Kendall Jenner dating history: Bad Bunny, Devin Booker, Harry Styles & more

15 August 2023, 10:25

Kendall Jenner attends Met Gala 2023

Kendall is known for her supermodel status, as well as her family's famous reality show - but what do we know about the star's love life?

Despite staying relatively low-key about her love life compared to her famous sisters, Kendall Jenner has been rumoured to have had a few boyfriends over the years.

From Devin Booker and Harry Styles to her new beau Bad Bunny, here's everything we know about the supermodel's dating history.

Kylie Jenner dating history: from Tyga to Travis Scott

Kim Kardashian dating history: from Kanye West to Pete Davidson

1. Bad Bunny: 2023 - Present

   

   It seems Kendall and Bad Bunny are going from strength to strength as the pair pack on the PDA at various events.

   They were seen dancing and smooching together at a recent Drake concert, with many fans capturing their affection from all angles.

   Kendall Jenner e Bad Bunny no show de Drake em Los Angeles - 13/08/23. pic.twitter.com/LU9sq0ASWl

   — Portal Jenner Brasil (@portaljennerin) August 15, 2023

   Kendall Jenner now reportedly sees a future with new boyfriend Bad Bunny as their whirlwind romance continues!

   "Things are going really well for Kendall and Bad Bunny and she definitely sees long-term potential with him," a source told US Weekly.

   "She feels like he’s the complete package and he treats her like a total gentleman."

   

   Kendall and rumoured new beau Bad Bunny were pictured looking very cosy at Coachella in April 2023, with the supermodel also being spotted dancing during his set at the festival.

   Just a few weeks later, they were spotted on a date and also attended a Met Gala after party together, amid reports that the couple are getting "serious".

   "They are very cute together. Kendall is happy," a source told PEOPLE. “He is a fun guy. Very much a gentleman and charming. She likes his vibe. He is very chill.”

   The insider continued, “He hangs out with her friends and she hangs out with his. It’s more of a relationship now. Kendall is not seeing anyone else. She really likes him.”

   

   Jenner and the musician were previously spotted "openly kissing" in March 2023 at a sushi spot in Los Angeles.

   A source told US Weekly that they were "being very affectionate" as they enjoyed their dinner. Kendall and Bad Bunny are rumoured to have sealed the deal with a PDA-laden smooch!

   In February 2023, they joined forces with Hailey and Justin Bieber in Beverley Hills on a double date, prompting fans to believe that they are an item.

   Kendall appeared to sneak out of the restaurant to avoid attention from paps, but was spotted with the A-list singer.

2. Devin Booker: 2020 - 2022

   

   Kendall and boyfriend of two years Devin Booker split for good in November 2022, following a brief break in July 2022.

   Jenner previously "wanted space and time apart," a source told E! News, adding that "they have been in touch since and do care about one another."

   They were later spotted together at a friend's wedding and Kendall even posted an Instagram story of her and Booker together, indicating that the pair were back on.

   The picture did not have Devin's face in it, however it has seemed to confirm that the couple are back together.They later holidayed together in Idaho during a couple's getaway.

   Despite usually being private about her relationships, Kendall frequently shared snaps of her basketball player beau.

   Talking to Andy Cohen during the Keeping Up With The Kardashians reunion episode, Kendall confirmed she was dating the NBA star, claiming: "He's my boyfriend".

   The model also shut down claims that she only dates basketball players, saying: "No, I actually don't only date basketball players, if anyone's ever done their research."

   

   Their relationship also made it to Instagram official, as the model and the Phoenix Suns player took to Instagram to commemorate their one year anniversary in June 2021.

   Jenner posted some cute pictures to her story, where the pair look adorably cosy.

   Before this, Jenner had previously been spotted on the sideline of his games and a fan even shared a pic of the star sitting alone. The pair have also been seen together on continuous outings.

   In September 2021, the model shared some cosy snaps from her Italian vacation with Booker on Instagram.

3. Kyle Kuzma: 2019 - 2020

   

   Kendall was said to be dating LA Lakers player Kyle Kuzma around 2019.

   Rumours were fuelled when the pair were pictured together as they spent the 4th of July together on a yacht.

