September 2, 2016: TMZ reports that Khloé Kardashian and Cleveland Cavaliers player Tristan Thompson "have been spending some serious quality time together recently." They were spotted at a mansion in Beverly Hills and leaving a nightclub called Bootsy Bellows.
September 3, 2016: US Weekly reports that the pair spent Labor Day weekend in Cabo San Lucas.
September 15–18, 2016: They reunite in Miami, where they support Kanye West's Saint Pablo tour and celebrate Flo Rida's birthday at club LIV. They pose for photos, link arms, and look smitten. A friend takes over Khloé's snapchat and posts video of them kissing.
Meantime, Mama Kris tells Us Weekly, "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."
November 3, 2016: Khloé tells Jimmy Kimmel that she visits Cleveland often to be with her boyfriend. "I actually really like it," she says of the city. "I like having my routine and being a little more under the radar."
December 25, 2016: Tristan wishes everyone a happy holiday on IG, alongside a photo of him and Khloé.
January 1, 2017: Happy New Year! Khloé wishes all of you a love as great as hers.
Around this time, she writes on her app, "I like that my relationship is very normal and doesn't need to be so publicized all the time. People aren't wrong for putting all of their personal business out there, but I've learned from my mistakes and don't need to do that anymore."
January 11, 2017: Khloé tells James Corden that she and Tristan use the "L word."
January 12, 2017: Khloé tells Extra that she hopes Tristan is "the One."
"I mean, I think that’s why we are in relationships—to find the One," she says. "And, I mean, I am in love with him. I think he’s, like, the best. And yeah, so I hope so. Only time will tell."
February 19, 2017: E! News reports that the couple went zip-lining in Jamaica.
March 12, 2017: The season-13 premiere of Keeping Up with the Kardashians features Khloé introducing Tristan to her family; footage includes their attendance at Kanye's Saint Pablo tour.
March 14, 2017: Khloé throws Tristan a gold-themed 26th birthday. She writes on IG: "To the happiest of birthdays my love!"
April 11, 2017: Khloé tells ES Magazine that she has"never been in this type of love" and "yes, [she] would" marry Tristan if he asked. "I would love to have a family," she says. "We’ve talked about it…I know for a fact that he would be an impeccable father." (He has a child with ex-girlfriend Jordan Craig). "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."
June 11, 2017: On the season-13 finale of KUWTK, Khloé debates whether she and Tristan are ready for kids. "Tristan and I definitely talk about starting a family," she says. "He wants to have, like, five or six kids with me, and that's lovely...Now, knowing I'm not on birth control, it's scary. That's like a really big step."
June 27, 2017: Tristan wishes Khloé a happy 33rd birthday on IG, saying, "Happy bday my love, this picture right here sums up how wild, crazy and how much we love each other. Let's continue to build more memories and cherish them with each other."
September 24, 2017: Khloé reiterates on the KUWTK 10th anniversary special that her relationship is "serious."
September 26, 2017: Multiple outlets report that Khloé is pregnant.