- On April 12, 2018, Khloe Kardashian and Tristan Thompson welcomed their first child together.
- While Khloe was preparing to give birth to their baby girl in Cleveland, Thompson was hit with multiple cheating allegations. The Kardashians later confirmed these reports.
- This was not the first time Thompson had been accused of cheating on a pregnant girlfriend.
- Nearly one year later, it was widely reported that Thompson cheated again with a close Kardashian confidante: Kylie Jenner's best friend, Jordyn Woods.
On April 12, 2018, Khloe Kardashian and Tristan Thompson welcomed their first child together.
However, while Khloe was awaiting the birth of True Thompson in Cleveland, Ohio, reports began swirling that her boyfriend was photographed "getting up close and personal with a mystery brunette" in New York City.
From there, videos and photos cascaded from sites like The Shade Room and TMZ that claimed to show the NBA player cheating with multiple women. Khloe later confirmed these reports and forgave Thompson — but nearly one year later, the couple was hit with yet another scandal.
If you've been following the couple's tumultuous relationship, you'll know that Thompson's reputation has been hazy from the get-go. Here's the full timeline of his reported infidelity.
Thompson and Khloe began dating while his girlfriend of two years, model and blogger Jordan Craig, was pregnant
Thompson and Craig were together for about two years starting in 2014, though it's unclear when they broke up. Thompson reportedly began dating Khloe in the summer of 2016 after a successful blind date.
In court documents obtained by Radar Online, Craig said that she found out one month into her pregnancy that Thompson was cheating on her.
Craig reportedly said that she confronted Thompson about it but he denied everything. She said her suspicions were confirmed when she saw paparazzi photos of him and Kardashian together, according to the documents.
Going to miss my bump..but the best is yet to come! 😬🤗 Vest: @AzurraDubai
Thompson and Khloe stepped out as a couple in September 2016 and even went on vacation together. Craig was six months pregnant at the time.
"When Khloe first started dating Tristan, her family questioned if it was a good idea. There were several concerns, including that he is another basketball player and also that his ex was pregnant," an unnamed source told People. "It took a while for the family to accept Tristan. They were worried that Khloe would end up heartbroken."
Shortly after Thompson and Khloe went public with their relationship, sources claimed that he was a cheater with an existing 'side chick'
BET reported that, in addition to his history with Craig, Thompson was still seeing another woman.
The website cited a source who claimed that Thompson and Craig broke up because of his "cheating ways."
Bossip, however, claimed that Thompson and Craig were "very much still an item" when he was initially filmed kissing Khloe on Snapchat.
Sources also told OK! magazine that Khloe's friends were concerned about her "dating patterns" and her new beau's intentions.
Craig gave birth to a son, Prince, in December of 2016. She apparently did not list Thompson as the father on Prince's birth certificate. According to TMZ, the baby's father must be present at the hospital for his name to appear on the initial birth certificate, though his name can be added after. Prince's last name was still listed as Thompson.
Khloe has never publicly acknowledged the birth of her boyfriend's first child. And while the new father did not acknowledge the birth on social media, he did post a photo of himself and Khloe together on Christmas, two weeks later.
"Merry Christmas & Happy Holidays from me and mines, to you and yours," he wrote.
Merry Christmas & Happy Holidays from me and mines, to you and yours.
About two weeks after news broke that Khloe and Thompson were expecting their first child together, Thompson was filmed with another women
Just before the birth of True Thompson, TMZ published a surveillance video that was reportedly taken back in October — when Khloe was three months pregnant — of Thompson appearing to cheat on her with two women at a hookah lounge outside Washington, DC.
The video was recorded on October 7, 2017, the night before Thompson and the Cleveland Cavaliers played the Washington Wizards.
While it's unclear why the footage surfaced months later, the couple was almost certainly aware of Khloe's pregnancy when the cheating reportedly took place. Although the couple had yet to confirm the pregnancy publicly, as The Cut writer and "Keeping Up With the Kardashians" expert Mariah Smith noted, they likely filmed her pregnancy announcement to the family on August 25, 2017.
—mariah smith (@mRiah) April 11, 2018Once Kardashian confirmed her pregnancy in December 2017, Twitter was aflame with the allegation that Thompson had cheated on his pregnant ex with Khloe
Although the rumor had obviously been floating around social media for months, it didn't seem to gain much traction until Khloe's pregnancy was confirmed.
"OK but he cheated on his pregnant ex with u so what makes u think he won't do the same now," one commenter wrote on her announcement post.
Twitter user @rosechocglam also expressed disdain that Thompson had rarely — if ever — acknowledged his son Prince on social media, "but was happy to pose for a pregnancy announcement with Khloe."
At the time, an unnamed source told Hollywood Life that Craig didn't want to be seen as a "poor victimized woman."
