Unlike her famous sisters, Kendall Jenner has always protected her private life fiercely. Operating with a strict “no-reality-TV-drama” rule for her partners, the world-class supermodel rarely goes Instagram-official or addresses her love life on The Kardashians. Yet, running in the world’s most elite circles means her romantic history reads like a VIP guest list spanning top-tier pop stars, Formula 1 champions, and an entire roster of NBA All-Stars.
The Kendall Jenner relationships portfolio has entered an exciting, high-profile new era. After turning 29 and vowing to prioritize her own happiness, Kendall’s low-key dating approach has landed her in a blooming, ultra-private romance with one of Hollywood’s most sought-after leading men, Jacob Elordi.
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Kendall Jenner Relationships
Let’s take a chronological walk through the exclusive timeline of Kendall’s most notable public romances and rumored flings.
Julian Brooks (2012–2013)
Before the Met Galas, international runway shows, and global fame, Kendall was just a regular high schooler experiencing her first major love with classmate Julian Brooks.
- The High School Sweethearts: Long before she became a household name, Kendall dated Brooks during her time at Sierra Canyon High School. Brooks, who went on to play football for the University of Nevada, was Jenner’s first real relationship. The young couple ultimately split right around the time her modeling career began taking off on a global scale.
Kendall Jenner and Harry Styles (2013–2016)
In late 2013, Kendall’s love life officially skyrocketed into A-list territory when she was spotted on a dinner date with One Direction frontman Harry Styles.
- The High-Fashion Pop Era: “Hendall” became an instant obsession for pop culture fans. While they rarely confirmed their status, they were captured canoodling on a luxury yacht in St. Barths during a New Year’s getaway. Though their busy schedules prevented them from ever becoming fully permanent, they shared an incredibly sweet, platonic bond years later, famously playing a hilarious game of “Spill Your Guts or Fill Your Guts” on late-night TV.
Lewis Hamilton (2015)
During the summer of 2015, Kendall sparked intense dating rumors with seven-time Formula 1 World Champion Sir Lewis Hamilton.
- The Jet-Set Grand Prix Flirtation: Kendall was spotted wearing Hamilton’s gold chain at the Monaco Grand Prix and spending time on his yacht with her model friends. While the pairing made waves globally, Hamilton later cleared the air by stating they were simply excellent friends who ran in the same international circles.
Jordan Clarkson (2016)
Kendall kicked off her well-documented love for basketball players in the spring of 2016 when she began casually seeing NBA guard Jordan Clarkson.
- The Court-Side Introduction: The supermodel and the then-Los Angeles Lakers player were spotted together at Coachella and hitting up trendy spots around Hollywood. An insider noted at the time that the relationship was intentionally kept light, casual, and completely unlabelled, serving as Kendall’s entry point into the basketball scene.
ASAP Rocky (2016–2017)
Shifting her focus from the court to the hip-hop world, Kendall struck up a highly stylish romance with rapper and fashion icon A$AP Rocky.
- The Met Gala Mainstays: Already close friends, their bond turned romantic during a dinner date in Paris. The peak of their relationship came at the 2017 Met Gala, where they were photographed looking incredibly cozy. Ultimately, the intense demands of their respective careers, traveling the globe for fashion weeks and concert tours, caused them to drift apart naturally.
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Blake Griffin (2017–2018)
Kendall returned to the NBA in mid-2017, entering a serious, heavily photographed relationship with powerhouse forward Blake Griffin.
- The Transcontinental Split: Kendall became a fixture court-side at Los Angeles Clippers games, cheering Griffin on. The romance was going strong until the NBA threw a major wrench in their plans: Griffin was unexpectedly traded from Los Angeles to the Detroit Pistons. The massive geographical distance proved too heavy a burden for the couple, and they called it quits by early 2018.
Ben Simmons (2018–2020)
In May 2018, Kendall began an on-again, off-again romance with Philadelphia 76ers star Ben Simmons that would span nearly two years.
- Going Public on Television: Breaking her usual code of silence, Kendall officially confirmed she was dating Simmons during an appearance on The Ellen DeGeneres Show. She spent substantial time in Philadelphia supporting him, but the intense public pressure and grueling athletic schedules led to a mutual, amicable breakup by early 2020.
Kendall Jenner and Devin Booker (2020–2025)
Kendall’s most significant, enduring relationship to date came during the 2020 lockdown when she went on an Arizona road trip with Phoenix Suns star Devin Booker.
- The Long-Term Love Story: The pair quickly became a fan-favorite “quarantine couple.” They dated steadily for over two years, attended Kourtney Kardashian’s Italian wedding together, and split temporarily before reconciling. Following a high-profile fling Kendall had with musician Bad Bunny in 2023, she and Devin subtly reconnected, continuing a quiet, off-and-on dynamic. However, the final embers of their multi-year romance officially cooled down for good, opening the door for a fresh chapter.
Kendall Jenner and Jacob Elordi (2026–Present)
Kendall’s latest romantic chapter is arguably her most exciting yet, finding love with Australian Euphoria and Saltburn actor Jacob Elordi.
- The New Hollywood Power Couple: After being set up by her sister, Kylie Jenner, Kendall and Jacob quietly spent months getting to know one another behind closed doors. Rumors exploded when they were spotted making out at a Coachella after-party. Since then, the ultra-private pair have gone on low-key getaways to Hawaii and been spotted on double dates with Kylie Jenner and Timothée Chalamet. They even shared a relaxed, affectionate dinner date at an udon noodle restaurant in Tokyo, proving that Kendall is happily enjoying her new, brilliant Hollywood crush.
CelebLoves Commentary: Kendall Jenner has spent her twenties mastering the art of high-profile dating without the typical reality TV fallout. Her new chapter with Jacob Elordi shows she is perfectly content keeping her love life exactly where it belongs: out of the spotlight and entirely on her own terms.
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