Let’s set the scene: A dimly lit New York City loft, clinking wine glasses, and Kendall Jenner laughing as Devin Booker whispers something that makes her blush. No, this isn’t a fanfic—it’s real life, according to insiders who swear the supermodel and NBA star are still going strong. Forget the Kardashian-Jenner publicity playbook; Kendall’s playing this romance like a stealthy game of 3D chess.
“They’re very touchy-feely when they’re with friends,” spills a source to Us Weekly, describing the couple’s recent NYC dinner party appearance. Translation? PDA isn’t dead—it’s just reserved for inner circles. And if you’re wondering why DeuxMoi’s grainy photos of them at Aspen’s Cloud Nine Alpine Bistro sent fans into a tailspin, well, that’s the Jenner-Booker effect: minimal public breadcrumbs, maximum chaos.
Here’s the tea: This isn’t their first rodeo. Remember 2020’s pandemic road trips? The cryptic IG posts? The breakup that had us all side-eyeing our horoscopes? Three years later, they’re still rewriting the rules. “They seem very solid right now,” insists the insider, adding that Booker’s humor—a trait Kendall allegedly adores—keeps things light.
But let’s not erase the Bad Bunny of it all. Just months ago, Jenner and the Puerto Rican rapper were swapping glances at NYFW’s Calvin Klein show, reigniting speculation. Spoiler: That flame fizzled by September. “They took a step back,” shares a source, leaving Booker to slide back into the spotlight—and Kendall’s DMs.
The Timeline You Actually Care About:
| Date | Event |
|---|---|
| 2020 | Pandemic road trips spark romance rumors |
| 2023 | First breakup after nearly three years of dating |
| May 2024 | Brief reconciliation with Bad Bunny |
| Sept. 2024 | Jenner-Booker dinner photo leaks via DeuxMoi; Bad Bunny split confirmed |
| Feb. 2025 | Valentine’s weekend spotted in Aspen, fueling reunion theories |
So, why the secrecy? Unlike sister Kylie’s red carpet-ready romance with Timothée Chalamet, Kendall’s M.O. is “less is more.” Maybe it’s the ghost of past tabloid frenzies (cough Ben Simmons cough), or maybe she’s just saving the drama for her 818 Tequila ads. Either way, Booker—who’s mastered the art of the low-key date night—seems to be on board.
Will this third act last? Your guess is as good as mine. But if there’s one thing we’ve learned, it’s this: Never count out a Jenner-Booker comeback.
Are Kendall Jenner and Devin Booker officially back together?
Insiders confirm they’re “very much together” but prioritize privacy, avoiding public displays.
How many times have Jenner and Booker split and reconciled?
The pair have cycled through multiple breakups and reunions since 2020, with their latest spark reigniting in late 2024.
Where were Jenner and Booker recently spotted together?
The duo was seen cozying up at a NYC dinner party and later dining at Aspen’s Cloud Nine Alpine Bistro over Valentine’s weekend.