"Jordan and Tristan had split already when he met Khloe, so he didn't desert her at all, and they're actually pretty good friends still, all things considered," the source told the site.
On Tuesday, April 10, nearing Khloe's due date, photos and videos surfaced of Thompson with another woman in New York City
The Daily Mail reported that Thompson was seen kissing an unidentified woman at PH-D Lounge in New York City on Saturday, April 7.
The supposed encounter was caught on video, which the Daily Mail published. The unnamed woman who filmed it told the site, "I was there and he was on the table right next to us with a group of friends and one girl who he was obviously making out with all night."
Page Six later identified the woman as 28-year-old model Lani Blair and reported that the two spent four hours together at the Cleveland Cavaliers' hotel (who were in the city to play the New York Knicks on Monday night). The pair was then photographed on their way to Soho House and again back at the hotel at 5 a.m. on Sunday.
Meanwhile, the "Revenge Body" creator had been nesting in Cleveland as she awaited the arrival of their daughter.
We are ready whenever you are little mama 🦋
"Tristan has been consistently cheating on Khloe. He's a serial cheater. And there will be more women to come out of the woodwork," a source told People. "[Family and friends] are heartbroken for Khloe. They didn't realize how deceptive Tristan could really be."
Thompson's ex reacted to the news on social media shortly after reports of his infidelity broke
While fans flooded Craig's social media with comments like "you won" and "Karma's a b----," she seemingly took the high road with a message on her Instagram story.
"If you respect yourself and you respect others, you would never make light of the misfortune of anyone, nor would you feel indemnified when it comes at the expense of others," Craig wrote. "Wishing peace for everyone."
Other people close to Thompson were apparently less than shocked about the news.
"None of his friends are surprised by this and they all know he cheats," one source told Us Weekly. "Most of his friends and people in his circle also cheat and don't think there's anything wrong with it."
Despite the cheating reports, Thompson was with Khloe for the birth of their daughter
It was reported that Thompson was with Khloe for the birth of their child, which was later confirmed on an episode of "Keeping Up With the Kardashians."
Her best friend Malika Haqq, mom Kris Jenner, and sisters Kim Kardashian West and Kourtney Kardashian were also by her side.
"KUWTK" fans later discovered that Khloe's family members were apparently shocked and "disgusted" when allegations of Thompson's indiscretions first surfaced.
Khloe revealed that their daughter is still taking Thompson's last name
In her first Instagram post since the cheating reports, the new mom announced that she named her baby girl True Thompson.
"Our little girl, True Thompson, has completely stolen our hearts and we are overwhelmed with LOVE," Khloe wrote. "Such a blessing to welcome this angel into the family! Mommy and Daddy loooooove you True!"
Two weeks after True's birth, an anonymous source told E! News that Khloe still hoped to salvage the relationship for the sake of their daughter.
"She has one foot out the door but is also holding on to the fact that her and Tristan can make it work," the source told the site. "She hasn't given up on him yet, but also hasn't really been focusing on their relationship. When they see each other, it is all about the baby and parenting together. Khloe has fallen in love with him all over again, watching him be a dad to True, but [she also] knows she needs to really take a step back and make the right decision."
Despite initial reports that she was preparing to move back to Los Angeles as soon as possible, Khloe remained in Cleveland, which is Thompson's home base.
Kim Kardashian West seemingly confirmed the allegations during an interview with Ellen DeGeneres
In an interview that aired in full on Monday, April 30, DeGeneres asked Kardashian West what she thought about "poor Khloe."
"I think everybody was heartbroken for her. I mean, literally days before she gives birth, her boyfriend is seen on video cheating. And, uh, you have opinions about that?" DeGeneres asked.
"Like, I don't even know how to describe it besides it's just so f----d up,"Kardashian West told her, seemingly confirming the reports. "We really were rooting for Khloe, and we still are ... you know, she's so strong and she's doing the best that she can. It's a really sad situation all over."
Despite her vagueness, this was a stunning admission from the woman who would rather drink a sardine smoothie than address rumors about her sisters. Kardashian West has insisted on multiple occasions that, especially when there are kids involved, the family prefers not to comment publicly on relatives or significant others.
"I'm gonna keep it cute and keep it classy and not talk too bad — I'm gonna try not to say anything so negative 'cause one day, True is gonna see this," she told DeGeneres, but went on to reiterate that the situation is "just so messed up."
Kris Jenner called the cheating scandal 'unexpected'
The momager also appeared on "The Ellen DeGeneres Show" soon after True's birth. Although she was slightly more reserved than Kardashian West, she didn't shy away from addressing the "unexpected" scandal and Khloe's adjustment to motherhood.
"It's your daughter and she's about to have a baby," DeGeneres said. "Then that video comes out of him ... you must have been furious."
