Why Did Bad Bunny & Kendall Jenner Break Up? A Refresher on Their Relationship History
As he gears up for the Super Bowl LX Halftime Show, Bad Bunny is one of the most talked-about figures in music right now. Though fans have a few days to go until his February 8 performance, they’ve been buzzing ever since he took home the Album of the Year trophy at the 2026 Grammy Awards a week earlier.
His big win wasn’t all they were talking about: During the February 1 ceremony, Harry Styles handed the award to Bad Bunny. The musicians have more in common than being heartthrobs and Album of the Year winners. They were both previously linked to Kendall Jenner. With that interaction and his imminent Super Bowl moment, we thought it was about time we revisited Bad Bunny and Jenner’s complicated dating history.
Why did they break up? Did they ever rekindle things after their first split? Swooon has everything you need to know below.
How long were Bad Bunny and Kendall Jenner together?
Let’s take it all the way back to February 2023, when Jenner and Bad Bunny were pictured on a double date with Hailey and Justin Bieber. “They were introduced by friends. He moved to L.A. a few weeks ago and bought a house,” an anonymous inside source told People. “She likes him and is having fun. He is different from guys that she dated in the past. He is very charming.”
From then on, the couple were spotted every so often. A horseback riding date here, a Coachella moment there. That spring, they switched coasts, going on a dinner date and attending the 2023 Met Gala after-party. Later that month, the two sat courtside at a Los Angeles Lakers game. “They definitely seem in love and super serious,” the insider told People in July.

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Alleged seriousness aside, they didn’t speak publicly about their relationship. In a September 2023 Vanity Fair interview, Bad Bunny was asked about Jenner, but he elected not to “clarify anything” when it comes to his private life. A month later, Jenner and Bad Bunny made headlines again when they posed for Gucci’s Gucci Valigeria campaign, which “explores the intimacy of traveling together.”
In December 2023, it was reported that the couple had ended their relationship after less than a year.
Did Bad Bunny and Kendall Jenner get back together?
Flashing forward to 2024’s Met Gala, Jenner and Bad Bunny were spotted chatting and laughing at an after-party. Later that month, Jenner was in the audience at one of his concerts, and more inside sources confirmed that their romance was back on.
“There wasn’t ever any drama in their breakup, and they missed each other,” a source told People. Another said they broke up initially because they were “not on the same page in life… It’s like they needed the break to miss each other enough to figure things out,” the source said. “They always had this crazy attraction to each other. Things are great again.”
Why did Bad Bunny and Kendall Jenner break up?
After their first split in late 2023, The Messenger was told by an insider, “They are even still in contact. Their relationship had been rocky due to their busy schedules.”
As for the September 2024 breakup, Us Weekly reported that the supermodel “decided she wanted space” rather than something serious. At the same time, she was reportedly hanging out with her ex, NBA player Devin Booker, who recently left a shady comment about Jenner’s love life on Instagram.
“She wants to stay single for now,” Us Weekly’s source said. “Kendall isn’t ready to be tied down at the moment and is enjoying this era.”
Who are Bad Bunny and Kendall Jenner dating now?
Neither of the exes has confirmed a romance as of February 2026. Since late last year, Jenner has been spotted a couple of times with Ben Gorham, the founder of the fragrance brand Byredo. As for Bad Bunny, rumors swirled when his ex, Gabriela Berlingeri, joined him at the Grammys. Read more about their relationship history here.
Super Bowl LX, Sunday, February 8, 6:30/5:30c, NBC





