Tristan Thompson’s Dating History: From Khloe Kardashian to Jordyn Woods

Credit: Shutterstock (3)

Tristan Thompson's Dating History: From Khloe Kardashian to Jordyn Woods

Tristan Thompson's dating life has made headlines over the years, and not only because of his high-profile relationship with Khloé Kardashian. The athlete dated Jordan Craig from 2014 until 2016. Following their split, Craig discovered she was expecting a child. The exes welcomed son Prince in December 2016. Us Weekly confirmed that the professional basketball player had moved on with Kardashian in September 2016. The twosome announced in December 2017 that the Keeping Up With the Kardashians alum was pregnant. Days before the Good American cofounder was due to give birth to their daughter, Thompson was unfaithful to his girlfriend with multiple women. While Kardashian and Thompson got back together following True's arrival in April 2018, the duo split a year later when the professional basketball player hooked up with Kylie Jenner's former best friend Jordyn Woods. Craig, for her part, later questioned when Thompson and Kardashian initially got together and whether her ex was unfaithful to her as well. “Jordan has moved on from the drama of Tristan hooking up with Khloé while she was pregnant with Prince,” a source told Us in June 2019. “Jordan does question the timing of Khloé’s very public timeline of events during that time, in which she insisted that she was unaware that Tristan had dumped her for Khloé. She would have just preferred that Khloé say nothing publicly.” Thompson took to social media to set the record straight. [jwplayer pY5CAAJy-l3ahXupL] "When I met Khloé, I was SINGLE," the Canada native tweeted one month later. "The negative comments that are constantly being directed towards her are unnecessary. She does not deserve all this backlash for my wrongdoings. Both Khloé and Jordan have been nothing but great mothers to my kids.” During the coronavirus pandemic, Us confirmed in August 2020 that Kardashian and Thompson were back together after isolating together and coparenting their daughter. “Khloé is hopeful that Tristan has changed for good and will continue to grow and be the great and loyal partner that he has been throughout their time together during the [coronavirus] quarantine,” a source exclusively told Us at the time about the couple. In June 2021, Kardashian and Thompson ended their romance once again after previously talking about plans for another baby. “There was no drama that broke them up, things just didn’t work out between the two of them," an insider revealed at the time. "They remain amicable toward each other and will continue to coparent." Scroll down for Thompson's complete dating history: [podcast_block]

Credit: Shutterstock; Courtesy of Jordan Craig/Instagram

Jordan Craig

Thompson and Craig dated for two years before welcoming son Prince in December 2016 following their split.

The exes ended up in a child support battle in May 2019, with Craig claiming in separate paperwork that Thompson only saw their son nine times from December 2016 to November 2018.

The duo reached an agreement regarding child support, with the NBA pro agreeing to pay $40,000 to his ex-girlfriend per month. He was also ordered to give Craig $200,000 in retroactive child support.

Credit: Shutterstock (2)

Larsa Pippen

Pippen revealed that she was briefly linked to Thompson before his relationship with Kardashian started.

“I was kinda seeing Tristan before Khloé, before Khloé or any of [the Kardashians] knew he existed,” the Real Housewives of Miami alum said in a November 2020 episode of the “Hollywood Raw​​​” podcast. “I was seeing him, I had him come to L.A. I brought him to a party Kim [Kardashian] had. I introduced him to all of them.”

Pippen explained that the athlete and Khloé started dating “about 10 days later,” but that she didn't mind.

“I don’t even care. It’s whatever. I’m the type of person that doesn’t chase what’s not for me,” she clarified at the time. “I will never chase a man; I will never put a leash on a man. I don’t do that. I feel like, let you be great. If you want to be with other people, go ahead. I’m great by myself.”

Credit: Seth Browarnik/startraksphoto.com

Khloe Kardashian

The duo sparked romance rumors in September 2016 and announced that they were expecting a daughter one year later.

Khloé and Thompson continued to have an on and off romance over the years following multiple cases of infidelity on the athlete's side. They broke up in February 2019 and got back together in August 2020.

The California native opened up about how she mended her past issues with Thompson during the KUWTK reunion.

“I mean, I definitely trust him as a friend and all those things, but I'm not someone that, you know, when I need to find out everything comes my way,” she told host Andy Cohen during the second part of the reunion in June 2021. “I just have to trust ... I just need to focus on today and go day by day. I can't worry too much about everything else.”

Days after the reunion episode aired, a source confirmed to Us that the pair called it quits again. Following a brief reconciliation later that year, Kardashian and Thompson pulled the plug on their romance for good amid his paternity scandal.

In July 2022, Us confirmed that the twosome is expecting their second child together via surrogate, which was conceived ahead of their final split. Us confirmed the pair are set to welcome a son.

Credit: Courtesy of Tristan Thompson/Instagram; Shutterstock

Jordyn Woods

In February 2019, news broke that Thompson and Woods were seen kissing at a party. Shortly after, Thompson and Khloé split up. Woods and Jenner drifted apart at the time as well.

"It’s easy to beat yourself up over things you could’ve done differently, but you can’t hold on to what you could’ve or should’ve done. You just have to accept what actually happened and then you can let it go," Woods said during a September 2020 interview on the Now With Natalie YouTube series. "I think that letting go of shame is learning how to accept what’s happened."

Two years later, Khloé explained on the KUWTK reunion episode that she had forgiven everyone involved in the situation.

“I personally don't talk to her, but I think she's doing really well in her personal life,” she said in June 2021. “I think that's a huge misconception [that I only forgave Tristan]. That's also the thing where some narratives aren't as fun to pass around and spread like wildfire. I've actually tweeted, I've actually done Insta Stories. I don't have any grudge against Jordyn. I think people make mistakes, people live, and they learn and I forgive both parties. How could I forgive Tristan and not Jordyn? That sounds asinine in my opinion.”

Credit: Courtesy of Tristan Thompson/Instagram

Karizma Ramirez

Following his split from Khloé in 2019, Thompson was spotted with Ramirez several times in New York. The pair were first spotted together in February 2019 and later had dinner together in March 2019.

Credit: Courtesy of Maralee Nichols

Maralee Nichols

The former personal trainer filed a lawsuit against Thompson in June 2021, claiming she was pregnant with the athlete's child after the pair spent time together in March 2021. She welcomed son Theo in December 2021, and he confirmed the following month that he is the father.