From global superstardom to global heartthrob, Bad Bunny&rsquo;s love life has captivated fans just as much as his music.

From sold-out stadium tours to front-row fashion week appearances to now winning Album of the Year at the 2026 Grammys, <a href="https://www.lofficielusa.com/fashion/bad-bunny-calvin-klein-campaign-photos">Bad Bunny</a> has cemented himself as one of the most influential figures of his generation. The&nbsp;Grammy-winning musician and upcoming <a href="https://www.lofficielusa.com/music/bad-bunny-2026-super-bowl-halftime-show">Super Bowl Halftime</a> performer is celebrated not only for reshaping global music but also for redefining modern masculinity through <a href="https://www.lofficielusa.com/fashion/bad-bunny-met-gala-2024-fashion-red-carpet">fashion</a> and self-expression. Though famously guarded, his relationships have sparked headlines time and again (because every fan girl out there is secretly hoping he's single).&nbsp;
Bad Bunny showed up to the 2026 Grammys alone, instantly sparking the obvious question: is he single? According to L&rsquo;OFFICIEL&rsquo;s research, the answer is yes&mdash;which makes now the perfect time to look back at his dating history.
L&rsquo;OFFICIEL takes a close look at Bad Bunny&rsquo;s dating history.

<h2 data-start="245" data-end="292" style="text-align: center;">Carliz De La Cruz Hern&aacute;ndez (2011 &ndash; 2017)</h2>

Photo courtesy of @carlizcha on Instagram.

Bad Bunny&rsquo;s first serious public relationship was with Carliz De La Cruz Hern&aacute;ndez, whom he met while they were both students at the University of Puerto Rico. The couple were together for several years and reportedly became engaged in 2016, only to part ways in 2017 as his career took off. Years later, De La Cruz made headlines with a lawsuit over the use of her voice in some of his early songs.

<h2 data-start="738" data-end="777" style="text-align: center;">Gabriela Berlingeri (2017 &ndash; 2022)</h2>

Getty Images.

The artist met jewelry designer and model Gabriela Berlingeri in <a href="https://www.lofficielusa.com/music/bad-bunny-puerto-rico-residency-shows-music-fashion">Puerto Rico </a>in 2017, and the two maintained an on-again, off-again relationship that became public in 2020. They were photographed together at basketball games, red carpet events, and frequently supported one another in both professional and personal moments. Bad Bunny has spoken affectionately about her helping him emotionally during important phases of his life. Their romance quietly wound down in 2022.

<h2 data-start="1296" data-end="1330" style="text-align: center;">Kendall Jenner (2023 &ndash; 2024)</h2>

Bad Bunny and supermodel<a href="https://www.lofficielusa.com/pop-culture/kendall-jenner-dating-history-exes-nba-players-bad-bunny-devin-booker-harry-styles-boyfriend"> Kendall Jenner</a> were <a href="https://www.lofficielusa.com/pop-culture/kendall-jenner-bad-bunny-dating-timeline">first linked in early 2023</a> after sightings and insider reports confirmed that they were spending significant time together. The pairing quickly became a global media moment, with appearances at high-profile outings (including fashion events and public gatherings) throughout that year. While the couple split in late 2023, they were briefly seen together again in 2024 before ultimately parting ways for good later that year.

Bad Bunny’s Complete Dating History

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