Kendall Jenner
In Picture: Kendall Jenner adjusts her hair on stage at Westfield Parramatta on November 17, 2015 in Sydney, Australia. Getty Images/Lisa Maree Williams


  • Kendall Jenner and Devin Booker officially broke up "a little over a month ago," a report says
  • The supermodel dated several musicians and athletes over the years
  • Jenner dated several other NBA stars before Booker

Kendall Jenner has dated several high-profile men, including musicians and athletes, over the years and has managed to keep most of her relationships low-key.

Most recently, the 27-year-old model dated NBA star Devin Booker. They reportedly called it quits "a little over a month ago" due to conflicting schedules.

The exes dated for about two years and had an on-again-off-again relationship. Following their latest breakup, an unnamed insider told E! News that Jenner isn't "really open to dating right now."

Their relationship could become another learning experience for the 818 Spirits founder, who said that her romances have helped her learn more about herself.

"I think you learn different lessons in every relationship," Jenner said in a behind-the-scenes video for her Calvin Klein campaign in 2020. "So I think I've learned so many different things from so many different relationships."

"A lot of the relationships have taught me more about myself, which is the most valuable. And like, what I want from a person or from a relationship," she added.

Here's a list of the men the "Kardashians" star dated before the Phoenix Suns player, according to Us Weekly.

1. Harry Styles

Jenner and the Grammy winner first sparked dating rumors back in 2014 after they were spotted out on a dinner date and went skiing at Mammoth Mountain in California. A year later, the pair were seen "getting cozy" and packing on the PDA aboard yachts in Anguilla and St. Barts.

Styles and the model maintained a close friendship following their short-lived relationship. Jenner was spotted supporting the singer at one of his concerts at The Forum in Inglewood, California, four years ago.

2. Nick Jonas

The "Keeping Up with the Kardashians" alum and Nick Jonas had a "brief fling" in the summer of 2015. The pair were reportedly set up by Jenner's friend, Gigi Hadid, and the "Jealous" singer's brother, Joe Jonas.

An unnamed source told Us Weekly at the time that Nick was "looking to date" and thought that the model was "hot."

3. Jordan Clarkson

Jordan Clarkson was the first NBA star linked to Jenner. They started dating in March 2016.

A month after the relationship went public, the model and the Cleveland Cavaliers point guard were spotted attending the Coachella Valley Music and Arts Festival together and later celebrated the Fourth of July at a party in Malibu, California. However, the romance was short-lived.

4. A$AP Rocky

Jenner and A$AP Rocky were "full-on dating" by August 2016, an unnamed insider close to the pair told Us Weekly. They were spotted getting "super cozy and super close" at a Coachella party in 2017 and attended the Met Gala together in the same year.

By September 2017, a source told the outlet that the two "weren't really official but were obviously dating" despite having busy schedules.

5. Blake Griffin

The model and the Detroit Pistons point guard reportedly began hooking up in September 2017. A month later, an unnamed source close to Jenner told Us Weekly that they made their relationship official and became a "full-on" couple.

Jenner was often spotted courtside at Griffin's basketball games and supported him at one of his comedy shows when they were together.

In March 2018, the model revealed in an interview with Vogue that she was "happy" with their relationship, but they ended up calling it quits later that month.

6. Ben Simmons

Jenner had an on-again, off-again relationship with Ben Simmons between 2018 and 2019. The pair reportedly spent the summer of 2018 together, renting a $25,000-a-month home in West Hollywood and traveling to Puerto Vallarta, Mexico, along with the model's sister Khloé Kardashian and her then-boyfriend Tristan Thompson.

But an unnamed source confirmed to Us Weekly that the "summer fling" ended soon after.

In November of the same year, the exes apparently reconnected, before their romance officially ended in May 2019.

Kendall Jenner and Devin Booker
LOS ANGELES, CA - OCTOBER 22: Kendall Jenner and Devin Booker #1 of the Phoenix Suns kiss and hug after the Suns defeated the Los Angeles Lakers, 115-110, at Staples Center on October 22, 2021 in Los Angeles, California. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and/or using this Photograph, user is consenting to the terms and conditions of the Getty Images License Agreement. Kevork Djansezian/Getty Images