While all of the Kardashian-Jenner clan have aired their love life on the notorious reality show, supermodel Kendall Jenner is the only one to have kept her romantic affairs under wraps.
So, if you’re like the rest of the Kardashian super-fans, you’re probably dying to know who has stolen Kendall’s affection in the past. Luckily for you, we’ve listed all the men who have been involved in the model’s life.
Let’s jump right into Kendall Jenner’s dating history…
FYI: Other than her official romances, this list also contains guys that Kendall was *rumored* to be dating.
Who Has Kendal Jenner Dated Over the Years?
Jump to:
- Ryan Nassif
- Julian Brooks
- Harry Styles
- Ashton Irwin
- Justin Bieber
- Nick Jonas
- Jordan Clarkson
- A$AP Rocky
- Blake Griffin
- Anwar Hadid
- Ben Simmons
- Kyle Kuzma
- Fai Khadra
- Devin Booker
- Bad Bunny
- Devin Booker (again)
Rumored Ex: Ryan Nassif
Who is He? Instagram Influencer
Dated In: 2012 – 2013
Kendall was first linked to Ryan Nassif, whose dad is a Hollywood talent agent, but we are convinced that these two were just friends since Ryan later hooked up with actress Bella Thorne.
Ex: Julian Brooks
Who is He? High-school sweetheart
Dated In: 2012 – 2013
The supermodel shared a puppy love story with her high-school jock Julian Brooks while she was still in high school. The pair shared a sweet, year-long romance where they would bunk off school and just hang out and enjoy each other’s company. Obviously, the fairytale ended at one point when Kendall’s career started to bloom and she found herself in a new celebrity circle.
Ex: Harry Styles
Who is He? Singer
Dated In: 2013 – 2014
This relationship is definitely the one that sent everyone wild with fans calling Kenny and Harry “Hendall” after the two were captured making out on a yacht. Although neither of them confirmed they were dating at the time, Kendall’s sister Khloe let the cat out of the bag that they were definitely romantically involved during an interview.
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While their love dwindled out, the pair remained very close friends and have been spotted hanging out together even until today! We hope love is on the cards for Hendall in the future.
Rumored Ex: Ashton Irwin
Who is He? Singer
Dated In: 2014
Soon after splitting from Harry, Kendall moved on to another boybander, this time, 5 Seconds of Summer’s Ashton Irwin. Although the romance has never been confirmed, the duo did get into a taxi together in the summer of 2014 and allegedly enjoyed a night out together in New York.
Rumored Ex: Justin Bieber
Who is He? Singer
Dated In: 2014 – 2015
After a series of cozy photos emerged of the couple, the world went into a frenzy assuming that Kendall and Justin Bieber were a thing. When Justin’s ex, Selena Gomez got jealous of their relationship, Kendall was quick to shut down any rumors and confirmed that she and Justin were “longtime family friends” and that people were just “assuming things”!
Rumored Ex: Nick Jonas
Who is He? Singer
Dated In: 2015
This celebrity heartthrob has dated Selena Gomez, hooked up with Miley Cyrus and had a fling with Camila Cabello. Unsurprisingly, Nick Jonas has also been linked to Kendall, too. It was rumored that Kendall’s close-pal Gigi set them up when she was dating one of the other Jonas Brothers, Joe. Although Kendall and Nick had obvious chemistry, the popstar was quick to shut down any rumors and told E! Online that they were hanging out as friends.
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Ex: Jordan Clarkson
Who is He? NBA player
Dated In: 2016
Jenner and Clarkson met in 2016 and seemed to be mesmerized with each other. After being spotted at Drake’s AMA after-party together, it was clear that these two had the hots for each other. Onlookers said Kendall seemed giddy and deeply happy being in Jordan’s presence. Nothing further came from this relationship, though.
Watch our video on Kendall’s dating history instead:
Ex: A$AP Rocky
Who is He? Rapper
Dated In: 2016 – 2017
2016 was a busy year for Kenny as she also hooked up with Rihanna’s current boyfriend, A$AP Rocky. While they were spotted hanging out for a year, the two were never official since they didn’t get to spend that much time together. Their hectic schedules got in the way of a budding romance, which is a shame because the couple looked great together.
