Kendall Jenner and Harry Styles PICTURED kissing on luxury yacht ahead of New Year celebrations

The snaps show the pair go into full PDA mode, and it's one of the first times they've been snapped in a steamy clinch

kendall jenner and harry on a yacht

  • 11:51, 1 Jan 2016
  • Updated 13:32, 1 Jan 2016

Kendall Jenner and Harry Styles have been pictured sharing an intimate embrace ahead of the New Year's celebrations this week.

The pair were snapped kissing and cuddling as they struggled to keep their hands off each other on a sun lounger, smashing rumours once and for all that they're just good friends.

Rumours of a romantic reconciliation between them went into overdrive just days ago after a video emerged of the pair getting very cosy over dinner.

Now the new snaps have sent fans into meltdown, as a bikini-clad Kendall lies over Harry and they appear to share a lengthy kiss.

Kendall and Harry - who were first romantically linked back in 2013 - are holidaying with pals on Caribbean island of Anguilla.

Kendall was snapped in a skimpy bikini and sunglasses, wearing her hair up in a messy ponytail and appearing relaxed and happy as she lounged next to the One Direction singer.

Meanwhile Harry wore loose white swim shorts, and tied his own hair back for the outing.

They weren't alone however, as Harry invited his mum along too - so it must be getting serious.

Anne shared a photo on what appears to be the same luxury yacht last night, signalling they all could have remained onboard for the New Year's Eve celebrations.

kendall jenner and harry on a yacht

It is thought the pair rang in the New Year together on the yacht, and they were certainly in the mood for celebrating.

Fans noticed as well as the pair being overly tactile, they appeared to only have eyes for each other and were seen locked deep in conversation.

While some fans celebrated the happy couple, others were heartbroken.

One devastated fan wrote: "Those pics of Harry and Kendall need to find the exit sign and leave my timeline."

Another wept: "THESE HARRY AND KENDALL PHOTOS ARE RUINING MY NEW YEAR.

The pair first sparked romance rumours in 2013 when they were snapped on a dinner date in Hollywood.

The close friendship ran right through to 2014, as they were eventually pictured on the sliopes together - but whikle they appeared closer than ever, they never confirmed the romance.

Well, there's no denying the chemistry in these photos.

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Kendall Jenner and Harry Styles Just Put Those Romance Rumors Into Overdrive

kendall jenner and harry on a yacht

The romance rumors between Kendall Jenner and Harry Styles are heating up! After causing a frenzy with their recent dinner date in Anguilla on Tuesday night, the two are at it again. The pair looked more than cozy as they soaked up the sun on a yacht together in St. Barts on Thursday. Kendall showed off her fit figure in a bikini while Harry wrapped himself in a towel, and after taking a dip, Harry playfully pulled on Kendall's leg as she tried to climb back onto the boat. They then snuck away to a deck chair and appeared to be cuddling and kissing.

The two were rumored to be dating back in 2013 after stepping out with each other on numerous occasions but never officially confirmed anything. Could it be that the pair is rekindling their supposed romance? See the pictures from their outing here, and then let Harry serenade you with his perfect New Year's Eve performance . Tall

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Kendall Jenner, Harry Styles Fuel Romance Rumors, Soak Up the Sun on a Yacht: Pictures

The model, 20, and the One Direction singer, 21, looked cozy as they soaked up the sun. Jenner showed off her runway-ready body in a bikini, while Styles shielded his shirtless torso under a towel.

Related: PHOTOS: The biggest boy bands ever

Earlier in the week, the Keeping Up With the Kardashians star was spotted dining with the boy-bander in Anguilla. The duo, who were first linked back in 2013, hit up a restaurant together on Tuesday, December 29.

A source tells Us Weekly the exes are “hooking up again” now that Styles — who also dated Jenner pal Taylor Swift — has some time off from 1D. Adds another insider: “Now that he has a little hiatus and is on vacation, this is him trying to win her back, and it appears to be working.”

The second source notes that while Styles was the one to call it quits back in 2014, he was drawn back after seeing her in the Victoria’s Secret Fashion Show. “All of his friends were saying how hot and amazing she looked,” the source tells Us.

