It’s pretty safe to say that over the years, Bad Bunny’s relationship status has historically caused the masses to completely 🌀🌀🌀 (she says with the fierce assurance of someone who knows exactly where she was when *that* Kendall Jenner DeuxMoi post dropped). And while Benito is single at the moment (as far as we know anyway...), inquiring minds could surely use a lil refresher on his romantic past.
If you, dear reader, have ever found yourself with a Diet Coke in hand and 30+ tabs open with searches like “Celebrities Who Have Dated Their Fans,” dw—we’ve fully been there. After fully combing through the internet in the name of ~research~, we’ve put all the deets of Bad Bunny’s prior romances in one space for you to hyper-fixate on and/or profusely cry over.
Let’s get into it, shall we?!
Kendall Jenner: 2023-2024
Something cataclysmic happened the day DeuxMoi was sent an anonymous tip on February 16, 2023 that read, “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.” And it wasn’t long before people began pointing fingers at Kendall Jenner.
Eventually, chatty sources revealed the two had indeed been “spending time together.” “Kendall recently started hanging out with him,” a source for People said before revealing, “They were introduced by friends. He moved to L.A. a few weeks ago and bought a house. She likes him and is having fun. He is different from guys that she dated in the past. He is very charming.”
Eventually, we all got to see the ’ship in action for ourselves with the two being spotted on everything from casual date nights to after-parties for the freakin’ Met Gala!
Oh, and in September 2023, the celebs proved they were still going strong in a gorgeous ad campaign for Gucci together.
However, by December 2023, multiple sources claimed the two had split, with an insider for Entertainment Tonight offering additional details: “Kendall and Bad Bunny have been doing their own things lately and things slowly started to fizzle out between them. They both knew going into this that it likely wouldn’t be a forever type of relationship and that was mutually understood from the get-go.”
The two briefly gave their ’ship another chance in May 2024, when People reported that Kendall and Bad Bunny were officially back together, but by September of that year, an Us Weekly insider claimed the two stars were “still friendly but have taken a step back and aren’t dating.”
Gabriela Berlingeri: 2017-2022
Bad Bunny and Gabriela Berlingeri were in an on-and-off relationship from 2017 to 2022. According to a May 2020 interview with Rolling Stone, the musician dished that he and the jewelry designer initially met when he traveled to Puerto Rico in 2017 to perform at a Zion and Lennox concert. “I met her at some restaurant, while I was eating with my parents and my brothers,” he recalled before adding, “We started talking and from there, we continued to see each other.”
The two maintained a relatively low-key ’ship for a whopping three years before making their first public appearance in February 2020 at a Miami Heat vs. Dallas Mavericks basketball game. And, yes, the pics are fully still engrained in our minds even four years after, TYVM:
Just a few months later, in May 2020, the musician gushed about his girlfriend during a candid interview with Rolling Stone: “I am happy with her...[People] don’t know she has helped me a lot in emotional aspects when I needed it the most.”
Eventually, the two took their romance public public, walking their first red carpet together in 2021 and even collaborating on a number of Bad Bunny’s tracks, including his 2022 hit “El Apagón” from his forever iconic album Un Verano Sin Tí and “En Casita” from his 2020 project Las queue no iban a salir.
Eventually, the two sparked breakup rumors in August 2022 after the rapper was spotted kissing another girl at a club. And though die-hard fans (me) were hoping they would reconcile, we all know how the story ended up: with Bad Bunny dating *drumroll, pls* Kendall Jenner.
Carliz De La Cruz: 2011-2017
Bad Bunny and Carliz De La Cruz began dating after meeting in college when they were both studying at the University of Puerto Rico. Things between the former couple seemed to get pretty serious while they were together, with the musician even proposing (!!!!) to the now-lawyer in January 2016, according to the Associated Press. However, by May of that year, the two wound up going their separate ways, and things kinda sorta remained that way (with the exception of a brieeeeeef reconciliation in 2017, that is 👀).
P.S. All you Bad Bunny historians out there likely already know about Carliz’s lawsuit, but for those of you who don’t, let us fill you in. Ahem: The rapper’s ex is famously the voice behind the ad-lib “Bad Bunny, baby,” which is featured in two of his tracks: “Pa Ti” and “Dos Mil 16.” According to the lawsuit, Carliz recorded the line in 2015 while she was with Bad Bunny because...well, because he’d asked her to.
How-ev-er!!! In 2023, she wound up suing Bad Bunny for $40 million, per the Associated Press, which noted that the lawsuit states her “distinguishable voice” has *also* been used without her consent for promotions, worldwide concerts, television, radio, and social media platforms. Reportedly, Bad Bunny’s team offered to buy the recording from Carliz for $2,000 in 2022, but she allegedly declined and a deal was never reached, yet the recording was still used.
Truly yikes!
Aaaaaand that’s pretty much all we know for now! Brb, manifesting that we end up on this list next 🕯🕯🕯.
![new york, new york may 05: bad bunny attends superfine: tailoring black style, the 2025 costume institute benefit, at metropolitan museum of art on may 05, 2025 in new york city. (photo by taylor hill/getty images)](https://hips.hearstapps.com/hmg-prod/images/gettyimages-2213753078-68bb2faecac87.jpg?crop=0.670xw:1.00xh;0.200xw,0&resize=360:* "The 2025 Met Gala Celebrating "Superfine: Tailoring Black Style" - Arrivals")
