Sorry if this is news to you, but everyone’s fave Puerto Rican rapper Bad Bunny is possibly dating someone new—or perhaps I should say, someone familiar. Following his big wins at the 2026 Grammys and his history-making performance at the 2026 Super Bowl, fans have noticed that his ex-girlfriend, Gabriela Berlingeri, has been showing him a LOT of support...potentially indicating that the two are back together.
As a reminder: Benito and Gabriela first had a meet-cute at a restaurant back in 2017, and although it took them nearly three years (!!) to go public with their relationship, fans were very glad when they finally did (except for the ones who wish they were dating Bad Bunny themselves, ofc). She and Bad Bunny tended to keep their relationship on the DL, but here’s what we do know about their romance, including all the engagement, marriage, and cheating rumors along the way. Starting with...
April 2017
Bad Bunny performs as a surprise guest at a Zion & Lennox concert in Puerto Rico. Afterward, he goes to a restaurant with his family, where he hits it off with Gabriela. “I met her at some restaurant while I was eating with my parents and my brothers,” he later tells Rolling Stone. “We started talking, and from there, we continued to see each other.”
February 2020
Bad Bunny and Gabriela go to a Miami Heat and Dallas Mavericks game in Miami, and photos of them sitting courtside make the rounds on the internet, sparking relationship rumors.
March 2020
During an interview with Entertainment Tonight, Bad Bunny says he’s “in love” but doesn’t say with whom. So coy!!
Literally the next day, Bad Bunny and Gabriela are spotted at the Los Angeles Lakers and Philadelphia 76ers game in Los Angeles, where they are photographed once again sitting courtside.
It isn’t long before the two are Instagram official. Bad Bunny seemingly confirms romance rumors by sneakily adding in a selfie with Gabriela as the last pic in a photo dump—and while it’s gone from his grid, the internet still has receipts.
He also shares a video of himself and Gabriela quarantining together at an Airbnb in Puerto Rico in the midst of the COVID-19 crisis. The IG video—which his caption says is from “day five of quarantine”—shows them dancing, arm wrestling, and playing Jenga while “Canción del Coronavirus” plays in the background...and again, though it’s since been deleted, you can watch it right this way.
April 2020
Bad Bunny clears up any remaining doubt about his relationship status by posting an IG video of himself kissing Gabriela while dressed in drag for his “Yo Perreo Sola” music video. His caption: “Sorry but I had to do it.”
Soon after, Benito unexpectedly drops a single called “En Casita” from his forthcoming album, Las Que No Iban a Salir, and the track (which is a bop, btw) features vocals from Gabriela.
May 2020
Bad Bunny and Gabriela make an appearance in Residente’s steamy music video for “Antes Que el Mundo Se Acabe.” Skip to 00:59 to see ’em in action.
Then Benito’s Rolling Stone cover story is published, during which he (finally!) opens up about his relationship with Gabriela. “This quarantine has made me understand that she is the best companion I could have,” he tells the magazine.
Oh, and he also reveals that Gabriela took all the shots featured in the story, including the cover. “I wanted to highlight all my favorite things about him,” she says of the photo shoot. “I want people to notice his lips. His skin. His eyes. I find him so beautiful.”
August 2020
Gabriela sparks engagement rumors after she posts a since-deleted video on IG in which you can see a G-I-A-N-T rock on *that* finger. Bad Bunny (who’s taking the vid) even zooms in on the ring, so…ya really can’t miss it. Um!
November 2020
After months of speculation, Bad Bunny tells Entertainment Tonight that he and Gabriela haven’t tied the knot…yet. “No, I’m not that married,” he says, before hinting that he’s maybe engaged. “Maybe it can be that. But I think that weddings and get[ting] married scare me. A lot,” he adds.
September 2021
Bad Bunny and Gabriela make their first red carpet appearance together at the 2021 Billboard Latin Music Awards, where they look 🔥, ofc.
November 2021
A few months later, Gabriela accompanies Bad Bunny to the 2021 Latin Grammy Awards, where they’re spotted looking loved-up behind the scenes.
June 2022
Two years after denying marriage rumors, Gabriela plays Benito’s bride in the “Titi Me Preguntó” music video. Interesting!
August 2022
Tons of videos of Bad Bunny kissing a woman wearing a green dress practically break the internet, as it occurred at a club in Puerto Rico riiiiight after Gabriela and the Grammy Award winner performed together during the first leg of his World’s Hottest Tour.
While some fans were outraged (me) or low-key jealous (also me), others claimed that this kiiind of proved those rumors of an open relationship between Bad Bunny and Gabriela to be true.
January 2023
Bad Bunny is seen sitting courtside at a Los Angeles Lakers game next to someone who is very much not Gabriela, and fans are quick to point out that the mystery woman is seemingly the same one who jumped up onstage with him at his concert in Arizona.
Soon after, a TikTok goes viral claiming that Gabriela might be seeing someone new as well. Watch it and weep 😭:
February 2023
Dating rumors start circulating about Bad Bunny and Kendall Jenner, with an anonymous source telling DeuxMoi, “This single famous model sister was seen playing tonsil hockey with Bad Bunny at a private L.A. club last night. Word is he is in an open relationship.”
Womp.
January 2026
More than three years after they quietly went their separate ways, Gabriela and Benito spark reconciliation rumors after Gabriela posts a photo of herself cheersing with a drink after her ex’s Grammys win—and, in the snap, she happened to be wearing a premium VIP wristband from Crypto.com Arena, where the awards show takes place.
February 2026
Fans become even more convinced that Bad Bunny is back with his ex after Gabriela attends the 2026 Super Bowl to watch his halftime show performance.
More on these two as we have it!!
