Khloe Kardashian & Tristan Thompson’s Relationship Timeline: Photos – Hollywood Life

Khloe Kardashian and Tristan Thompson’s relationship has been through so much. We’re breaking down the former couple’s romance in photos and more!

Khloe Kardashian and Tristan Thompson have overcome a lot to get their relationship back on good terms. The two have been co-parenting their sweet two-year-old daughter, True Thompson, and putting any differences aside to be there for her. As fans continue to wonder whether or not Khloe and Tristan have a future together as a couple, let’s take a look back at how their relationship started and the major moments that fans simply can’t forget!

Getting Together In 2016

Khloe Kardashian spotted out to lunch with Tristan Thompson in Miami on September 17, 2016 [MiamiPIXX / VEM / BACKGRID].

Photos of Khloe and Tristan together were first published in August 2016, when the former couple was seen leaving Bootsy Bellows in Hollywood. It was later revealed during an episode of Keeping Up With The Kardashians that Khloe and Tristan actually met through a mutual friend! “Brandon Jennings, who’s a basketball player, he’s a friend of mine and Malika [Haqq]‘s, and he was like, ‘You’re such a good girl, I want to introduce you to someone,’” Khloe said. “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.”

Spending The 2016 Holidays Together

Tristan Thompson and Khloe Kardashian celebrate the 2016 holidays together [].

By the 2016 holidays, Khloe and Tristan were practically inseparable. The pair continued to gush about one another on social media as it appeared they were getting more and more serious. At this point, the two were even taking romantic getaways together and Tristan was seemingly becoming a part of the Kardashian family fold! As 2017 rolled along, the couple kept up their social media love fest and Khloe continued to support Tristan while he played for the Cleveland Cavaliers. Pretty soon, however, the duo would begin preparations for their family to grow!

Baby On The Way

News of Khloe’s pregnancy spread in fall 2017 [].

By fall 2017, reports began to circulate that Khloe and Tristan were expecting their first child together. On December 20, 2017, Khloe and Tristan officially confirmed the news! “My greatest dream realized! We are having a baby,” Khloe captioned her Instagram post. Tristan seemed more in love with Khloe than ever before. “My love, thank you for [allowing] me to be a part of your journey in life and allowing to share this moment with you this is something and always cherish,” he comment on Khloe’s announcement photo . “Girl you look better now.”

Celebrating Tristan’s Birthday

Khloe has a huge birthday party for Tristan in March 2018 [AP].

By March 2018, Tristan and Khloe seemed like they were the strongest they had ever been. The couple celebrated Tristan’s 27th birthday with a huge blowout bash, and Khloe gushed about her love on social media. “How special is this thing called life that we share together?! 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,” Khloe wrote in her birthday tribute to Tristan. Of course, springtime was about to get even more exciting for the pair with the arrival of their baby girl!

True Thompson Is Born

On April 12, Khloe officially welcomed her and Tristan’s baby into the world! True Thompson came at a difficult time in the couple’s relationship, however. In the days leading up to Khloe’s delivery, Tristan was accused of cheating on Khloe with multiple women. Even Khloe’s family got involved and were there to support Khloe through an incredibly difficult time.

“Kris, Kim and the rest of the Kardashian family were cold as ice toward Tristan during the tense birth of his daughter with Khloe,” a source shared EXCLUSIVELY with HollywoodLife in April 2018. “Kim could not even look at the cheater after saying hello. Neither Kim nor Kourtney said much of anything to Tristan. The tension at the hospital and in the delivery room was high. It was not a comfortable place to be, especially when Tristan was present.”

Mother-Daughter Christmas

Khloe and True celebrated Christmas together before reuniting with Tristan for New Year’s Eve [Pikachu / MEGA].

By the 2018 holidays, it seemed as though Khloe and Tristan’s relationship was on the rocks. Although the two were still seemingly together, Khloe commemorated True’s first holiday season with mother-daughter photos on Instagram. However, the couple did reunite and even shared a kiss on New Year’s Eve to ring in a new year and a fresh start.

The Cheating Scandal

Details of Tristan’s infidelity and cheating with Jordyn Woods surface [zz/GOTPAP/STAR MAX/IPx].

In February 2019, the couple officially split after reports circulated that Tristan had cheated on Khloe with Kardashian family friend and Kylie Jenner‘s former BFF, Jordyn Woods. Jordyn was practically excommunicated from the Kardashian clan and Khloe was left completely devastated. “[The PDA] happened and Khloe is very hurt and disappointed by the situation. She’s been through enough with Tristan — even before the baby was born. Khloe is the one sister that will turn so many blind eyes in hopes it will all work out, but she’s so done after this,” a source EXCLUSIVELY told HL in February 2019.

Tristan Shoots His Shot

One of Tristan’s many flirty comments on Khloe’s Instagram.

After Khloe and Tristan broke up, the mother-of-one made baby True the center of her life. Khloe was absolutely devoted to her precious baby girl, and appeared to be living her best life as a successful single mom. But that didn’t stop Tristan from trying to get back into Khloe’s good graces. In fact, the basketball star took to Khloe’s Instagram page on multiple occasions to leave flirty comments on her posts.

In early October, Tristan commented on Khloe’s “fit” body, and continued to leave compliments on her IG posts for the weeks that followed. He even once commented with two red heart emojis and a crown on one post that was published in November. “Tristan has no plans on quitting leaving flirty emojis anytime soon on her Instagram posts and as long as he’s not blocked from Khloe’s social media, he’s going to keep on it,” a source EXCLUSIVELY told HL in early November 2019. “Tristan doesn’t mind that Khloe isn’t following him back, he knows he still has a lot of work to do before there would even be a chance of winning her back. But Tristan feels that she is worth every ounce of effort he’s putting in and isn’t one to back down from a challenge.”


Khloe Kardashian and Tristan Thompson seen out together [NEMO/ MSBH/ JORA / BACKGRID].

As the Kardashian family celebrated the 2019 holidays, Tristan and Khloe reunited for Christmas and began actively co-parenting little True.  As the months went on, fans got to see even more of how much Tristan and Khloe’s relationship improved. Although there was little sign that the two were romantically involved, Tristan never hesitated to prove to Khloe how much she and True meant to him — even offering up his home to them.

Back On Good Terms

Khloe with True Thompson in Boston [Patriot Pics / BACKGRID].

After months of working on their relationship, Khloe and Tristan appear to be on great terms. Over the recent Christmas holiday, Khloe and True spent time with Tristan in Boston. Khloe even sported a giant diamond ring, leading many of her fans to believe that she and Tristan might be engaged — though the rumors were completely unfounded. Khloe and True did spend New Year’s Eve together back in Los Angeles, but it’s clear that the parents have come a long way over the course of their time together. “She has no plans of leaving LA for Boston full-time,a source close to Khloe EXCLUSIVELY shared with HL, sharing some of Khloe’s future plans. “So they’ll continue to do the best they can,”

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