Kendall Jenner and ex Devin Booker had some playful banter after her Fanatics ad campaign dropped before Super Bowl LX.
The back-and-forth started after Jenner, 30, appeared on the Wednesday, January 28, episode of The Tonight Show Starring Jimmy Fallon and gave her official pick to win the Super Bowl. (The Seattle Seahawks will face off against 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 feel I’m gonna go Patriots,” the model told host Jimmy Fallon.
After Fanatics founder Michael Rubin shared a video of Jenner’s Tonight Show appearance via Instagram, Booker, 29, entered the chat.
Kendall Jenner is appearing in her first-ever Super Bowl ad — and poking fun at her dating life in the process. The supermodel, 30, stars in a new Fanatics Sportsbook commercial where she playfully mocks the belief that NBA players who date her later become bad at their sport. “Haven’t you heard? The internet says […]
“I bet a million the Seahawks get that ring before you do,” Booker replied in the comments section while tagging Jenner, whom he dated off and on over the past several years.
Jenner responded to Booker’s comment with the eye-roll emoji and teased him about his recent leg injury.
“How’s the ankle?” she quipped, at which point Booker responded by asking her to “come rub it.”
Kendall Jenner, Devin Booker Getty Images
Earlier this week, Jenner poked fun at her previous relationships in a new Fanatics Sportsbook commercial.
“Haven’t you heard? The internet says I’m cursed,” Jenner said in the clip. “Any basketball player who dates me kinda hits a rough patch.”
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 while walking down a staircase lined with paintings of her with unidentified basketball players. “This pool? Basketball Boyfriend 1 missed the playoffs. I guess nobody was getting a ring in this house.”
After showing off how she lucked out after betting against “Boyfriend 2” and “Boyfriend 3,” Jenner hopped on a plane headed to the Super Bowl so she could place a bet on football players.
“Kardashian curse,” she quipped referring to the theory that whoever is dating a member of the Kardashian-Jenner family will experience a downfall in their career. “That’s not even my last name.”
Kendall Jenner and Devin Booker have called it quits — again. A source exclusively told Us Weekly that Jenner, 29, and Booker, 28, split “over a month ago.” “They have been off and on for years now and have called it quits recently,” the insider shared. “It always comes down to them both being busy, […]
Jenner and Booker were first linked in 2020 but broke up two years later. A few months after their split, the pair 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.
Us confirmed last year that Booker and Jenner were back on following her 2023 split from Bad Bunny. However, their romance did not last, as Jenner and Booker called it quits again in June 2025.
“They have been off and on for years now and have called it quits recently,” an additional insider told Us at the time. “It always comes down to them both being busy, navigating schedules and just not being on the same page. They have communication issues.”
