A Definitive Timeline of Khloé Kardashian & Tristan Thompson's Rollercoaster Romance
Kardashian and Thompson’s relationship was first revealed to the public in September 2016. At the time, the athlete was expecting his first child with Jordan Craig, who was still pregnant with the couple's baby (born that December) when Thompson met Kardashian. Neither has confirmed if he met Kardashian while still in a relationship with Craig.
A source confirmed that Kardashian and Thompson were casually dating to PEOPLE that month. “It’s unclear for now if it’s going to turn [into] anything super serious, but for now they’re having a good time together,” the source added.
It didn’t take long until casually dating became something more serious. “Khloé has been spending a lot of time in Cleveland with Tristan,” a source told PEOPLE. “She’s very supportive of him, and they are getting serious. They really dig each other a lot, and she’s planning to spend more and more time out there with him.” It showed: they celebrated Labor Day together in Mexico, hung out with Kardashian’s mom Kris Jenner, and packed on the PDA at a Drake concert in Los Angeles. By the end of the month, they made things Instagram official.
They spent the holidays together in 2016, with Kardashian flying out to Cleveland for Thanksgiving and packing on plenty of PDA on New Year’s Eve, which Kardashian documented on Instagram.
In January, Kardashian confirmed the couple had exchanged I love you’s. “I am [in love],” she told James Corden. “I’m very happy. It’s going good. We use the L word!”
When it’s serious in the Kardashian family, it’s only a matter of time before a significant other makes an appearance on the show that launched the family to fame. Thompson appeared on the season 13 premiere of Keeping Up With the Kardashians, where he attended a Kanye West concert with the rest of the crew.
Kardashian was definitely not hiding how serious she is about Thompson: In an interview with ES magazine, she said that she was ready to marry him if he asked, and had full faith in him as a dad. “He [already] is a father, and I know for a fact that he would be an impeccable father,” she said.
Though Thompson already spent ample time at Kardashian's Calabasas home, the pair started house-hunting for a place together in July, hoping to find something closer to downtown Los Angeles. Kardashian was filled with joy at the prospect: "[She's] just the happiest,” a source told PEOPLE. “She loves spending every day with Tristan.”
First comes house, then comes baby? PEOPLE confirmed in September that Kardashian and Thompson were expecting their first child together. “Yes, Khloé and Tristan are expecting and they are absolutely thrilled,” the source said. "This is something Khloé has wanted for years and years and yet it’s more than that: she didn’t want it unless she was in the right relationship for it."
Kardashian and Thompson took their time announcing the pregnancy to the world, waiting until December to confirm the news themselves. “My greatest dream realized,” Kardashian wrote on Instagram alongside a photo of Thompson cradling her bump. “We are having a baby! I still at times can’t believe that our love created life!"
They spent Valentine’s Day in true Kardashian form: with the rest of the family. “We’re both not very needy when it comes to this kind of stuff, so we’re just going to go to my mom’s and have a couples’ dinner with my family,” Kardashian wrote in a post on her app and website. “Cute, right? She’s having a chef cook for us, which will be a fun little luxury.”
Kardashian revealed that she and Thompson are expecting a daughter in March. “I am now so excited my daughter will have forever best friends with Chicago and Stormi!!” she wrote on Twitter. “God is great!!! Thank you Lord for our princess.”
With just days to go before Kardashian gives birth, Thompson was seen speaking closely to a girl at a bar in Manhattan. Another video saw that same girl entering a hotel with Thompson at 5 a.m., prompting allegations that Thompson was cheating on Kardashian. “Tristan has been consistently cheating on Khloé,” a source told PEOPLE. “He’s a serial cheater. And there will be more women to come out of the woodwork.”
She’s here! The reality star welcomed her first child, a baby girl named True, with boyfriend Tristan Thompson on April 12, multiple sources confirmed to PEOPLE, a few days after cheating allegations against Thompson surfaced.
“Khloé labored with [mom Kris Jenner] yesterday at the hospital. Tristan was there for the birth,” a Keeping Up with the Kardashians insider told PEOPLE. “He has practice today, but will spend as much time at the hospital as possible.”
“Everyone is focused on what’s best for their baby girl,” the source added. “Khloé is being the bigger person and letting Tristan bond with their baby.”
The couple relocated to Los Angeles and spent the summer looking happier than ever as they rebuilt their relationship. "She is committed to keeping her family together," a source told PEOPLE. "And Tristan has shown that he is committed to Khloé, so Khloé will make it work.”
As the Keeping Up with the Kardashians episodes documenting Thompson's cheating scandal and True birth air, old wounds have been reopened. While watching the show, Kardashian tweeted that her boyfriend is "lucky" she was nine months pregnant when she found out about his indiscretions. Seven months after Thompson broke her heart, the new mom was having a “really tough” time and still had "a lot of hurt and anger," a source told PEOPLE.
