Back in 2018, no one would have ever imagined Bad Bunny dating this woman. It just doesn’t add up. They don’t even seem to like each other. Plus, it’s pretty obvious he wasn’t over his ex. With all the women he could’ve been with, he chose someone like Kendall Jenner, who’s been accused of cultural appropriation—Miss 818 herself. Seriously? It feels like a slap in the face. At this point, it’s either a clever PR move, or he’s really fallen for her.
Fans were disappointed when they found out Bad Bunny started dating Kendall Jenner. The backlash was immediate, especially because of her controversial tequila brand, 818. They broke up right before his tour, which seemed a little too convenient. But not long after, they were back together, and now it looks like they’re stronger than ever, with Bad Bunny standing by their relationship. Let’s break it down.
Kendall Jenner and Bad Bunny as a couple just don’t make sense to most people, and it’s easy to see why. Last we heard, they had broken up around the holidays. Kendall’s team even confirmed the split just a week before Christmas. But then, by January 1st, 2024, they were seen together again, ringing in the New Year on a trip to Barbados, even though they were supposedly not together. Maybe they had already planned the trip and decided to go as friends? A source said they spent the holiday together but flew separately and weren’t back together. There was some tension, but it didn’t spill over into the Met Gala. Fast forward to May, and they’re reunited at the event. The Met Gala must’ve been some kind of magic, because the next morning, they were seen leaving the same hotel. After that, Kendall even flew to Florida to support Bad Bunny at his show.
So, word on the street, according to Entertainment Tonight, is that Kendall Jenner and Bad Bunny are still in touch and hang out whenever they can. Apparently, there’s still a strong connection between them, and their chemistry is just as good as ever. Honestly, it feels like someone close to them—maybe a family member or their agent—is feeding this info to the press. The quote goes, “They’re having fun for now and hope to figure things out in a way that makes sense.” It almost feels like Kendall herself wrote this! They’re not officially back together or anything, but there’s definitely a vibe between them. Whatever that “vibe” means, right? They both seem cool with taking things easy and appreciate having space when they want it. It’s casual, it’s easy, and it works for them.
Now, fast forward to 10 days after Bad Bunny’s show in Florida. On May 27th, 2024, we see them sneaking out of a hotel together. It looks like they were trying to keep a low profile, leaving the Oceanside Resort through the parking garage, but they ended up getting into the same car, with security guards keeping an eye out. Not long after, multiple sources confirmed that they’re back together, so I guess their breakup didn’t last long after all. The word is, things are going well between them, and they’re making time for each other as they figure things out. Apparently, there was never any drama in their breakup, and they just missed each other.
Someone on social media said, “I really never thought he’d end up in that circle, to be honest. If you’d told me this like eight years ago, I would’ve laughed in your face.” Another person suggested that maybe they never really broke up and that the whole thing was just a stunt to help Bad Bunny sell more tickets for his tour. A lot of his hardcore fans weren’t too fond of Kendall, especially because of the whole 818 tequila controversy with Mexican culture. So, breaking up might have been good for his tour. Now that the tour’s over, it seems like he’s ready to get back with her. One person commented, “He sold out, plain and simple. This just confirms it.” Another said, “I guess this is just a rich people thing. It seems unhealthy and weird to break up and then just get back together.” But honestly, isn’t that just how relationships go sometimes? I mean, who hasn’t broken up and gotten back together? Let me know in the comments if that’s happened to you. I know it’s happened to me. It’s pretty common, right?
“I remember deleting all his music as soon as he started dating her. It was such a turnoff. I was really rooting for him and his ex, Gabby.” A lot of die-hard Bad Bunny fans probably didn’t want to see him live because of Kendall. Maybe they were worried she’d be there, so they decided not to go. But honestly, who knows? I doubt they were faking anything.

I miss the Bad Bunny from 2018 because I can’t imagine that version of him ever dating someone like her. And look, I get it—I’m not his type, and I’ll never date him. I’m well aware that’s not going to happen. But out of all the women he could have chosen, he picks the queen of cultural appropriation, Miss 818? Are you kidding me? Especially when he’s always talking about Latin culture, being proud of being Puerto Rican, and how everyone’s trying to be Latino—and then he goes and dates her? It feels like a slap in the face! What could they possibly have in common besides money? That’s so boring.
It seems like they’re definitely back together, and they don’t feel the need to explain anything. Someone noticed that Kendall posted on her Instagram story, and they were on a yacht together. If they’re hanging out on a yacht, they’re probably back together. Another fan even spotted that Bad Bunny’s phone background looked like Kendall Jenner during a promo for his show.
I had a feeling something would come out about Kendall Jenner and Bad Bunny during his concert in Puerto Rico, but this is something else! The rumor is that she was at the concert. Before it started, he showed a mini-documentary about making his album, with scenes that reminded me of the “Titi Me Preguntó” music video. And then, bam! There’s Kendall Jenner on his phone background! Fans caught this when the music video first dropped last fall. The backstory is that last year, Bad Bunny and Kendall were seen together in Puerto Rico for the first time. She either shared a photo or it leaked, and you can see the same wooden frame and the same shirt he was wearing that day. How sentimental—Kendall’s first time in Puerto Rico, and that’s the photo he chooses as his screensaver.
