Bad Bunny’s Complete Ex-Girlfriend Timeline: From Carliz De La Cruz to Kendall Jenner’s Recent Split

Bad Bunny, the globally acclaimed Puerto Rican artist, has kept his romantic life mostly private, with his most recent and public relationship being with supermodel Kendall Jenner. After their high-profile romance that saw several public moments and a brief rekindling in 2024, the couple went their separate ways again in September of that year. This article explores Bad Bunny’s known past relationships, highlighting those that have shaped his personal life away from the spotlight.

Early Relationship with Carliz De La Cruz Hernández

Bad Bunny started his long-term relationship with Carliz De La Cruz Hernández in 2011, during their university years at the University of Puerto Rico. De La Cruz, a lawyer, was not only his partner but also supported his nascent music career by managing contracts and schedules. The couple got engaged in 2016 but parted ways the following year after career divergences—De La Cruz pursuing law school and Bad Bunny signing with Rimas Entertainment. A legal dispute emerged later with De La Cruz filing a lawsuit claiming unauthorized use of her voice recordings in Bad Bunny’s music, pending resolution.

On-and-Off Romance with Gabriela Berlingeri

From 2017 until 2022, Bad Bunny was involved with jewelry designer Gabriela Berlingeri. Their relationship included creative collaboration, evidenced in tracks like “El Apagón” and “En Casita,” and personal milestones such as quarantining together during the COVID-19 pandemic. The couple often appeared together in public settings including major award shows. Although their split was discreet, their friendly rapport has remained intact, underscored by Berlingeri’s public support of Bad Bunny’s success, including his Grammy recognition.

High-Profile Relationship with Kendall Jenner

Bad Bunny and Kendall Jenner’s relationship became public in early 2023. Their romance, marked by public appearances and affectionate gestures, hinted at genuine chemistry despite demanding schedules. First spotted on a double date with the Biebers, and later sharing intimate moments at a Drake concert, the pair’s connection drew significant media attention. However, by the end of 2023, the relationship appeared to dissolve, with reports indicating that both understood it was unlikely to be permanent given their busy lifestyles. The couple briefly reunited in mid-2024, showing visible signs of affection at several events, before ultimately ending the relationship again by September.

Summary of Bad Bunny’s Known Relationships

  1. Carliz De La Cruz Hernández (2011–2017, brief reunion in 2017): Early supporter and fiancee, currently involved in a legal dispute.
  2. Gabriela Berlingeri (2017–2022): Long-term partner and creative collaborator, relationship ended amicably.
  3. Kendall Jenner (2023–2024): High-profile romance with public and media interest, ended twice within a short time frame.

Bad Bunny’s caution regarding public exposure of his personal life is clearly reflected in his sparse comments about relationships. He emphasized to Vanity Fair that fans do not truly know his personal feelings or experiences and expressed no obligation to disclose details about his private affairs. Despite this, the outlines of his romantic history reveal significant connections that have supported and influenced his journey both personally and professionally.

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