Related: PHOTOS: Kendall rocks the runway

In any case, both seem to be enjoying the R&R — and Jenner in particular could use it. In a recent post on her app and website, she revealed that she was recently hospitalized for exhaustion, and that she was making a conscious effort to relax in the new year.

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“I guess my resolution would be to chill out more and have the ability to be a little more spontaneous,” she shared. “No matter what, 2016 is going to be the best yet. I can feel it!”

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Kendall Jenner and Harry Styles Definitely Celebrated New Year's Eve Together

kendall jenner and harry on a yacht

There's an old saying — or one that's as old as season two of The OC — that the way you spend New Year's Eve is how you'll spend the whole year. If there's any truth to that, and there's always truth to The OC , 2016 is going to be the year of #Hendall.

Harry Styles and Kendall Jenner celebrated the last day of the year together on a luxury yacht in St Barth's.

They giggled.

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They whispered sweet nothings. ("I missed you this much." — Harry, probably.)

They wore jaunty hats...

...and matching circle-framed sunglasses.

They bathed in the sun sharing a single lounge chair. (Apparently no matter how luxury the yacht was, there was a shortage of lounge chairs.)

And they brought both of their mothers along for the fun.

Now that's a midnight toast we'd like to see. Where's the long-lens paparazzi when you really need them? (Just kidding, invasion of privacy is bad but witnessing Kendall, Harry, Kris Jenner, and Anne Twist ring in the New Year would be so, so good.)

RELATED: Harry Styles and Kendall Jenner Are Reportedly Spending New Year's Together

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Harry Styles And Kendall Jenner Had A Very Revealing Dinner Date

Off a yacht and into the deep end, because Harry Styles and Kendall Jenner had a dinner date and went in on disclosing some home truths.

Taking over from James Corden to play host on the Late Late Show , Harry invited his long-time pal Kendall to have a second swing at the show's “Spill Your Guts” feature, which sees contestants having to answer some invasive, all-revealing questions or eating some obscure delicacies like salmon smoothie or the I' m A Celeb -style animal genitalia.

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Naturally, conversation quickly turned to the pair's pre-existing relationship with Kendall asking the question — as written by the show's producers — “Which songs on your last album were about me?”

Harry evidently did not see the question coming and hid his face in his manicured hands immediately, before tucking a napkin in his Gucci collar and gnawing down on some cod sperm. “What are we doing?” he laughed as he struggled with the forfeit.

Read More: We’ve Listened To Harry Styles’s ‘Fine Line’ Album And This Is What You Need To Know

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Other awkward questions that saw the pair reaching for the plate and not giving the truth was Harry asking Kendall: “You're the highest paid supermodel in the world, who is the most unlikeable supermodel in the world?” Ever the professional, Kendall admitted that she has the answer but avoided sharing it and immediately sipped at her unpalatable salmon smoothie. Next, Kendall went on to ask Harry to rank the music of his One Direction peers’ solo efforts but the 25-year-old musician instead opted to chew down on a giant water scorpion.

With their tête-à-tête complete, the pair headed over to the Late Late Show sofa to be joined by Tracee Ellis-Ross to continue the question time. As host, Harry led the conversation and produced a photograph of Kendall in her teenage years holding a One Direction sign and demanded context on the photograph, with the 23-year-old model admitting that she had been “asked” to make the sign, rather than having made it off her own back as a serious Directioner. Okay Kendall, if you insist.

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kendall jenner and harry on a yacht

All aboard the love boat: Kendall Jenner shares a kiss with former flame Harry Styles as they get VERY cosy on luxury St Barts yacht

By Joanna Crawley and Becky Freeth for MailOnline

Published: 06:47 EDT, 1 January 2016 | Updated: 22:25 EDT, 1 February 2016

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They sparked rumours of a romantic reconciliation earlier this week when they were spotted by fans at a restaurant in idyllic Anguilla on Tuesday night.

But if there was any doubt over Kendall Jenner , 20, and Harry Styles ', 21, reignited romance they seemed to be put to rest on Thursday when the pair were captured in a romantic clinch as they prepared to ring in the new year with each other's company.

The Keeping Up With the Kardashians star was seen lounging on the One Direction singer before leaning in for a kiss as they enjoyed another day together on a luxury yacht in St Barts. 

