A Complete Timeline Of Khloe Kardashian And Tristan Thompson's Relationship

Okay, let's go back to where it all began. It's 2016, "Keeping Up with the Kardashians" has been on the air for nine years, and Khloé Kardashian has been chatting it up with famous faces on her own E! chat show spinoff, "Kocktails with Khloé." Oh, and she just found love.

The gossip columns went into overdrive in September 2016 when it seemed Khloé had finally properly moved on from her ill-fated relationship with basketball star Lamar Odom. Khloé and power forward Tristan Thompson were seen leaving a club in California together before then being spotted hanging out around Beverly Hills the following week, according to TMZ.

Things moved pretty quickly for the pair, as later that same month, the Daily Mail reported they were spotted together again on a vacation to Mexico. A source dished on where things stood to E! News in October 2016, claiming they "are doing really well" and had decided to be "exclusive." The tipster also revealed there was "a lot of chemistry between the two of them and they are happy together."

E! News' insider also shared Khloé had met a few of Thompson's friends "and they all hang out sometimes. Khloé hasn't had this much fun with someone in a while." Khlo-mance was in the air.

The same month the world found out Jordan Craig was expecting, Tristan Thompson put a ring on it... well, kind of. In October 2016, Khloé Kardashian made it very clear that she and the athlete were very much an item when she started posting more of her man on social media, including one pretty telling post involving an important piece of jewelry.

No, it wasn't an engagement ring, but Khloé did wear her love for her boyfriend on that special finger in an Instagram snap. The image showed her hand placed on top of Thompson's while he sported his championship ring for the Cleveland Cavaliers. Khloé's left hand ring finger was equally stacked with bling as she nestled a smaller Cavaliers ring in between three diamond encrusted bands. She captioned the upload with a red heart emoji.

A month later, Khloé dished on their relationship during an appearance on "Jimmy Kimmel Live" where she officially confirmed that she'd been splitting her time between California and Cleveland, which is where Thompson lived. And with that, the two were living together part time.

First comes love, then comes baby. After hearing about Khloé Kardashian's Valentine's Day plans with Tristan Thompson, it's probably not all that surprising to hear that the two did not waste too much time before becoming parents.

In September 2017, E! News reported that Khloé and Thompson were expecting their first child together. However, the "Keeping Up with the Kardashians" star did not address the exciting news for a few months. Rather, she waited until December of that year before she shared on Instagram that she was indeed pregnant. 

The black-and-white shot showed Khloé's bare bump with Thompson's hands wrapped around it, while she placed her hands on his. She accompanied it with a lengthy caption, in which she called motherhood her "greatest dream realized" and expressed gratitude. "Tristan, thank you for loving me the way that you do!" she wrote. "Thank you for treating me like a Queen!"

Khloé touched on why they waited so long to officially confirm the news, revealing that she and Thompson "wanted to enjoy this between our family and close friends as long as we could privately." She then signed off the excited message, "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!" 

Unfortunately, the sweet moments of baby bliss didn't last too long after the episode aired. In April 2018 — the same month Khloé Kardashian gave birth – Tristan Thompson faced his first round of cheating allegations.

Thompson was accused of being unfaithful to his pregnant girlfriend when Daily Mail published a video on April 10, 2018, that appeared to show him kissing a mystery woman. The Shade Room also shared footage of Thompson apparently heading into a hotel with presumably the same woman. Around the same time, TMZ released a vid taken in October 2017 (when Khloé was around three months pregnant) that reportedly showed Thompson in a club with three women, one of whom he appeared to kiss.

A source then claimed to People that the star had "been consistently cheating on Khloé" during their relationship and was "a serial cheater." As for how Khloé felt in the immediate aftermath, they added, "First Lamar [Odom] cheated on her and now [Thompson]. She's been through so much." They noted that the members of her famous family were "heartbroken" for her and "didn't realize how deceptive [Thompson] could really be."

A tipster told ET that Khloé was "completely devastated" by the scandal and was leaning heavily on her mom, Kris Jenner, who flew out to Cleveland to be by her side.

It seemed like things were pretty rocky for a while between Khloé Kardashian and Tristan Thompson immediately following the birth of their daughter, but the couple appeared to have moved past the cheating scandal. In May 2018, a source told E! News that "Khloé has given [Thompson] another chance at their relationship, and is trying to put the pieces back together for the sake of True." Khloé herself addressed things the following month.

The star clapped back at a fan on Twitter in June 2018 after they sent her a message — which is no longer available — to let her know they were "disappointed" that she got back together with Thompson in the wake of his very public infidelity (via E! News). Khloé replied, "Not exactly Queen Persia, you have no knowledge of what goes on in our household or the enormous rebuilding this takes to even coexist." 

She added that she was "proud of [her own] strength" for moving past the difficulties and continued, "I appreciate your opinion and I hope you hold that same opinion to everyone else who has stayed in situations."

For quite a while, there wasn't a whole lot to report on Khloé Kardashian and Tristan Thompson. Following the Jordyn Woods drama, the two kept in close contact to co-parent their daughter, True Thompson, and were spotted together across social media as they stayed cordial to create the best environment they could for their little girl.

Speaking about co-parenting with her ex on "The Ellen DeGeneres Show" in October 2020, Khloé made it clear that the situation wasn't exactly a breeze. "I think it's one of the hardest things I think I've ever done," she shared. "You have your own personal feelings, but when you can put those aside and just put your child first... it sounds great when you're all in love, but when you go through something, it's such a challenge." She also said that as difficult as it may be, it "pays off and they're happy, beautiful, flourishing children."

Khloé also told the talk show host she sought inspiration from co-parents within her family, particularly her sister Kourtney Kardashian and her ex Scott Disick, who share three children together, as well as her parents, Kris Jenner and Caitlyn Jenner.

As Khloé Kardashian and Tristan Thompson's fertility struggles played out on "Keeping Up with the Kardashians," the latter was hit with yet another cheating scandal. In April 2021, Thompson was accused of hooking up with model Sydney Chase.

Chase made the case during an episode of the "No Jumper" podcast, claiming she'd been intimate with Thompson in January 2021 — while he was seemingly back on with Khloé. "He told me he was not in a relationship anymore, so I said okay. We talked, we hung out multiple times, we went out together, everything," she said (via Page Six).

The video of the podcast has since been made private on YouTube, with host Adam John Grandmaison telling Page Six that Thompson's lawyer had sent out a cease-and-desist letter over the episode. According to the outlet, Thompson denied the claims, accusing Chase of making "numerous false and defamatory statements" and calling her "a liar."

Ouch. Khloé Kardashian's remarks during the "Keeping Up with the Kardashians" reunion didn't age well at all. Just one day — yes, one day — after the final episode aired, the news broke that Khloé and Tristan Thompson had called it quits once again. This surfaced right after the Daily Mail reported that the NBA star was spotted out at a party with other women.

On June 21, 2021, Page Six reported that the two split up. A source told E! News that they had "been working through the cheating rumors" for around two weeks, but Khloé made it very clear to Thompson that "he lost all of her trust and the relationship could not be repaired." The tipster added, "Khloé really tried, but ultimately, felt too betrayed by him. She's done and says she will not go back."

It sounds like Thompson didn't waste too much time getting back into the swing of things, either. Regarding the aforementioned party, a tipster told Entertainment Tonight that the athlete was supposedly "acting very single." The source also noted that the exes "will continue to co-parent True together in a healthy, loving way" and said the two had "ended their relationship a few weeks" before the news went public.

Have things between Khloé Kardashian and Tristan Thompson cooled down once and for all? Only time will tell.