Love stories in pop culture rarely follow a straight line. Just days after dominating the Super Bowl 2026 halftime stage, Bad Bunny appears to be revisiting a familiar chapter with ex-girlfriend Gabriela Berlingeri.
The Puerto Rican superstar, born Benito Antonio Martínez Ocasio, was spotted enjoying an early Valentine’s Day dinner with Berlingeri in Buenos Aires on Thursday night. The sighting comes as the reggaeton icon prepares for a three-night concert run in Argentina’s capital, prompting the pair to celebrate the romantic holiday ahead of schedule.
© RS Fotos/The Grosby GroupBad Bunny is back with Gabriela Berlingeri.
Photos obtained by HOLA! Via The Grosby Group, the 31-year-old artist is shown exiting a restaurant in a blue hoodie, face mask, and dark glasses. A tight circle of bodyguards surrounded him as fans gathered outside, phones raised high. Even so, he paused to shake hands and hug a few children before slipping into a waiting vehicle.
© RS Fotos/The Grosby GroupBad Bunny is in Buenos Aires to start his worldwide tour. He has 3 concerts programmed for Friday, Saturday,S and Sunday at River Plate stadium.
Berlingeri kept a lower profile. The jewelry designer walked discreetly behind him alongside a restaurant staffer before settling into the car. She wore a brown leather jacket with matching pants and open-toed shoes.
© RS Fotos/The Grosby GroupBad Bunny took Gabriela for a romantic dinner, ahead of his upcoming concerts
From Puerto Rico to the World Stage
Bad Bunny and Berlingeri’s history stretches back to 2017. The Grammy winner previously revealed to Rolling Stone that they first met in Puerto Rico after a Zion & Lennox concert. He was dining with his parents, Lysaurie and Tito, and his brothers when he struck up a conversation with her. That casual introduction turned into years of an on-and-off relationship.
© Bad Bunny / Gabriela BerlingeriBad Bunny and Gabriela Berlingeri rekindle romance.
Their romance went public in a major way at the Billboard Latin Music Awards in September 2021, where they made their red carpet debut as a couple. Berlingeri was more than a supportive partner. She contributed vocals to tracks like “El Apagón” and “En Casita,” weaving herself into his musical universe.
In 2022, the year they split, the pair staged a playful fake wedding in the “Tití Me Preguntó” music video. It blurred the lines between performance art and personal narrative, a recurring theme in Bad Bunny’s career.
© Bad BunnyFans also noticed that Bad Bunny wore a single gold ring on his left ring finger while walking the red carpet, a detail that fueled online speculation.
The Kendall Jenner Chapter
After the breakup, the King of Latin Trap entered a high-profile relationship with Kendall Jenner. The two were first linked in February 2023 and appeared inseparable for months. By December, they had called it quits.
A brief reconciliation followed in May 2024, with sightings at a Met Gala after-party and a Miami hotel exit fueling headlines. That second attempt faded quickly.
© GettyKendall Jenner, Bad Bunny at a Met Gala After Party May 6, 2024
Last Sunday, Jenner attended the Apple Music Super Bowl LX Halftime Show at Levi’s Stadium in California, where she watched her ex deliver a high-energy performance. She danced from her VIP suite alongside close friend Hailey Bieber as Bad Bunny performed hits including “Tití Me Preguntó,” “Yo Perreo Sola,” and “DtMF,” and more.
The show, part of Super Bowl LX, doubled as a cultural tribute to Puerto Rico. Surprise appearances from Lady Gaga and Ricky Martin elevated the spectacle, reinforcing Bad Bunny’s global reach. Gabriela was also there. She shared snaps of her experience on social media.
© RS Fotos/The Grosby GroupGabriela Berlingeri is in Buenos Aires with Bad Bunny.
Berlingeri’s presence at the Super Bowl further hints at renewed closeness. Whether this reunion marks a full revival or simply a rekindled friendship remains unclear. Yet their history suggests deep familiarity, creative collaboration, and mutual respect. Bad Bunny fans would love to see if they revisit their unfinished story.
