Khloe Kardashian is expecting another child with Tristan Thompson via surrogate. Here's a timeline of their relationship.

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  • Khloe Kardashian and Tristan Thompson have been in an on-again-off-again relationship since 2016.

  • Their daughter True was born in 2018 and they are currently expecting a second child via surrogate.

  • One month after the child was conceived, Thompson publicly apologized for cheating on Kardashian.

August 2016: Kardashian and Thompson were seen leaving a nightclub together

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

Kardashian later revealed that they met through a mutual friend, who brought Thompson to a group dinner in hopes that he'd hit it off with the reality star, during an episode of "Keeping up with the Kardashians."

September 2016: They traveled to Cabo San Lucas and Miami

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 confirmed their relationship on social media

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

Malika Haqq, Kardashian's close friend, also told People that the couple's relationship was off to a strong start.

"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 duo 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 Thompson 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.

Craig also mentioned the overlapping timeline in court documents obtained by Radar Online in June 2019, though Kardashian denied the claims.

"he never left ANYONE for me," she tweeted.

January 2017: Kardashian wrote a blog post about their relationship

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Khloe Kardashian appears on E!'s "Keeping Up With the Kardashians."Dia Dipasupil/Getty Images

Thompson and Kardashian's honeymoon phase continued into the new year.

Kardashian wrote about their relationship in a now-deleted blog post, calling their relationship "very normal," as reported by People.

"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 said. "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 that she was in no rush to get married

Though Kardashian and Thompson's relationship continued to be blissful, the reality star said 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 the Daily Mail.

"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 broke

In September, multiple sources told People that Kardashian and Thompson were expecting their first child together.

Kardashian didn't confirm the pregnancy until December, though. She later said she didn't want to upstage her sister Kylie Jenner, who was also pregnant with her first child at the time.

October 2017: Thompson was filmed kissing other women

TMZ released a surveillance video showing a man who appeared to be Thompson kissing two women at a hookah lounge outside Washington, DC. The video was recorded the night before the Cleveland Cavaliers played the Washington Wizards.

Though the outlet claimed to have obtained the footage in October when the event took place, it didn't release the the video until April 2018.

March 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 2018: Multiple videos of Thompson appearing to cheat on Kardashian were released

Kardashian gave birth to her daughter True Thompson on April 12, 2018.Star Max/AP

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 rooftop lounge in New York. He was later photographed entering a 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.

April 2018: Kardashian gave birth to daughter True Thompson

Kardashian gave birth to their daughter True Thompson on April 12, 2018. She later explained why Thompson was present for the delivery 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.

May 2018: Kardashian and Thompson were spotted on a date 

A month after news of Thompson's reported infidelity surfaced, Kardashian and Thompson 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 

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Tristan Thompson and Khloe Kardashian have a child together.Evan Agostini/Ron Schwane/Invision/AP

The couple laid low on social media for the summer but were spotted on vacation in Mexico with Kardashian's sister Kendall Jenner and her rumored boyfriend Ben Simmons.

November 2018: They celebrated Thanksgiving together in Cleveland 

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

December 2018: Kardashian went solo to her family's Christmas party

Kardashian attended her family holiday parties alone with True, which E! News reported was due to Thompson's basketball schedule.

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

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Tristan Thompson and Khloe Kardashian were spotted together.Hollywood To You/Star Max / Getty Images

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

February 2019: Kardashian was reportedly acting like a 'single mom'

After their January date night, Thompson and Kardashian flew under the radar. According to People, 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.

Radar Online then reported that Thompson was seen at a dive bar in Sherman Oaks and was reportedly flirting with women.

February 2019: The couple reportedly split 

The Daily Mail reported that Kardashian and Thompson officially broke up. Shortly after the reports surfaced, the basketball player was spotted leaving the Hollywood nightclub Delilah one evening around 2 a.m.

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

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Jordyn Woods said that Tristan Thompson kissed her.Red Table Talk/Facebook and Michael Loccisano/Getty Images

TMZ reported that Thompson hooked up with Kylie Jenner's best friend Jordyn Woods at an after-party at his house.

Kardashian seemingly confirmed the news by posting a series of cryptic Instagram posts about betrayal. 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.

March 2019: Woods discussed the kiss on an episode of 'Red Table Talk'

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Jordyn Woods addressed the reports on Jada Pinkett Smith's Facebook Watch series.Red Table Talk/Facebook

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."

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.

The reality star later said that she invited Thompson to the party because she wants her daughter to grow up with fond memories of her father during an episode of the "Divorce Sucks!" podcast.

"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 

Kardashian said in the same "Divorce Sucks" interview that her only priority now is raising True and that she's not interested in dating anybody at the moment.

"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," a source told People.

June 2019: Kardashian said the cheating scandal was a 'debilitating blow to my soul'

The Kardashian-Jenner family reacted to the news that Thompson kissed Woods on an episode of "KUWTK."

"Even for Jordyn to know all I've been through with Tristan, literally my heart is in my eyeballs," Khloe said. "And I feel bad having Kylie in the middle."

