Kendall Jenner and Devin Booker's Flirty Exchange Raises Eyebrows After Breakup

The Kardashians star and NBA player's playful comments on social media have fans wondering if they're rekindling their on-and-off relationship.

Jan. 29, 2026 at 2:39pm

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After Kendall Jenner subtly poked fun at her ex-boyfriends in a Super Bowl ad, her former flame Devin Booker had a cheeky response on social media. The two, who have dated on and off since 2020, exchanged flirty comments, with Booker teasing Jenner about a recent ankle injury and Jenner referencing the "Kardashian Curse" that is said to affect her athlete exes. The exchange has fans speculating about the status of their relationship.

Why it matters

Kendall Jenner and Devin Booker's public flirtation is noteworthy because the two have had an on-again, off-again relationship over the past several years. Their playful banter on social media has reignited rumors about a potential reconciliation, which would be of interest to fans of the Kardashian-Jenner family and celebrity relationship dynamics.

The details

In a Super Bowl ad for Fanatics, Kendall Jenner joked about the "Kardashian Curse" that is said to affect her athlete ex-boyfriends. Devin Booker, who Jenner dated on and off since 2020, responded to the ad on Instagram, writing, "I bet a million the Seahawks get that ring before you do." Jenner then poked fun at Booker's recent ankle injury, replying, "How's the ankle?" Booker fired back with a flirty message, saying, "Come rub it." The exchange has fans speculating about whether the former couple could be rekindling their romance.

  • Kendall Jenner and Devin Booker dated on and off since 2020.
  • Kendall Jenner's Super Bowl ad was released on January 27, 2026.
  • Devin Booker and Kendall Jenner's flirty exchange on Instagram happened on January 29, 2026.

The players

Kendall Jenner

A model and reality TV star, and one of the Kardashian-Jenner sisters.

Devin Booker

An NBA player for the Phoenix Suns who has dated Kendall Jenner on and off since 2020.

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What they’re saying

“I bet a million the Seahawks get that ring before you do.”

— Devin Booker (Instagram)

“How's the ankle?”

— Kendall Jenner (Instagram)

“Come rub it.”

— Devin Booker (Instagram)

The takeaway

Kendall Jenner and Devin Booker's flirty exchange on social media has sparked renewed speculation about the status of their relationship, hinting that the on-again, off-again couple may be considering a reconciliation despite their past breakups.