Bad Bunny is preparing to take center stage as the headliner of the Super Bowl 60 Halftime Show at Levi’s Stadium in Santa Clara, California. While fans are eagerly awaiting his high-profile performance, many are also curious about the Puerto Rican superstar’s personal life, especially his relationship status. Known as the “King of Latin Trap,” Bad Bunny has long preferred to keep his private life out of the spotlight.
Is Super Bowl 2026 Halftime Show Star Bad Bunny Single Now?
Super Bowl halftime performer Bad Bunny is reportedly single following his breakup with Kendall Jenner in 2024. The global music star, whose real name is Benito Antonio Martínez Ocasio, has always been very private about his personal life, especially his romantic relationships.
In an October 2023 Vanity Fair cover story, Bad Bunny made it clear that he does not like people prying into his love life. He said, “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 further explained that he does not feel obligated to explain himself to anyone, adding “I’m not really interested in clarifying anything because I have no commitment to clarify anything to anyone.” Despite his desire for privacy, Bad Bunny’s dating history has often made headlines.
Bad Bunny Dated With Carliz De La Cruz
Bad Bunny began dating Carliz De La Cruz, a lawyer, in 2011. The two studied together at the University of Puerto Rico and reportedly also worked at a local grocery store in Arecibo. During the early years of his career, the singer often asked De La Cruz for feedback on his music.
According to a $40 million lawsuit De La Cruz filed against him in March 2023, she also helped manage his professional life while they were together. She claimed she handled his schedule, invoices, and contracts during their relationship.
The couple got engaged in 2016. However, they ended their relationship after De La Cruz was accepted into the University of Puerto Rico’s law school and Bad Bunny signed with Rimas Entertainment, as stated in the lawsuit. They briefly reunited in 2017 but eventually split for good.
In her lawsuit filed in a Puerto Rico court, De La Cruz alleged that her now-famous voice note saying “Bad Bunny, baby”, which appears in his hit songs “Pa Ti” and “Dos Mil 16”, was used for profit without her permission. The case is still ongoing.
Bad Bunny Another Realtionship With Gabriela Berlingeri
Bad Bunny later dated Gabriela Berlingeri, a jewelry designer, starting in 2017. Their relationship lasted on and off until 2022.
In a May 2020 interview, Bad Bunny revealed how they met in Puerto Rico after he performed at a Zion and Lennox concert. He told Rolling Stone, “I met her at some restaurant, while I was eating with my parents and my brothers. We started talking and from there, we continued to see each other.”
Speaking about their bond, he said,“She and I really have great chemistry, for real.” He also shared how much he enjoyed making her laugh, “I am always playing and always doing something crazy and fun.”
The couple made several red carpet appearances together, officially debuting at the Premios Billboard de la Musica Latina in September 2021. Berlingeri also collaborated with him on songs such as “El Apagón” and “En Casita.”
Although they quietly broke up in 2022, the two appear to remain on friendly terms. After Bad Bunny won Album of the Year at the 2026 Grammys, Berlingeri reshared a post from the Grammys’ official Instagram page celebrating his win. She later posted a photo showing several hands raising drinks in a toast, according to E! News.
Bad Bunny and Kendall Jenner
Bad Bunny was first linked to Kendall Jenner in February 2023 when they were spotted on what appeared to be a double date with Justin and Hailey Bieber. Their relationship gained more attention in August 2023 when they were photographed kissing at a Drake concert.
By December 2023, reports suggested the pair had broken up after less than a year together. A source told Entertainment Tonight, “Kendall and Bad Bunny have been doing their own things lately and things slowly started to fizzle out between them.”
The source added, “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. They have crazy busy schedules and know they’re still young and have a lot more to experience individually before settling down.”
However, their story did not end there. In May 2024, the pair were reportedly seen being affectionate at a Met Gala afterparty. An insider told Page Six, “They were at the same table, laughing and flirting. She was rubbing his head.”
Later that month, they were spotted leaving a Miami hotel together after a dinner date, sparking rumors that they were back together. By June, they were no longer hiding their reunion and made a public appearance together at Vogue World: Paris, wearing matching outfits.