Kardashian added that she was "heartbroken" after the cheating scandal.

"Right now I don't feel much of anything. It's like I'm in shock. A lot is happening. This is a debilitating blow to my soul. It's so humiliating, it's hard, and there are some days you just want to cry," she told her sisters.

November 2019: Thompson congratulated Kardashian for winning a People's Choice Awards, and her fans weren't happy

Kardashian was named the best reality television star at the 2019 PCAs, and her ex congratulated her on Instagram.

"Wow wow wow @khloekardashian," he wrote. "Congrats Momma Koko on winning best reality star 2019, that's two years in a row. Two time champ. I love the sound of that."

Thompson continued, "So proud of all you have accomplished this year. Revenge body is something that always stands out to me, you challenge people to fight for a better YOU. It's more about what in life really gives us true happiness and is holding us back from achieving that. True and Myself are so proud of you and the sisters for everything last night. Y'all are truly role models to our younger generation. Keep leading with love and happiness. You go girl!!!"

While the NBA player's message was complimentary, Kardashian's fans weren't pleased that he was posting about her after the cheating scandal and asked him to delete the photo.

December 2019: Woods took a lie detector test to prove that she didn't have sex with Thompson

During her November visit to "Red Table Talk," Woods said she'd take a lie detector test to prove that she didn't have an affair with Thompson.

Pinkett Smith revealed that Woods did take the test, which was administered by a "forensic polygraphist" that had "more than 25 years of experience in criminal and civil investigations."

While being interviewed, the model said she didn't have sex with Thompson. After the polygraphist evaluated her response, he said she was telling the truth.

January 2020: Kim Kardashian West and Kanye West watched Thompson play in Los Angeles

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Kim Kardashian West and Kanye West saw Tristan Thompson play.Jamie McCarthy/Jason Miller/Getty Images

The reality star and the rapper had floor seats to watch the Los Angeles Lakers play the Cleveland Cavaliers game at Staples Center in Los Angeles.

Though the SKIMS founder shared a photo of Thompson playing, fans circulated a video of her standing up and yelling while her sister's ex was shooting a free throw. Her words were indistinguishable, however many people claimed that she was booing.

Kardashian West later tweeted that she was supporting Thompson, not booing him.

April 2020: Thompson and Kardashian celebrated True's 2nd birthday together

Both Kardashian and Thompson posted a series of photos of their daughter on her birthday.

"Happy birthday my sweet TuTu!! You are all of my unforgettable memories of the past few years, the precious magical moments of the present and the promise of a happy future. You are literally my entire world! I can't believe you are TWO!! You make my life complete and I can't wait to have forever with you!!! Until the end of time; I love you my sweet girl," Kardashian wrote.

Thompson added: "Happy Birthday to my sweet baby True. You have no idea how much daddy loves you. I can't believe how fast time has flown by. You will always be daddy's little girl. I Love you soo much Tutu. Happy birthday day."

He also shared a video, taken by Kardashian, showing himself holding True as they blow out birthday candles.

Kardashian showed off the gifts — like an ice cream parlor playset, toy cars, dolls, and a tricycle — that True received for her birthday. The party was limited to herself, Thompson, and True, since the celebration took place during the pandemic.

"Even though this party consists of her mommy, daddy and True, she will feel loved and adored," Kardashian said.

April 2020: Kardashian said she's considering using Thompson as a sperm donor for another child

In a trailer for an episode of "KUWTK," Kardashian told her sisters that she's debating whether or not to ask Thompson to be her sperm donor for another child.

"If you can create embryos and do all the DNA testing, I do think that's the smarter choice. But it's weird because Tristan and I, we're not together," Kardashian said.

She continued, "I feel like he would have to sign legal paperwork that he would just be my sperm donor. What if in three years, I get married to someone and I'm like, 'You know what? I don't want that.'"

June 2020: Thompson wrote a sentimental birthday message to Kardashian

On Kardashian's 36th birthday, Thompson posted a selfie of himself laying on a trampoline with her and True.

"I'm wise enough now to know, you came into my life to show me just what it means to be an incredible person," he wrote, adding, "I appreciate how I am able to learn from and grow because of you. I thank God for the beautiful and loving woman you are to everyone, especially our daughter True."

The NBA player then wrote that she "deserves the world."

"True and I love you mama. Happy Birthday," he said.

July 2020: Kardashian and Thompson were reportedly 'giving their relationship another try'

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Khloe Kardashian and Tristan Thompson have a daughter together.Evan Agostini/AP / Michael Loccisano/Getty Images,

A source told People that the couple was trying to work on their relationship once again.

"Tristan is working hard to prove himself and has been a great dad to True," the source said.

Another source told the outlet that Thompson and Kardashian "acted like they were back together" at her birthday party at the end of June.

August 2020: Sources said they got back together

The on-again, off-again couple got back together, according to multiple sources.

"She loves having him around. He has the best relationship with True," a source told People. "And he has been amazing to Khloe too. They are very much together and Khloe is beyond happy."

