Written by Music

Who Is Bad Bunny Dating? A Look at the Puerto Rican Rapper’s Relationships from Gabriela Berlingeri to Kendall Jenner

Bad Bunny, born Benito Antonio Martínez Ocasio, is one of the biggest Latin artists in the world, but when it comes to his personal life, he keeps the doors firmly closed. The rapper rarely comments on his romances, leaving fans to piece together the story from sightings, appearances, and subtle hints in his music.

His earliest public relationship was with Puerto Rican attorney Carliz De La Cruz Hernández. They began dating in 2011 while at the University of Puerto Rico and were engaged briefly in 2016 before splitting. Hernández returned to the headlines in 2023 with a lawsuit alleging that Bad Bunny used a recording of her voice in two songs without permission; the case is ongoing.

Carliz De La Cruz Hernández

Around 2017, Bad Bunny began a quieter relationship with jewelry designer Gabriela Berlingeri. The pair met after one of his shows in Puerto Rico, and by most accounts, their connection was private, playful, and low-key. Berlingeri appeared on the track “En Casita” from his 2020 compilation album Las Que No Iban a Salir, and they occasionally walked red carpets together. They eventually parted ways, but Berlingeri publicly supported him when his album DeBÍ TiRAR MáS FOToS won Album of the Year at the 2026 Grammys.

Gabriela Berlingeri

In 2023, Bad Bunny was linked to model Kendall Jenner. The pair were seen together in Los Angeles, at Coachella, and at the Met Gala afterparty, though the rapper never confirmed the relationship. Sources indicated the couple split in December 2023, briefly reconciled in mid-2024, and ultimately went their separate ways. Bad Bunny has offered little comment on Jenner, noting only that language differences played a role: “With some people, I speak English … With one of them, I couldn’t talk to her before.”

Kendall Jenner

Through it all, Bad Bunny’s approach remains consistent: the music tells more than the headlines. Songs inspired by past and present loves hint at intimacy without naming names. As he told TIME in 2025, “I have written songs inspired by people that people don’t have a f—ing clue who they are.”

For fans and observers alike, his private life is part of the story — a reflection of an artist who controls what he shares and leaves the rest to speculation.


Last modified: February 9, 2026

Close