Khloe Kardashian and Tristan Thompson Relationship Timeline: How romance blossomed into engagement rumors

Khloe and Tristan's relationship can only be described as a wild rollercoaster ride, between several breakups and reconciliations.

                            Khloe Kardashian and Tristan Thompson Relationship Timeline: How romance blossomed into engagement rumors
'Keeping up with the Kardashians' star Khloe Kardashian and Tristan Thompson (Khloe Kardashian, Tristan Thompson/ Instagram)

The youngest Kardashian sister aka Khloe Kardashian's life when it comes to love and relationships has been anything but easy. Khloe has always been very vocal about her desire to have her own family. Unfortunately, due to some health complications, she had a really hard time conceiving a baby. But her world turned upside down when she met NBA player Tristan Thompson.

The reality star was not only head over heels in love with the basketball star but was also over the moon when she discovered that she was pregnant with his child. But their fairytale romance came to an abrupt end thanks to Tristan's infidelity. Ever since then, Khloe and Tristan's relationship can only be described as a wild rollercoaster ride, between several breakups and reconciliations.


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How did Khloe Kardashian & Tristan Thompson meet?

The 'Keeping Up With the Kardashians' star met Tristan in 2016 after being set up on a blind date by the couple's mutual friend- Brandon Jennings. She revealed on an episode of the popular reality show, "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. So, I had a bunch of people and he brought him and we just connected." Soon after that the couple set off for a vacation in Mexico in August 2016, when the couple were first spotted together.

In September 2016, Khloe introduced Tristan to her family. The Cleveland Cavaliers player managed to impress the entire Kardashian clan. In an interview with Us Weekly Kris Jenner couldn't stop praising her daughter's new beau. Kris said, "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." 





Things were going really well between the couple. Khloe even declared that she was in love with him and was ready to marry him if he asked her. "I would love to have a family. We’ve talked about it... I know for a fact that he would be an impeccable father. I definitely want to be a mum. 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," she revealed in an interview with ES Magazine


Tristan Thompson cheats on Khloe Kardashian 

In December 2017, Khloe announced that she was pregnant with Tristan's baby on her Instagram. She posted a picture of her baby bump with Tristan hugging it. She captioned it with, "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!"




Khloe was thoroughly enjoying her pregnancy journey and seemed to be more in love with Tristan than ever. She kept posting pictures of themselves together on her social media. Unfortunately, that joy was short-lived, as rumors of Tristan cheating on Khloe began doing rounds. TMZ reported just days before Khloe gave birth to their daughter, True Thompson, that Tristan was spotted kissing a woman at a nightclub, and later took the same woman back to his hotel room in New York. Two days later on April 12, 2018, Khloe gave birth to their daughter. 

Although her whole family was upset with Tristan, Khloe chose to forgive him and took him back. She made a conscious effort to make their relationship work as she kept shuttling between Los Angeles and Cleveland, where Tristan was based. 

During a house party in February 2020, Tristan reportedly kissed Kylie Jenner's best friend Jordyn Woods. When Khloe learned about it, she dumped him for good this time around. Later Jordyn appeared on 'Red Table Talk' and clarified that it was just a kiss on lips, and it was nothing beyond that. But Khloe refused to buy Jordyn's explanation and fired back at her sister's best friend in a fiery tweet. "Why are you lying @jordynwoods?? If you’re going to try and save yourself by going public, INSTEAD OF CALLING ME PRIVATELY TO APOLOGISE 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," she added. 





Tristan and Khloe try to co-parent and reconcile their relationship

After getting dumped by Khloe, Tristan began working really hard on earning his baby mama's trust back. From sending her flowers, and gifts to constantly communicating with her, he did everything he could to prove to Khloe that he really wanted to work on their relationship. So, when the pandemic began, Khloe decided to quarantine with him. The quarantine seemed to have brought the couple closer. In an interview with Andy Cohen, Khloe explained that she and Tristan were in a "good space". "You know what, Tristan and I are in a really good space. He's her dad and he's a great dad to her. So I'm not gonna drag my feet, I'll make it as good as I can. Because that would just be harder on me," she said.

Although neither Khloe nor Tristan ever confirmed the reconciliation rumors that began doing rounds, Scott Disick ended up confirming it. When Khloe posted a racy picture of herself on her Instagram, Scott's comment piqued everybody's interest. He wrote, "@realtristan13 is a lucky man!" Khloe added more fuel to the fire when she posted a picture of herself with a massive diamond ring on her finger, which sparked rumors of the couple's engagement. 




On March 15th, 2021, Khloe confirmed the reconciliation with a cute birthday wish post. While wishing him on his 30th birthday she wrote, "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 before." "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 added.  In the upcoming Season 20 of 'KUWTK' the couple will be seen planning for their second child together. It seems like Khloe finally got her happy ending.

'Keeping Up With the Kardashians' Season 20 premieres on March 18, at 8 PM ET/PT only on E!

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