All of Kendall Jenner’s boyfriends from British sweetheart to almost getting married
Despite being one of the more low-key members of the Kardashian clan, Kendall Jenner has a relationship history far more interesting than that of her sisters, with boyfriends in basketball, music, and even modeling. Since they first sprung into the public eye in the early 2000s, the world has been obsessed with The Kardashians and […]
Despite being one of the more low-key members of the Kardashian clan, Kendall Jenner has a relationship history far more interesting than that of her sisters, with boyfriends in basketball, music, and even modeling.
Since they first sprung into the public eye in the early 2000s, the world has been obsessed with The Kardashians and the chaos that seems to erupt around them.
When they’re not hitting the headlines for reality TV-related antics, the iconic family are making waves with innovative business ventures.
Though most of the internet would prefer to focus on the relationships of Kim Kardashian, from Ray J to Pete Davidson, her sister Kendall has quite a history of her own.
Unlike other members of her family, who seem to be largely attracted to basketball players, Kendall has played the field with a number of other professions. Don’t worry though, she’s also dated basketball players.
Kendall’s first public boyfriend was Harry Styles
Shortly after splitting from Taylor Swift in 2013, British sweetheart Harry Styles was linked to Kendall Jenner. Of course, so-called insiders insisted they were just “friends” at the time.
Just a few months later in January 2014, Kendall and Harry were spotted on a New Year’s ski trip with friends. The two were said to be very close, with numerous public appearances and one steamy yacht encounter.
The model was pictured with Harry in 2016 as they again celebrated New Year’s with friends. Unfortunately, the relationship fizzled out over the next few years as they went from boyfriend and girlfriend to close friends.
By 2019, Harry and Kendall seemed to be on good terms as they appeared side by side on The Late, Late Show. Naturally, they were quizzed about their relationship.
Jordan Clarkson was Kendall’s first basketball boyfriend
In March 2016, Kendall was spotted with Utah Jazz basketball bro, Jordan Clarkson. In the coming months, the couple was spotted at several locations including Coachella and Los Angeles nightclubs.
While Kendall Jenner and Jordan Clarkson were initially dating, with insiders confirming speculation to the press, their relationship was soon relegated back to the friend zone. Thankfully, things seemed to end amicably.
A$AP Rocky dated Kendall Jenner before Rihanna
Between stunning magazine covers and walking the runway for some of the world’s biggest brands, Kendall found time to build a friendship with Rihanna’s future baby daddy, A$AP Rocky.
Of course, no woman and man can be friends in the modern age, and so, countless rumors were sparked about Kendall and A$AP Rocky’s true relationship.
From 2016 to 2017, the rapper and the model were spotted at countless locations together as onlookers claimed they were all over each other. Such locations included appearances at Coachella, Art Basel in Miami, and one of her favorite Paris locals, L’Avenue.
Jenner went back to basketball with Blake Griffin
In the summer of 2017, at events like lavish afterparties and concerts, Kendall Jenner engaged in a relationship with Blake Griffin. Despite sources saying the relationship was romantic in nature, they also said Kendall was keeping it casual.
The relationship unfortunately followed the same path as Kim Kardashian’s with Pete Davidson, with distance factoring into their March 2018 breakup.
Kendall started to think about marriage with Ben Simmons
Keeping with the athlete theme, Kendall Jenner began dating Ben Simmons in May 2018 as the two were spotted chowing down some lunch at the Beverly Hills Hotel. Initially, they failed to make a concrete commitment.
While appearing on The Ellen DeGeneres Show in February 2019, Kendall was quizzed about dating the Brooklyn Nets point guard.
“So obviously you’re dating this guy who’s on the 76ers. How long have you been dating him?” Ellen asked, to which Kendall smiled, “For a bit now.”
Despite talking about the possibility of marriage with Vogue Australia in May 2019, the relationship reached its end in the same month. Kendall and Ben remained cordial.
Kendall’s first Instagram official relationship with Devin Booker
Kendall Jenner’s short-lived relationships somewhat came to an end in 2020 when she met Devin Booker of the Phoenix Suns.
Fans were completely taken aback in February 2021 after Kendall and Devin went Instagram official with a series of adorable photos and stories.
Though the relationship experienced a blip in June 2022, Kendall and Devin were back together by July and attending luxurious events alongside the likes of Kendrick Lamar and Beyonce. Over the coming months, the couple were forced to deny numerous split rumors, which they usually did with saucy pictures to prove their affection.
A “hot and bothered” Devin was then pictured at the US Open with the youngest Kardashian on his arm. Sources dropped a major bomb later that month as they claimed the relationship disintegrated due to time constraints and outside commitments.
Fans were down bad for Kendall’s relationship with Bad Bunny
Most recently, rumors began to pop up online that claimed Kendall Jenner was dating Puerto Rican rapper and singer, Bad Bunny. The King of Latin Trap, whose real name is Benito Antonio Martínez Ocasio, had only recently moved to LA.
After several cute dates to do activities like horse riding, Bad Bunny seemingly targeted Devin Booker in his song, Coco Chanel. He seemed to suggest that the “sun in Puerto Rico is hotter than in Phoenix”, and “she knows it.”
Musical jabs are a running theme in the Kardashian family, with Kanye once penning a track about Pete Davidson.
Despite breaking up in late December 2023, Kendall Jenner and Bad Bunny were pictured in Paris in June 2024 as they devoured lunch at The Louvre.