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A complete timeline of Khloé Kardashian and Tristan Thompson’s relationship

Keeping up with Khloé … and Tristan.

Khloé Kardashian and Tristan Thompson have faced many ups and downs during their years-long romance.

Here’s a look at their complicated relationship timeline from first meeting in 2016 to where they are now.

August 2016

After being introduced through mutual friend Brandon Jennings, the reality star and NBA player were first spotted together leaving Los Angeles hotspot Bootsy Bellows August 2016.

The pair were introduced in August 2016. Splash News

“I was at the Bel-Air hotel. [Tristan] came to the dinner because I didn’t want to go on a blind date, so Brandon kind of ambushed the blind date,” Kardashian said of their meeting on an episode of “Keeping Up With the Kardashians.” “So, I had a bunch of people and he brought him and we just connected.”

The following month, the pair vacationed in Mexico together and then were photographed holding hands in Miami, making their official debut as a couple at Flo Rida’s birthday party.

October 2016

The pair made things Instagram-official in October 2016 with a Halloween snap, where Kardashian dressed as X-Men’s Storm while Thompson went as Black Panther.

The couple also hung out with Kardashian’s mom Kris Jenner and attended a Drake concert together in Los Angeles the same month. By November, Kardashian had made her first trip to Cleveland to spend Thanksgiving with Thompson.

January 2017

The happy couple rang in the new year together, with Kardashian documenting their night on Instagram.

“Happy New Year!!! May you always be surrounded by the love you are deserving of! May Gods blessings continue to rain on us all! ❤️,” she captioned the snap.

March 2017

The ball player made his “Keeping Up With the Kardashians” debut during the Season 13 premiere, where he was introduced Khloé’s family at a Kanye West concert. By April, the Good American founder was ready for her beau to put a ring on it.

Tristan was introduced to many of the Kardashians at a Kanye West concert. Twitter

“I would love to have a family [with Thompson],” Kardashian said at the time. “We’ve talked about it. He [already] is a father, and I know for a fact that he would be an impeccable father. I definitely want to be a mom. But I don’t put the pressure on it. It’s not like, ‘The clock is ticking.’ I feel in my soul it will happen.”

They were later spotted house hunting together in July.

September 2017

By fall, Page Six confirmed that Khloé was pregnant with Tristan’s child. Younger sister Kylie Jenner was also expecting at the time with boyfriend Travis Scott and big sister Kim Kardashian and husband West were expecting their third child via surrogate.

December 2017

Kardashian and Tristan confirmed their pregnancy news with an Instagram post of the athlete’s hands cradling her baby bump.

“My greatest dream realized! We are having a baby,” she shared at the time. “I had been waiting and wondering but God had a plan all along. He knew what He was doing. I simply had to trust in Him and be patient. I still at times can’t believe that our love created life! Tristan, thank you for loving me the way that you do! Thank you for treating me like a Queen!”

March 2018

Kardashian revealed that she and Thompson were expecting a girl during the Season 15 finale of “Keeping Up With the Kardashians.”

Kardashian was ecstatic upon learning of her pregnancy. khloekardashian/Instagram

She also shared via Twitter, “I am now so excited my daughter will have forever best friends with (cousins) Chicago and Stormi! God is great!!! Thank you Lord for our princess.”

April 2018

Spring 2018 brought along the beginning of the end for the pair, as footage of Tristan and another woman surfaced just days before Kardashian was due to give birth.

In the clip, Tristan appeared to flirt with a woman at an NYC rooftop party before heading to Soho House where he was spotted making out with her. He went on to spend multiple nights with the curvy Instagram model, later identified as Lani Blair.

“Tristan has been consistently cheating on Khloé,” a source claimed in 2018. All Access / SPW / Splash News

“Tristan has been consistently cheating on Khloé,” a source told People at the time. “He’s a serial cheater. And there will be more women to come out of the woodwork.”

Page Six also exclusively reported that a nine-months pregnant Kardashian “went ballistic” and “was devastated” after hearing of Thompson’s infidelity. Still, the athlete was present for the birth of daughter True on April 12.

May 2018

The following month, the pair were spotted in Cleveland having a “cordial” lunch despite the wishes of Kardashian’s family for the star to move back to LA with her daughter and to dump the philandering NBA player.

Kardashian welcomed daughter True days after learning of Thompson’s infidelity. khloekardashian/Instagram

“Khloé has stuck with Tristan because she loves him … she has stuck with him over the objections of her mom and her sisters, who begged her to bring the baby back to LA and live with the family,” a source told Page Six at the time. “They are worried about Khloé — but she insists she’s putting their baby first, and she wants to stay a family.”

June 2018

Despite their relationship woes, the couple always put daughter True first. realtristan13/Instagram

The reunited couple spent Father’s Day together with baby True. The following month, Kris Jenner’s longtime pal Lisa Stanley revealed that Tristan and Khloé were in couples therapy.

