Bad Bunny, the Puerto Rican musician born Benito Antonio Martínez Ocasio, is known for keeping his romantic life private. In a 2023 interview with Vanity Fair, he discussed the pressure of fame and the impact it has on his relationships. He emphasized his disinterest in clarifying personal details to the public, asserting that his privacy is something he wants to protect.
Bad Bunny’s most recent relationship made headlines in February 2023 when paparazzi caught him and Kendall Jenner leaving a restaurant together. The two were reportedly on a double date with Hailey and Justin Bieber. A source revealed they were “hanging out” and having fun, with Jenner describing him as “charming” and different from past partners. Their connection was confirmed a month later when pictures surfaced of the couple kissing in a Los Angeles parking lot.
As their relationship progressed, Bad Bunny and Jenner became more comfortable showing affection in public, attending major events such as a 2023 Met Gala after-party and Coachella. However, both maintained silence about their relationship, focusing on keeping their personal lives private. Bunny, in a June interview with Rolling Stone, explained that his privacy was the only thing he could truly safeguard, as people already knew so much about him.
Jenner also spoke about her views on relationships in her Harper’s Bazaar September 2023 interview, discussing her commitment to love and how she always fights for relationships. Despite reports that their romance was becoming more serious, the couple parted ways by the end of 2023. A source explained that they had a mutual understanding from the start that their relationship likely wouldn’t be long-term, given their busy schedules.
Before Jenner, Bad Bunny had a long-term on-and-off relationship with jewelry designer Gabriela Berlingeri. They met in Puerto Rico in 2017, and their relationship deepened during the COVID-19 pandemic when they quarantined together. In a 2020 Rolling Stone interview, Bunny described Berlingeri as a major emotional support during a difficult time in his life. They kept their relationship relatively private until they appeared publicly together at an NBA game.
Rumors swirled in 2020 when Berlingeri was seen wearing a diamond ring, sparking speculation that they had gotten engaged. Bad Bunny dismissed these rumors, explaining that while they might consider marriage, he was not ready for the commitment. Their relationship seemed to end by August 2022 when videos surfaced of Bunny kissing another woman in a nightclub in Puerto Rico.
Before becoming Bad Bunny, Benito Ocasio dated Carliz De La Cruz, a fellow student at the University of Puerto Rico. Their relationship became serious enough that he proposed to her in 2016, but they broke up in 2017. In 2023, years after their split, De La Cruz sued Bad Bunny for $40 million, claiming he used a voice recording of hers without consent on his songs “Pa Ti” and “Dos Mil 16.”
The lawsuit alleges that the recording, which features De La Cruz saying “Bad Bunny, baby,” was used not only in music but also for promotional purposes and media appearances. De La Cruz also claims that her life has been impacted by the widespread attention the recording has garnered. In 2022, a representative for Bad Bunny allegedly offered her $2,000 for the rights to the recording, which she declined. As of now, the lawsuit remains unresolved.
