Let’s be real for a second. In the world of the Kardashians, relationship news usually moves at a pace that feels like a choreographed dance. But the saga of Devin Booker and Kendall Jenner has always felt… different. It wasn’t just another paparazzi-fueled PR stunt. It was quiet. It was actually kind of normal.
And then, as of early 2026, it seems it’s officially over—again.
If you’ve been keeping up (no pun intended), you know these two have been on a loop for about five years. They started during the 2020 quarantine—the ultimate test of any new relationship—and managed to stay more or less consistent while the rest of the world was falling apart. But lately, Kendall has been vocal about entering what she calls her "me era."
During a January 2026 appearance on the In Your Dreams podcast, the supermodel basically confirmed that she’s single and focusing on herself after turning 30. It’s a huge shift for someone who spent her entire twenties jumping from one high-profile athlete or musician to the next.
The Relationship Timeline: From Sedona to the US Open
The thing about Devin Booker and Kendall Jenner is that they were never the couple to post every single dinner date. They were famously low-key.
It all started back in April 2020. People spotted them at a rest stop in Sedona, Arizona. At the time, "sources" (we all know how that goes) insisted they were just friends. But you don’t drive into the desert for hours with just a "friend" during a global lockdown unless there’s some chemistry.
By Valentine’s Day 2021, they finally made it Instagram official. It was a simple photo—Kendall on a kitchen counter, Devin leaning over her. It felt authentic. Over the next year, things got serious fast:
- They celebrated their one-year anniversary in June 2021 with intimate, non-staged photos.
- Kendall was a fixture at Phoenix Suns games, even wearing Devin’s Olympic gold medal.
- They attended Kourtney Kardashian’s wedding in Italy together in May 2022.
That wedding in Portofino, ironically, might have been the beginning of the end. Seeing her sister walk down the aisle reportedly forced them to have the "where is this going?" talk.
Why They Couldn’t Make It Work
People love to speculate about cheating or secret drama, but the truth is usually much more boring. According to insiders close to the Suns guard and the 818 Tequila founder, it came down to timing and priorities.
Devin is at the peak of his NBA career. He’s 29, leading the Suns, and focused on a championship. Kendall is at the top of the modeling world while also trying to scale a liquor empire. When you’re both that ambitious, something has to give.
They actually broke up twice in 2022. Once in June, then they reconciled for a few months, and again in November. The November split seemed like the real deal. A source told People at the time that they both had "incredibly busy schedules" and decided to make their careers the priority.
The Bad Bunny Interruption and the 2025 "Restart"
Then came the Bad Bunny era. For most of 2023 and 2024, Kendall was linked to the Puerto Rican superstar. It seemed like she had moved on for good. But then, in early 2025, rumors started swirling that Devin and Kendall were "slowly navigating a restart."
They were seen at the Paris Olympics in 2024 and later spotted leaving the same hotel in New York City during Fashion Week in September 2025. For a minute there, it looked like the Phoenix Suns’ biggest fan was back in the front row.
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But as of now, that flame has flickered out.
What Kendall Jenner Says Now
Honestly, Kendall’s recent comments are the most revealing thing she’s ever said about her dating life. Speaking on the In Your Dreams podcast this month, she admitted that being a "really great girlfriend" for most of her twenties took a toll on her.
"I really love to be present for my partner, and I really put them first most of the time," she said. She turned 30 in November 2025 and decided that her thirties would be about her. She’s not just single; she’s intentionally single.
She also addressed those long-standing rumors about her sexuality, which have plagued her for years. She basically said that if she were gay, she’d be out by now. She’s just a person who values privacy in a family that lives in front of a camera.
Actionable Insights: What We Can Learn from the Booker-Jenner Saga
Even if you aren't a multi-millionaire supermodel or an All-Star shooting guard, there are some real takeaways from how these two handled their relationship and eventual split.
- Privacy is a Choice: Kendall and Devin proved you can have a high-profile relationship without making it a circus. They kept the intimate details off social media, which probably helped them last as long as they did.
- Career-Life Balance is Hard: Sometimes two people can be perfectly compatible but headed in different directions. Recognizing that "love isn't enough" when your life goals don't align is a mature, albeit painful, realization.
- The "Me Era" is Valid: There is nothing wrong with stepping back from dating to figure out who you are without a partner. Kendall’s choice to prioritize herself at 30 is a reminder that you don't have to follow a specific timeline for marriage or kids.
If you're looking for signs of a reunion, don't hold your breath for 2026. While they remain "amicable" and have a lot of "mutual respect," the era of Devin Booker and Kendall Jenner as a couple appears to be in the rearview mirror.
To keep track of where they go from here, you're better off watching the Suns' box scores or following Kendall's 818 expansion—because that's exactly where their focus is right now.