Just days before Khloé gave birth to her daughter, True Thompson, in April of 2018, videos surfaced that showed Tristan in compromising positions with multiple women.
The two parted ways before reconciling again, but Tristan then had a high-profile kiss with none other than Jordyn Woods in February of 2019. At the time, Jordyn was best friends with Khloé's sister Kylie Jenner.
Despite dealing with criticism from the public, and concerns from other family members, Tristan and Khloé have, once again, gotten back together. Keep reading for the latest update in their relationship, and to find out why Khloé thinks things are finally different.
So, are Khloé Kardashian and Tristan Thompson really back together?
At the onset of the COVID-19 pandemic shutdowns, some people were surprised to learn that Tristan and Khloé were spending a lot of time in quarantine together. While the move may have initially been to allow both of them to spend time (safely) with True, the conversation soon shifted to reconciliation speculation.
"Khloé is taking the quarantine very seriously and is staying home with True. There are no playdates or family time other than with Tristan," a source previously told E! News. "He is regularly over at Khloé's house and stays in contact with them when he's not."
Additionally, the source explained, "They are co-parenting and giving True an opportunity to have both parents in her life at the same time." It was also reported that the two were back on good terms as a result of their increased quality time together, and that they were "giving their relationship another try."
Scott Disick was the first in the Kardashian's inner circle to seemingly confirm the reconciliation. When Khloé posted a photo on Instagram that showcased her figure in a bikini in August of 2020, Scott simply commented, "@RealTristan13 is a lucky man!"
Though Scott's comment went viral for being the first family acknowledgement, the rest of the KarJenner clan continued to fuel the speculation over the following months.
Tristan was present during Kim Kardashian's controversial 40th birthday party, meaning he was part of her "closest inner circle." He was spotted kissing Khloé on the cheek in a video that Kim shared from the event.
Shortly thereafter, a source confirmed to E! News that the two were back together after Tristan "bent over backwards to be with her."
"He has apologized over and over and swears he is forever changed," the insider continued. "She resisted for a long time, but he's slowly finding his way back."
While Khloé may have been willing to forgive, she certainly wasn't ready to forget. The source said that the Good American founder was "hesitant and taking it very slow" at the time.
However, things might have changed since then, as the reunited couple has been discussing expanding their family.
Khloé and Tristan are making plans for baby No. 2.
Though recent seasons of Keeping Up with the Kardashians have chronicled the lows in Khloé and Tristan's relationship, the popular reality series might conclude with some exciting baby news.
In a trailer for Season 20, the couple discusses their desire to have another baby. After sharing that Kim often tells Khloé that True "can't play by herself forever," Khloé says that it's time for another baby.
"In my head, when I was gonna have kids, I never ever imagined having an only child," Khloé explains. "Especially being on quarantine with her, I felt bad. She had no friends. She had nobody... True's getting older and I just feel like it's now time to have another kid."
Tristan notes that he always wanted to have four kids (he shares a son named Prince with ex Jordan "Jordy" Craig).
"I've always wanted four kids, so I have Prince and True," the Celtics player adds. "Two down, two more to go."
The final season of KUWTK begins in March of 2021.