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The Full Scorecard: Every Man Kendall Jenner Has Dated And Her Surprising Current Relationship Status

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Despite her family’s penchant for public relationships, supermodel Kendall Jenner has always maintained a fiercely private stance on her love life, often adhering to her own unwritten rule of not dating publicly. However, as one of the world's most photographed women, her high-profile romances—especially those with a surprising number of NBA stars—have consistently dominated headlines, creating a fascinating and often complex relationship timeline. As of December 2025, the latest updates suggest the model is currently focusing on herself, though her recent on-again, off-again status with a certain global music sensation keeps fans guessing.

The Kardashians star has been linked to a roster of A-list musicians and elite athletes, building a dating history that is both exclusive and intriguing. This comprehensive deep dive breaks down every confirmed and heavily rumored relationship, offering a fresh, unique look at the men who have captured the attention of the world's highest-paid supermodel, and revealing the true status of her most recent, intense flings.

Kendall Jenner: Model, Mogul, and Relationship Profile

Kendall Nicole Jenner is an American model, media personality, and businesswoman. She rose to fame in the reality television show Keeping Up with the Kardashians and has since established herself as one of the world’s leading supermodels, gracing the covers of major fashion magazines and walking for the biggest luxury houses. Her romantic life has often been a topic of public fascination, particularly her tendency to date professional basketball players, which has become a running joke and a key part of her relationship narrative.

  • Full Name: Kendall Nicole Jenner
  • Date of Birth: November 3, 1995
  • Place of Birth: Los Angeles, California, U.S.
  • Zodiac Sign: Scorpio
  • Height: 5 ft 10 in (1.79 m)
  • Parents: Kris Jenner and Caitlyn Jenner (formerly Bruce Jenner)
  • Siblings: Kylie Jenner, Kourtney Kardashian, Kim Kardashian, Khloé Kardashian, Rob Kardashian, Brody Jenner, Brandon Jenner
  • Occupation: Model, Television Personality, Businesswoman (Founder of 818 Tequila)
  • Net Worth: Estimated at over $60 million.
  • Notable Relationships: Harry Styles, Blake Griffin, Ben Simmons, Devin Booker, Bad Bunny

The NBA Connection: A Look at Kendall's Basketball Boyfriends

Kendall Jenner's dating history is famously intertwined with the National Basketball Association (NBA). While she has dated musicians and actors, her longest and most serious relationships have been with NBA stars. This pattern has led to the popular, albeit joking, concept of the "Kardashian/Jenner NBA Curse," though Kendall herself has dismissed the notion, simply stating she enjoys basketball.

Blake Griffin (2017–2018)

Jenner and then-Los Angeles Clippers player Blake Griffin began their ultra-private relationship in the summer of 2017. Their romance was marked by low-key dates, concerts, and afterparties, often keeping their interactions out of the public eye. The relationship was relatively short-lived, lasting about six months before they cooled things off in early 2018.

Ben Simmons (2018–2019)

Following her split from Griffin, Kendall began seeing Philadelphia 76ers point guard Ben Simmons in May 2018. Their relationship was on-again, off-again, with an initial "summer fling" ending by September, followed by brief reconnections. Despite the sporadic nature, Simmons was a significant figure in her dating timeline, with the pair often spotted together in both Los Angeles and Philadelphia.

Devin Booker (2020–2022, On-Again/Off-Again)

The relationship with Phoenix Suns guard Devin Booker is Kendall Jenner's longest and most public relationship to date. They were first spotted on a road trip to Sedona, Arizona, in April 2020, and their romance quickly became serious. Unlike previous flings, Kendall and Devin went public, sharing photos on social media and attending events together. They dated for about two and a half years, breaking up and reuniting multiple times. Reports in 2025 have even speculated about their on-again, off-again romance potentially lasting, suggesting a lingering connection between the two high-profile stars.

The Musicians: From Pop Royalty to Reggaeton Superstar

While the NBA dominates her recent history, Kendall has also been linked to major figures in the music industry, adding another layer of celebrity to her romantic life. These relationships often sparked intense media frenzy due to the global fame of her partners.

Harry Styles (2013–2016, Rumored)

One of Kendall’s earliest high-profile connections was with One Direction star Harry Styles. The two were first linked in 2013 and were seen together sporadically over the next few years, including a highly publicized yacht trip in 2016. While they never officially confirmed their relationship, their numerous outings and obvious chemistry made them one of the most talked-about rumored couples of the mid-2010s. They have maintained a friendly relationship over the years, further fueling the speculation about their past.

Bad Bunny (2023–2024, Recent On-Again/Off-Again)

Kendall's most recent major relationship was with Puerto Rican rapper and global superstar Bad Bunny (Benito Antonio Martínez Ocasio). Reports of them dating broke in early 2023, and they quickly became inseparable, despite their efforts to keep the romance largely private. Their intense year-long romance included joint appearances at major events and fashion shows, solidifying their status as a power couple. They first hit the brakes in December 2023, but their connection proved hard to sever.

The latest updates confirm their complex on-again, off-again status. They were seen together again at the 2024 Met Gala, sparking intense reunion rumors and exciting fans about the possibility of them rekindling their flame. However, despite these public appearances, the status of their romance remains fluid and highly speculated upon, with the rapper even sparking fresh speculation about their relationship in new music releases.

The Current Status: Single and Investing in Herself

What is Kendall Jenner's current relationship status as of late 2025? Despite the persistent rumors linking her to various figures, including the recent speculation surrounding a reunion with Bad Bunny and a denial of rumors with musician Tobias Jesso Jr., sources close to the model have stated that she is "completely single." The supermodel is reportedly prioritizing her career, her burgeoning 818 Tequila business, and personal growth.

This commitment to privacy and her own endeavors aligns with how she has historically approached her dating life. While she has had serious, long-term partners, Kendall has always been known for keeping her romantic world separate from her public brand, a stark contrast to some of her sisters in the Kardashian-Jenner family. Her recent focus on self-investment suggests that any future relationship will have to meet a high bar for commitment and discretion.

Ultimately, Kendall Jenner’s dating history is a testament to her unique position in the celebrity ecosystem. She successfully navigates the intense media scrutiny of dating some of the world's most famous athletes and musicians while maintaining an impressive level of privacy. Whether she’s back with a former flame or embracing single life, the world will undoubtedly be watching closely for the next chapter in her high-profile romantic journey.

kendall jenner dating history
kendall jenner dating history

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