Scroll down for video 

kendall jenner and harry on a yacht

Back together? Harry Styles (right, seated) and Kendall Jenner left) fuelled reconciliation rumours on Wednesday after pictures appeared to show them in an intimate clinch during a romantic getaway in St Barts

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. 

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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. 

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.

See more of the latest pictures of Kendall Jenner and Harry Styles as they spark romance rumours in St Barts

Hanging out: Kendall and Harry, who previously dated fleetingly according to reports in 2013, seemed comfortable in each other's company

Hanging out: Kendall and Harry, who previously dated fleetingly according to reports in 2013, seemed comfortable in each other's company

Happy together: They seemed to see no need to speak

Love is in the air? Kendall rested her head on Harry's with a contented look on her face, before leaning in for a kiss

Getting hot out here: Kendall couldn't keep away from the popular boybander as she nuzzled into his head

Getting hot out here: Kendall couldn't keep away from the popular boybander as she nuzzled into his head

The former rumoured couple were first seen enjoying a romantic dinner at Blanchards restaurant on another Caribbean Island, earlier this week, just days after Harry embarked on a hiatus from the chart-topping pop group. 

The high-profile pair were first rumoured to be dating back in 2013 when they were spotted enjoying a string of outings together. 

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?'

Look who's here: Harry slung an arm around his mum Anne as he soaked in his surroundings

Meeting the parents: Harry slung an arm around his mum Anne as he soaked in his surroundings while Kendall's mother Kris Jenner was also spotted on board the yacht on Thursday 

Cute couple: The pair couldn't stay away from each other despite being joined by a number of pals

Cute couple: The pair couldn't stay away from each other despite being joined by a number of pals

Going under cover: Harry pulled a towel off the lounger so they two could have some privacy away from their friends

Going under cover: Harry pulled a towel off the lounger so they two could have some privacy away from their friends

Something to hide? At one point, the duo hid behind one of their navy blue beach towels

Something to hide? The duo hid behind one of their navy blue beach towels as things got steamy on the sun lounger

Adoring look: She turned to him at one time

Cuddles: The duo sought comfort in one another and she rested her head on his chest and neck at one time

New Year's kiss? The model and singer shared numerous kisses and hugs as they waited to ring in 2016

New Year's kiss? The model and singer shared numerous kisses and hugs as they waited to ring in 2016

Taking the lead: Kendall seemed to instigate the intimacy

Handsome couple: If they were to become the new couple, they would certainly make a handsome one

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The singer tentatively replied: 'I mean, we went out for dinner, but no. I guess.' 

Pushing for more, Piers continued: 'Did I hear in Los Angeles, a hot date? Budding romance?' while a flustered Harry responded: 'Dunno', before a male voice off-camera shouted 'move on! move on!' 

Prompting Harry to say: 'Yeah, let's move on shall we?'

Defending his probing, the journalist said: 'It's supposed to be tough questions.

This is the life: The pair were in a world of their own despite being surrounded by mutual pals

This is the life: The pair were in a world of their own despite being surrounded by mutual pals

Pensive: The duo looked out to sea as they prepared to ring in 2016 together

Pensive: The duo looked out to sea as they prepared to ring in 2016 together

Playful: They spent time playing games as they passed the time at sea

Playful: They spent time playing games as they passed the time at sea

 Distracted: Thought there were plenty of people around them, they seemed only concerned with each other

 Distracted: Thought there were plenty of people around them, they seemed only concerned with each other

kendall jenner and harry on a yacht

Well red: Kendall showed off her exquisite figure in a skimpy bikini on the boat as she went to enjoy a selection of carby treats

Wonder what they're talking about? Kendall, wrapped in a slinky kimono, chatted to the tattooed pop star under the beaming sun

Wonder what they're talking about? Kendall, wrapped in a slinky kimono, chatted to the tattooed pop star under the beaming sun

Cooling off: Harry sipped from a cold drink as they pair chatted in the beaming sunshine

Cooling off: Harry sipped from a cold drink as they pair chatted in the beaming sunshine

Rest and relaxation: Harry played on his phone as Kendall lounged on his chest during the boat trip

Rest and relaxation: Harry played on his phone as Kendall lounged on his chest during the boat trip

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'You're boring,' the unknown voice jokingly interjected.

