Tristan, 27, and Khloé, 34, were spotted leaving L.A.’s Bootsy Bellows nightclub within minutes of each other in August 2016. That set off a storm of rumors that the two were dating.
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The new lovebirds apparently went on vacation together in Mexico in September 2016, Us Weekly reported.
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Flo Rida’s Birthday in September 2016
Khloé and Tristan attended Flo Rida’s birthday party at LIV in Miami in September 2016. It’s widely considered their first official appearance as a couple.
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November 3, 2016
Khloé appeared on Jimmy Kimmel Live!in November 2016 and talked about her relationship and new routine with Tristan. “I’m [in Cleveland] very often,” the Keeping Up With the Kardashians star told Jimmy. “I actually really do [like being in Cleveland]. I actually really like it. I like just having my routine and being a little more under the radar. It’s nice.”
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Tristan and Khloé seemed to spend the holidays together in late 2016. “Merry Christmas & Happy Holidays from me and mines, to you and yours,” Tristan captioned a photo of the two of them he shared to Instagram on December 25.
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New Year’s 2017
Khloé posted a sweet photo of the couple to her Instagram on January 1, 2017. “Happy New Year!!!” she wrote. “May you always be surrounded by the love you are deserving of! May Gods blessings continue to rain on us all! ❤️”
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In the season 13 premiere of Keeping Up With the Kardashians, Khloé introduced Tristan to her family at brother-in-law Kanye West’s concert.
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March 14, 2017
Khloé celebrated Tristan’s 26th birthday by throwing him a massive party and honoring him on Insta. “To the happiest of birthdays my love!” the reality TV star wrote. “To the first of many more together! May God continue to bless you in all of your days! And may we forever look at one another like this 💋.” Well, that’s a little awkward in hindsight.
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Khloé told ES Magazinein April 2017 that she has “never been in this type of love” and that she would marry Tristan if he asked. She added that she “would love to have a family” and that she and Tristan had talked about it. “He [already] is a father, and I know for a fact that he would be an impeccable father. 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.”
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June 27, 2017
In June 2017, Tristan threw Khloé a surprise birthday party and shared some photos to Instagram. “Happy bday my love, this picture right here sums up how wild, crazy and how much we love each other,” he wrote on June 27. “Let’s continue to build more memories and cherish them with each other. God bless you, I love you.”
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September 26, 2017
Multiple sources confirmed exclusively to Us Weekly in September 2017 that Khloé was pregnant.
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December 20, 2017
Khloé confirmed on Instagram on December 20, 2017, that she and Tristan were expecting. “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,” she wrote.
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Valentine’s Day 2018
Everything seemed to be going great between Tristan and Khloé as of Valentine’s Day 2018. “‘When a woman is loved correctly, she becomes ten times the woman she was before’ Thank you my love ❤️,” Khloé wrote on a cute photo of the duo on February 16.
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Khloé and Tristan looked super lovey-dovey during Khloe’s baby shower in March 2018.
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Tristan appeared to kiss another woman at a New York City club in April 2018. Poor Khloé was nine months pregnant when the news broke.
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April 12, 2018
Khloé welcomed her first baby, a girl, on April 12, at a hospital in Cleveland, Ohio. Tristan was allowed in the delivery room for her birth.
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April 16, 2018
Khloé revealed the baby’s name on Instagram on April 16. “Our little girl, True Thompson, has completely stolen our hearts and we are overwhelmed with LOVE,” she wrote. “Such a blessing to welcome this angel into the family! Mommy and Daddy loooooove you True!” No mention of the apparent infidelity.
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A source confirmed to Us in May that Tristan and Khloe were “fully back on” even after Tristan was caught cheating.
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Us Weekly reported that just five months after he was caught cheating on Khloé, the Cleveland Cavaliers basketball player was seen getting a little too close with a mystery woman at L.A.’s Warwick nightclub on September 20. “Tristan and a girl were chatting and flirting throughout the night,” an eyewitness told the outlet. “They were very touchy-feely. He had his hand on her butt.”
