Kendall Jenner's Love Life Is Rife With Rumors That Link Her To Hollywood It Boys

For someone who rose to fame on reality TV, Kendall Jenner is surprisingly private about her love life. While her sisters' boyfriends, marriages, and divorces share nearly equal headline space with their makeup brands and stunning Met Gala looks, the model and tequila tycoon has refused to comment on, or even confirm, most of her relationships. She's also the only member of the Kardashian clan who hasn't had children, which would make a romantic connection hard to deny, but as it is, she can't be caught.

Still, that hasn't stopped the rumor train from hitching her name to some pretty famous cabooses. Jenner has an admitted soft spot for basketball players, but if those tabloid photos are anything to go by, she's open to musicians and the occasional actor as well. She's been spotted with such eligible Hollywood bachelors as Nick Jonas, Harry Styles, A$AP Rocky, Bad Bunny, and most recently, Jacob Elordi.

The rumor mill began grinding in 2013 when Kendall Jenner was spotted hitting the town with Harry Styles. Jenner and Styles were spotted all over Hollywood and taking exotic vacations together on and off for the next three years. But while reconciliation rumors occasionally surface (most significantly in 2022, after their respective breakups with Olivia Wilde and Devin Booker), neither ever confirmed that they dated. During an apparent break with Styles in 2015, Jenner seemingly affirmed her commitment to the musician bandwagon when she stepped out with Nick Jonas, but Jonas was quick to deny any trace of romance. Jenner was next linked with rapper A$AP Rocky in 2016 and 2017 before he became Mr. Rihanna.

Of course, her highest-profile connection was with Bad Bunny, which made headlines even after their relationship ended in 2023, after a year of dating. The tabloids have been predicting a reunion since 2024, most recently when Bad Bunny was photographed with Jenner's friend Hailey Bieber at the 2026 Grammys, and Jenner cheered him on during the Super Bowl halftime show. In April 2026, however, Jenner was seen canoodling at Coachella with actor and longtime friend Jacob Elordi. Attendees claimed the couple was 'all over each other,' especially at Justin Bieber's after party. Maybe she'll join her sister on the Oscars red carpet, provided the red flags in Kylie Jenner and Timotheé Chalamet's relationship don't prevail.