A Timeline of Khloé Kardashian and Tristan Thompson's Relationship, Pre-Breakup

Khloé Kardashian and Tristan Thompson’s rocky relationship conjures up a whole range of emotions: Yay, True is so cute! Wow, Tristan, WTF is wrong with you? Khloé, you deserve better! Jordyn Woods, um, what? And mainly: Why am I so invested?!?! In the three-ish years since Khlo and Tristan got together, there have been plenty of ups and downs, and maaaaaany cryptic Instagram posts. Study up on their relationship here, because who knows how much it’ll change in the next few hours.

September 2, 2016:

TMZ reports that Khloé Kardashian and Cleveland Cavaliers player Tristan Thompson “have been spending some serious quality time together recently.” They were spotted at a mansion in Beverly Hills and leaving a nightclub called Bootsy Bellows.

At this point, Tristan’s ex, Jordan Craig, is pregnant with his child.

September 3, 2016:

Us Weekly reports that Khloé and Tristan spent Labor Day weekend in Cabo San Lucas.

September 15-18, 2016:

The two reunite in Miami, where they support Kanye West’s “Saint Pablo” tour and celebrate Flo Rida’s birthday at club LIV. They pose for photos, link arms, and look smitten. A friend takes over Khloé’s Snapchat and posts video of them kissing.

Meantime, Mama Kris tells Us Weekly, “They are really cute. She’s having a good time. He seems like a really nice guy. I think just with any relationship, just in life, I think it’s about chemistry and about values.”

November 3, 2016:

Khloé tells Jimmy Kimmel that she visits Cleveland often to be with her boyfriend. “I actually really like it,” she says of the city. “I like having my routine and being a little more under the radar.”

December 12, 2016:

Jordan Craig gives birth to a son.

December 25, 2016:

Tristan wishes everyone a happy holiday on IG, alongside a photo of him and Khloé.

January 1, 2017:

Happy New Year! Khloé wishes all of you a love as great as hers.

May you always be surrounded by the love you are deserving of! May Gods blessings continue to rain on us all! ❤️ pic.twitter.com/SbxYVPB5Z2

Around this time, she writes on her app, “I like that my relationship is very normal and doesn’t need to be so publicized all the time. People aren’t wrong for putting all of their personal business out there, but I’ve learned from my mistakes and don’t need to do that anymore.”

January 11, 2017:

Khloé tells James Corden that she and Tristan use the “L word.”

January 12, 2017:

Khloé tells Extra that she hopes Tristan is “the One.”

“I mean, I think that’s why we are in relationships—to find the One,” she says. “And, I mean, I am in love with him. I think he’s, like, the best. And yeah, so I hope so. Only time will tell.”

February 19, 2017:

E! News reports that the couple went zip-lining in Jamaica.

March 12, 2017:

The season-13 premiere of Keeping Up With the Kardashians features Khloé introducing Tristan to her family; footage includes their attendance at Kanye’s “Saint Pablo” tour.

March 14, 2017:

Khloé throws Tristan a gold-themed 26th birthday. She writes on IG: “To the happiest of birthdays my love!”

April 11, 2017:

Khloé tells ES Magazine that she has “never been in this type of love” and “yes, [she] would” marry Tristan if he asked. “I would love to have a family,” she says. “We’ve talked about it…I know for a fact that he would be an impeccable father.” (He has a child with ex girlfriend Jordan Craig). “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.”

June 11, 2017:

On the season-13 finale of KUWTK, Khloé debates whether she and Tristan are ready for kids. “Tristan and I definitely talk about starting a family,” she says. “He wants to have, like, 5 or 6 kids with me, and that’s lovely…Now, knowing I’m not on birth control, it’s scary. That’s like a really big step.”

June 27, 2017:

Tristan wishes Khloé a happy 33rd birthday on IG, saying, “Happy bday my love, this picture right here sums up how wild, crazy and how much we love each other. Let’s continue to build more memories and cherish them with each other.”

The photos are from Khloé’s surprise birthday party, which Tristan arranged. “Im so lucky and blessed! Thank you so much baby!!!” Khloé tweeted. “You treat me like a queen!”

July 11, 2017:

Khloé and Tristan share BTS footage from a workout session.

September 24, 2017:

Khloé reiterates on the KUWTK 10th anniversary special that her relationship is “serious.”

