Kendall Jenner and her romances with global celebrities through the years

• The model maintained relationships with music stars like Bad Bunny and Harry Styles, proving a strong connection with the entertainment industry.
• Her dating history includes several prominent NBA players, such as Devin Booker and Ben Simmons, relationships she proudly defended against “trolls.”
• In 2026, rumors point to a new romantic stage with actor Jacob Elordi, as the pair appeared close at high-profile events like Coachella.

Kendall Jenner’s sentimental trajectory began generating massive headlines when media linked her to former One Direction member Harry Styles in a relationship that mixed California dinners and yacht trips through the Caribbean; specifically, although the romance did not transform into something permanent, both managed to maintain a solid friendship that fans still celebrate today.

Shortly after, her dating history continued in the summer of 2015 when the model had a brief fling with Nick Jonas thanks to the mediation of Gigi Hadid, who was dating Joe Jonas at the time; likewise, these early experiences in the public eye helped her learn valuable lessons about privacy and image management; consequently, every breakup seems to have strengthened her determination to be the one calling the shots in her future courtships.

Dominating the courts: The NBA connection

On the other hand, Kendall Jenner’s interest in professional athletes often becomes a subject of internet mockery because her dating history features several players from that league, but she always responds with conviction by ensuring she maintains total control over her personal decisions; for example, her relationship with Devin Booker stood out as one of her most stable, as they attended Kourtney Kardashian’s wedding together before finally splitting in 2022. Before Booker, the model dated figures like Jordan Clarkson, Blake Griffin and Ben Simmons, sharing everything from West Hollywood summers to trips to Mexican beaches; therefore, these relationships represented more than just tabloid headlines, consisting of real periods of cohabitation involving million-dollar rentals and family vacations; likewise, her ability to remain friends with many of her exes demonstrates a maturity that sets her apart in the celebrity ecosystem.

From urban culture to the big screen: Bad Bunny and Jacob Elordi

One of the most discussed chapters within Kendall Jenner’s dating history was her romance with Puerto Rican star Bad Bunny, a union that began in early 2023 and led to them being caught kissing in Los Angeles and attending multiple gala events; specifically, close sources indicated that Kendall appreciated the “Bad Bunny’s” sense of humor and respect, although the relationship ended discreetly at the end of that same year.

Currently, in 2026, the spotlight shifted toward actor Jacob Elordi, to whom she is linked after appearing at the Vanity Fair Oscar party and enjoying music together at Coachella; in fact, reports suggest their connection is informal yet deep, based on years of knowing each other in the same circles within The United States; in conclusion, while the world speculates, Kendall Jenner continues living her romances under her own rules and terms.

Chronology of Kendall Jenner’s highlighted dating history:

• Harry Styles: Intermittent relationship between 2014 and 2015; they maintain a great friendship.
• Nick Jonas: Brief summer romance in 2015.
• Jordan Clarkson: They dated formally during much of 2016.
• A$AP Rocky: One of her most media-heavy relationships in 2016 and 2017, including Met Gala red carpets.
• Blake Griffin: Formal couple between late 2017 and early 2018.
• Ben Simmons: Intermittent relationship with cohabitation in West Hollywood between 2018 and 2019.
• Devin Booker: Her longest and most public courtship, with ups and downs between 2020 and 2022.
• Bad Bunny: A nearly year-long romance that united Hollywood with reggaeton in 2023.
• Jacob Elordi: Current 2026 link, described as a friendly and down-to-earth connection.