Here's Everyone Kendall Jenner Has Dated, Because She Definitely Doesn't Have A Type
Kendall Jenner is extremely private about her personal life. Unlike the rest of her family, Jenner typically keeps the details of her romances so under wraps, the world might not know she’s dating someone until after they’ve called it quits. But she does date, and she does so quite often. Since her romantic partnerships are so hush-hush, I’ve compiled a list of everyone Kendall Jenner has dated, or has been rumored to have dated, over the years to help you keep track of all the goings-on behind the scenes.
Of course, Jenner's list of accomplishments extend far beyond the people she's dated, but there's something about the mystery surrounding her love life that makes it so darn compelling. And making her list of (sometimes rumored) ex-lovers even more interesting are the people on it. From models and musicians to basketball players, Kenny has been connected with some pretty fascinating people over her years in the spotlight.
Below is how Jenner's presumed dating history looks as of May 2020. Some of these relationships have been confirmed by Jenner, but many of them are based on clues and reports from “inside sources.” Elite Daily reached out to Jenner’s team for a comment about her reported relationships with the guys below, but did not hear back.
Whoever is by Jenner's side, whether as a partner, a casual date-night companion, or just a friend, they should consider themselves pretty lucky to be there.
On April 29, TMZ obtained footage of Jenner and Phoenix Suns point guard Devin Booker reportedly road-tripping to Sedona, Arizona amid the coronavirus pandemic. Witnesses who claim to have spotted the duo at a rest stop near Arizona City told TMZ the pair "looked like a couple," while other sources claiming to be close to the duo told TMZ they're just friends.
Whatever the case may be, when Jenner caught wind of all the speculation she was dating Booker, she didn’t exactly shut the rumors down. Instead, when a troll joked she was being “passed around” by NBA players, Jenner clapped back like a boss, tweeting, “they act like i’m not in full control of where i throw this cooch.”
Jenner’s relationship with Ben Simmons reportedly kicked off in July 2018, when Us Weekly published a story saying Jenner and the Philadelphia 76ers player were inseparable.
The basketball star is one of the only people Jenner confirmed she dated on the record. In a February 2019 episode of The Ellen DeGeneres Show, Jenner said she dated Simmons “for a bit,” which is actually a pretty big admission for her.
Jenner and Simmons have been spotted hanging out after their 2019 breakup, but it’s reportedly nothing serious. “They both like having a no-strings-attached type of relationship with each other, for the most part,” a source told Us Weekly in February, shortly after the pair were seen together at the 2020 Super Bowl in Miami. “They both work and travel frequently and don’t find it very realistic to be in an exclusive relationship with one another. They do really like each other though and love spending time together.”
After Fai Khadra, a model who is part of Jenner’s social circle, served as Jenner’s date to Hailey Baldwin and Justin Bieber's wedding in September 2019, she and Khadra were spotted together at a restaurant in Santa Monica on Oct. 12, and that was enough to convince fans they were dating.
Still, the caption of Jenner’s photo with Khadra from Jailey’s wedding, “We don’t date he’s just my date,” says different.
Despite the caption, it’s clear these two have a super secure friendship.
In July 2019, shortly after Jenner reportedly broke up with Simmons, the model was linked with Kyle Kuzma, the L.A. Lakers power forward. The two sparked dating rumors when they were spotted on a boat together on the Fourth of July; however, the spark seemingly fizzled out pretty quickly.
"The two were hanging out over the holiday as friends," a source told Entertainment Tonight at the time. "They’ve run in the same circle for a while and there’s no romantic relationship between them. Kendall is enjoying being single after ending things with Ben."
In June 2018, right before her relationship with Simmons began, Jenner was reportedly spotted kissing Anwar Hadid, Gigi and Bella Hadid’s brother. Later that September, Jenner and Hadid were spotted hanging out with friends at the Malibu Chili Cookoff. Their public interactions fizzled out after that, and unfortunately for fans, there’s been no official word they were ever anything more than friends.
Jenner reportedly dated basketball player Blake Griffin briefly starting around August 2017, after he split up with his fiancée Brynn Cameron.
“I’m happy. He’s very nice,” she told Vogue in March 2018. “I have someone being very nice to me.” The two were photographed out and about together for about seven months before reportedly calling it quits in April 2018.
Though Jenner and A$AP Rocky were romantically linked for over a year, the two stars were never quite official... at least according to US Weekly. Back in September 2017, an inside source told the magazine Jenner and A$AP Rocky didn’t really spend that much time together.
“Kendall and ASAP weren’t seeing each other a lot. They weren’t really official, but were obviously dating,” the source said. “Their schedules are really hard.” Those pesky scheduling conflicts seem to get in the way of many of Jenner’s romances, don’t they?
Back in July 2016, Jenner reportedly began dating Jordan Clarkson, also an NBA player. By November 2016, photos of the couple made it seem like the relationship was getting a bit more serious. At the time, an eyewitness told E! News Jenner and Clarkson were really into each other at Drake’s 2016 American Music Awards after-party.
“She was laughing the whole time! She was super giddy and loving every minute of it. It was obvious that they have a very playful, fun relationship," the source said. "They were extremely affectionate and sweet towards one another. It's obvious he makes her so happy!"
Jenner has had a thing with Styles for nearly a decade. It’s just a thing because there was never an official label. Their relationship reportedly kicked off when they grabbed dinner together in November 2013, and they’ve hung out on and off ever since — from vacationing together in Anguilla in 2015 to getting flirty during Jenner’s December 2019 appearance on the Late Late Show when Styles was guest-hosting.
The closest thing fans of the pair got to a confirmation they were dating was in a 2016 interview with Entertainment Tonight when Jenner’s older sister Khloé Kardashian teased a few details about the relationship.
“Do I think they’re dating? Yes,” Kardashian told ET. “But I don’t know if they’re like boyfriend-girlfriend. You know, nowadays I don’t know — people are weird with stuff. So, I don’t know their title. But I mean, they were in St. Barts together hanging out, so to me that’s dating. I would call that dating.”
From late 2014 to early 2015, Jenner was linked to Justin Bieber. In November 2014, though, Jenner denied there was anything romantic between them.
"No, he's a longtime friend of our family," she told ABC News at the time. "Everybody loves to assume things, but no. I'm truly focusing on my career. If it comes, it comes."
But in a series of photos from Apr. 2015 shared by People, Bieber and Jenner looked very much like a devoted couple. The only hitch was Bieber’s now-wife Hailey Baldwin, was also with them. So, what’s the truth? The world may never know.
Even supermodels like Jenner had a high school sweetheart. Hers was Julian Brooks, apparently. The two reportedly dated for just about a year before calling it quits in Aug. 2013.
There isn’t much known about Brooks (because he’s not a celebrity), but in a 2016 interview with Hello, Jenner gave some insight into what their relationship was like. “When I got to high school I used to pretend that I had work, and I would go and tell the head of school that I really needed to leave,” Kendall said. “I would just leave school and go hang out with my boyfriend and get food and do absolutely nothing."
Additional reporting by Lexi Williams and Noelle Devoe.
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