As one of the most popular models of our time and a member of the powerful Kar-Jenner family, Kendall Jenner’s relationship status was always going to garner interest – which is why fans are curious about where she now stands with her famous exes.
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Does Kendall Jenner have a boyfriend?
Although Kendall hasn’t confirmed or denied any of the recent relationship rumours, she has recently been spotted reuniting with ex-boyfriend Devin Booker.
According to an insider tip published by DeuxMoi, the former couple were photographed sitting alongside one another at the Cloud 9 Alpine Bistro in Aspen, Colorado. While they appeared to be keeping their reunion relatively low-key, it wasn’t the first time the pair had been spotted together in recent months, with Kendall and Devin previously photographed at dinner together in early 2024.

Kendall and Devin’s sighting comes almost one year after the 29-year-old was rumoured to be rekindling her romance with ex-boyfriend Bad Bunny,
While Kendall and Bad Bunny did not comment on their split, in May 2024, rumours began to circulate that the pair may have reignited their relationship after they were spotted looking all loved up at a Met Gala after-party.
In the months since, the pair were photographed hanging out a handful of times, and whilst they have refrained from publically commenting on their relationship fans have jumped to the conclusion that the famous exes may have been giving their relationship another go.

Who has Kendall Jenner dated?
Bad Bunny
(2023)
Kendall Jenner and Puerto Rican rapper Bad Bunny were first linked in February 2023 after gossip site DeuxMoi reported that they had been spotted making out at a party.
“This single, famous model sister was seen playing tonsil hockey with Bad Bunny at a private L.A. club last night,” the Instagram account shared at the time, before confirming that it was in fact, Kendall.
While fans took most news from DeuxMoi with a pinch of salt, by March, US Weekly was reporting that Kendall’s “feelings” for the 30-year-old were “starting to grow.”
“Things are not official between Kendall and Bad Bunny, but they’re seeing each other on a regular basis and getting to know each other better,” a source shared with the publication at the time.

In early April the pair were spotted on a cute horseback riding date in California, with the pair channelling their inner cowboy at the Hidden Hills Equestrian Ranch.
Following photos of the pair together at Coachella, they also attended the Met Gala. Although they didn’t appear “together” on the red carpet – they were spotted heading to a Met Gala afterparty.
In the months since, the pair were frequently spotted together, however they kept quiet on any details. In August, the model shared insight into her dating philosophy during an interview with Harper’s Bazaar.
“I love really hard, and I love without apology,” the Kardashians star explained. “I don’t like goodbyes, and I will fight to not have to say goodbye.”
“I will always fight for relationships,” she continued. “I’ve been that way since I was little, although I was shy and sometimes very closed off…I don’t give up on anything. Some people aren’t willing to meet me at that level. But that’s okay. I’d rather do that than shut myself off to something and not give it a proper chance.”

Despite their romance quickly becoming a fan favourite, in December 2023, The Messenger reported that Kendall and Bad Bunny had split after 10 months of dating.
“There’s no bad blood,” an insider told the publication. “They are even still in contact. Their relationship had been rocky due to their busy schedules.”
The inside source explained that the rapper was in the midst of planning a world tour in 2024, which made their relationship more difficult and Kendall “felt the relationship truly ran its course.”
Devin Booker
(2020-2022)
Kendall Jenner was in a relationship with NBA player Devin Booker for two years before they reportedly broke up in November 2022.
A source told PEOPLE, they “both have incredibly busy schedules right now with their careers and they’ve decided to make that a priority.”
“They have a lot of love and respect for each other and wish only the best.”
She publicly acknowledged their relationship on Valentine’s Day 2021, which was a rare move for the model who usually keeps her relationships private.
Ben Simmons
(2018-2019)
Kendall Jenner and basketball player Ben Simmons dated for around a year, with sister Khloe accidentally confirming their relationship after sharing a video of them cuddling.
By May 2019 both Page Six and PEOPLE reported that the couple had split.
Anwar Hadid
(2018)
Fans were not expecting this fling between Kendall and Anwar Hadid – the brother of Gigi and Bella.
But a source told E! that it was nothing serious, “Kendall and Anwar have known each other for years and have always been flirtatious and this is just another sign of that,” they explained. “The two enjoy one another’s company and things could change, but for now, it’s nothing serious.”
Blake Griffin
(2017-2018)
Despite both Kendall Jenner and basketball player Blake Griffin never confirming their relationship, the pair were linked multiple times over the course of two years.
“Kendall is very happy with Blake,” a source told PEOPLE. “They started out more like friends, and then it was very casual. But it seems more serious lately. When they are not together, they keep in touch over the phone. Her family has accepted Blake.”
ASAP Rocky
(2016-2017)
US Weekly first broke the news that this couple were “full-on dating” in August 2016, before the publication revealed they split the next year.
They “weren’t seeing each other a lot. They weren’t really official but were obviously dating. Their schedules are really hard.”
Jordan Clarkson
(2016)
Kendall was briefly linked to Lakers player Jordan Clarkson, with US Weekly revealing they had been hooking up for “months” in March 2016.
“They are super into each other,” the publication wrote. “He is super sweet and a total gentleman and Kendall loves that.”
Whilst there were rumours about this pair, neither individual confirmed the news and they were never photographed together.
Harry Styles
(2013-2016)
Just friends or so much more? Kendall Jenner and Harry Styles were the subjects of speculation often throughout the years. Whilst the rumours began in 2013, photos emerged of them kissing in 2015, with Kendall’s sister, Khloe confirming the relationship.
Although the relationship was short-lived, the pair remain friendly, often photographed at events together.
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