January 2019

The pair eventually got back on good terms. khloekardashian/Instagram

The pair worked through their issues enough to ring in the New Year together with a kiss, shared via Instagram by Kardashian. Weeks later, they were seen holding hands in public following a dinner at Craig’s.

February 2019

February brought about the second cheating scandal for the couple, as Thompson allegedly got a little too close to Kylie’s best friend, Jordyn Woods, at a house party.

Woods claimed that Thompson kissed her unexpectedly. Getty Images for Oh Polly

While the baller referred to initial reports as “FAKE NEWS,” Woods revealed on an episode of Facebook Watch series “Red Table Talk” that Thompson kissed her as she left the gathering in the wee hours of the morning, denying that they ever had sex.

“I’m no homewrecker,” 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.”

She then offered to take a lie detector test on the matter.

Woods took a lie detector test about her hook-up with Thompson on “Red Table Talk.” Red Table Talk/Facebook

Kardashian then accused Woods of lying to save face, tweeting, “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!”

Weeks later, she realized that Thompson was just as much to blame if not more so, tweeting “Jordyn is not to be blamed for the breakup of my family. This was Tristan’s fault.”

September 2019

The pair of exes both attended True’s first birthday party. khloekardashian/Instagram

Their first public reunion came with True’s first birthday party, which was featured in the September Season 17 premiere of “KUWTK.”

December 2019

The pair maintained their distance following True’s party only for Tristan to get back on Kardashian’s good side with the purchase of a diamond necklace and a diamond promise ring.

Kardashian later explained to fans why she was finally ready to forgive both Thompson and Woods.

Kardashian explained why she chose to forgive Tristan and Jordyn. khloekardashian/Instagram

“I don’t hold any negative or hateful feelings towards ANYONE! I mean that. Life is short! We are all humans trying to figure out this thing called life … Yes, I’m allowed to feel hurt and pain. It would be unnatural for me to pretend as if I don’t. Personally, I don’t want to be carrying around a hateful heart.”

Both Kardashian and Thompson attended the annual Kardashian Christmas Eve party at Kourtney’s house that year, but showed up separately and did not take any photos together.

July 2020

After an additional six months of separation, Kardashian decided to give Thompson another chance amid the COVID-19 pandemic.

The pair rekindled their romance during the pandemic. realtristan13/Instagram

“Tristan is working hard to prove himself and has been a great dad to [the couple’s 2-year-old daughter] True,” a source said at the time.

By August, the pair was officially back together and searching for a new house.

March 2021

The reunited couple were all smiles at Thompson’s 30th birthday bash, thrown by Kardashian.

Kardashian threw her beau a 30th birthday party March 2021. Seth Browarnik/startraksphoto.co

After the well-documented shindig in his honor, the athlete hopped on a plane to Houston to meet up with his team, to Kardashian’s knowledge. Only time would reveal his true whereabouts that night.

May 2021

A spring episode of “KUWTK” found Kardashian waxing poetic over potentially having a second child with Thompson.

Kardashian has expressed her desire for her children to share the same father. BACKGRID

“A few months ago, Tristan and I made embryos, and during that time I was also told that I would not be smart if I carried my second pregnancy, I would be high risk and to explore surrogacy options, so Tristan and I have decided that’s what we’re going to do. I have a surrogate agent who is, you know, sort of filtering through who they think might be the best fit for me and my family,” Kardashian explained during her confessional, with Thompson adding, “It is a big commitment and you want to find the right fit, but we got this new chapter, we’ve got this together, we’re a team.”

June 2021

The pair split once again just one month later after Instagram model Sydney Chase claimed during an April interview that she hooked up with the NBA player.

Kardashian continued to co-parent with Thompson throughout their many breakups. khloekardashian/Instagram

“They’re getting along. There is no drama,” a source said, adding that “everything is amicable, and they are on the same page with co-parenting.”

August-October 2021

The fall of 2021 found the pair of exes on good terms, co-parenting daughter True and eventually reconciling.

The couple quietly reconciled in October 2021. Getty Images for Klutch Sports G

“We’re good. We’re actually in a really good place. We just got back together,” Kardashian said on Hulu’s “The Kardashians.” “He’s been going to therapy a lot. There’s just been a lot of effort on his part.”

She added, “When we broke up, I learned how well him and I got along and what good friends we are and what good partners we are and I have a lot of hope and faith and optimism for our future together.”

December 2021

Thompson is caught in his umpteenth cheating scandal in December, with Texas personal trainer Maralee Nichols accusing the athlete of conceiving a child with her on Thompson’s 30th birthday in March, when he and Khloé were still dating.

Maralee Nichols conceived a child with Thompson on his 30th birthday. Maralee Nichols/Instagram

She went on to sue him for child support and other pregnancy-related fees. 

