You’ve seen the blurry paparazzi shots. The ones where they’re ducking out of Sushi Park in West Hollywood or tucked into a dark corner at a Coachella after-party. For over two years, Kendall Jenner and Bad Bunny photos have basically been the internet’s favorite Rorschach test. Some people see a high-fashion power couple, while others see a mastermind PR move orchestrated by Kris Jenner herself.
But honestly? The truth is usually a lot more boring—and a lot more human—than the conspiracy theories suggest.
It started with a whisper in early 2023. A blind item here, a "source" there. Then came the horseback riding. That was the moment everyone realized this wasn't just a one-off dinner at Wally’s with the Biebers. Seeing Benito (Bad Bunny’s real name is Benito Antonio Martínez Ocasio) sitting behind Kendall on a horse at the Hidden Hills Equestrian Center felt... different. It wasn't the typical "club appearance" vibe. It looked like a date.
The Gucci Campaign That Changed Everything
If the horse photos were the "soft launch," the Gucci Valigeria campaign in late 2023 was the sledgehammer. It’s rare to see a celebrity couple—especially one that hasn't even confirmed they’re dating—front a global luxury campaign together.
The photos were stunning.
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Captured in an airport setting by Anthony Seklaoui, the duo lugged GG Supreme duffle bags through terminal gates, looking like the epitome of 90s jet-set glamour. They looked "on." They looked professional. But to many fans, it felt like the relationship had been "monetized" too quickly. This is where the "PR stunt" allegations really started to grow legs. Critics argued that the timing was too perfect. If you're trying to prove a relationship is real, maybe don't use it to sell five-thousand-dollar suitcases?
Yet, there was a specific photo in that set where Benito is trailing behind Kendall, smiling in a way that’s hard to fake. He’s looking at her, not the camera.
The On-Again, Off-Again Cycle
They broke up in December 2023. Everyone thought that was it. "They’re not on the same page in life," sources told the usual outlets. But then came the 2024 Met Gala. They weren't just at the same party; they were whispering in each other's ears at the "Après Met" bash.
By June 2024, they were practically inseparable in Paris. They hit the Louvre for a late-night private tour. They did the "matching outfits" thing—both wearing matching grey tones from Kylie's line, Khy, for a dinner date. It looked like a full-blown reconciliation.
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But as we sit here in early 2026, the landscape has shifted again.
What People Get Wrong
- The "Language Barrier": There was a weirdly persistent rumor that they couldn't communicate. Kendall literally addressed this on a podcast, noting she's had "great and not-so-great" relationships, but never lacked a connection.
- The "Secret" Status: They never actually sat down for a "Vogue 73 Questions" about their love. Bad Bunny told Vanity Fair he doesn't have to "accept anything and everything" just because he’s an artist. He kept it private because he wanted to.
- The Shady Hat: Recently, Benito posted a photo of a hat that said, "Stop dating people who don't get your music." Naturally, the internet exploded, assuming it was a dig at Kendall. In reality, it was probably just a cool hat.
The Current 2026 Reality
If you’re looking for Kendall Jenner and Bad Bunny photos from this month, you won’t find many. The trail has gone cold. By late 2025, reports surfaced that they had split for a second (and likely final) time. Kendall has been spotted more frequently back in her old orbit, even sparking "are they or aren't they" rumors with her ex, Devin Booker, after they were seen together in late 2025.
Kendall is currently in her "concentrating on herself" era. She’s busy with 818 Tequila and her runway commitments. Benito is focused on his 2026 projects and the iHeartRadio Music Awards.
The "Benner" era was a wild ride of high fashion and unexpected crossover appeal. It proved that two people from completely different worlds—the Kardashian-Jenner reality machine and the global Latin trap explosion—could find a middle ground, at least for a while.
How to Track Real Celeb Updates
- Check the Backgrounds: Look at the "photo dumps" on Instagram. Fans often spot similar hotel curtains or floor tiles before any official news breaks.
- Verify the Date: Many "new" photos circulating on TikTok are actually recycled clips from the 2024 Paris trip. Look for the timestamp or the hair color.
- Watch the Inner Circle: If Kendall’s friends (like Fai Khadra or the Biebers) stop hanging out with the guy, it’s usually over.
The photos tell a story of two people trying to navigate a very public life while keeping a small part of it for themselves. Whether it was "real" or "PR" almost doesn't matter anymore—it was definitely iconic.
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To stay ahead of the curve, keep an eye on official Getty Images archives from major 2026 fashion weeks, as these are the only places where high-quality, verified photos of the pair (together or separate) will appear without the "paparazzi filter" distortion. Follow the creative directors of brands they've both modeled for, like Gucci or Jacquemus, as they often post behind-the-scenes content that never makes it to the tabloids.