The source explained that Thompson and Kardashian have been self-isolating together during the pandemic to co-parent True.

"They have been living in kind of a bubble and Khloe enjoys it," the source said, adding, "She hopes that Tristan has changed though so they can continue to be together as a family."

March 13, 2021: Kardashian threw a 30th birthday party for Thompson and seemingly confirmed their reconciliation

"The ones that are meant to be are the ones who go through everything that is designed to tear them apart and they come out even stronger than they were before," Khloe wrote on Instagram, alongside a slideshow of photos with Thompson and their daughter.

"Thank you for showing me everything you said you would. For the father you are. For the best friend I have in you. I'm thankful that I can do absolutely nothing with you and it feels like everything," she continued. "I hope you know today and everyday how loved you are by me and so many."

Thompson would later admit in court documents that he had sex with a different woman that same night, with whom he fathered a child.

April 2021: Kardashian wore a massive diamond on her ring finger, fueling engagement rumors

The reality star posted a picture of her colorful nails on Instagram, but fans were far more interested in the huge diamond she wore on her ring finger.

Speculation that Kardashian and Thompson were engaged only increased after the NBA player left a comment with emojis of eyes, hearts, and diamonds.

Scenes from the family's new Hulu show "The Kardashians" confirm that Thompson and Kardashian were back together and in couples therapy throughout 2021. However, it also shows the engagement rumors were false.

In episode nine, Kris Jenner says that Thompson has expressed his desire to get married, but her daughter demurs.

"I believe people should have multiple chances in life," Kardashian replies. "But it takes work, and it takes time, and everyone just has to be patient."

"I know what marriage is about. I love being married," she added. "But marriage is definitely not easy."

June 2021: Thompson was named in a paternity suit filed by Maralee Nichols

The fitness instructor claimed that she had conceived a child with Thompson three months earlier. The paternity suit, which she filed in Texas, did not publicly circulate at the time.

The following month, Thompson filed a response to Nichols' claims. He acknowledged that they had sex on his 30th birthday in March 2021 and requested genetic testing to confirm paternity.

"My feelings haven't changed at all. [I] won't be involved at all," the athlete allegedly texted Nichols, per court documents. "Btw if you think having this baby is gonna make you some money. It's completely wrong. You are aware that I'm retiring after this season. So in terms of support it will be whatever is required monthly for someone who's unemployed."

December 2021: Thompson publicly admitted to cheating on Kardashian with Nichols

Thompson reportedly cheated on Kardashian with Nichols, according to court documents obtained by The Daily Mail.

Nichols welcomed a baby on December 1 and said that Thompson is the father. Though he originally denied paternity of the child, she sued him for child support and "pregnancy-related fees."

The court documents revealed that Thompson and Nichols met in December 2020. The NBA star alleged that the pair did not have a "serious, ongoing relationship" but spent time together "sporadically" from December 2020 to March 2021.

According to Kardashian, she found out about Thompson's paternity suit "with the rest of the world" when her older sister, Kim, read The Daily Mail's report.

During a confessional on the family's Hulu series, Kardashian complained that Thompson didn't give her a "fucking heads up" before it was blasted in headlines.

"It's just an additional slap in my face. It's humiliating, I'm embarrassed," she said. "I am replaying every event, every grand gesture, every trip, every date. All of that was a lie. How were you able to not saying something?"

January 2022: The NBA player publicly apologized to Kardashian after confirming that he fathered a son with Nichols

A paternity test confirmed that Thompson is the father of Nichols' child, the athlete revealed in a statement he shared on his Instagram story.

"I take full responsibility for my actions. Now that paternity has been established I look forward to amicably raising our son," he wrote in the statement, adding, "I sincerely apologize to everyone I've hurt or disappointed throughout this ordeal both publicly and privately."

Thompson then issued a direct apology to Kardashian, saying that the reality star doesn't "deserve this."

"You don't deserve the heartache and humiliation I have caused you. You don't deserve the way I have treated you over the years. My actions certainly have not lined up with the way I view you. I have the utmost respect and love for you," he wrote. "Regardless of what you may think. Again, I am so incredibly sorry."

In the season finale of "The Kardashians," which aired in June 2022, Kardashian said that Thompson's repeated infidelity is "despicable" and "humiliating," adding that she's become "immune" to it.

April 2022: Kardashian said Thompson is 'just not the guy for me'

The Good American founder opened up about Thompson's latest cheating scandal during an ABC News special and seemingly closed the door on any future reconciliations.

"With Tristan, I did feel incredibly safe in the beginning, and I felt really good for a time," Kardashian told "Good Morning America" anchor Robin Roberts.

"I still think he's a great guy and he's a great dad, he's just not the guy for me," she added.

July 2022: Kardashian announced she's expecting a second child with Thompson via surrogate

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

Their second child was conceived before Thompson's paternity scandal made headlines in December, mere weeks before his son with Nichols was born.

A source told Insider that Kardashian and Thompson are not back together and have not spoken since December "outside of coparenting matters."

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