And let’s not forget the 818 shirt he was wearing—yeah, 818, as in Kendall’s tequila brand. It’s probably not the first time he’s worn it, but he did that knowing they were filming in the studio that day. Fans noticed this back in September, and yet he still used that photo for his PR concert. At this point, it’s either a really smart PR move, or this man is seriously in love. I have to hand it to the online detectives who put all this together—I never would’ve noticed the phone background or connected it to her shirt and necklace. I mean, I don’t know how they do it, but I love it.
There are a few reasons why people aren’t really on board with this relationship. For starters, Kendall Jenner has been called out for cultural appropriation, especially with her 818 tequila brand and that cringe-worthy Pepsi commercial. On the other hand, Bad Bunny moved on from a girl named Gabby, who his fans absolutely adored, to Kendall Jenner, which just didn’t seem to fit the vibe his fans had of him. Honestly, we all know this relationship is just for show, right? I mean, what could Kendall Jenner and Bad Bunny even be talking about? I’ve seen how Bad Bunny talks in WWE and interviews—his English is pretty broken. I can just picture him saying, “Kendall, Kendall, you want to get something to eat?” And Kendall, who doesn’t speak any Spanish, probably just goes, “Hola, sí, Bad Bunny, I’m hungry.” They don’t even seem like they like each other—that’s the vibe they give off. It almost feels like they’re both into different people but aren’t ready to go public with it, so they’re just like, “Hey, let’s pretend for now.” That’s honestly how it feels to me.
Their relationship seemed to really kick off at Coachella last year. Kendall was there at his show, and they were hanging out backstage. Coachella has become such a cliché for new celebrity relationships—it’s almost cringe-worthy how predictable it is. But, at the same time, I kind of love the drama.
That weekend, Kendall and Bad Bunny were spotted at the festival again, watching Rosalía perform with some friends. By Sunday, they were getting all cozy in the crowd during other performances. It’s like the Coachella love bug bit them hard because Bad Bunny almost made it Instagram official. He posted a video of himself on his Instagram story, singing in a golf cart, and you can clearly hear Kendall’s voice and see her hair in the background. He might as well have shown her face because, by then, everyone already knew what was going on.
Their first public outing together was at a Lakers playoff game, where they were spotted as a couple, making it official in the eyes of the public. For many Bad Bunny fans, this was a bittersweet moment—seeing him with Kendall Jenner seemed to confirm what they had hoped wasn’t true. During the game, there’s a moment where Kendall turns to him and says, “I don’t know where I’m going,” and he responds casually, “Oh, babe, I don’t know either.” His laid-back attitude in that situation came across as a lack of leadership, which might not be what people expect in a relationship. It’s not that women want someone who’s controlling, but they often appreciate a partner who can take charge. In my own relationship, if something goes wrong, I make sure to handle it—that’s part of my role. Little things, like leading her down the stairs or following behind her when going up, can make a big difference. These gestures show care and attention, but not everyone realizes that.
As for Kendall and Bad Bunny, I’m not sure if they’re the best examples of relationship goals, but their dynamic is definitely interesting. I keep wondering how they even communicate with each other. Bad Bunny has mentioned learning English since it’s not his first language, but Kendall doesn’t speak Spanish. So, I can’t help but think their connection might be more surface-level, which could work for them. Despite that, Bad Bunny seems pretty determined to keep this relationship private. He’s said that while people know a lot about his public life, his personal life is the one thing he can keep to himself. That makes me think this relationship is real and not just for the cameras.
Actually, I got a DM about them recently. Someone told me they met a person who works for Bad Bunny through his music agency. They said the relationship isn’t a PR stunt and that Kendall has been at a lot of events with him. However, they also mentioned that Bad Bunny might still be hung up on his ex or a previous fling. This was back in March, so who knows where things stand now.
Alright, so let’s dive into this situation with his ex. She’s claiming they’re married. Yes, married! Now, everything in their relationship seemed to be going smoothly, but let’s rewind a bit to 2023 to really understand what went down and why they’re back together now.
Back in September 2023, they were both featured in a Gucci campaign. Around that same time, they were spotted front row at several fashion shows in Milan. Then, in October, they were seen together in Miami after the Billboard Latin Music Awards, and on October 8th, 2023, they went to a concert together. Later that month, on October 22nd, Bad Bunny hosted and performed on SNL, and Kendall was right there to support him. But it seems like something happened around then that led to the end of their relationship.
Fast forward to December 17th, 2023, and we start seeing headlines saying, “An insider confirms Kendall and Bad Bunny have broken up.” But here’s the twist—remember when I mentioned they went on vacation in January? It’s a bit unclear if that trip was already planned, but they took separate flights and then somehow ended up back together. They even showed up at the Met Gala together, and it looks like that’s when they rekindled things. So yeah, that’s the update on Kendall and Bad Bunny—you guys wanted to know, so there you go.

I also walked you through the timeline of what led to their breakup. Honestly, there wasn’t much time between them splitting and getting back together. We got confirmation of the breakup in mid-December, so it seems like after SNL, they spent November and December apart, and then boom, they were back together. Maybe they had plans for New Year’s, maybe they just hang out with the same friends—who knows? I’m just speculating at this point. But I’d love to hear what you guys think about all this, so drop your thoughts in the comments