Despite growing up with cameras watching her every move, Kendall Jenner kept her relationships mostly under the radar. The media personality shot to fame at the age of 12 when she made her TV debut on Keeping Up with the Kardashians in 2007, but has since risen to prominence, becoming a mainstay in the fashion world as a runway model and an alcoholic brand name. has been launched. He is 818 years old and overall lives a glamorous life as a socialite. Still, she’s consistently kept her relationships private, which is especially impressive given that her flames have included big-name pop stars and notable athletes.
KUWTK executive producer Farnaz Farjam said Jenner made certain privacy promises to herself. “Kendall has always had this rule: She feels like you have to be with someone for at least a year before you let them be on the show because you don’t always know people’s intentions.” ” she said in 2021. That’s why we kept her personal life out of it just because she had rules. ”
The model detailed her feelings in an interview with Vogue Australia in May 2019. “For me, a lot of things are very special and very sacred, like friends and relationships. Personally, I think making things public makes everything very awkward,” she said. told the publication.
While Ms. Jenner has remained true to her word, her sisters have let things slip through the cracks over the years. Khloe Kardashian reveals romance between two of her younger sisters, Kim Kardashian wears shirt with photo of ‘Kendall Starting Five’ and NBA player Jenner allegedly dated Khloe Kardashian teased.
The world has caught up on several of her relationships over the years, whether it’s through the family’s loose lips or the ones Jenner has given little glimpses into her love life. Read on to find the complete breakdown of Jenner’s dating history.
Harry Styles (January 2015 to early 2016)
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Jenner’s first public romance was with none other than One Direction superfan Harry Styles. Rumors of their relationship first surfaced in November 2013 when they were spotted at Craig’s restaurant in West Hollywood. However, sources at the time claimed they were just friends.
By January 2014, things accelerated even more, and I spent the New Year together on a ski trip with friends. “They were so cute together, flirting a lot and smiling all the time,” a source told People magazine that year.
The pair spent New Year’s together again in 2015, when they were spotted cuddling on a private yacht in St. Barths. “There was a lot of flirting, touching, and cuddling. They acted like a couple. They looked very cozy and happy,” a source told People magazine. .
A few days later, Jenner’s sister Khloe Kardashian told Entertainment Tonight, “They were hanging out together. Do you think they’re dating? Yeah. I don’t know if it’s a boyfriend-girlfriend type of relationship. Lately, I’ve been… ” he revealed. I don’t know, people are weird about things, so I don’t know their “titles”. But they were playing together in St. Barts, so I’d call it a date for me. ”
The two continued to spend time together, but by September 2016, People magazine reported that they were “not officially back together, but continued to talk and monitor how things progressed.” However, the “Watermelon Sugar” singer attended Jenner’s birthday party in November of that year.
The two reunited at the 2019 Met Gala and appeared together on The Late Late Show in December of the same year. While performing “Spill Your Guts or Fill Your Guts,” Jenner asked the hitmaker which songs on his previous album were written about her, but he declined to avoid answering. He answered by eating Tara’s sperm. Overall, the two seemed to enjoy each other’s company. “Harry was her first real relationship, so there’s a lot of history there, but they’re just friends,” a source told People.
Jordan Clarkson (2016)
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This model became the first WAG to pair up with NBA player Jordan Clarkson. The two were first spotted together in March 2016 and continued to date, partying at Coachella and several Hollywood nightclubs, before making their romance official in April 2016.
“They keep a low profile in public, but in private they’re very together and very loving. He’s really into her,” a source told People magazine at the time.
However, in June of the same year, a source told People, “Jordan has become very close with her group and they still see each other, but it’s not serious. He’s also been seeing other girls.” Ta.
Clarkson was spotted celebrating Jenner’s 21st birthday in November 2016 and attended Drake’s American Music Awards afterparty together, but their romance fizzled out soon after. It became.
A$AP Rocky (July 2016 to early 2017)
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Although the star pair did not officially acknowledge their relationship, their romantic relationship continued for nearly a year. Jenner and the rapper were first spotted together in June 2016, sharing a meal at one of her favorite restaurants, L’Avenue, in Paris. In October of the same year, they were photographed arriving together at a hotel in Los Angeles, and in December of the same year, they enjoyed a trip to Art Basel in Miami.
In April 2017, Jenner supported Rocky’s Coachella performance, and onlookers at the afterparty told People that they were “obsessed with each other.” They were both all smiles at the Met Gala the following month, and they were briefly spotted together after the event.
