Bad Bunny is back in the headlines as fans look ahead to the Super Bowl halftime show and wonder about his love life. The global star appears to be unattached after his split from Kendall Jenner in 2024, though the two have sparked fresh talk with recent outings. The singer has long guarded his privacy and has pushed back on pressure to explain who he dates or why relationships end.
Dating history before Kendall Jenner
According to Page Six, the performer dated Carliz De La Cruz for years before fame changed their paths. They met in 2011, studied at the University of Puerto Rico and even worked at a grocery store in Arecibo. A lawsuit she filed in March 2023 claimed she handled scheduling, invoices and contracts while they were together.
The outlet further reported that they got engaged in 2016, split when she entered law school and he signed with Rimas Entertainment, briefly reunited in 2017 and then ended things for good. In the complaint, De La Cruz said her “Bad Bunny, baby” voice note, heard in ‘Pa Ti’ and ‘Dos Mil 16,’ was used without consent. The case remains pending.Bad Bunny dated Gabriela Berlingeri, a Puerto Rican jewelry designer, from 2017 until they split in 2022. They met after he performed at a Zion and Lennox concert. “I met her at some restaurant, while I was eating with my parents and my brothers,” he told Rolling Stone. “We started talking and from there, we continued to see each other.” He added, “She and I really have great chemistry, for real,” and, “I am always playing and always doing something crazy and fun.” Their relationship stayed mostly private at first and then became more public over time, but they quietly ended things in 2022.
Relationship timeline with Kendall Jenner
Romance rumors with Jenner started in February 2023 when they were seen with Justin and Hailey Bieber. By August, photos showed them kissing at a Drake show. Entertainment Tonight later quoted a source who said, “Kendall and Bad Bunny have been doing their own things lately and things slowly started to fizzle out between them.”They reunited more than once. Us Weekly reported in September that “They’re still friendly but have taken a step back and aren’t dating.” Page Six then spotted them flirting again in May 2024, and by June they attended Vogue World in Paris together.Through it all, he has stayed firm. “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,” he told Vanity Fair. “I’m not really interested in clarifying anything because I have no commitment to clarify anything to anyone.”
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