is always happy. So I never understood pain and suffering," he said, adding: "I've never seen a man treat a woman good, I've never seen a man not cheat on a woman, I've never seen a good husband."

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