January 2022

Thompson confirmed that he was expecting a child with Nichols in an Instagram post where he also apologized to Kardashian for constant embarrassing her.

“Today, paternity test results reveal that I fathered a child with Maralee Nichols,” the NBA star wrote. “I take full responsibility for my actions. Now that paternity has been established I look forward to amicably raising our son.”

Thompson has previously apologized for constantly embarrassing Kardashian. khloekardashian/Instagram

“Khloé, you don’t deserve this. You don’t deserve the heartache and humiliation I have caused you,” he wrote. “You don’t deserve the way I have treated you over the years.”

Needless to say, Khloe dumped him once again, sharing in an April ABC interview that she has finally realized that he just isn’t the guy for her.

July 2022

The pair of exes are expecting their second child together any day now. GC Images

It was revealed in July that the couple were expecting a second child together via surrogate.

“We can confirm True will have a sibling who was conceived in November. Khloé is incredibly grateful to the extraordinary surrogate for such a beautiful blessing,” a rep for Kardashian told Page Six. “We’d like to ask for kindness and privacy so that Khloe can focus on her family.”

A source told Page Six at the time that Kardashian and Thompson were not back together and have not spoken since December outside of co-parenting matters.

Page Six exclusively revealed the couple were having a baby boy.

August 2022

A rep for Kardashian exclusively confirmed to Page Six that the reality star and Thompson had welcomed their second child together, a baby boy, on July 28.

September 2022

Their baby boy made his debut on the Season 2 premiere of “The Kardashians.” Hulu

Kardashian and Thompson’s baby boy made his first appearance on the Season 2 premiere of “The Kardashians.”

In the episode, the reality star was joined in the hospital by her sister Kim and her and Thomspon’s surrogate.

Later in the show, Thompson joined his ex and their newborn in the hospital, which Kardashian said she was initially “on the fence” about.

“Tristan wants to be here so I figured, why not,” she explained. “Let him come. He’ll never get this moment back.”

The Good American co-creator also hinted at her son’s name, telling her mom, Kris, that the first letter of his moniker starts with a T.

In another episode of “The Kardashians,” the Hulu star revealed that Thompson had actually proposed to her — but she turned it down.

“I need to make sure this is a totally different relationship because I want to be proud to say I’m engaged to anyone,” she said in a confessional, “and that’s why I said I’m not comfortable accepting this right now because I’m not excited to tell my family.”

January 2023

The athlete’s, mom, Andrea Thompson, passed away from a heart attack in January 2023. Getty Images

Thompson’s mom, Andrea, suddenly passed away from a heart attack. The former Cleveland Cavaliers star and Kardashian took a private jet from Los Angeles to Toronto to be with his family.

A source told Page Six that the former “Keeping Up With the Kardashians” star will be supportive of Thompson and by his side during this time of difficulty as he is the father of her two children.

Kardashian also attended Andrea’s funeral alongside her mom, Kris, and her sister Kim.

February 2023

Though Kardashian supported her ex following the death of his mom, she denied that they had gotten back together. khloekardashian/Instagram

Kardashian shared a cryptic post about finding love, peace and more after surviving “tragedy” as fans started to suspect that she and Thompson had gotten back together following his mom’s passing.

“A woman that found peace instead of revenge can never be bothered,” read one quote from her Instagram Story.

Another quote by author Dane Thomas read, “The most beautiful soul you will ever find is one who has experienced loss but continues to have faith, and one who has experienced failure but continues to pursue their dreams.”

Kardashian later clarified that she was still single, despite supporting her baby daddy during his loss.

“Who has time for a man lol I have a 6 month old baby and [my daughter] True and I are sickly codependent on one another. Ha! I secretly love it,” she tweeted.

“No but for real…. No man right now…. He’s in my prayers too ha! .🙏🏼.”

March 2023

The reality star arrived separately from her baby daddy. ShotbyNYP / BACKGRID

Kardashian and Thompson were spotted attending her BFFs Malika Haqq and Khadijah Shaye Haqq’s 40th birthday party in Los Angeles on March 10.

The co-parents arrived separately at the Nice Guy in West Hollywood.

April 2023

True 5th birthday was “Octonauts”-themed. khloekardashian/Instagram

The former couple reunited to celebrate True’s 5th birthday, which had an “Octonauts” theme.

Eagle-eyed fans noticed the NBA player in the background of a video that Malika Haqq posted from the bash via her Instagram Stories.

June 2023

The exes reunited at True’s pre-kindergarten graduation party. TMZ

Kardashian and Thompson reunited again for True’s pre-kindergarten graduation.

The Good American co-founder and the baller were photographed smiling together as they attended a ceremony at their daughter’s school in Los Angeles on June 7.

Eyewitnesses told TMZ that the exes were seen having a friendly conversation and appeared to be on good terms.