Kardashian spent Thanksgiving in Cleveland with Thompson and True, which left fans wondering why she wasn’t home with her family in L.A. Kardashian addressed the speculation by saying she had spent the last three Thanksgivings in Cleveland and Thompson cannot travel during the basketball season so “yall are reaching now.” A source also told PEOPLE that Kardashian wanted her daughter to spend her first Thanksgiving with her father.
The couple rang in the new year with a kiss. The two hosted a New Year’s Eve party at Rumor Bar & Lounge in Cleveland, and posted Instagram Stories throughout the night.
Another cheating scandal put Kardashian and Thompson at odds again. TMZ reported that Thompson cheated on Kardashian with Kylie Jenner’s best friend and longtime Kardashian family friend Jordyn Woods.
Within an hour of the reports, Thompson tweeted, “FAKE NEWS,” to seemingly deny what happened, but then deleted the tweet shortly after. After the story broke, a source told PEOPLE, “The whole family is furious.”
On March 1, Woods appeared on family friend Jada Pinkett Smith's Red Table Talk to set the record straight. She admitted to hanging out with Thompson and a group of friends at the basketball player's house following a night out at a club, and said he briefly kissed her as she left in the early hours of the morning.
“I’m no home wrecker,” Woods said. “I would never try to hurt someone’s home, especially someone that I love. And someone that I’ve seen — has a beautiful daughter. I never was trying to steal someone’s man.”
When Smith asked Woods if she slept with Thompson, Woods vehemently denied the accusation. “Never a thought, never a consideration, never happened, never will I,” she said. “And that’s why I’m willing to be put up to the test. Attach me to a lie detector, whatever it is.”
In the wake of the Woods interview, Kardashian tweeted angrily about the situation.
“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!” Kardashian wrote.
The reality star quickly followed up with a second tweet, calling out the NBA player for his role in the scandal.
“Tristan is equally to blame but Tristan is the father of my child,” she tweeted. “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.”
One day later, she softened her stance on Woods. “This has been an awful week & I know everyone is sick of hearing about it all (as am I). I’m a rollercoaster of emotions & have said things I shouldn’t have,” she wrote. “Honestly, Tristan cheating on me & humiliating me, wasn’t such a shock as the first time.”
“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. This was Tristan’s fault.”
After staying out of the spotlight for a while, Woods has been seen in public in recent weeks, though the future of her friendship with best friend Kylie Jenner remains unclear.
Kardashian opened up to her best friend Malika Haqq, on a June 2019 episode of Keeping Up with the Kardashians, about how Thompson's cheating "demolished" their relationship.
"Are you still in love?" Haqq asked during her trip to Cleveland to visit Kardashian.
"I am in love," Kardashian said. "I know I love him. But still, I’m not going to act like nothing’s wrong."
"Don’t you want that change?" Haqq asked.
"Totally. But I’m not going to force that," Kardashian said. "He counts — 'It’s been seven months.' I’m like, 'So it’s been seven months.' I’m allowed to do things when I want to do it. But he also needs to know: 'Your one stupid weekend or whatever you did, look what it did to three years of a relationship. It just demolished it. So was that worth it for you?' ”
The conversation ended with Kardashian saying that she and Thompson are still "working through things." Haqq reminded her how she's endured situations "people couldn’t even fathom," to which Kardashian responded, "I know. Cheers to being strong girls."
On another June episode of KUWTK, the drama unfolded for the cameras.
“For Jordyn to know all I’ve been through with Tristan — literally, my heart is in my eyeballs,” Khloé said. “She’s blaming him. She’s like, ‘I was so naive.’ They’re both wrong.”
“From the moment this story broke about Jordyn and Tristan, at first, nobody even believed that it was real,” sister Kim said. “I just feel so bad for Khloé. Jordyn was someone that Khloé really trusted and believed in and supported and employed and all of the above. This is just so crazy.”
Tristan ultimately confirmed the rumors, and then continued to text Khloé apologies — at one point even threatening to kill himself, she said.
“It’s disgusting,” Khloé, who admitted she'd been suffering from migraines and nausea due to stress, added. “I’ll never understand the depths of this … I was just hoping for a better outcome for my daughter and for myself.”
Tristan addressed rumors that he cheated on Jordan Craig, the mother of his son, while she was pregnant.
The NBA player was denying the rumors that he was vacationing with Craig and his son this summer when he asserted, "Also, when I met Khloé I was SINGLE. The negative comments that are constantly being directed towards her are unnecessary. She does not deserve all this backlash for my wrong doings. Both Khloè and Jordan have been nothing but great mothers to my kids."