September 26, 2017:

Multiple outlets report that Khloé is pregnant.

October 31, 2017:

Khloé has yet to confirm her pregnancy, but she does share a pic of her and Tristan dressed as Khaleesi and Khal Drogo from Game of Thrones.

December 20, 2017:

After months of speculation, Khloé confirms her pregnancy on IG. “My greatest dream realized!” she wrote. “We are having a baby!”

View this post on Instagram

My greatest dream realized! We are having a baby! 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! Thank you for making me feel beautiful at all stages! Tristan, most of all, Thank you for making me a MOMMY!!! You have made this experience even more magical than I could have envisioned! I will never forget how wonderful you've been to me during this time! Thank you for making me so happy my love! Thank you to everyone for the love and positive vibes! I know we've been keeping this quiet but we wanted to enjoy this between our family and close friends as long as we could privately. To enjoy our first precious moments just us ❤️ Thank you all for understanding. I am so thankful, excited, nervous, eager, overjoyed and scared all in one! But it's the best bundle of feelings I've ever felt in my life! ❤️❤️❤️

A post shared by Khloé (@khloekardashian) on

December 22, 2017:

Khloé also confirms that her pregnancy announcement will appear on Keeping Up With the Kardashians.

Yes! It all happened during production so yes! Super cool to have that documented 🤰🏼💜 https://t.co/dfymBWr4Y6

January 2, 2018:

Khloé drives fans mad with a “Mom and Dad” pic.

View this post on Instagram

❥ Mom and Dad ❥

A post shared by Khloé (@khloekardashian) on

February 14, 2018:

Tristan wishes Khloé a Happy Valentine’s Day and tells her he loves “the curly hair look.”

February 16, 2018:

Khloé shares a photo of her and Tristan with the caption, “When a woman is loved correctly, she becomes ten times the woman she was before. Thank you my love ❤️”

March 3, 2018:

Khloé reveals on the season-14 finale of KUWTK that she’s having a girl.

She’d previously believed she was having a boy, so the news put her in a “state of shock.”

She explained: “When you have your mind made up as to what you’re having—like, everyone told me you’re going to feel what you’re having and you’ll just kind of know. And then when you find out it’s the complete opposite, it’s just a shock. I just was convinced that I was having a boy, so to be having a girl it’s just like, ‘OK that wasn’t what I thought was going on.'”

March 11, 2018:

Khloé’s family throws her a balloon-and-rose filled baby shower.

View this post on Instagram


A post shared by Khloé (@khloekardashian) on

March 19, 2018:

People reports that Khloé is nesting in Cleveland, where she and Tristan live while he’s playing for the Cleveland Cavaliers. “Khloé is in Cleveland and plans to stay there until the baby is born. She is too far along to fly back and forth,” a source tells People.

March 26, 2018:

Khloé shares an intimate photo from a maternity shoot with Tristan.

View this post on Instagram

Mommy and Daddy ? @sashasamsonova

A post shared by Khloé (@khloekardashian) on

April 9, 2018:

Khloé shares a photo of her and Tristan kissing with the message, “Ready when you are little mama.” She’s due any day now.

View this post on Instagram

We are ready whenever you are little mama ?

A post shared by Khloé (@khloekardashian) on

April 10, 2018:

The Daily Mail publishes video in which Tristan gets up close and personal with—and appears to make out with—another woman at a New York City bar over the weekend. TMZ claims Tristan took the woman he’d allegedly been seen kissing back to his hotel. “The woman eventually left with a Louis Vuitton overnight bag…seeming to indicate she’d been at the hotel for some time with Tristan,” TMZ says. The Shade Room also offers its own blow-by-blow of the alleged hookup.

April 12, 2018:

Per Us Weekly, the Kardashians had voiced “concerns” about Khloé’s decision to date another NBA player after her marriage to Lamar Odom.

“Khloé’s mom, Kris, and sisters Kim and Kourtney, all had concerns about her relationship with another basketball player, and now their fears appear to have serious merit,” a source says. “Women are constantly throwing themselves at professional athletes, and it’s very easy to stray when teams are on the road. Kris never expressed her fears to Khloé because she felt it would cause nothing but drama and create tension.”

According to ET, “Kris has gathered the family” in support of Khloé. They are also tasked with keeping her away from “any of the news right now.”

Khloé and Tristan have yet to comment.

