Who is Kendall Jenner's boyfriend? The latest on those Bad Bunny relationship rumors

Who is Kendall Jenner's boyfriend, you ask? Well, following her split from NBA star, Devin Booker, the 818 founder has been linked to singer, Bad Bunny and let's just say, the theories are compelling...

These Kendall Jenner and Bad Bunny dating rumors have been swirling for some time, with the pair making numerous public appearances together—from the Met Gala after-party to sitting courtside together at the Lakers playoff game on Saturday, May 13, 2023. But after this newest, PDA-filled outing at Drake's 'It's All A Blur' show in Cali, on Sunday, August 13, 2023, there's no way they're beating the speculation any time soon. 

It's safe to say, there's a lot to unpack here, so let's take a deep dive into these Bad Bunny girlfriend rumors and recap Kendall's dating history...

Who is Kendall Jenner's boyfriend?

So who is Kendall Jenner dating now? While Kendall hasn't officially confirmed her relationship status, her latest outing with Bad Bunny at Drake's 'It's All A Blur' show in Cali, on Sunday, August 13, 2023, seems to suggest that something is going on...

Dating rumors between the pair first started swirling back in February 2023, after the anonymous gossip account, Deuxmoix posted a blind item (on February 16, 2023), claiming the pair were seen making out at an LA Club. E News! then reported that Benito and Kendall were seen exiting a restaurant around the same time on February 19, 2023...

Adding further fuel to the fire, Kenny and Benito were then photographed on March 8,  seemingly embracing—and potentially sharing a kiss (as per TMZ), though you can't actually see their faces in the pic!

Following these intermittent sightings, we then got further visual confirmation as Kendall Jenner made an appearance at Bad Bunny's Coachella set back in April 2023, before they then attended a Met Gala after-party together a month later.

Sightings then dropped off in late May, with many speculating that perhaps things have fizzled between the pair—that is until their most recent appearance at Draka's show in Cali, on August 13, 2023.

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The pair were filmed by concert-goers with their arms around each other, talking into each other's ears and overall just looking very cozy—seemingly confirming that they are indeed an item.

As mentioned though, there's been no official confirmation from the pair about their dating sitch and there is unlikely to be, anytime soon. In an interview with the Wall Street Journal (published on June 21, 2023), Kendall refused to comment on the Bad Bunny rumors, before adding, "I try [to] find the balance of keeping things private and keeping things sacred, [and] also not letting the unfortunate frustration and stress of everyone trying to get in on it stop me from enjoying my side. Does that make sense? I’ll go out of my way to do things as privately as possible because I just think that that’s the healthier way of dealing with relationships anyway."

Kendall Jenner boyfriends list: who has she dated in the past?

Now we've sussed out the model's current sitch, let's dive into Kendall Jenner's dating history—from her fling with A$AP Rocky to her viral song-inspiring relationship with Harry Styles.

Kendall Jenner and Devin Booker

As mentioned, up until November 2022, Kendall Jenner was dating basketball pro, Devin Booker.

The pair first stirred up relationship rumors in April 2020 after the pair shared separate pictures on Instagram from their trips to Arizona—and while they didn't feature in each other's posts, fans put two and two together.

Soon after they went Instagram official, with Kenny posting glimpses of Devin in her Carousels and Insta Stories. 

In 2021, Kendall officially confirmed that Devin was in fact her boyfriend to Andy Cohen during the Keeping Up With The Kardashian Reunion show. From that point on the couple were spotted out and about together, with Kendall even taking Devin to Kourtney and Travis Barker's wedding in May 2022.

Sadly though, news broke that Kendall and Devin had split in November 2022, with People reporting that their "busy schedules" played a role in their breakup.

Kendall Jenner and Ben Simmons

Before her long-term relationship with Devin, Kendall also dated NBA basketball player, Ben Simmons between 2018-2019.

The pair first sparked rumors after they were spotted canoodling in an Instagram video, posted by Kendall's big sis, Khloe Kardashian for July 4th. They reportedly split in 2019 with a source telling Page Six that the relationship simply "ran its course."

Ben of course then went on to be Love Island UK host, Maya Jama's boyfriend—until they split in 2022.

Kendall Jenner and Anwar Hadid

While no relationship was ever confirmed, Kendall was also once linked to Gigi and Bella Hadid's brother Anwar Hadid. 

In 2018, the pair were reportedly spotted making out, but that was all she wrote! Anwar then went on to date singer Dua Lipa for two years before they split in 2021. Dua is now rumored to be dating Jack Harlow!

Kendall Jenner and Blake Griffin

Between 2017 and 2018, Kendall also dated basketball player Blake Griffin.

They were pictured together on a number of occasions before Kendall told Vogue in a rare interview about her love life: "I’m happy. He’s very nice.

Kendall Jenner and A$AP Rocky

Now here's a major pairing some fans might have forgotten! Yes, Kendall Jenner dated rapper A$AP Rocky in 2017, with the pair even putting on a very steamy display at the 2017 Met Gala. 

A$AP was famously pictured with his hands on Kendall's bum and the model—along with Bella Hadid—was also snapped sitting between his legs. 

Alas, their relationship fizzled out with US Weekly reporting that they, "weren’t seeing each other a lot. They weren’t really official but were obviously dating. Their schedules are really hard."

Kendall Jenner and Harry Styles

Famously, Kendall and Harry dated between 2015 and 2016. Rumors began swirling after they were spotted looking very cozy on a yacht together before Khloe Kardashian confirmed the romance in an interview with Entertainment Tonight. She said: "Do I think they’re dating? Yes," before adding, "I don't know if they're like boyfriend-girlfriend."

Fans also think Kendall inspired Harry's debut album, with songs 'Only Angel,' 'Meet Me In The Hallway,' and 'Sweet Creature' widely rumored to be about her. 

While they've not been an item in years, they recently sparked rumors after Kendall was spotted at one of his shows in November 2022, where he seemingly blew her a kiss.