Key Points
- Devin Booker and Kendall Jenner dated on and off from 2020 to 2022, never fully confirming their relationship until it was nearly over.
- Most people think they broke up because of fame or lifestyle clashes. The real story is more about timing and personal priorities.
- Kendall has a pattern of dating athletes, and Booker fits a very specific type she's drawn to.
- The two were spotted together again in 2023, which restarted breakup and reconciliation rumors almost immediately.
- Celebrity relationships look simple from the outside, but the timeline between these two is actually pretty complicated.
Most People Think This Was a Casual Fling. It Wasn't.
Most people think Devin Booker and Kendall Jenner were just a short-term Hollywood thing. Two good-looking famous people hanging out for a few months. That's not quite right. Their relationship lasted roughly two years, with real ups and downs along the way. That's not a fling. That's a relationship.
They were first spotted together in April 2020. The two were seen on a road trip to Sedona, Arizona, with a group of friends. At the time, neither of them said a word about it publicly. That silence actually became a pattern. For most of their time together, they kept things very quiet.
In reality, the media was working overtime trying to confirm what they both refused to confirm. Sources close to them kept saying they were "just friends." That went on for months. It wasn't until June 2021 that Kendall posted a photo with Booker on Instagram with a small red heart. That was basically their public debut as a couple, over a year after they were first seen together.
They officially split in June 2022. Then got back together in the fall of 2022. Then split again by the end of that year. That kind of back-and-forth doesn't happen with a casual situationship. There were real feelings involved.
| Timeline Event | Date | Details |
|---|---|---|
| First seen together | April 2020 | Road trip to Sedona, Arizona |
| Relationship confirmed by sources | Late 2020 | Neither confirmed publicly |
| Instagram post with heart emoji | June 2021 | First public-ish acknowledgment |
| First reported breakup | June 2022 | Cited busy schedules |
| Brief reconciliation | Fall 2022 | Spotted together again |
| Final split reported | November 2022 | Both moved on separately |
| Spotted together again | 2023 | Fueled reunion rumors |
Why People Think Kendall Only Dates Athletes
Most people think Kendall Jenner just has a thing for athletes because it looks good for her brand. That's not the whole picture. In reality, she's consistently said she values privacy, and athletes, especially NBA players, often operate in a world that's somewhat separate from the Hollywood spotlight. That actually works for her.
Look at her dating history. She dated NBA player Jordan Clarkson. Then there was Ben Simmons, also NBA. Then Harry Styles, a pop star, which was more public. Then A$AP Rocky briefly. Then Booker. The athlete pattern is real.
What Kendall Has Actually Said About Her Love Life
Kendall has spoken about privacy in relationships more than once. She told Vogue in 2022 that she made the decision to be more private about her personal life. She said she had watched her sisters' relationships play out in public and didn't want that for herself. That's a direct quote from someone who clearly values keeping things close.
The truth is that dating someone like Devin Booker gave her a degree of separation from the usual Kardashian-Jenner media machine. Booker is famous in the sports world, but he's not a reality TV fixture. That combination likely felt like breathing room for her.
What Most People Get Wrong About Devin Booker's Side of This
Most people think Booker just got swept up in the Jenner world and that the relationship was more about her than him. That's not accurate. Booker is a legitimate NBA star. He's a two-time NBA All-Star, has been one of the Phoenix Suns' best players for years, and signed a supermax contract extension worth around $224 million in 2022. He wasn't some unknown guy riding Kendall's coattails.
He also didn't talk about the relationship publicly. At all. During press conferences, he dodged those questions cleanly. He kept his focus on basketball. That's actually pretty rare when you're dating someone who's one of the most followed people on Instagram.
| Devin Booker at a Glance | Details |
|---|---|
| Team | Phoenix Suns |
| Draft Year | 2015 (13th overall pick) |
| Contract (2022) | Supermax, approx. $224 million |
| NBA All-Star appearances | 3 (as of 2024) |
| Age during relationship | 23-25 |
| Social media following | 8+ million on Instagram |
Some fans assumed the relationship distracted Booker during the 2022 NBA Playoffs. The Suns lost to the Dallas Mavericks in the second round. People online blamed Kendall. That's a stretch and there's no real evidence for it. Teams lose playoff series for basketball reasons, not relationship ones.
Why the 2023 Sightings Confused Everyone
After their final split in late 2022, most people assumed that was it. They were done. Move on. Then they were spotted at a private event together in 2023, and the internet lost its mind all over again.
In reality, there's no confirmed reunion from that period. Being spotted together doesn't mean a couple is back together. Two people who dated for two years are going to run in overlapping social circles. They have mutual friends. They live in a world where the same events, parties, and trips pop up on both their radars.
What actually happened is that tabloids needed a story, they had photos, and they ran with "Are They Back Together?" headlines. That's how celebrity media works. A photo becomes a story, the story becomes a rumor, and the rumor looks like news.
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What Their Relationship Actually Tells Us About Dating in the Public Eye
The truth is that most relationships, even between two private people, go through the same basic patterns. There's the early excitement, the quiet middle stretch, the rough patches, and sometimes the ending. What's different with Booker and Jenner is that millions of people were watching and forming opinions with very little real information.
Most people think celebrity couples break up for dramatic reasons, affairs, feuds, or money. In reality, they often break up for the same boring reasons everyone else does. Busy schedules. Different priorities. Lives that don't quite line up anymore.
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Where Devin Booker and Kendall Jenner Actually Stand Now
As of 2024, both have moved forward. Kendall has been linked to actor Bad Bunny, and that relationship got far more public attention than her time with Booker. Booker has stayed focused on basketball and kept his personal life off social media almost entirely.
The story between them isn't one of a tragic breakup or a bitter ending. It looks more like two people who genuinely cared about each other, tried to make something work under unusual circumstances, and eventually went different directions. That's a pretty human story, even if it played out under a very bright spotlight. If their situation has you thinking about your own past relationships or what you actually want next, it might be worth checking out our dating blog for honest takes on modern love.