
Kendall Jenner Dating History
Kendall Jenner, a renowned global fashion icon and a prominent member of the Kardashian-Jenner clan, has captivated her fans with not only her modeling career but also her intriguing Kendall Jenner Dating History. Among the Kardashian sisters, Kendall stands out for keeping her romantic life under wraps, leaving her dating history a topic of intense curiosity. From Harry Styles to Devin Booker, Kendall Jenner’s relationships have intrigued fans worldwide.
Kendall Jenner’s Private Approach to Love
Kendall Jenner dating history reflects her preference for privacy. While her family often embraces the spotlight, Kendall takes a more reserved approach. In a 2019 interview with Vogue Australia, she explained: “For me, a lot of things are very special and sacred, like my friends and relationships. Bringing things into the public makes everything so much messier.”
This cautious mindset is further emphasized by Farnaz Farjam, executive producer of Keeping Up with the Kardashians. Farjam shared that Kendall had a personal rule: she would only feature a partner on the show if they had been dating for at least one year. This has fueled curiosity around Kendall Jenner’s dating history and romantic choices.
Kendall Jenner Dating History in Detail
Harry Styles: A Musician’s Charm (2013-2014, 2016)
Kendall Jenner dating history prominently features pop star Harry Styles. The duo first sparked rumors in 2013 after being spotted together on a ski trip. In 2016, their chemistry made headlines again when they were photographed on a yacht in St. Barts. While both denied serious involvement, fans continue to associate them as one of Kendall’s most iconic romances. Learn more about Harry Styles on Wikipedia.

Ben Simmons: NBA Star Attraction (2018-2019)
Kendall’s relationship with NBA player Ben Simmons was a classic Hollywood-meets-sports romance. The couple frequently attended games together, and Kendall’s courtside presence drew significant media attention. Their relationship ended due to demanding schedules but remains a key chapter in Kendall Jenner dating history. Read about Ben Simmons’ career on Wikipedia.
Devin Booker: Rekindled Romance (2020-2022, 2024-Present)
Phoenix Suns star Devin Booker is another highlight of Kendall Jenner’s dating history. The pair started dating in 2020 and even went Instagram official on Valentine’s Day 2021. Despite a brief breakup in 2022, they reportedly rekindled their romance in 2024, delighting fans once more. Discover Devin Booker’s NBA stats on NBA.com.
Bad Bunny: A Musical Fling (2023)
In early 2023, Kendall was linked to Puerto Rican rapper Bad Bunny. The relationship made waves online, especially after the pair were spotted double dating with Justin and Hailey Bieber. Though their romance ended within a year, it was a notable part of Kendall Jenner dating history.
Who Is Kendall Jenner Dating Now?
As of 2024, Kendall Jenner is rumored to be back with Devin Booker. While neither has confirmed the reunion officially, their public appearances suggest the relationship is stronger than ever. Fans of Kendall Jenner’s dating history eagerly await updates on her rekindled romance.

The Evolution of Kendall Jenner’s Dating History
Kendall Jenner’s approach to relationships reflects her desire for balance between fame and privacy. From dating music legends like Harry Styles to building connections with NBA stars like Ben Simmons and Devin Booker, her dating history is a testament to her unique perspective on love in the public eye.
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