Bad Bunny, the chart-topping Puerto Rican superstar known for breaking boundaries in Latin music, is set to perform at the Super Bowl 60 halftime show at Levi’s Stadium in 2026. While the world buzzes with anticipation for what promises to be an electrifying performance, curiosity about his personal life—especially his relationships—has reached a fever pitch. Yet, as his fame has soared, the man born Benito Antonio Martínez Ocasio has kept the details of his love life tightly under wraps.
In recent years, Bad Bunny has become one of the most decorated artists of his generation. He’s the recipient of six Grammy Awards, was named Best Artist of the 21st Century at the 2025 Latin Billboard Awards, and has dominated Spotify’s global charts as the top artist for four consecutive years. His meteoric rise has been matched only by the level of public fascination with his romantic entanglements.
As of early February 2026, Bad Bunny is reportedly single. That hasn’t stopped the rumor mill from spinning, especially given the singer’s penchant for privacy. In his October 2023 Vanity Fair cover story, he addressed the relentless speculation, saying, “They don’t know how you feel, they don’t know how you live, they don’t know anything, and I really don’t want them to know. I’m not really interested in clarifying anything because I have no commitment to clarify anything to anyone.” According to Vanity Fair, this desire for privacy has only fueled public curiosity.
Still, Bad Bunny’s relationship history is well-documented—at least the parts that have spilled into the public eye. His most formative relationship was with Carliz De La Cruz Hernández, a fellow student at the University of Puerto Rico. Their romance began in 2011, and the pair worked together at a grocery store in Arecibo while he was still finding his footing as an artist. Hernández played a significant role in his early career, often offering feedback on his music and even handling his scheduling, invoices, and contracts, as reported by Page Six.
The couple’s bond deepened over more than six years, culminating in a reported engagement in January 2016. However, their paths diverged shortly afterward: Hernández was accepted into law school while Bad Bunny signed with Rimas Entertainment, setting the stage for his breakthrough. The two split a few months after their engagement, briefly rekindled their romance in 2017, but ultimately parted ways for good. Their story took a dramatic turn in March 2023 when Hernández filed a $40 million lawsuit against Bad Bunny for allegedly using her voice recording—her now-iconic “Bad Bunny, baby” note—without permission on the tracks “Pa Ti” and “Dos Mil 16.” The case, filed in a Puerto Rico court, concluded in 2024 with a ruling in her favor, according to Elle.
Not long after his split from Hernández, Bad Bunny began dating Gabriela Berlingeri, a jewelry designer he met at a restaurant in Puerto Rico following a Zion y Lennox concert. Their relationship, which started in 2017, remained largely out of the spotlight until 2020, when they went public at a basketball game. The COVID-19 pandemic brought them even closer as they quarantined together, collaborating on music and supporting each other during a pivotal time in Bad Bunny’s career.
Berlingeri’s influence extended into Bad Bunny’s creative world. She recorded reference vocals for Jennifer Lopez on "Te Gusté" and appeared on his tracks “En Casita” and “El Apagón.” The couple made several public appearances, including red carpets and courtside at Miami Heat games. Engagement rumors swirled in 2021 but were dismissed by Bad Bunny. By August 2022, the couple had quietly ended their relationship. Despite the breakup, they appear to remain on good terms—Berlingeri was present at the 2026 Grammy Awards, where Bad Bunny won Album of the Year, and she shared his win on social media, as reported by E! News and Elle.
Then came the headline-grabbing romance with Kendall Jenner, the supermodel and reality TV star. Their relationship first made waves in February 2023, when they were spotted together on what appeared to be a double date with Justin and Hailey Bieber. Public outings followed, from showing PDA at a Drake concert in August 2023 to attending the Met Gala and collaborating on a Gucci campaign. According to People, Jenner was “having fun” and found Bad Bunny “different from guys that she dated in the past.”
Their romance, however, was marked by its on-and-off nature. The two reportedly broke up in December 2023 but rekindled their relationship in 2024, only to part ways for good in September of that year. Sources told Us Weekly, “They’re still friendly but have taken a step back and aren’t dating. Kendall isn’t ready to be tied down at the moment and is enjoying this era.” Entertainment Tonight reported, “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.”
Despite the intense public interest, Bad Bunny has consistently resisted sharing details about his private affairs. In his words to Michelle Ruiz of Vanity Fair, “It used to be a guy with a camera and a flash and they (expletive) with your eyes like that. Nowadays, everybody is a paparazzo. Everyone is taking photos, everyone is recording.” This desire for privacy has only made fans more eager to piece together clues—from a diamond Cartier ring spotted at the 2026 Grammys to social media posts by his exes.
As Bad Bunny prepares for his Super Bowl halftime performance, speculation about his love life continues. Yet, by all accounts, he remains single and focused on his music. When asked about the upcoming show during an October 2025 appearance on "Saturday Night Live," Bad Bunny said, “I’m very excited to be doing the Super Bowl and I know people around the world who love my music are also happy, especially all Latinos.”
His journey from grocery store clerk in Arecibo to global superstar is remarkable—not just for the records he’s broken, but for the way he’s navigated fame on his own terms. Whether or not he’s dating anyone, Bad Bunny’s story is one of relentless creativity, cultural impact, and a steadfast commitment to guarding the parts of his life he wants to keep private. For now, fans can only watch, listen, and wonder what the King of Latin Trap will do next—on stage and off.