Kendall Jenner and Devin Booker are the couple that just won’t quit—or maybe they already have, and we’re all just catching up. It’s hard to keep track. One week they are spotted at a quiet dinner in Aspen, and the next, Kendall is on a podcast talking about her "me era." Honestly, it’s a lot.
Most people assume the drama is for the cameras. But if you've followed Kendall long enough, you know she’s the one Kardashian-Jenner who actually keeps her front door locked when the film crew arrives.
The Current Status of Kendall and Devin
So, where do they stand right now in early 2026? Things are... complicated.
Just a few weeks ago, on January 9, 2026, Kendall went on the In Your Dreams podcast and dropped a bit of a bombshell. She told the host she is officially in her "me era." She admitted that she spent her 20s jumping from one relationship to the next—mentioning the toll of being a "really great girlfriend" who always puts her partner first.
That basically squashed the rumors that she and Devin were back on for good.
It’s a sharp turn from late 2025. Back in September, the internet went into a tailspin when the two were seen leaving the same hotel in New York City during Fashion Week. They weren't walking together, but the timing was too perfect to be a coincidence. Sources at the time told People they were "slowly navigating a restart."
Apparently, that restart hit a speed bump.
Why They Keep Breaking Up
If you look at the history, it’s always the same story: schedules.
Devin is locked in with the Phoenix Suns. He’s at the peak of his career. Kendall is running 818 Tequila and flying across the globe for runway shows. When they first split in November 2022 after two years of dating, an insider told E! News that their "schedules weren't lining up."
But there’s more to it than just a busy calendar.
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There was a lot of talk after Kourtney Kardashian’s wedding in Italy. Kendall and Devin were there together, looking like the next couple to walk down the aisle. But witnessing that level of commitment reportedly put things into perspective. They realized they weren't on the same page regarding the future.
- The Bad Bunny Era: We can’t forget the year-long detour Kendall took with Bad Bunny in 2023 and 2024. That seemed like a fun, high-energy distraction, but it clearly didn't have the staying power of her bond with Devin.
- The Friendship Factor: Unlike some of her sisters' messy breakups, Kendall and Devin actually seem to like each other. They were seen at the US Open together, at dinners in NYC, and even on a snowy getaway in February 2025 at Cloud 9 Alpine Bistro in Aspen.
The Trauma Kendall Mentioned
In her recent podcast appearance, Kendall got surprisingly vulnerable. She mentioned having more "trauma" from her 20s relationships than she realized. That's a heavy word.
She’s 30 now.
Turning 30 usually changes your perspective. You stop accepting "maybe" and start looking for "definitely." While Devin has been a constant in her life for over five years on and off, Kendall seems to be choosing herself for the first time in a decade.
What Most People Get Wrong
The biggest misconception is that there is some secret "feud" or "cheating scandal" lurking in the shadows.
While Reddit is full of theories about Devin being "controlling" or "petty," there hasn't been any concrete evidence of that. In fact, the Kardashian family reportedly still loves him. He’s been a fixture at their events for years.
The truth is likely much more boring: they are two highly successful, fiercely independent people who love each other but can't figure out how to live in the same world at the same time.
Moving Forward
If you’re waiting for a wedding announcement, don't hold your breath.
Kendall is focused on her "me era," her mountain home (which she recently showed off in Architectural Digest), and her brand. Devin is focused on the 2025-2026 NBA season and securing his legacy on the court.
If they do get back together for a fourth or fifth time, it will probably be just like before—private, quiet, and caught on a grainy cell phone camera at a rest stop in Sedona.
Next Steps for Fans:
- Watch the Interviews: If you want the real vibe, listen to Kendall’s January 2026 appearance on the In Your Dreams podcast. It’s the most honest she’s ever been about her dating history.
- Ignore the "Sources": Unless you see them together in a non-work setting (like a vacation), assume they are just friendly exes for now.
- Check the Sidelines: If Kendall shows up at a Suns game this spring, the "me era" might be shorter than she planned.