Kendall Jenner is quite good at keeping her relationships out of the radar, even having dated some pretty famous people. Between pop singers and basketball players, Kendall had it all. Here is everything you need to know about the Jenner sister’s more serious boyfriends.

We can say that Kendall Jenner is basically an expert when it comes to keeping most of her relationships private. Over the years, she has dated quite a few famous musicians and athletes, and still managed to escape the spotlight. Among Nick Jonas, Harry Styles, Ben Simmons, and Devin Booker, the top model definitely has a taste for high-profile companions. Despite moving on into separate ways, Jenner has continued to stay close to most of her exes. If you’re curious to learn more about Kendall’s love life, we got you covered: here is a timeline of her most serious boyfriends.

Harry Styles:

The older Jenner sister’s first public romance was with former One Direction singer Harry Styles. Kendall was first linked to Styles in 2013, after the two of them had dinner together and went skiing for the New Year’s in California’s Mammoth Mountain. Over two years later, the pair were spotted being intimate again, therefore reconciliation rumours came up from a trip they took together to Anguilla and St. Barts on Ellen DeGeneres’ boat. Unfortunately, the relationship didn’t last long.

Kendall Jenner's Boyfriends Nick Jonas And Harry Styles

Photo Credit: U.S. Magazine

Nick Jonas:

Jenner’s relationship with Jonas Brother’s singer was quite short but still worth registering. Apparently set up by Joe Jonas and Gigi Hadid – who used to date at that time -, Kendall and Nick had a brief fling in the summer of 2015. 

Jordan Clarkson:

Kenny’s involvement with NBA basketball players started in March 2016, when, after her breakup with Harry, she started dating Jordan Clarkson. One month later, the couple attended Coachella and celebrated the 4th of July together, before going their separate ways.

A$AP Rocky:

The low-profile model started hanging out with rapper A$AP Rocky in July 2016. The love birds were seen at Kanye West‘s Yeezy show and were photographed together at the 2017 Met Gala. That same year, they attended a Coachella party despite not officially dating. Sadly, their busy lives got in the way of their romance so they split up.

Kendall Jenner and A$AP Rocky at the Met Gala

Photo Credit: The Sun

Blake Griffin:

Moreover in the basketball players field, from September 2017 to May 2018, the Keeping Up With The Kardashians star had a romance with Brooklyn Nets Blake Griffin. Kendall attended several of his games after the two of them became official around October 2017 but their romance came to an end the following year.

Anwar Hadid:

Kendall briefly dated bestie Gigi Hadid’s younger brother Anwar in 2018. They have known each other for a long time but their love affair seems to only have lasted a couple of months.

Ben Simmons:

Right after breaking up with Griffin, the reality star had a relationship with Australian professional basketball player Ben Simmons between May 2018 to May 2019. The couple was accidentally spotted on a video posted by sister Khloé Kardashian during the celebration of the 4th of July in 2018. The pair also had a couple’s trip to Puerto Vallarta, Mexico with Khloé and Tristan Thompson. Their affair kept going on and off along the year and eventually didn’t work out. But, on New Year’s Eve of 2020, they were seen at a rooftop restaurant rented by Simmons in Philadelphia, and rumours of them back together arose.

Kendall Jenner and Devon Booker

Photo Credit: O Fuxico

Devin Booker:

More recently, in June 2020, a source confirmed Jenner’s relationship with Devin Booker, Phoenix Suns basketball player. Rumours about their loving lives came to light in April that year, while they were seen together road tripping to Sedona, Arizona. In October 2020, Kendall and Devin were spotted at Kim Kardashian‘s birthday party on a private island. On Valentine’s Day 2021, the two of them announced their romance with a post on social media and have been happily together ever since.

Published by HOLR Magazine.