A timeline of Khloe Kardashian and Tristan Thompson’s relationship

Khloe Kardashian and Tristan Thompson‘s relationship (and breakup) has been making headlines for years.

The parents of 1-year-old True Thompson broke up for good in 2019 and were rocked by multiple cheating scandals, one of which involved Kylie Jenner’s best friend Jordyn Woods.

INSIDER has compiled a timeline of their complicated relationship.

August 28, 2016: Kardashian and Thompson were first seen leaving a nightclub together at the end of summer 2016

Jerritt Clark / Contributor / Getty Images

TMZ cameras took pictures of Kardashian exiting Bootsy Bellows nightclub in Hollywood with the NBA star in August 2016.

On an episode of “Keeping up with the Kardashians,” Kardashian later said that they met through a mutual friend who brought Thompson to a group dinner that Kardashian was at in the hopes that they’d hit it off.

September 2016: The two went on a trip to Mexico

According to People, Thompson and Kardashian took a Labor Day trip to Cabo San Lucas, Mexico. Later that month, they posed for event photographers at Flo Rida’s birthday party in Miami.

October 2016: The couple appeared to make things social media official

Kardashian shared an image of the two as Marvel superheroes Storm and Black Panther on Halloween 2016.

Kardashian’s friend Malika Haqq also told People about the pair’s relationship.

“He’s really nice to her,” Haqq told the publication. “He’s the coolest guy in the world — and you know, Khloe’s always loved basketball.”

Kardashian was also frequently spotted in Cleveland around this time, boosting speculation of a romantic relationship, as Thompson plays for the Cleveland Cavaliers.

December 2016: They spent the winter holidays together

On Christmas Day, Thompson shared a photo of the two wearing matching fur coats and captioned it: “Merry Christmas & Happy Holidays from me and mines, to you and yours.”

Later that month they rang in the New Year together and Kardashian shared a photo with Tristan and captioned it: “May you always be surrounded by the love you are deserving of! May Gods blessings continue to rain on us all.”

That same month, Thompson’s ex-girlfriend Jordan Craig gave birth to his first child, Prince Oliver. Reports circulated that Kardashian and Thompson began their relationship while Craig was pregnant, thus causing their breakup. This was later stated directly by Craig in court documents obtained by Radar Online in June of 2019, though Kardashian denied the overlapping timelines on Twitter at the time, by writing, “he never left ANYONE for me.”

Read more: Khloe Kardashian says she didn’t know Tristan Thompson was in a relationship with Jordan Craig when they started dating

January 2017: Kardashian wrote about their ‘very normal’ relationship

Dia Dipasupil/Getty Images

Thompson and Kardashian’s honeymoon phase continued into the new year and Kardashian wrote about the relationship on a now-deleted blog post, as reported by People, calling their relationship “very normal.”

“It’s such a great feeling that I have my happy back! It’s from a genuine place and the most peaceful place I’ve been in for longer than I can even remember,” Kardashian wrote. “I think when you’re in love you definitely feel happy and healthy too. I like that my relationship is very normal and doesn’t need to be so publicized all the time.”

April 2017: Kardashian said she’d like to start a family with Thompson

Kardashian told Evening Standard magazine that she and Thompson had already talked about starting a family together.

“We’ve talked about it. He [already] is a father and I know for a fact that he would be an impeccable father,” Kardashian told the magazine. “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.”

August 2017: Kardashian said in an interview that she was in no rush to get married

Kardashian and Thompson’s relationship continued to be blissful, though Kardashian admitted she was in no hurry to tie the knot.

“I’m in the best relationship I’ve ever been in and it doesn’t take a ring for me to feel that way,” Kardashian told the Daily Mail’s YOU. “I believe in marriage and I want to be married again one day but I don’t have a time frame. Why do people think that marriage equates to happiness? There are a lot of people in unhealthy marriages.”

September 26, 2017: Kardashian’s pregnancy news got out

In September, People magazine reported multiple sources stated that Kardashian and Thompson were expecting their first child.

Kardashian didn’t confirm it herself until December. She later said she didn’t want to upstage her sister Kylie Jenner, who was also pregnant at the time.

October 2017: About two weeks after news broke that Khloe and Thompson were expecting their first child together, Thompson was filmed with other women

A man who appeared to be Thompson was recorded on camera kissing two women at a hookah lounge outside Washington, DC, in October of 2017.

Though TMZ said it obtained the footage in October when the event took place, it did not release the footage to the public until April 2018.

Read more: People think Khloe Kardashian knew about Tristan Thompson’s alleged cheating for months — and it proves how powerful the Kardashians really are

March 10, 2018: Kardashian celebrated Thompson’s birthday with a huge party

Kardashian hosted a blowout birthday bash for Thompson’s 27th birthday.

In an Instagram photo from the party, she wrote, “I am so blessed to be creating beautiful monumental memories with such a wonderful man! I hope this year brings you all that you dream of! You will forever be my always! I love you baby!”

April 10, 2018: Multiple videos of Thompson appearing to cheat on Kardashian were released

A few days prior to Kardashian’s due date, Daily Mail shared a video of a man reported to be Thompson kissing a woman at a lounge in New York. He was later photographed entering his hotel with the same woman.

