[lishan1997]

We've seen a huge portion of Jenner's life play out on Keeping Up With the Kardashians, but the supermodel has kept mostly quiet about her reported romance with the British singer. Styles has dodged dating rumors since his days in One Direction, constantly keeping fans guessing about his relationships. These two tight-lipped celebs were first linked all the way back in 2013 and supposedly continued an on-and-off romance for years. While we don't have a direct confirmation from the couple dubbed "Kenry" in the press, there's definitely evidence that these two were dating at some point, and recent events prove they have most certainly kept in touch — even in the midst of a pandemic that calls for social distancing.

[bv-falcon]

Jenner and Styles sightings are ongoing, but when it comes to traditional relationship milestones, nothing official has transpired in the public eye. And yet, here we are, still talking about these two and analyzing where things stand today. [links]

[Verybest23]

After years of speculation, fans shipping Harry Styles and Kendall Jenner were finally given a glimmer of confirmation about their intimate connection, thanks to their joint appearance on The Late Late Show with James Corden in December 2019. As Styles guest-hosted the show, he essentially went on yet another dinner date with Jenner via a round of "Spill Your Guts or Fill Your Guts." [links]

[JosephT.Holt]

There's a reason why Kendall Jenner and Harry Styles' joint appearance on The Late Late Show went so swimmingly.

[chyraski]

Kendall, 24, and Harry, 25, go way back and have occasionally sparked dating rumors on and off since 2013. Over the New Year's holiday in 2016, the two got cozy on a luxury yacht while vacationing together in St. Barts. The two were also joined by Ellen DeGeneres and wife Portia De Rossi. [links]

[romsek]

The singer filled in for James Corden as a guest host on Tuesday's episode, during which he and the Keeping Up With the Kardashians star played Spill Your Guts or Fill Your Guts. During the segment, Kendall agreed to rank her siblings according to their parenting skills, while Harry opted to consume cod sperm rather than answer her question of which songs on his last album are about her. [links]

[eurekafag]

This week, the two vacationed together in Anguilla in the Eastern Caribbean, E! News reports.

[reverselockup23]

Jenner, 20, and Styles, 21, were spotted sitting next to each other as they grabbed a bite to eat at a restaurant Tuesday.

[EvgenijM86]

“IM AT DINNER WITH KENDALL JENNER AND HARRY STYLES ARE EATING DINNER NEXT TO ME THIS IS NOT A DRILL,” she wrote.

[BitcoinCyberStore.com]

The brunette seemed to nuzzle his head before resting hers on his chest as they lay out on the sun deck surrounded by friends, who just passed by and didn't distract them from each other for a second. more

[sarahalfred142]

In an interview with the band in the same year, dubbed 1D Day to promote third album Midnight Memories, Piers Morgan asked Harry: 'Are you dating Kendall Jenner, yes or no?' [links]

[tentative]

Kendall showed off her model body in a tiny pink bikini as the pair relaxed on board, keeping cool in a pair of shades. The reality star's mother Kris Jenner was also spotted joining the fun yacht party, while Harry was spotted with his arm around his mum Anne. more

[shiraroberts112]

Like most lovers ringing in the New Year, Harry and Kendall seemed to share a kiss not long after she cuddled into him with her long limbs straddled around him. more