April 11, 2018:

TMZ reports that Khloé gave birth to a baby girl at approximately 4 a.m. She reportedly delivered the child in a hospital outside Cleveland. According to TMZ, Tristan was there for the birth.

May 4, 2018:

Us Weekly reports that despite all of the cheating speculations with five different women, the couple is “fully back together.” A source states that Khloé feels like “the whole world is against Tristan,” and they are trying to work things out.

May 13, 2018:

Khloé spends her first Mother’s Day with True in Cleveland. A source said her family wanted Khloé to come home, but “she is feeling very happy and settled there. She feels like it’s best for True.”

Khloé took to Instagram to share some picture of flowers she received, saying how she “feels so loved,” but Tristan seemed to be out of town for the special day.

May 30, 2018:

The Kardashian family has been very open about their opinions on the cheating scandals. Kanye had his turn when hosting a listening party for his new album Ye where people were quick to pick up on the lyrics of his new song “All Mine.”

“All these thots on Christian Mingle / That’s what almost got Tristan single / If you don’t ball like him or Kobe / Guarantee that bitch gon’ leave you.”

June 2, 2018:

Khloé and Tristan’s love seems to be strong as they take a couples retreat to Mexico with Kendall Jenner and her boyfriend Ben Simmons. Pictures were taken of the couple laughing, drinking and having lots of PDA.

June 7, 2018:

A source tells People that Khloé is moving back to LA with Tristan. Their plan is for him to travel back and forth. Her family is still “very unhappy” and feels like “she deserves better,” but they’re glad she has made the decision to move back.

June 19, 2018:

The Kardashian family has forgiven Tristan. According to ET, a source says that “everyone is back on board—friends, family and Khloé have all forgiven him and are giving him this second chance—and so far it’s been working for them.”

September 26, 2018:

Once again, Tristan is spotted getting too close to a woman that is not Khloé. According to US Weekly, he was “very touchy-feely” with her and “he had his hand on her butt.” For now, Khloé continues to stand by him.

October 4th, 2018:

Khloé takes to Instagram to post a mysterious message. Most fans think it’s hinting to Tristan cheating again.

October 29, 2018:

Khloé and Tristan seem to be on good terms again. After a vacation to Bali, Khloé returned to her home filled with Welcome Home balloons arranged by Tristan.

November 22, 2018:

Khloé and Tristan spend a quiet Thanksgiving together in Ohio. Fans were questioning why she didn’t spend the holiday with her sisters, and Khloé was quick to take to Twitter to explain. “I’ve spent the past 3 years in Cleveland for Thanksgiving,” she wrote. “Not sure why people are trying to create drama between my family and I. My sisters and I are perfectly fine thank you!”

December 9, 2018:

Things seem to be going well again for Tristan and Khloé. A source tells Entertainment Tonight that they’re in “such a good place now.”

“Her relationship with Tristan is so good,” the source said. “They made it through some really dark times, but she’s happy that she gave him a second chance because he’s stepped up and is not only an amazing father to True, but he’s been such a rock for Khloé. They’re really just so in love.” Perhaps these flowers were from him? The world. may never. know!

December 24, 2018:

The Kardashians hold their annual Christmas Eve party, and Tristan is noticeably absent. According to a source, it’s because he “doesn’t have a lot of flexibility” in his basketball schedule. Instead of spending the holidays in Cleveland with him, Khloé decides to stay with her family.

January 1, 2019:

Khloé and Tristan spend New Year’s Eve together, and from the looks of Tristan’s Instagram, they enjoyed their night.

But then this video surfaced of Tristan ignoring Khloé as she tried to dance with him, and she looks super annoyed.

January 18, 2019:

Khloé is back at it with the cryptic messages. Speaking to E! News about her and her BFF Malika’s makeup collaboration with Becca Cosmetics, she says, “I think a lot of best friends can relate, especially when someone is going through a breakup or whatever. People always make this huge emphasis on Valentine’s Day, but you have each other…You don’t always need a man to enjoy Valentine’s Day.”

She also posts a mysterious message on her Instagram Story about “relationships are harder now” because “insecurities became a way of thinking, getting jealous became a habit, trust is hard to come by, being hurt became natural and leaving became the only option.” Intense.

February 13, 2019:

After a full month goes by without Khloé and Tristan being seen publicly together, a source tells People that Khloé “rarely talks about him.”