   However, despite rumours of their romance, neither of the pair confirmed if they were dating.

4. Ben Simmons: 2018 – 2019

   

   In November 2018, People reported that Jenner was dating Philadelphia 76ers player Ben Simmons after her breakup with rumoured fling Anwar Hadid.

   The '818 Tequila' owner was pictured at the players games and according to Elle, the two first dated in May 2018 and broke up in August 2018.

   However, dating rumors emerged again in November 2018 when Jenner started going to Simmons' games again. Kenny was even seen wearing his jersey!

5. Anwar Hadid: 2018

   

   Jenner was also linked to Anwar Hadid, the younger brother of her friends Gigi and Bella Hadid, when the pair were spotted kissing by TMZ.

   A source speaking to People said that the two were “very, very together” and added that the Kendall's two model friends even approved.

   "They all hang out together and Gigi and Bella actually think they’re good together. Their friends think it’s a little weird, but it works," they said.

6. Blake Griffin: 2017 – 2018

   

   In August 2017 dating rumours began between Brooklyn Nets player Blake Griffin and Kendall Jenner, when they were seen leaving a Travis Scott concert together.

   Following this, the two were seen together again on a double date with Hailey Bieber (then Baldwin) and her boyfriend at the time.

   The couple went on another double date to Universal Studios, with Jenner’s younger sister Kylie Jenner and her then-boyfriend, Travis Scott.

   However, their relationship ended months later. A source told People their relationship came to a natural end and the break-up wasn't because of any "particular drama".

7. A$AP Rocky: 2016 – 2017

   

   Kendall was rumoured to have dated rapper A$AP Rocky after they were spotted on a date in Paris in July 2016.

   However, the pair were said to be serious about a year later, when Jenner and Rocky were seen getting cozy at the 2017 Met Gala.

   Kendall's older sister Kim Kardashian even shared a cheeky picture on snapchat of the rapper grabbing the models bum.

8. Jordan Clarkson: 2016

   

   The reality star was rumoured to have dated Cleveland Cavaliers player Jordan Clarkson, who plays alongside her sister Khloé Kardashian’s boyfriend, Tristan Thompson.

   Rumors of the model and basketball player’s romance began when the two posted videos of each other at together Coachella.

   Despite neither of them confirming the rumours, a source told People that Clarkson was "really into her", saying: “In private they’re very much together and affectionate”.

9. Orlando Bloom: 2015

   

   Kendall was rumoured to be dating legendary actor Orlando Bloom during the summer of 2015. Rumours began after the pair were spotted together going on a string of dates.

   Some fans were concerned about the age gap, as Jenner was 19 at the time, while Bloom was 38 - but a source told the Sun that the pair weren't concerned about it.

   The actor was also reported to have made a joke about the Jenner sister whilst accepting his Britannia Humanitarian Award in October 2015, saying: “And I don’t know Kendall Jenner, but if anyone has her number I would love it”.

10. Lewis Hamilton: 2015

    

    Kendall was rumored to be dating British race car driver Lewis Hamilton in the summer of 2015 after she was seen wearing the driver’s chain in a group picture at one of Hamiltons races.

    The pair were then seen again at New York Fashion Week, although he has quoted telling E! News -  “Me and Kendall have been friends for a while, so we’re just friends”.

11. Chandler Parsons: 2014

    

    Following Harry, Kendall was rumoured to have dated NBA player Chandler Parsons and according to the Daily Mail, even met her mum - Kris Jenner.

    However - the basketball star shut down the rumours, saying: “It’s kind of a long story. I train with Gunnar Peterson here in L.A. She works out before me, so I kind of just got to know her, and then we had dinner. And the next thing I know I was on TMZ”.

    Kendall didn't speak on the rumours.

12. Harry Styles: 2013 - 2016

    

    The model and One Direction heart throb, Harry Styles, were rumoured to have dated when in 2013 until 2014, they were spotted together on multiple occasions and even went skiing together.

    Khloe Kardashian was also said to have confirmed that the pair were dating when they were spotted kissing on a yacht in Anguilla in 2015.

    Romance rumours were refuelled two years on when they were seen having dinner together in LA in April 2016.

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