But despite all the speculation, the pair never went on to officially announce a relationship, instead they insisted they were just friends. 

Though their romance was thought to be fleeting, they certainly seemed comfortable in each other's company on the holiday and flirted outrageously in the pictures.

Kendall bit down on her lip as Harry grabbed her by the wrists and rocked her back and forth. 

Wild: Kendall paired her pink bikini top with leopard print bottoms as she hit the water with pals

Wild: Kendall paired her pink bikini top with leopard print bottoms as she hit the water with pals

In a world of their own: Harry and Kendall only had eyes for each other despite holidaying with friends

In a world of their own: Harry and Kendall only had eyes for each other despite holidaying with friends

Just the two of us: Kendall couldn't take her eyes off her handsome former beau, who she was first linked with in 2013

Just the two of us: Kendall couldn't take her eyes off her handsome former beau, who she was first linked with in 2013

Inked: The One Direction star showed off his extensive tattoo collection as he stripped down to swimming shorts and shades

Inked: The One Direction star showed off his extensive tattoo collection as he stripped down to swimming shorts and shades

Caught her attention: Top model Kendall giggled as Harry entertained her with a story

Caught her attention: Top model Kendall giggled as Harry entertained her with a story

Leaning in: There wasn't much room for talking though as the pair resumed their kissing and cuddling

Leaning in: There wasn't much room for talking though as the pair resumed their kissing and cuddling

What stunner: Kendall showed off her model figure in her tiny two-piece as she topped up her tan

What stunner: Kendall showed off her model figure in her tiny two-piece as she topped up her tan

Blissful: The reality star couldn't hide her smile as she relaxed side by side with the Brit singer

Blissful: The reality star couldn't hide her smile as she relaxed side by side with the Brit singer

Happy New Year: It looked as thought the pair were planning to see in 2016 together

Happy New Year: It looked as thought the pair were planning to see in 2016 together

It's not also not a pure coincidence that the famous duo are catching up after so many years, because Kendall's model BFF Gigi Hadid, 20, is currently dating Harry's ex-bandmate Zayn Malik, 22.

Their circles have seemed to overlapped many times over the years, with Harry also previously being linked to their mutual pal Cara Delevingne in September 2013. 

Kendall's mother Kris Jenner has also been holidaying St Barts recently, while Harry's bandmates are in the UK enjoying the early throes of their new-found freedom.

Super close: Despite not being seen together for awhile, Kendall and Harry have remained close since first being spotted on a date in 2013

Super close: Despite not being seen together for awhile, Kendall and Harry have remained close since first being spotted on a date in 2013

Four's a crowd? The pair's pals didn't seem to mind the PDA from the cute couple

Four's a crowd? The pair's pals didn't seem to mind the PDA from the cute couple

What's going on? Despite all the speculation, the pair never went on to officially announce a relationship back in 2013, instead they insisted they were just friends

What's going on? Despite all the speculation, the pair never went on to officially announce a relationship back in 2013, instead they insisted they were just friends

Is this it? The pair may be kicking off 2016 as a couple after their romantic holiday together

Is this it? The pair may be kicking off 2016 as a couple after their romantic holiday together

Love boat: The pair barely left each other's side during the day at sea in St Barts 

Love boat: The pair barely left each other's side during the day at sea in St Barts 

Getting comfy: Kendall lounged on Harry as she showed off her figure in her pretty pink bikini 

Getting comfy: Kendall lounged on Harry as she showed off her figure in her pretty pink bikini 

Getting steamy: Though their romance was thought to be fleeting, they certainly seemed comfortable in each other's company on the holiday and flirted outrageously in the pictures

Getting steamy: Though their romance was thought to be fleeting, they certainly seemed comfortable in each other's company on the holiday and flirted outrageously in the pictures

And relax: After a hugely busy year with his band Harry looked delighted to have some downtime with his pals

And relax: After a hugely busy year with his band Harry looked delighted to have some downtime with his pals

Exciting year ahead: As One Direction prepare for their extended hiatus next year, Harry will have more free time to spend with Kendall 

Exciting year ahead: As One Direction prepare for their extended hiatus next year, Harry will have more free time to spend with Kendall 

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Here's What Happened With Kendall Jenner And Harry Styles' Relationship

Harry Styles performing

They're undisputedly two of the most beautiful people in the world, and frequently run in the same A-list Hollywood circles, so it makes total sense that Kendall Jenner and Harry Styles were a thing, even if their relationship was short-lived. 

