Bad Bunny’s Super Bowl halftime performance became more than a musical milestone when several figures from his personal past were also present, bringing different chapters of his life into the same spotlight. Long before global fame, he was in a serious relationship with Carliz De La Cruz Hernández in Puerto Rico, who supported him during his early career. Years later, their past resurfaced through a legal dispute over a recording of her voice used in his music without a finalized agreement. As his career accelerated, his relationship with Gabriela Berlingeri followed, with her appearing beside him at public events and in creative projects during his rise to international stardom. That partnership eventually ended, and he was later linked to model Kendall Jenner, with their highly publicized relationship also drawing intense attention before they separated.

In early 2026, moments surrounding his Grammy win and Super Bowl performance unexpectedly brought former partners back into public view as both Berlingeri and Jenner attended events connected to his biggest career milestones. While fans often focus on his relationships, Bad Bunny has repeatedly emphasized that his identity and artistic expression extend beyond romance, highlighting self-expression, vulnerability, and personal growth as central to his journey. Today, no official relationship has been confirmed, leaving his private life largely speculative. What remains clear is how his path from local artist to global star intertwined with personal relationships that helped shape different periods of his life, even as he continues defining himself primarily through music, performance, and a commitment to authenticity rather than the headlines surrounding his personal life.