Ex: Blake Griffin
Who is He? NBA player
Dated In: 2017 – 2018
After Blake split up with his fiancée Brynn Cameron, he was spotted with Kendall Jenner for a while. She seemed very happy and even told Vogue that she had “someone being very nice to her”. Sadly, they called it quits after eight months of dating and went their separate ways.
Rumored Ex: Anwar Hadid
Who is He? Model
Dated In: 2018
After pictures surfaced of Kenny kissing her best friend’s younger brother, it was clear that these two had a fling. Kendall and Anwar were even snapped with matching love bites. However, before we could even call him her new boyfriend, TMZ reported that they weren’t dating and that “they were just having some fun”. Their chemistry fizzled out before anything awkward came in the way of her friendship with the Hadid sisters.
Anwar did however, start dating Dua Lipa a year later — check out Dua Lipa’s dating history in full!
Ex: Ben Simmons
Who is He? Basketball Player
Dated In: 2018
Ben Simmons is the only beau in Kendall’s life who she’s actually admitted to dating. Sadly, however, they couldn’t make enough time in their schedules to make their romance work. They did really like each other but their busy travelling schedule didn’t allow for them to see each other often.
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Rumored Ex: Kyle Kuzma
Who is He? NBA player
Dated In: 2019
After Kendall ended things with Simmons, she found a new love interest with yet another athlete. The pair were spotted hanging out over the 4th of July holidays but nothing further came of it. When a meme circulated showing the so-called NBA players she’d dated, Kendall replied by saying “2 out of 5 accurate” – in other words, she’d only dated Blake Griffin and Ben Simmons. It seemed like Ken and Kyle just enjoyed each other’s company as friends.
Rumored Ex: Fai Khadra
Who is He? Model
Dated In: 2019
Other than reportedly dating Kylie, Fai has actually been linked to every Kardashian-Jenner as he runs in their close circle, but in 2019, it was Kendall’s turn to be among those rumors. Kendall confirmed that the gossip wasn’t true by posting a snap of them on Instagram with the caption “we don’t date, he’s just my date!”
Ex: Devin Booker
Who is He? NBA player
Dated In: April 2020 – October 2022 (Dating again! Scroll down!)
Although the couple kept their relationship under wraps, Kendall and Devin went from strength to strength throughout their two year relationship. So much so, that we were surprised they ended up splitting in 2022.
They had trips together including a vacation with Justin and Hailey, went to Kim’s surprise 40th birthday trip on a private island and Devin even joined her as her plus one at Kourtney’s wedding. But Kendall’s relationship with the NBA star came to an end after almost three years of dating due to the fact that “their schedules weren’t lining up,” reported E Online.
Update: Kendall and Devin spark dating rumors again in 2025! Scroll down for all the deets!
Ex: Bad Bunny
Who is He? Musician
Dated In: Feb-Dec 2023
Kendall and Bad Bunny never made things official, but their social activities definitely gave dating vibes in 2023. The pair first triggered dating rumors when they were spotted leaving the same restaurant together in February 2023, as well as horse-riding together in March. Sources even reported that the pair were “spending time together.”
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The couple continued to appear together at sporting events and even modeled together for a Gucci advertisement. Let’s not forget their adorable PDA at restaurants! But sadly, just a few months down the line, Kendall and the Latino musician ended things for unknown reasons.
Rumored Boyfriend: Devin Booker
Who is He? NBA player
Dated In: February 2025
Whether these two are back on is unconfirmed, but let’s just say, Kendall and Devin *probably* are rekindling things. The exes were spotted together over Valentine’s weekend (!!) in Aspen, Colorado. The images shared on social media show Kendall and Devin sitting side by side in a local bistro.
Kendall likes to keep her love life under wraps, so I guess we won’t know if she’s back on with Devin until she chooses to tell us. Sigh…
We hope Kenny finds her Prince Charming soon (in the form of Devin)!
Which boyfriend suited Kendall the most? Let us know by leaving a comment in the section below.
Originally published in November 2020.
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