Is Bad Bunny Dating Kendall Jenner? What Really Happened

Is Bad Bunny Dating Kendall Jenner? What Really Happened

If you’ve spent any time on TikTok or scrolled through Page Six lately, you know the vibes surrounding Bad Bunny and Kendall Jenner change faster than a Puerto Rican weather forecast. One week they’re courtside at a Lakers game looking like the world’s most stylish couple, and the next, Benito is dropping cryptic lyrics about "someone from the 818" who didn't appreciate his roots.

So, is Bad Bunny dating Kendall Jenner right now?

Honestly, the short answer is no. As of January 2026, Kendall Jenner has officially entered what she calls her "me era." During a very candid appearance on the In Your Dreams podcast with Owen Thiele earlier this month, the supermodel made it clear she’s prioritizing herself after a decade of jumping from one high-profile relationship to the next.

But as with anything involving the Kardashians and a global reggaeton superstar, the "how we got here" is a wild ride of secret getaways, Gucci campaigns, and more than one "final" breakup.

Why Everyone Is Still Asking: Is Bad Bunny Dating Kendall Jenner?

The fascination won't die because they have a habit of boomerang-ing back to each other. They first sparked rumors in February 2023 when they were spotted on a double date with Justin and Hailey Bieber. It felt like a fever dream for fans—the world’s biggest streaming artist and the fashion world’s most private "it girl."

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They spent most of 2023 being "low-key" while doing very high-key things. Think riding horses at the Hidden Hills equestrian center or starring in a massive Gucci Valigeria campaign that basically served as their soft-launch into officialdom. But by December 2023, sources told People it was over. The schedules were too busy. The "vibe" had fizzled.

Then 2024 happened.

They were spotted getting cozy at the Met Gala after-party in May 2024, and the internet lost its collective mind. They stayed at the same hotel (The Mark in NYC) and were even seen on vacation with friends. It looked like the reconciliation was real. However, that second attempt reportedly hit the brakes by late 2024.

The 2025 "Cold War" and the Hat That Started It All

By early 2025, things took a bit of a turn. While they were still running into each other at major events like New York Fashion Week (specifically the Calvin Klein show in February 2025) and the NBA Playoffs, the warmth seemed to have evaporated.

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In July 2025, Bad Bunny posted a photo on Instagram that sent the fandom into a tailspin. He was wearing a hat that said, "Stop dating people who don't get your music." Social media sleuths immediately pointed the finger at Kendall. The narrative? Maybe the cultural gap or the language barrier—something Benito has spoken about protecting in his Vanity Fair interviews—became a friction point. While he never confirmed the "shade," the timing was suspicious.

Kendall's Current Status: The "Me Era" Explained

Kendall turned 30 recently, and it seems that milestone changed her perspective. On the In Your Dreams podcast on January 9, 2026, she admitted that she spent her 20s being a "really great girlfriend" to people like Devin Booker and Bad Bunny, often putting her partners first.

"I'm actually in a me era right now," she told the host. "When I turned 29, I was like, 'I really want to put myself first right now.'"

She also touched on the trauma that comes with being in the spotlight. It's not just the paparazzi; it's the constant speculation. She specifically addressed the long-standing (and often mean-spirited) rumors about her sexuality, clarifying that she is straight but simply more discreet about her male partners than her sisters are.

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Why the Bad Bunny Split Likely Stuck This Time

  1. Prioritizing Independence: Kendall mentioned feeling the weight of her "Saturn return," a period of intense personal growth. She’s focused on her brand, 818 Tequila, and her mental health.
  2. The Devin Booker Factor: While rumors occasionally swirl about her getting back with the Phoenix Suns star, her podcast comments suggest she’s keeping everyone at arm's length for now.
  3. Benito’s Privacy: Bad Bunny has always been fiercely protective of his "vida privada." In 2023, he told Rolling Stone that his privacy is the only thing he has left to protect. If a relationship becomes more about the headlines than the connection, he’s known to check out.

What This Means for Fans

If you were hoping for a Bad Bunny and Kendall Jenner wedding, you might be waiting a long time. They seem to have transitioned into that "friendly exes who happen to go to the same parties" territory.

They are both at the absolute peak of their careers. Bad Bunny is continuing to dominate the global charts, and Kendall is arguably the most successful model of her generation. For now, their lives are parallel lines that occasionally cross but don't seem destined to merge.

Keep an eye on these signs for any future changes:

  • Cryptic Lyrics: Benito often processes his breakups through his music. Listen closely to any new drops for mentions of "modelos" or "LA life."
  • Candid Interviews: Kendall has become much more open recently. If she starts talking about "being ready for love" again, that's your cue.
  • The Met Gala: This has historically been their "reunion" spot. May 2026 will be the real test.

The bottom line? They aren't together. Kendall is single, Benito is doing his own thing, and the Gucci luggage they shared is probably sitting in two very different walk-in closets.