Most exes stop talking. These two moved into the comments section. Kendall Jenner and Devin Booker dated on and off from 2020 to 2022, split for good in the fall of 2022, and in January 2026 traded jokes under a Super Bowl post as if nobody had ever broken up with anybody. That exchange is the reason people still type “Kendall Jenner Devin Booker” into a search bar, so here is what actually happened, and what is still only gossip.
A road trip, a kitchen counter, a boyfriend
The pair were first photographed together in the spring of 2020, on a road trip to Sedona, Arizona, which suits a Phoenix Suns guard. For almost a year after that they said nothing. Then, on Valentine’s Day 2021, Jenner posted an Instagram Story of the two of them lying on her kitchen counter, with a small white heart and his handle on it. Booker answered within hours with Stories of his own, including a video of her playing with his dog.
I love that the official announcement was a kitchen counter. Not a red carpet, not a magazine cover: a countertop, the least glamorous surface in any house. It told you a lot about how she wanted this one to go.
In June 2021, at the Keeping Up With the Kardashians reunion, she called him “my boyfriend” on camera and pushed back on the obvious joke: “No, I don’t actually only date basketball players, if anyone’s ever done their research.” On privacy she was just as clear: “I just feel like it’s a private matter and not for anybody else to judge or know.”
Portofino, then two goodbyes
Booker was not much chattier. Asked by WSJ. Magazine in March 2022 whether dating her in the spotlight was hard, he said: “I wouldn’t say hard. Honestly, I’m enjoying life to the fullest.” In May 2022 he went to Italy as her date for Kourtney Kardashian and Travis Barker’s wedding in Portofino, and the photos of the two of them walking hand in hand by the harbor are still the ones most people picture.
A month later, in June 2022, Entertainment Tonight reported that they had split. They were back together within weeks. In November 2022, People reported that they had broken up again in October, citing sources who blamed busy schedules and called it mutual. Neither Jenner nor Booker has ever said a word about why. The old version of this page called her a woman who “changes boyfriends like clothes.” I am retiring that line. Two people with a modelling calendar and an 82-game season ended a relationship without a single public jab, and that deserves better than a cheap joke.
After Booker: Bad Bunny, and now the Elordi rumors
In 2023 Jenner was linked to Bad Bunny; ET reported in December 2023 that they had split after less than a year. E! News later noted that Booker and Jenner were last seen together in early 2025, which set off another round of reunion talk. Neither confirmed anything.
https://twitter.com/TMZ/status/2016957056649965907
The current rumor has nothing to do with basketball. Jenner and actor Jacob Elordi set off dating rumors in April 2026 with reports that they were seen getting close at Coachella. On August 22, Splash News photographed them leaving The River Café in London together (HOLA! USA). Neither of them has commented, and as of this update neither of them has called it a relationship. Given her record, I would not expect a press release. I would watch for a kitchen counter.
The Super Bowl ad that reopened the file
On January 27, 2026, Fanatics Sportsbook released its Super Bowl LX ad starring Jenner, built entirely on the internet’s “Kardashian curse” theory. “The internet says I’m cursed,” she says in it. “Any basketball player who dates me kind of hits a rough patch.” The closing joke: “I guess nobody was getting a ring in this house.”
She picked the New England Patriots. Booker went to the comments on Fanatics CEO Michael Rubin’s post: “I bet a million the Seahawks get that ring before you do.” Jenner replied, “how’s the ankle?” (he had just sprained it in a loss to the Atlanta Hawks). He answered, “come rub it.” The next night she was on The Tonight Show, FaceTiming Tom Brady for a prediction.
On February 8, 2026, the Seattle Seahawks beat the Patriots 29-13. So Booker won the bet he made in a comment, which is the only scoreboard in this story anyone can actually check. (Whether a million dollars changed hands, nobody has said, and I would not hold my breath.)
Will they get back together?
Nothing on the record says so. What the record does show is two exes who can joke in public without it turning ugly, which is rarer in this family’s orbit than any curse. Jenner is 30 now, Booker is 29, and both have spent six years telling us, politely, that it is none of our business.
Here is my read. The breakup was real, the friendship looks real, and the “curse” was always a punchline she has now been paid to deliver. The kitchen-counter girl from 2021 still does not owe us a status update, and the comments section is as close as we are going to get.
Sources
- HOLA! USA: Kendall Jenner and Devin Booker’s Valentine’s Day posts (February 15, 2021)
- HOLA! USA: Kendall Jenner on Devin Booker at the KUWTK reunion (June 21, 2021)
- ET: Devin Booker’s WSJ. Magazine comments (March 8, 2022)
- ET: Kendall Jenner and Devin Booker split (June 2022)
- ET: Kendall Jenner and Devin Booker break up again (November 2022)
- ET: Kendall Jenner and Bad Bunny split (December 2023)
- HOLA! USA: Kendall Jenner and Jacob Elordi in London (August 25, 2026)
- E! News: Kendall Jenner and Devin Booker’s exchange over the Super Bowl ad (January 29, 2026)
- TMZ: Devin Booker’s Instagram comment to Kendall Jenner (January 29, 2026)
- Fanatics Sportsbook: Bet On Kendall (Super Bowl LX ad)
- The Tonight Show Starring Jimmy Fallon: Kendall Jenner calls Tom Brady (January 2026)
- People via AOL: Seattle Seahawks beat the Patriots in Super Bowl LX (February 2026)
- Instagram post by @kendalljenner
