Kendall Jenner’s Dating History: A Look at Her High-Profile Relationships Over the Years

Born on November 3, 1995, Kendall Jenner has evolved into one of the most recognizable faces in global fashion. Beyond the runway, her personal life — particularly her relationships — has consistently attracted media attention.

From chart-topping musicians to NBA athletes, here’s a chronological look at her widely reported relationships.

Harry Styles (2013 – 2016)

Jenner was first linked to Harry Styles in 2013. Their on-and-off romance became a frequent topic in entertainment media, especially following public vacations and yacht outings.

Although the pair eventually parted ways, they have maintained cordial relations over the years, even sharing light-hearted moments during later interviews.

Jordan Clarkson (2016)

In early 2016, Jenner sparked dating rumors with NBA player Jordan Clarkson. The two were spotted together at events like Coachella and various Los Angeles outings.

Reports at the time suggested the relationship was casual.

A$AP Rocky (2016 – 2017)

Jenner’s friendship with A$AP Rocky reportedly turned romantic in mid-2016. They were seen together in Paris and later attended several high-profile events, including the Met Gala.

By 2017, scheduling demands were cited as a reason for their split.

Blake Griffin (2017 – 2018)

During the summer of 2017, Jenner was linked to NBA forward Blake Griffin. The two were seen at basketball games and seasonal events.

Their relationship reportedly cooled after Griffin’s trade from the Los Angeles Clippers to Detroit, with distance believed to have played a role.

Ben Simmons (2018 – 2019)

Jenner began dating Ben Simmons in 2018. She later confirmed the relationship during an appearance on The Ellen DeGeneres Show.

The couple dated on and off before ultimately separating in 2019.

Devin Booker (2020 – 2022)

In 2020, Jenner was linked to NBA star Devin Booker. The pair went Instagram official in February 2021 and shared occasional glimpses of their relationship online.

They reportedly ended their relationship in 2022 due to busy schedules. Despite speculation about reconciliation in 2023, Jenner later indicated she had been single for some time.

Bad Bunny (2023 – 2024)

Jenner was romantically linked to global music star Bad Bunny in early 2023. The two made public appearances together and even collaborated on a campaign for Gucci.

After initially parting ways in late 2023, they were seen together again in 2024 before reportedly separating for good while remaining on friendly terms.

A Pattern of Privacy

While her relationships often make headlines, Kendall Jenner has consistently maintained a relatively private stance compared to other members of her family. She has previously stated in interviews that she prefers keeping certain aspects of her personal life away from the spotlight.

As one of the most followed models globally, Jenner’s dating history continues to generate public interest — but she remains focused on her career in fashion and business.