Kendall Jenner’s Ex Boyfriends And Dating History Uncovered – From Devin Booker To Bad Bunny
23 March 2023, 16:54
Kendall Jenner is rumoured to be dating Bad Bunny following her split from ex-boyfriend Devin Booker, but who has the usually low-key supermodel dated before?
Kendall Jenner has been linked to many famous faces over the years, including good pal Harry Styles, but she chooses to largely keep her love life out of the spotlight.
Rumours emerged in March that Kendall was dating Bad Bunny following her split from Devin Booker, sparking everyone's interest in the supermodel's romantic history.
The 27-year-old first confirmed her relationship with NBA player Devin on Valentine’s Day 2021, a year into their relationship, they ultimately called it quits after two years together. But who has Kenny dated before?
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Let’s take a look at Kendall’s boyfriend history and dating past…
Kendall Jenner and Bad Bunny
Kendall and rapper Bad Bunny were first linked in February and their romance seems to be quickly heating up.
Rumours began to swirl after the celebrity pair were spotted kissing in LA on a date night, gossip Instagram account Deux Moi reported the showbiz's new hottest couple.
The Kardashian and rapper – whose real name is Benito – are alleged to be spending time getting to know one another after being introduced through mutual friends.
Bad Bunny made headlines when he seemingly referenced Kendall's ex-boyfriend during his verse on Eladio Carrión’s new song ‘Coco Chanel’. Listeners assumed he was making a dig at Devin's current basketball team, the Phoenix Suns.
He rapped on the track in Spanish: "I'm not bad, baby that's a gimmick / But the sun in Puerto Rico is hotter than in Phoenix / She knows it."
Kendall Jenner and Devin Booker

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Kendall and Devin, who split in October 2022, went Instagram official on Valentine’s Day 2021, almost a whole year after they were seen meeting up in lockdown.
They start dating in the spring, which is when the Kardashians star shut down some savage trolling about dating basketball players. The couple went on to confirm their romance by leaving a bunch of flirty Instagram comments on each other’s uploads.
They broke up in June 2022 before reuniting weeks later, but in October they split again. A source told PEOPLE: "Both have incredibly busy schedules right now with their careers and they've decided to make that a priority."
Kendall Jenner and Ben Simmons
NBA player Ben and Kendall dated between 2018 and 2019, keeping things out of the spotlight until they were seen cuddling in the background of a Snapchat Khloé Kardashian uploaded.
They had an on-off relationship, even going on a double date with her now-ex boyfriend Devin and his then girlfriend and former Kardashian family friend Jordyn Woods.
Kendall Jenner and Anwar Hadid
Yep, Kenny broke one of the ultimate girl code rules and dated bestie Gigi Hadid's little brother.
To be fair, the Hadid siblings hung out with Kendall A LOT so they were obviously cool with it, but it’s believed they briefly dated after becoming more than friends in 2018.
Their romance only lasted a few months and mostly consisted of them leaving love bites on each other’s necks.
Kendall Jenner and Blake Griffin
After basketball player Blake broke up with his fiancée Brynn Cameron, who he shares two kids with, he was photographed with Kendall everywhere they went back in 2018.
They didn’t last long though, ending things when he moved to Detroit.
Kendall Jenner and A$AP Rocky
In 2016, Kendall and A$AP cemented themselves as one of the hottest showbiz couples of the year.
Remember the bum grab snap at the 2017 MET Gala?
Things soon fizzled out due to their busy schedules however.
Did Kendall Jenner date Harry Styles?
Ok, maybe this was the hottest showbiz couple – Kendall and Harry reportedly dated on and off from 2013 to 2016 but they remain very good friends to this day.
Their most recent interaction was when Harry blew Kenny a kiss as she watched him sing 'Love of my Life' at his 'Love on Tour' concert in LA on 15th November.
In 2019 they hosted James Corden’s Late Late Show together, a stint which not only proved they remain close friends but provided the kinda content we watched on a loop.
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