Blake Griffin (August 2017 – February 2018)
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The 818 Tequila founder went from musician to athlete again when he started dating NBA player Blake Griffin. The pair first became romantically involved in the summer of 2017, when they were spotted at a Kendrick Lamar concert featuring Travis Scott, who was dating Jenner’s sister Kylie at the time. They followed up their music date with another date with Scoot and Kylie at Universal Studios, and a date with Hailey Baldwin (now Bieber) and her then-boyfriend Chandler Parsons of the Memphis Grizzlies at Craig’s. did.
In January 2018, Griffin was spotted out and about in Malibu with another woman, sparking a frenzy about the status of their relationship. A source told People magazine at the time that their romance was “cooling down.” A month later, another source told the magazine that the pair had not been dealing with “any particular drama” and that they had become estranged after Griffin was traded from the Los Angeles Clippers to the Detroit Pistons. spoke.
Ben Simmons (July 2018 – May 2019)
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The model and the NBA player were first spotted together on a lunch date at the Beverly Hills Hotel in May 2018. However, their relationship went unconfirmed for several months until Khloe Kardashian posted a video on Snapchat again, exposing her sister’s love life. In it, Jenner and Simmons are seen hugging each other over the Fourth of July weekend. Jenner herself first opened up about their relationship publicly on The Ellen DeGeneres Show in February 2019.
The host asked, “Obviously, you’re dating a 76ers player. How long have you been dating?” To which Jenner responded with a big smile: “Just for a little while.”
However, by May 2019, the couple ended their relationship. “The relationship ended on its own. She is spending time with friends and getting back into fun mode,” a source told People.
Despite their split, there was no bad blood between the old lovers. In the same year, they were also seen spending New Year’s Eve together.
Devin Booker (April 2020 – November 2022)
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Jenner began a serious relationship with the Phoenix Suns guard in April 2020, when they were spotted together on a road trip to Sedona, Arizona. The following September, they enjoyed another vacation, this time to a lake house with Justin and Hailey Bieber. She made an exception to the rule of keeping their relationship low-key when she and Booker made Instagram official on Valentine’s Day in February 2021. The two posted lovely snapshots of each other on their stories.
In June 2021, the duo celebrated their first anniversary with a PDA-filled Instagram photo. That same month, Jenner told Andy Cohen during a Kardashian reunion that Booker’s “he’s my boyfriend.” “She’s crazy about him,” a source told People magazine at the time. “She has never looked happier. Her family loves Devin too.”
After celebrating two years of dating, Jenner and Booker briefly broke up. But by July 2022, things seemed to be rekindled, with Jenner sharing Booker’s NBA 2K23 cover on Instagram and heading off on a tropical vacation. In September of that year, they seemed obsessed with the U.S. Open.
However, in October 2022, the two quietly broke up and all good things came to an end. “Right now, they both have very busy schedules with their careers and have decided to prioritize that,” a source told People at the time. .
Bad Bunny (February 2023-present)
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After Bad Bunny moved to Los Angeles in February 2023, he and Jenner were spotted leaving a restaurant together, where they reportedly shared a meal with Mr. and Mrs. Bieber. Shortly after, People magazine reported that the two were introduced to each other by a friend and had been spending time together. The source added, “She likes him and enjoys him. He’s different from the men she’s dated in the past. He’s very attractive.”
In March 2023, Jenner appeared to disparage Jenner’s ex-girlfriend Booker in her song “Coco Chanel” with the lyrics, “The sun in Puerto Rico is hotter than Phoenix” and “She knows it.” He was reportedly referring to the Phoenix Suns basketball team. . “He was worried about another guy,” Booker responded in a now-deleted Instagram comment.
The following month, the two were spotted packing on the PDA at Coachella and taking a romantic horseback ride on Jenner’s beloved horse, Arizona. A few weeks later, they had their first public date, sitting courtside at an NBA playoff game between the Los Angeles Lakers and the Golden State Warriors. In October 2023, Bad Bunny was photographed relaxing at a Saturday Night Live afterparty after appearing as host and musical guest.
In December 2023, a source confirmed to People magazine that the two had broken up, but rumors of a reunion sparked in May 2024 when Jenner was spotted attending Bad Bunny’s Orlando concert. It swirled. A week later, they attended the Met Gala afterparty.