Kendall Jenner’s dating history: Bad Bunny, Harry Styles, Devin Booker...

It’s a special day for Kendall Jenner, who is celebrating her 29th birthday. Kendall rose to fame for her role in Keeping Up With The Kardashians and later venturing into modeling. In 2017, she became the highest-paid model in the world, according to Forbes, dethroning Gisele Bündchen.

Due to her public status, Jenner has made headlines on several occasions not only for being a model, but also for the men show has dated. Although she has mostly preferred to keep her love life private, Kendall has had relationships with celebrities such as Harry Styles and Bad Bunny, as well as sportsmen such as Ben Simmons and Devin Booker.

Kendall Jenner’s love life

Harry Styles

In November 2013, after splitting from Taylor Swift in 2013, Harry Styles was spotted on a date with Kendall. However, neither of them confirmed their relationship. Two years later, the two spent the New Year holidays together.

The two were spotted together several times in 2016, but in September, People magazine reported that the two were no longer officially together.

Jordan Clarkson

Jenner and NBA player Jordan Clarkson were first spotted together in March 2016. The two were spotted at several parties, including Kendall’s 21st birthday in November of that year, as well as Drake’s after-party following the American Music Awards. However, the romance apparently ended shortly after.

A$AP Rocky

Romance speculation increased after they were first spotted together in Paris in June 2016. In October, they were spotted arriving at a Los Angeles hotel together.

In December, they were together at Art Basel in Miami. In April 2017, Kendall attended Coachella to support the rapper. Multiple sources told People that the two were “all over each other” at an after-party following the festival.

The two also reunited at the Met Gala in May 2017, but were seen together less frequently after that.

Blake Griffin

Jenner has dated a number of NBA players. She and Blake Griffin were first spotted together in the summer of 2017. The model was spotted at several games to support him. But by March 2018, the couple were growing apart. In an interview with Vogue, Kendall refused to admit that she was in a relationship with Griffin.

Ben Simmons

Jenner and basketball player Ben Simmons were first linked in May 2018, however, it was not until February 2019 that the model confirmed the relationship on The Ellen DeGeneres Show. That appears to have jinxed the romance, as that same month, the two split.

David Booker

The first rumors of a romance between Kendall and Devin began in April 2020. After several months of being spotted together, on February 14, 2021, Valentine’s Day, Kendall made her romance official on Instagram. On June 12 of the same year, they both celebrated their first anniversary.

Despite keeping their relationship private, the two shared some details such as their vacations, while Kendall was seen at many of Booker's games. In June 2022, the couple broke up, but after a few weeks, the following month they reconciled.

In November 2022, after more than two years together, Kendall and Devin ended their relationship. This 2024, they have been involved in reconciliation rumors on several occasions.

Bad Bunny

The model and the “Where She Goes” singer were first spotted leaving the same restaurant in Beverly Hills in February of last year. Since then, they have been spotted on several outings and dinner dates. The two were seen together at this year’s Coachella festival, where Bad Bunny performed.

They also attended the Met Gala. Although they didn't pose together, the two were spotted leaving the same hotel for both the Met Gala and the after party. They were also spotted together at a Lakers game, on vacation, as well as being spotted kissing at a Drake concert and front row at the Gucci show at Milan Fashion Week, the brand with which they launched a campaign.

In mid-December last year, news broke that the two had ended their relationship. Weeks after their split was reported, the couple spent New Year's Eve together near Barbados, but according to several reports, they were not “back together” at the time.

The two got back together in May of this year. The two were spotted together at the 2024 Met Gala afterparty. The model and the singer were spotted together on other occasions this year, but it seems the second attempt at their romance didn't blossom, as in September, Kendall was linked to Booker once again.