Kendall Jenner's Awkward Super Bowl Moment with Ex Bad Bunny
Super Bowl LX at Levi's Stadium in Santa Clara, California, provided a dramatic backdrop for a celebrity reunion as Kendall Jenner watched her former boyfriend, Bad Bunny, deliver a fiery halftime performance. The 30-year-old model observed from a private box as the Puerto Rican singer, whose real name is Benito Antonio Martínez Ocasio, took the stage with guest stars including Lady Gaga, Ricky Martin, and Cardi B.
Political Undertones and Personal History Collide
Bad Bunny's performance was noted for its apparent political messaging, with fans online praising what seemed to be critiques of ICE and former President Donald Trump. However, the personal subtext was equally compelling, given his past subtle jab at Jenner. In 2025, he posted on his Instagram Stories wearing a hat and stating, "Stop dating people who don’t get your music," which many interpreted as a veiled reference to their relationship.
The pair first dated in 2023 after being introduced by a mutual friend, experiencing an on-off relationship that included a breakup at the end of that year and a brief reconciliation in 2024. A source told People magazine at the time, "It’s going well and they’re prioritising spending time together as they figure it out. There wasn’t ever any drama in their breakup, and they missed each other." Despite this, they eventually parted ways again, with both currently believed to be single.
Jenner's Focus on Self and the Game's Outcome
Amid the halftime spectacle, Jenner appeared to enjoy the occasion, though her thoughts on Bad Bunny's performance remain private. Earlier this year, she opened up about her dating life on the In Your Dreams podcast, explaining her decision to prioritize herself. "I never really had my 20s to myself," Jenner said. "When I turned 29, I made a minor commitment to myself... I really wanted to have a ‘me year’ where I chose myself." She emphasized putting herself first after often prioritizing partners in the past.
On the field, the Seattle Seahawks secured a decisive 29-13 victory over the New England Patriots, but much of the showbiz attention remained fixed on the halftime dynamics. The event highlighted the intersection of celebrity romance, music, and politics, with Jenner's presence adding a layer of personal intrigue to Bad Bunny's widely discussed performance.