TMZ then posted its video from earlier in October that appeared to show Thompson kissing two other women at a hookah lounge.

Read more: Khloe Kardashian confirmed that Tristan Thompson cheated on her multiple times. Here’s a complete timeline of all the infidelity accusations against him.

Star Max/AP

April 12, 2018: Kardashian gave birth to daughter True Thompson

Kardashian gave birth to her daughter True Thompson on April 12, 2018. Kardashian later wrote on Twitter why Thompson was present for the delivery of their child despite his reported infidelity.

“Regardless of what Tristan did to me, I was never going to take that moment away from True or Tristan. She should not be punished for his actions. He is her father and they both deserve to love one another as deeply as they possibly can,” she wrote on Twitter in November of 2018.

Read more: Khloe Kardashian explained why she let Tristan Thompson in the delivery room just days after reports that he cheated on her

May 2018: Kardashian and Thompson were spotted on a date

A month after news of Thompson’s reported infidelity was made public, the new parents were spotted having lunch together in Cleveland, Ohio, where they resided at the time.

Kardashian wrote on Twitter that she and Thompson were working on “rebuilding” their relationship.

August 2018: Kardashian and Thompson went on a vacation together

Richard Shotwell/Invision/AP

The couple laid low on social media for the summer but were spotted on a couples vacation to Mexico with Kendall Jenner and her rumored boyfriend Ben Simmons.

November 22, 2018: They celebrated Thanksgiving together in Cleveland

Kardashian and Thompson celebrated Thanksgiving in Cleveland together since Thompson was in season and couldn’t travel to Los Angeles to celebrate the holidays with the rest of the Kardashian-Jenner crew.

December 25, 2018: Kardashian was solo at Christmas

Kardashian was solo throughout the winter holidays, which E! News reported was due to Thompson’s basketball schedule.

January 13, 2019: Kardashian and Thompson were seen on a date night in Los Angeles

Mark J. Terrill/AP

Kardashian and Tristan were seen holding hands out on a date night at Craig’s restaurant in West Hollywood.

February 13, 2019: Kardashian was reportedly acting like a ‘single mom’

After their January date night, Thompson and Kardashian went under the radar and according to a February 13 People article, sources reported that Kardashian “rarely talks about [Thompson]” and that she and True “spend very little time in Cleveland, where Tristan is. [Kardashian] very much acts like a single mom.”

The next day, Thompson sent Kardashian an arrangement of red roses for Valentine’s Day, which she shared on Instagram with the caption “Daddy and baby True.”

Radar Online then reported that Thompson was seen at a dive bar in Sherman Oaks on Valentine’s Day night reportedly flirting with women.

Carlos Osorio/AP

February 2019: Reports allege that the couple split

The Daily Mail reported that Kardashian and Thompson officially split up and the basketball player seemed to confirm this as he was spotted leaving the Hollywood nightclub Delilah around 2 a.m.

February 19, 2019: Thompson reportedly kissed Kylie Jenner’s best friend Jordyn Woods during a party at his home

Steve Granitz / Contributor / Getty Images

TMZ reported that Thompson hooked up with Kylie Jenner’s best friend Jordyn Woods at an after-party at his house over the weekend. Kardashian seemingly confirmed the news by posting a series of cryptic Instagram posts about betrayal and her best friend Haqq commented on an Instagram post about the affair, writing “Strong facts.”

At this point, it was clear that Kardashian and Thompson had officially ended things.

Read more: A complete timeline of Tristan Thompson reportedly cheating on Khloe Kardashian with Kylie Jenner’s best friend, Jordyn Woods

March 1, 2019: Jordyn Woods discussed the kiss

Red Table Talk/Facebook

Jordyn Woods went on Jada Pinkett Smith’s “Red Table Talk” and admitted to attending Thompson’s house, but said they only shared a quick kiss as she was leaving his house. Kardashian immediately responded on Twitter to Woods’ statement, writing “You ARE the reason my family broke up!”

She later tweeted: “Tristan is equally to blame but Tristan is the father of my child. Regardless of what he does to me I won’t do that to my daughter. He has been addressing this situation PRIVATELY.”

Read more:Jordyn Woods says that Tristan Thompson is the one who initiated their kiss: ‘I didn’t know how to feel’

April 2019: Thompson and Kardashian co-hosted True’s first birthday

Kardashian and Thompson were no longer together by this point, but they reunited to co-host True’s first birthday celebration. According to People, Thompson and Kardashian had “very little interaction” at the party, though Kardashian later said in a May 16 interview with Laura Wasser on her podcast “Divorce Sucks!” that she invited Thompson to the party because she wants her daughter to grow up with fond memories of her father.

“I know that she’s going to want to look back at all her childhood memories,” Kardashian said. “And I know that her dad is a great person and loves her and cares about her, and I wanted him to be there.”

May 2019: Kardashian announced that she’s not interested in dating anyone new

Kevin Mazur/Contributor/Getty Images

Kardashian said in the same Laura Wasser interview that her only priority now is raising True and that she’s not interested in dating anybody at the moment.

People magazine reported that a source close to Kardashian told the publication, “Khloe is great. Her heartbreak seems to have passed and her mood is much lighter. Although she really wanted Tristan to come around, grow up and be a man, she seems to have realized that she’s much better off now. Everyone is happy to see her happier.”