“Khloé and True are happy in Los Angeles,” the source said. “They spend very little time in Cleveland, where Tristan is. She very much acts like a single mom.”

February 14, 2019:

Tristan and Khloé spend Valentine’s Day apart. He sends Khloé a huge bouquet of flowers, which she’s quick to share on Instagram—but in her caption, she only refers to him as True’s “daddy.” She then proceeds to post more cryptic (and pretty sad) messages on her IG Story.

February 16, 2019:

Tristan is seen out partying in LA without Khloé. Of course, Khloé responds in her usual way: by posting a quote to her Instagram Story. “Be careful with how much you tolerate,” it read. “You are teaching them how to treat you.”

February 19, 2019:

TMZ reports Tristan that cheated on Khloé with Kylie Jenner’s best friend, Jordyn Woods. Over Valentine’s Day weekend, Tristan and Jordyn allegedly met at his exclusive party in LA, and the two were “all over each other.” Originally he claimed that it was “fake news,” but according to a source, he admitted to cheating after Khloé confronted him. The Kardashian/Jenner family is “beyond disgusted” and have decided to cut off all ties with both Tristan and Jordyn.

February 20, 2019:

Us Weekly says Khloé confronted Tristan and Jordyn about the rumors, and Tristan admitted they were true.

Khloé then goes and Likes this tweet:

@khloekardashian dont let anyone ever say this is your fault!. He is a sick man and if its true, then she is a terrible woman, both terrible people that do not deserve your love. TRUE does and ur doing great showing her that love.

Shortly after, the Kardashians start to unfollow both Jordyn and Tristan, and Khloé deletes a bunch of Instagrams featuring Tristan. Kylie Jenner remains radio silent.

February 26, 2019:

Khloé addresses the situation directly for the first time.

“Hi loves, wanted you to know that I appreciate you!” she writes. “I’ve been reading your kind words and they really are a blessing to me. I love you! Thank you, thank you! I’ll be back when I’m in the mood to chat with you all. Until then, remember to be kind to one another.”

Hi loves, wanted you to know that I appreciate you! 🙏🏽 I’ve been reading your kind words and they really are a blessing to me. I love you! Thank you Thank you! I’ll be back when I’m in the mood to chat with you all. Until then remember to be kind to one another 💕

Meanwhile, People reports that Tristan as been trying to apologize to Khloé.

March 1, 2019:

Jordyn appears on Jada Pinkett Smith’s show Red Table Talk to spill the tea, and it is DRAMATIC.

Here’s the TL;DR version: Jordyn denies hooking up with Tristan, says she never gave him a lap dance, admits they did kiss, and admits to being drunk at the time.

After seeing this. Khloé goes OFF on Twitter.

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!

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. If Tristan were to lie publicly about what conspired,then yes I would address him publicly as well

In short: It’s a mess.

March 2, 2019:

Khloé walks back some of her comments after catching heat for blaming Jordyn alone for “breaking up” her family.

March 16, 2019:

Khloe sweetly says her drama with Tristan will never come between their individual relationships with their daughter, True.

Thank you love! You’re so very sweet. But he is a good dad to her. My sweet and special baby True will NEVER be put in the middle of him and I. I can promise that

March 27, 2019:

A Keeping Up With the Kardashians show teaser reveals they got (almost) the whole relationship fallout on camera.

View this post on Instagram

Season 16 ➳ swipe ➳ Airing this Sunday

A post shared by Khloé (@khloekardashian) on

April 16, 2019:

Khloé and Tristan cohost True’s first birthday party together, and it’s massively awk.

June 2, 2019:

Khloé tells her bestie Malika Haqq on an episode of Keeping Up With the Kardashians that Tristan’s cheating “demolished” their relationship, even though she loves him.

“Are you still in love?” Malika asked.

“I am in love. I know I love him. But still, I’m not going to act like nothing’s wrong,” Khloé said.

“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?'”

September 4, 2019:

News breaks that Tristan is apparently trying to win Khloé back by showering her with gifts (like a $500,000 Porche) and asking Drake for advice.

November 11, 2019:

Tristan posts a low-key thirsty Instagram with paragraphs and paragraphs of praise for Khloé, and people in the comments are not amused.

This post was originally published in September 2017. It has been updated throughout.

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