"I'm there to support my kids no matter what happens," Jenner said. "I just do the best I can, just like anybody else would for their family ... we're a force to be reckoned with.
"Khloe is amazing. I'm so proud of that kid. I get choked up because she's such a good mom and honestly I get so emotional. She's just concentrating on that, just being a mom, her baby, and I think that's what her sisters are doing as well. She's so excited about motherhood."
Khloe and Thompson remained a couple
Less than a month after True's birth, the embattled couple was spotted out and about in Cleveland.
According to TMZ, Khloe appeared to be "relaxed and smiling" during lunch with Thompson and a group friends at TownHall in Cleveland. A representative from TownHall confirmed to INSIDER that the two were dining at the restaurant.
An anonymous source told Us Weekly that the pair were "fully back together."
Three days later, TMZ published a photo of Khloe at a Cleveland Cavaliers game Saturday night as further evidence that their relationship is still going strong. The opposing team even chanted her name while Thompson was shooting free throws.
—Dime on UPROXX (@DimeUPROXX) May 2, 2018Khloe finally spoke out about criticism of her decision to stay with Thompson
Although Khloe had posted a number of cryptic quotes and messages since the birth of her daughter, none were explicitly commenting on her relationship with Thompson — until she responded directly to a fan who called her a "hypocrite" for staying with him.
"You have no knowledge of what goes on in our household or the enormous rebuilding this takes to even coexist," Khloe responded. "I'm proud of my strength. I appreciate your opinion and I hope you hold that same opinion to everyone else who has stayed in situations."
—Khloé (@khloekardashian) June 25, 2018The fan claimed that she just feels "protective" of Khloe and that she doesn't want "some lame breaking [her] heart again."
"I love you for that and girl trust me don't I understand!!! I appreciate you," Khloe replied.
—Khloé (@khloekardashian) June 25, 2018The new mom also hit back at a headline from the Daily Mail, which suggested that a recent dinner with Thompson was "VERY tense."
"You make up anything!! I actually had a great night," she wrote on Twitter. "It was a large birthday dinner for friends and as a new mom IM TIRED AF!! Being out past 10pm is not where I'll have the most energy these days."
—Khloé (@khloekardashian) June 25, 2018Khloe has since directly addressed her boyfriend's alleged infidelity
In September, Khloe — whilst spending time with Thompson and True for their first ever "family vacay" — also spent some time replying to reports and critical comments on Instagram.
After a source told Us Weekly the two were discussing an engagement, Khloe called the report "crap" and "ridiculous." Shortly after, she replied to a commenter on Instagram who accused her of "acting like Tristan didn't cheat."
"I'm not acting as if Tristan didn't cheat. I'm saying the story about marriage and anyone insinuating that they know what we speak about privately is 'crap,'" she wrote. "Not upset by commenters. Not upset by anything. Only pointing out when blogs create stories for you all to believe when it's just simply untrue."
On February 19, 2019, reports surfaced that Khloe and Thompson had split because he had cheated on her again — with a close friend of the family
According to TMZ, Thompson spent Valentine's Day with Khloe and their daughter in Los Angeles. On Sunday night, he attended the same house party as Kylie Jenner's best friend and roommate, Jordyn Woods.
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.
According to Lee, 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.
What's more, Khloe and her best friend Malika Haqq appeared to confirm Lee's account. Both commented on the post with approving messages. Haqq even wrote, "STRONG FACTS."
The Kardashian family's friend and publicist, Tracy Romulus, also liked Hollywood Unlocked's video.
A source told People that Thompson and Kardashian have been on the outs for a while, and that Kardashian "constantly hears rumors of inappropriate behavior when it comes to Tristan."
Woods publicly addressed the allegations on an episode of 'Red Table Talk'
Woods — whose late father worked on "The Fresh Prince of Bel-Air" and who's close with the Smith family — was embraced by Jada Pinkett Smith on her popular Facebook Watch series.
Woods repeatedly told Pinkett Smith that she decided to appear on the show to take responsibility for her actions and that she regrets putting herself in a compromising situation.
"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."
Khloe reacted by lashing out on Twitter, blaming Woods for breaking up her family. She later backtracked these comments and said it was "Tristan's fault."
An episode of 'KUWTK' documented Khloe's reaction to the news about Thompson and Woods
On season 16, episode 11, "Treachery," Khloe recounted the conversations she had with Woods after the news broke.
"So, Jordyn said that they did make out," Khloe revealed. "For Jordyn to know all I've been through with Tristan — literally, my heart is in my eyeballs."
"[Tristan] already knew what was up and there was nothing else he could do but confirm it," Khloe said later on the episode, 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."
Representatives for Khloe Kardashian, Thompson, and Woods didn't respond to INSIDER's requests for comment. INSIDER will keep this post updated with any new developments.
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