As Grazia notes, the supermodel and former One Direction star were first linked back in 2013 and their initial dalliance was actually the beginning of Styles being linked with several Victoria's Secret Angels, including Sara Sampaio and Georgia Fowler. 

In the years since their romantic relationship ended, Jenner and Styles have remained close friends, memorably crossing paths at the 2019 Met Gala and even hosting a glamorous after party together. As Page Six reported, the fiesta was totally spontaneous, with an insider admitting, "The party came together very last minute. This was expected to be Harry and Kendall and a few close friends, but it became a huge group of A-listers." And evidently, there's still love between these two. 

Harry and Kendall were romantically linked for several years

Harry Styles, Kendall Jenner, and friend

The duo stepped out in public together again at the British Fashion Awards in London in December 2014, following it up with a New Year's vacation in Mammoth, California. An eyewitness described them as "very cute" and confirmed there was "a lot of flirting" going on. 

A couple years later, model Kendall Jenner and former boybander Harry Styles were snapped taking a vacation together, snuggling up on a yacht, and enjoying more intimate date nights. "They have acted like a couple," a source advised at the time. "They look very cozy and happy." During a New Year's 2016 celebration in St. Barts, an insider revealed Styles always fancied Jenner and was simply waiting for the right time to pursue a relationship with her.

According to People , following his highly publicized relationship with Taylor Swift in 2017, Styles was linked to Jenner again after the two were spotted sharing a romantic meal together and leaving the restaurant in his car in December 2019.

Although a source clarified they were "just friends" at the time and the "Keeping up with the Kardashians" star reiterated her single status, the rumor mill went into overdrive.

Kendall and Harry remain close friends

Harry Styles and Kendall Jenner speaking

If anyone was confused and on the fence about if Harry Styles and Kendall Jenner were an item, the model's older sister Khloe Kardashian confirmed the coupling in 2016. "Do I think they're dating? Yes," Khloe told Entertainment Tonight  Kevin Frazier at the time. "I don't know if they're like boyfriend-girlfriend. Nowadays I don't know. People are weird with stuff. So, I don't know their title. But I mean, they were in St. Barts together hanging out, so to me that's dating."

Styles himself also seemed to hint at Jenner being the inspiration behind his 2017 debut album during a Rolling Stone interview, stating, "She's a huge part of the album," but by the release of the project, the relationship was already over. The former couple reunited twice in 2019, first at the Met Gala and then while appearing on "The Late Late Show with James Corden," per Entertainment Weekly . 

That same year, a source confirmed to Us Weekly that the two remained on excellent terms, noting, "Harry and Kendall are great friends and always have been." Although both of them remain super busy, so they don't hang out that often, the insider revealed, "When they do, they always have a blast. It's an easy, super chill friendship." 

As Glamour magazine notes, in 2021, Kris Jenner finally confirmed once and for all the duo had indeed been an item, during a virtual appearance on "The Ellen DeGeneres Show" – as if we didn't already know. 

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Harry Styles and Kendall Jenner Spending New Year’s on Ellen’s Yacht Doesn’t Mean They’re Dating

kendall jenner and harry on a yacht

Whatever you did for New Year’s—however raucous and well-attended your party was, however thrilling it was to stand with a million other people as 2016 descended upon Times Square—it cannot compare to how Harry Styles and Kendall Jenner, two young people of impossible beauty and wealth, spent their holiday. Because they were on a yacht in St. Barth’s with Ellen DeGeneres and Portia de Rossi for at least part of it. You can’t beat that, can you? Don’t even bother trying to compare! Seeing the wonder in your child’s eyes as he or she, finally old enough to stay up until midnight, first realized the bittersweet cheer of time groaning on? Nope, not as good as a yacht in St. Barth’s. A romantic evening with a special somebody, all fluttery with champagne and possibility, when it began to feel like you maybe want to spend every coming year twined up together, until the end of it all? Sorry, did you hear the part about Ellen?

