Kendall Jenner and ex Devin Booker had some playful banter after his Fanatics ad campaign dropped before Super Bowl LX.
The back-and-forth began after Jenner, 30, appeared on the Wednesday, Jan. 28, episode of The Tonight Show Starring Jimmy Fallon and gave his official pick to win the Super Bowl. (The Seattle Seahawks will face the New England Patriots in the championship game next month.)
“I feel like I’m going to go with my gut here … I’m going to go with the underdog and I think I’m going to Patriots,” the model told the host. Jimmy Fallon.
After the founder of Fanatics Michael Rubin shared a video of Jenner’s Show tonight appearance via InstagramBooker, 29, entered the chat.
“I bet a million Seahawks get that ring before you do,” Booker responded in the comments section while tagging Jenner, who he dated and lit during the last years.
Jenner responded to Booker’s comment with the eye emoji and teased him about his recent leg injury.
“How’s your ankle?” he joked, at which point Booker responded by asking him to “come rub it in.”

Kendall Jenner, Devin Booker
Getty ImagesEarlier this week, Jenner poked fun at her previous relationships in a new ad from Fanatics Sportsbook.
“Didn’t you hear? The internet says I’m cursed,” Jenner said in the clip. “Any basketball player who dates me is in for a tough time.”
Jenner joked that her financial success was the result of sports betting.
“How else do you think I can afford all this? Modeling?” she said as she walked down a staircase surrounded by paintings of her with unidentified basketball players. “This pool? Basketball Boyfriend 1 missed the playoffs. I guess nobody got a ring in this house.”
After showing how lucky she got after betting against “Boyfriend 2” and “Boyfriend 3,” Jenner boarded a plane headed to the Super Bowl so she could bet on the football players.
“The Kardashian curse,” she joked, referring to the theory that whoever is dating a member of the Kardashian-Jenner family will experience a career slump. “That’s not even my last name.”
Jenner and Booker were first linked in 2020, but split two years later. A few months after their split, the couple rekindled their romance. However, Jenner and Booker called it quits again in November 2022. Despite not being together romantically, the exes have remained on friendly terms.
“Things are amicable after the breakup, there’s no bad blood between them,” a source exclusively told Us Weekly in November 2022.
we confirmed last year that Booker and Jenner were back following their 2023 split from Bad Bunny. However, their romance did not last as Jenner and Booker called it quits again in June 2025.
“They’ve been on and off for years and recently stopped working,” an additional insider told Us at the time. “It always comes down to both of them being busy, navigating schedules and just not being on the same page. They have communication issues.”