The Keeping Up with the Kardashians season 17 premiere took fans inside Khloé and Tristan's first public reunion since he cheated on her with Jordyn Woods in February. Khloé was conflicted about whether or not she should invite Tristan to True's first birthday party, but she ultimately decided to let him come. She invited him over the night before so they could “get the whole initial weird first seeing each other out of the way in private,” but things were still tense when he showed up to the party.
Khloé did her best to remain civil and even suggested they take a family photo. But beyond her and Thompson, her biggest concern was how her ex would interact with her sister Kim, who has been the most outspoken critic of the relationship.
“This situation, it’s a little awkward,” Khloé said. “Everyone is staring at us and I’m really concerned, a little uncomfortable, about Kim and Tristan’s dynamic.”
As it turns out, Tristan ended up having a confrontation with Kim's husband Kanye West.
West later explained that Thompson was upset about the fact that the family used the intro to West’s song “Runaway” in a KUWTK teaser. (The lyrics reference toasting to “a—holes” and “scumbags.”)
“He felt like we were using my music to reinforce his narrative,” West said.
But Khloé wasn’t having it and stormed off in tears. “I don’t need at my daughter’s birthday party for any of this to be a discussion,” she fumed.
“I know everyone’s intention is to help and be protective,” she added. “But at True’s birthday party, it’s not the right timing.”
Following True's first birthday, the ex-couple maintained their distance and Khloé put all her efforts into being great coparents with Tristan. But boundaries started to get muddled once Thompson surprised Khloé with a diamond necklace and a diamond promise ring for her 35th birthday.
“I am conflicted as to if I should keep it or not. I just really want to make sure there are no expectations,” she said during a new Dec. 2019 episode of Keeping Up after calling Thompson to thank him. “If I keep something is that misleading? It’s the sweetest, kindest gesture, but it doesn’t mean a necklace is going to fix everything.”
Regarding the ring, Khloé decided not to keep it to prevent any confusion about their relationship.
“I was like, I really appreciate it, but I don’t think I can accept it,’ ” she continued. ” ‘This is a beautiful new you that I’m seeing, I just don’t want there to be any blurred lines or for you to think anything.’ “
During her confessional interview, Khloé continued to insist that despite the gifts, there is still “nothing romantic” going on between her and Thompson.
After the episode, fans started to slam Khloé for being friendly with Tristan, while not appearing to show the same kindess with Jordyn Woods. (The former couple split earlier this year after Thompson kissed family friend Woods.)
Khloé decided to address her critics in two lengthy posts on her Instagram story, which expressed how she doesn't "hold any negative or hateful feelings towards ANYONE!"
Khloé shared that despite her tumultuous year, “My life won’t be consumed with hate.”
“I’ve chosen to occupy my life with positivity. Everyday I choose to find the good in my day. To choose this daily doesn’t mean I don’t have bad days but my good days are so much better than my bad ones. We are all human and make mistakes, myself included. Hate is heavy and I am tired of carrying all of that weight around,” she added.
As if December wasn't hectic enough, Jordyn Woods decided to take a lie dector test to clear the air regarding what happened between her and Tristan. A clip of the two-hour long test aired on Red Table Talk, where it was revealed that Woods had "passed with flying colors," according to host Jada Pinkett Smith.
Shortly after, Khloé shared a cryptic quote about “liars” to her Instagram Story, which said, "Liars are always ready to take oaths."
Despite all of back and forth, Khloé has maintained her status with Tristan as just coparents.
“Tristan is very charming and sweet to Khloé,” a source told PEOPLE. “She always wanted to keep her family together because of True. Splitting from Tristan in the past was extremely difficult for her. She is flattered that he is trying to win her back, but not flattered enough to be in a romantic relationship with him.”
“Who knows what will happen in the future though,” the source added. “Right now she is focused on just getting along with him so they can have the best family time together with True.”
To close out the year, Tristan attended the annual Kardashian Christmas Eve party, which was hosted at Kourtney Kardashian's home this year. While Khloé and Tristan weren't photographed together, it was clear that both were in attendance.
Thompson reposted an Instagram Story of a portrait he took while at the holiday party — the bottom of the photo reads “Portraits of the Kardashian West Jenner Christmas Celebration by The Collective You.” In the photo, the Cleveland Cavaliers player looks dapper while posing in a dark suit with a white undershirt and bracelets.
Meanwhile, Khloé posted multiple photos and videos to her Instagram throughout the night.
“This is not really anything that Khloé talks about now. It happened a year ago, it was rough, but she has moved on,” the source said. “She has worked hard to move past all of the negativity.”
“Her whole focus is now on co-parenting with Tristan. She doesn’t care about anything else,” the source continued. “She just wants True to feel loved and have both parents in her life.”
And despite any rumors of a reconciliation — or Thompson’s numerous attempts to win her back — their relationship isn’t romantic.
“Khloé and Tristan are not back together,” the source added. “This is not anything that Khloé is interested in. But they are getting along great.”