Kendall Jenner Dating History: Bad Bunny, Devin Booker & More

Kendall Jenner Dating History: Bad Bunny, Devin Booker & More

Out of all the Kardashian-Jenner sisters, Kendall Jenner is the most low-key when it comes to her relationships. 

In fact, the highest-paid supermodel has never had a beau appear on Keeping Up With the Kardashians or Hulu’s The Kardashians. She’s talked several times about the importance of keeping her personal life separate from work. “A relationship is only meant to be between two people, and the second you make it the world’s business is when it starts messing with the two people mentally,” she told Vogue in May 2019. “Like, once everyone is let in, you’re letting all these opinions into your relationships, and I don’t think that’s fair.”

Despite her best efforts to keep her dating life under wraps, Jenner has been spotted with a few A-list celebrities over the years. The most notable names include the likes of singer Harry Styles, and basketball stars Ben Simmons and Devin Booker. The latter was her most recent relationship, which lasted, on and off, for two years. 

Before calling it quits in November 2022 due to conflicting schedules, Jenner gave fans Easter eggs pertaining to Booker. She shared an IG Stories photo of them together on their anniversary and also attended Kourtney Kardashian and Travis Barker’s wedding with the NBA star. Even with the hints and headlines in the media, fans felt like they knew everything about the former couple and yet nothing at all, which has become the formula for the model’s love life. 

But in February, Jenner appeared to be back on the dating scene. The 818 Tequila founder was spotted leaving an L.A. restaurant with Bad Bunny, just two days after the two were rumored to be making out in a club. While neither party has confirmed or denied the relationship, the internet is currently in a frenzy about the possible union. 

While the reality star’s dating history dates back to 2014, we’ve kept track of it all. Here’s a full timeline of Kendall Jenner’s public yet low-key relationships.


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