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In November, episodes of Keeping Up With the Kardashians that featured footage from when Tristan cheated and Khloé’s delivery aired.
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November 22, 2018
Tristan, Khloé, and True spent Thanksgiving 2018 together. “I’m soo blessed 🙏🏾🙏🏾 Happy Thanksgiving from my family to yours #GiveThanks #blessed,” Tristan wrote on Instagram.
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Khloé and True did not appear to spend Christmas with Tristan. Khloé posted several photos from the annual Kardashian Jenner Christmas Eve party, but Tristan wasn’t in them.
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In mid-February, many of the messages Khloé posted to her Instagram Story made it seem like things might be over between the reality star and the basketball player. One of the messages read, “Sometimes we tend to forget that our current situation does not have to be our destiny.”
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February 19, 2019
Us Weekly confirmed on February 19 that the couple split up. Why? Well …
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February 19, 2019 – Evening
That was the day the news broke that Tristan cheated with Kylie’s best friend, Jordyn. Sources confirmed to In Touch, “Tristan and Jordyn were into each other, they were cuddling and holding hands. Tristan was rubbing her ass, they were definitely hooking up,” the insider reveals. “It was surreal. We couldn’t believe it.”
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It looks like this may finally be the last straw for Khloé.
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March 1, 2019
Jordyn finally shared her side of the story while sitting down for an interview on Red Table Talk. She claimed the NBA star tried to kiss her after a night of partying, but said they never had sex. Jordyn also said she wasn’t the reason for his split with Khloé.
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March 1, 2019 – Morning
Shortly after the tell-all interview, Khloé put Jordyn on blast. “Why are you lying [Jordyn Woods]?? 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,” she tweeted. “BTW, you ARE the reason my family broke up!”
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March 2, 2019
The reality star revealed her change of heart the following day. “This has been an awful week and I know everyone is sick of hearing about it all (as am I),” she began. “I’m a rollercoaster of emotions and have said things I shouldn’t have. Honestly, Tristan cheating on me and humiliating me, wasn’t such a shock as the first time.”
Khloé continued, “What’s been harder [and] more painful is being hurt by someone so close to me. Someone whom I love [and] treat like a little sister,” she explained in a second tweet. “But Jordyn is not to be blamed for the breakup of my family. This was Tristan’s fault.”
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March 6, 2019
The mother-of-one later took to Instagram Stories with a message about moving on, sharing a poem by Nikita Gill. “Your mind will keep you up at night, make you cry, destroy you over and over again,” it read. “You need to convince your mind that it has to let go … because your heart already knows how to heal.”
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March 9, 2019
Khloé followed up by posting a heartfelt message about the power of words. “What you say does matter,” she wrote. “Become more aware of the negative things you think and say. What does it actually accomplish by criticizing somebody else? Do you have any concept of how positively it can change someone’s day to receive a compliment or words of encouragement? Try to choose your words wisely.”
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March 10, 2019
The Strong Looks Better Naked author and Tristan are no longer together, but she’s clearly focused on being the best mother to their daughter, True. She posted a new photo of their baby girl captioned, “Future so bright, she gotta wear shades.”
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March 13, 2019
And every now and then, Khloé still seems to allude to her relationship with Tristan on social media. On March 13, she posted about karma on Tristan’s birthday in an Instagram post with a list of “12 daily reminders,” including, “What goes around, comes around” and other sentiments like, “The past cannot be changed” and “happiness is found within.”
What a coincidence! On the one year anniversary of Tristan’s first cheating scandal, Khloé shared the exciting news with her Instagram followers that her new series, Twisted Love, was picked up by ID network. She described it as a six-part series “that explores what happens when love and affection spiral into a twisted web of extreme obsession and jealousy.” Hmm. She then clarified in her next Instagram Story post, “My show titles are very ironic LOL these titles and TV shows have been in the works for years. Twisted Sisters has been on air and is going into its second season. Thank you ID network.” The timing is definitely super strange, right?