Bad Bunny, the global reggaeton sensation whose real name is Benito Antonio Martínez Ocasio, remains one of the most talked-about celebrities when it comes to his romantic relationships. As of 2025, the 31-year-old Puerto Rican artist is officially single, but his love life continues to generate headlines and speculation among fans worldwide. The Grammy-winning musician has been notably private about his personal relationships, once telling Vanity Fair that he has “no commitment to clarify anything to anyone” regarding his romantic life.
Throughout his career, Bad Bunny has been linked to several high-profile relationships, most notably with model Kendall Jenner and jewelry designer Gabriela Berlingeri. His dating history has been a rollercoaster of public appearances, breakups, reconciliations, and ongoing speculation about potential rekindled romances. The artist’s approach to love mirrors his artistic expression—passionate, authentic, and deeply connected to his Puerto Rican roots.
What makes Bad Bunny’s romantic timeline particularly intriguing is how his relationships often interweave with his music and public appearances. From subtle lyrical references to coordinated fashion week appearances, every aspect of his love life becomes part of a larger narrative that fans eagerly follow. As we enter 2025, the question of who Bad Bunny is dating remains as as ever, with recent developments suggesting that his past may hold the key to his romantic future.
Current Relationship Status: Officially Single
Bad Bunny entered 2025 as a single man, having ended his on-and-off relationship with Kendall Jenner in September 2024. The breakup marked the end of a tumultuous romance that had fans since early 2023. According to sources close to the situation, Jenner was the one who “decided she wanted space” after their summer together in Europe, with insiders noting that “she wants to stay single for now” and “isn’t ready to be tied down at the moment.”
The decision to remain single appears to align with both celebrities’ current life priorities. Bad Bunny has been focusing intensively on his music career, releasing his latest album “Debí Tirar Más Fotos” in January 2025, which has been interpreted by fans as a love letter to Puerto Rico and potentially to his past relationships. Meanwhile, Jenner has been described as “enjoying this era” of independence and taking time to focus on her modeling career and business ventures.
Despite their official single status, both Bad Bunny and Jenner have been spotted at various events throughout 2025, leading to continued speculation about their relationship dynamics. Their ability to maintain a “friendly” relationship post-breakup has kept fans hopeful for a potential reconciliation, especially given their history of breaking up and getting back together.
The Kendall Jenner Chapter: A Timeline of On-and-Off Romance
The relationship between Bad Bunny and Kendall Jenner has been one of the most closely watched celebrity romances of recent years. Their story began in February 2023 when they were first spotted together at Wally’s restaurant in Beverly Hills, potentially on a double date with Hailey and Justin Bieber. What started as casual dating quickly evolved into something more serious, with the couple making their relationship increasingly public throughout 2023.
Their romance reached its peak during the 2023 Met Gala season, where they attended after-parties together and were described by sources as becoming “more serious.” The summer of 2023 saw them traveling together, attending Lakers games courtside, and integrating into each other’s social circles. Bad Bunny even referenced their relationship in his music, with lyrics on Eladio Carrión’s track “Coco Chanel” that appeared to reference Jenner’s zodiac sign and her ex-boyfriend Devin Booker’s basketball team.
However, their first breakup came in December 2023, only to be followed by a reconciliation at the 2024 Met Gala. A source told People at the time that “it’s like they needed the break to miss each other enough to figure things out” and that “they always had this crazy attraction to each other.” Their rekindled romance included romantic dates in Paris and Puerto Rico throughout the summer of 2024, but ultimately ended again in September 2024.
The most recent development in their relationship timeline occurred in February 2025, when both attended the Calvin Klein Collection show during New York Fashion Week. Bad Bunny was spotted in the front row while Jenner walked the runway, leading to viral TikTok videos and renewed speculation about their connection.
Gabriela Berlingeri: The Puerto Rican Connection
Perhaps the most significant relationship in Bad Bunny’s romantic history is with Gabriela Berlingeri, a Puerto Rican model and jewelry designer who founded the brand Diciembre Veintinueve. Their love story began in April 2017 when they met at a restaurant in Puerto Rico after Bad Bunny performed as a surprise guest at a Zion and Lennox concert. What started as a chance encounter evolved into a five-year relationship that would deeply influence Bad Bunny’s music and personal growth.
Berlingeri and Bad Bunny kept their relationship private for the first three years, only going public in 2020 when they were spotted together at a Miami basketball game. During the pandemic, they shared glimpses of their life together in Puerto Rico through social media, and Berlingeri even contributed to Bad Bunny’s music, recording references for Jennifer Lopez’s vocals on the track “Te Gusté.” Their relationship reached a milestone when they made their red carpet debut at the 2021 Billboard Latin Music Awards and adopted a puppy together in 2022.
The couple’s relationship was characterized by its deep connection to Puerto Rican culture and Bad Bunny’s artistic evolution. Berlingeri appeared in several of his music videos, most notably as his bride in the “Titi Me Preguntó” video in June 2022. However, by August 2022, they had split, with Bad Bunny being spotted with another woman at a club.
2025 Reconciliation Rumors and Recent Developments
The release of Bad Bunny’s album “Debí Tirar Más Fotos” in January 2025 has sparked intense speculation about a potential reconciliation with Gabriela Berlingeri. Fans have analyzed the album’s lyrics, particularly the track “BAILE INOLVIDABLE,” which appears to reference their relationship. The song describes a woman who taught him to dance and care, with the music video featuring Bad Bunny in a light blue suit reminiscent of what he wore to his 2021 red carpet debut with Berlingeri.
Adding fuel to reconciliation rumors, Berlingeri attended the album’s listening party in January 2025, though she wasn’t photographed with Bad Bunny. Later that month, both were spotted separately at an Elvis Crespo concert in Puerto Rico, with Bad Bunny maintaining an incognito appearance while Berlingeri was seen enjoying the show.
The timing of these appearances, combined with the album’s seemingly personal lyrics, has led fans to speculate that Bad Bunny and Berlingeri may be quietly rekindling their romance. Their history of maintaining a friendship after their breakup, with Bad Bunny previously stating that “Gabriela and I are best friends,” suggests that a reconciliation wouldn’t be entirely unexpected.
Other Rumored Connections
While Bad Bunny’s most significant relationships have been with Jenner and Berlingeri, he’s also been the subject of various dating rumors throughout 2025. Most notably, speculation arose about a potential romantic connection with Becky G following their reunion at the 2025 iHeart Music Awards. The two artists, who collaborated on the hit song “Mayores” in 2017, shared what observers described as an “undeniably warm” reunion, complete with a heartfelt hug.
However, these rumors appear to be unfounded, with sources confirming that there’s “no confirmation or solid evidence suggesting a romantic connection” between Bad Bunny and Becky G. Their interaction at the awards show seems to have been purely friendly, highlighting the tendency for fans and media to analyze every public interaction involving the Puerto Rican superstar.
