Bad Bunny and Gabriela Berlingeri Might Be Back Together: Their Full Relationship Timeline

It looks like Benito is back with his ex girlfriend...The cute one from day one!
BY
Chief Editor & Celebrity Expert
Bad Bunny Gabriela Berlingeri Relationship

I don’t know about you, but I genuinely thought the story between Bad Bunny and Gabriela Berlingeri was finished. Closed chapter. Archived. Emotionally processed.

And then 2026 happened, and suddenly she’s at his Grammys, his Super Bowl, and leaving restaurants with him like no time passed at all.

Now fans—including me, unfortunately—are fully spiraling again trying to figure out what’s actually going on with Bad Bunny’s dating life. Are they back together? Are they just close? Are they endgame? No one knows, but what we do know is their relationship has always been private, confusing, and weirdly romantic.

So here’s the full timeline of Bad Bunny and Gabriela Berlingeri’s relationship—from their random first meeting to engagement rumors, breakup chaos, and whatever this current situation is.

Bad Bunny and Gabriela Berlingeri’s Love Story


You can jump to the latest Bad Bunny and Gabriela Berlingeri update here.


April 2017

Their story didn’t start at some exclusive Hollywood party. It was way more normal than that. Benito met Gabriela at a restaurant in Puerto Rico while he was eating with his family. He later told Rolling Stone exactly how it happened: “I met her at some restaurant while I was eating with my parents and my brothers. We started talking, and from there, we continued to see each other.”

And just like that, one casual conversation turned into one of the most important relationships of his life.


February 2020

For years, they stayed completely private. Then suddenly, in 2020, they were spotted sitting courtside together at a Miami Heat vs. Dallas Mavericks game, and the internet immediately clocked it. You don’t bring just anyone to sit courtside. That’s elite access girlfriend behavior.


March 2020

In an interview with Entertainment Tonight, Benito dropped the biggest hint yet when he said he was “in love.”

He didn’t say her name, which was very on brand for him, but literally the next day, they were seen together again at another NBA game. At that point, it felt obvious.

Soon after, Bad Bunny quietly confirmed it by posting a selfie with Gabriela in an Instagram photo dump. Even though it was deleted later, the internet never forgets.

bad bunny gabriela 2020
badbunnypr | Instagram

During quarantine, they also posted videos together dancing, playing games, and just existing like a real couple, which made everything feel more serious.

@badlingeri

Baile inolvidable🫶🏽 #badbunnypr #fyp #2025 #gabrielaberlingeri #ponmeenparati dos videos de: @Gabriela Berlingeri Posting🤍

♬ sonido original – ͒yo1ner

April 2020

If there was any doubt left, Benito erased it when he posted a video kissing Gabriela while dressed in drag for his Yo Perreo Sola era. His caption said exactly: “Sorry but I had to do it.”

That was the moment it became official official.

Around the same time, he released En Casita, and Gabriela was actually on the song, which made their relationship feel deeper than just dating.


May 2020

Quarantine clearly brought them closer, and he didn’t hide it. Bad Bunny openly talked about how important Gabriela was to him for his Rolling Stone cover story: “This quarantine has made me understand that she is the best companion I could have.”

And if that wasn’t enough, Gabriela also photographed his Rolling Stone cover. She even said, “I wanted to highlight all my favorite things about him. I want people to notice his lips. His skin. His eyes. I find him so beautiful.”


August–November 2020

Then Gabriela posted a video wearing a massive ring on August 7, 2020, and people immediately assumed they were engaged.

Gabriela Berlingeri ring
gabrielaberlingeri | Instagram

Bad Bunny didn’t exactly shut it down either. He told Entertainment Tonight, “No, I’m not that married.” Which was confusing enough, but then he added, “Maybe it can be that. But I think that weddings and get[ting] married scare me. A lot.”

That answer somehow made things clearer and more confusing at the same time.


September 23, 2021

After years of being private, Benito and Gabriela finally walked their first red carpet together at the Billboard Latin Music Awards. Seeing them together in public like that made their relationship feel real in a different way. It wasn’t rumors anymore, it was confirmed.


November 18, 2021

The star couple also attended the Latin Grammys side by side, looking completely comfortable together.


June 1, 2022

Gabriela played Benito’s bride in the Tití Me Preguntó music video, which felt symbolic and intentional. But then videos surfaced of him kissing another woman at a club, and everything started to unravel. Fans didn’t know if they were still together, broken up, or in some kind of open relationship.


2023

By 2023, it was obvious things had changed. Bad Bunny was seen with other women, and Gabriela wasn’t by his side anymore.

Soon after, rumors started that he was dating Kendall Jenner, which felt like the official end of the Gabriela era.

bad bunny kendall jenner
gucci | Instagram

February 2, 2026

Jump to 2026!

Years later, just when everyone assumed it was over forever, Gabriela showed up again. She posted a photo from the Grammys celebrating his win, and fans noticed she was wearing a VIP wristband. That meant she wasn’t just watching from home…She was there with him.


February 8, 2026

On Super Bowl Sunday, Gabriela shared two photos on her Instagram Stories that immediately got fans talking. The first was a mirror selfie of her wearing Puerto Rican–inspired NFL merch, and the second showed her view from the field at Levi’s Stadium, where Bad Bunny was performing—making it pretty clear she was there to support him.

Gabriela Berlingeri super bowl
gabrielaberlingeri | Instagram
Gabriela Berlingeri at super bowl
gabrielaberlingeri | Instagram

February 12, 2026

The two were spotted arriving together in Buenos Aires, Argentina, ahead of his upcoming shows in the city. Not long after, they were seen again leaving his hotel, which only made fans more convinced something was going on.


February 19, 2026

Suddenly, they were everywhere again. The talked-about pair were spotted leaving a restaurant in São Paulo as Benito greeted fans.


So… are Bad Bunny and Gabriela back together?

That’s the question nobody can answer yet. But what makes this different is how long their history is. She was there before the Grammys, before the Super Bowl, and before he became one of the biggest stars in the world.

And relationships like that don’t disappear easily. Whether they’re dating again or just close, one thing is obvious. Benito and Gabriela’s story isn’t as finished as we thought.

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  • angela stephanou

    Angela is the Founder and Chief Editor of Pop Tales. With over a decade in writing, editing, and reporting on celebrities and pop culture, she oversees all content across the site. Angela covers it all, from breaking news and dating drama to celeb beauty and the best in movies and TV.

    Chief Editor & Celebrity Expert
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