When did Kendall Jenner date Harry Styles? | The Sun

STARTING in the early 2010s, Harry Styles and Kendall Jenner reportedly began casually dating – a rumored on-and-off relationship spanning years.

In November 2022, a video showing Kendall attending Harry's concert in Los Angeles made its rounds on social media.

When did Kendall Jenner date Harry Styles?

After their managers introduced them, Kendall and Harry were first spotted getting cozy in 2013.

They reportedly split soon after, subsequently sparking reconciliation rumors two years later when they were seen on a yacht in Anguilla.

The two never confirmed themselves as an official pair but reportedly remained on and off for years.

Harry and Kendall reunited in 2019 at the Met Gala and again months later on The Late Late Show with James Corden.

The pair, who dated on and off from 2013 to 2019, have now been close for almost a decade.

Kendall was seen dancing with her sister Kylie and pal Hailey Bieber at Harry’s LA concert earlier this month.

But while the pair are “very alike” it is thought that their hectic lifestyles are a barrier to becoming more than good pals.

While Harry is still touring, Kendall has her modelling career and a tequila business.

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In December 2022, a source said: “Close as they are, Harry and Kendall found dating difficult, and all of those practical problems they faced years ago are still there.

“That said, their friends speculate that they might hang out over the holidays.

“In the past they have gone away together shortly after respective break-ups, so they could very well end up on a yacht soaking up the sun in the next couple of months.”

Who is Kendall Jenner dating now?

Rumors began circulating about basketball star Devin Booker and Kendall Jenner when they were spotted outside a rest stop in Sedona, Arizona, in early 2020.

They later confirmed their relationship and continued dating until their rumored split in November 2022.

A source claimed the break-up was mutual and came down to timing, but the exes reportedly plan to stay in touch.

"They have a lot of love and respect for each other and wish only the best," the source added.

Who is Harry Styles dating?

Olivia Wilde and Harry Styles reportedly began dating around January 2021.

Their relationship sparked on the set of Don't Worry Darling, a film Olivia directed and starred in alongside Harry.

However, the pair have reportedly took a break from their relationship in November 2022, according to PEOPLE.

Multiple sources confirmed to the news outlet with one saying: "He's still touring and is now going abroad. She is focusing on her kids and her work in L.A. It's a very amicable decision."

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Another source told the outlet: "They're still very close friends. Right now, they have different priorities that are keeping them apart."

Aside from Harry, Olivia and fellow star Jason Sudeikis continue an intense custody battle amid their split.

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