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Harry Styles And Kendall Jenner Dating Again? Hendall Spotted On Vacation In Anguilla

By Treva Bowdoin
Published on: 11:10 PST, Dec 30, 2015

Harry Styles and Kendall Jenner could be back on. The musician and the model ended their first fling almost two years ago, but recent photos prove that they may be giving their relationship another go. According to recent reports, Harry and Kendall have been enjoying a Caribbean vacation together on the island of Anguilla. Hendall haters can only hope that they don’t remain there long enough to share a midnight kiss on New Year’s Eve.

Now that Harry Styles is taking a break from touring the world with One Direction, he has a little more time to focus on finding love, and there’s a strong possibility that he’s set his sights on Kendall Jenner. E! News reports that Harry and Kendall were spotted together in Mead’s Bay, Anguilla, on Tuesday night. The pair reportedly headed to Blanchards restaurant for dinner, and Kendall was photographed sitting next to Harry. A fan tweeted about the couple sitting next to her at the restaurant, but she didn’t report seeing any hanky-panky.

It appears as though Harry Styles and Kendall Jenner were in Anguilla with a group of people, so it’s possible that this wasn’t a romantic getaway – perhaps they’ve had plenty of time to recover from their failed fling of 2014 and are now simply hanging out as pals. According to Gossip Cop, Kendall’s close friends, Hailey Baldwin and Justin Bieber, are also in Anguilla on vacation. However, there have been no reports of Hailey and the Biebs meeting up with Harry and Kendall. Gossip Cop claims that Hailey Baldwin and Justin Bieber are just friends, so why can’t Harry Styles and Kendall Jenner also vacation together as pals?

However, there’s a conspiracy theory for Directioners to chew on that involves Hendall, the band that sings “Hotel California,” and Harry’s love of getting tattoos. According to E! News, Harry Styles and Kendall Jenner showed their first signs of PDA at an Eagles concert last January. Harry spent most of the concert standing behind the Keeping Up With the Kardashians star with his arms wrapped around her, and he looked pretty smitten with his date. Now the Daily Mail is reporting that Harry has a new Eagle tattoo on his right forearm, so is it possible that he got the new ink to commemorate the Eagles concert where he first felt an inkling of love for Kendall?

Harry Styles and Kendall Jenner dated for just three months last year before they decided to end their relationship, but they didn’t break up because they didn’t enjoy each other’s company – in fact, the opposite was true. Harry knew he would soon be busy touring and recording with One Direction, and Kendall’s modeling career was making it difficult for her to find time for a serious relationship. Now that Harry has more time on his hands, perhaps he has decided to rekindle his relationship with Kendall. When the couple split in February of last year, a source did tell the Sun that Harry and Kendall were open to dating each other again.

“There’s been no major fallout. They’re definitely still friends and haven’t ruled anything out in the future.”

According to Us Weekly, Harry and Kendall proved that they were still on good terms with one another last December at the British Fashion Awards. Harry bumped into Kendall Jenner and another rumored ex, Cara Delevingne, and he was photographed having a friendly chat with the model pals.

After the potentially awkward encounter, a source claims that Harry “had his eyes all over” Kendall for the rest of the night. Perhaps Harry Styles has always viewed her as the one that got away.

If Harry Styles and Kendall Jenner are ringing in the New Year by vacationing together, it wouldn’t be the first time they have done so. Last January, Harry and Kendall hit the slopes at Mammoth Lakes, California, for a little skiing and snowboarding. According to E! News, Harry and Kendall had both insisted that they were not a couple shortly before they went on the trip together.

Do you think Harry Styles and Kendall Jenner are giving their romance another chance by trading snowy fun for the Caribbean sun this time around?

[Photos by Jason Merritt/Getty Images]

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