So, Harry Styles and Kendall Jenner had a pretty great New Year’s. But! Their being on that yacht together: What does that mean ? Are they an item? Naturally, photos of the pair on this fabled yacht have been swirling around the Internet for a few days now, like leftover confetti in the wind, and have set people speculating. For good enough reason. In the photos, Styles and Jenner seem to share a certain intimacy, a familiarity, that could suggest a romantic relationship. But! Let’s not get ahead of ourselves, as we always tend to do.

People magazine, probably as reliable an outlet for truth in these matters as exists these days, quotes a source who says that this was just a friendly trip to Ellen’s yacht. “Harry also vacationed with friends, so it wasn't just a romantic vacation for Harry and Kendall,” the source tells the magazine, which traces Styles and Kendall’s friendship to a meeting two years ago. Apparently Styles did invite Jenner on the New Year’s vacation, she flying in from Los Angeles, but that doesn’t necessarily mean anything. Just because you invite someone to hang out on Ellen and Portia’s yacht off the coast of an exclusive, celebrity-filled Caribbean island for New Year’s doesn’t mean you want to date them.

Maybe this was just a friendly hang. Why a middle-aged married couple was hanging out with a 21-year-old boy-band member and a 20-year-old socialite/model on a yacht over New Year’s is really anyone’s guess. But if People ’s source is to be believed, we at least know that there was no hanky-panky going on between the boy-bander and the socialite/model. Or, at least, that hanky-panky wasn’t the express purpose of the trip. Hanky-panky may have occurred—the source does not strictly say that it didn’t—but whatever did or didn’t happen, this was not intended, solely, to be a romantic getaway.

That’s what we know at the moment. From our pitiful remove, anyway. As we stare longingly through our super-binoculars, spying on these happy angels from all the way up here in the frigid north. These pretty and fabulous young people frolic in the realms of mystery, their hearts and minds unknown to us chattering nobodies, their bodies warmed by a fuller, kinder sun than what shines its dim rays on us. Maybe up close everything makes sense—in proximity, it’s clear just where Harry and Kendall stand in relation to one another. But we’ll probably never know that closeness. Not most of us, anyway. So we guess on, like yachts against the current, borne back ceaselessly into our caste.

Kendall Jenner, Amy Schumer, and More: The 2015 “It Girls”

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Harry Styles and Kendall Jenner Are “Leaning on Each Other” After Splitting from Their Partners

The supermodel’s attendance at one of Styles’s recent concerts has some fans raising eyebrows.

side by side collage of harry styles and kendall jenner

Styles is reportedly on a break from his relationship with Olivia Wilde , whom he had been dating for the past two years since being cast in her psychological thriller, Don't Worry Darling . Meanwhile, multiple outlets recently reported that Jenner and her NBA star boyfriend of two years, Devin Booker , have broken up for a second time.

Now, it seems that Styles and Jenner, who have been romantically linked on multiple occasions starting in 2013, may have rekindled their connection amid their breakups.

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"Harry and Kendall have always stayed in touch, but in light of their recent splits, they have more time for one another," an insider told The Sun . " And Harry has had Kendall's ear over his break-up with Olivia. Kendall is one of the few people to understand the level of fame and scrutiny which Harry endures. She is also dealing with her own tough time."

The Sun also noted that the two have been "leaning on each other" in the past few weeks.

The former flames have maintained a friendship long after their romance ended. Back in 2019, Jenner even made a guest appearance on The Late Late Show when Styles filled in for host James Corden.

the late late show with james corden

Fans have been speculating about the former couple since Jenner attended one of Styles's Los Angeles concerts earlier this month. Video footage captured the model dancing alongside friend Hailey Bieber and sister Kylie Jenner, and one viral TikTok even alleged that the singer blew a kiss to Jenner during his song "Love of My Life" (which many believe is about her).

Still, The Sun 's source added that their renewed post-breakup connection may just be platonic.

"Close as they are, Harry and Kendall found dating difficult, and all of those practical problems they faced years ago are still there," the source continued. "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."

Headshot of Chelsey Sanchez

As an associate editor at HarpersBAZAAR.com, Chelsey keeps a finger on the pulse on all things celeb news. She also writes on social movements, connecting with activists leading the fight on workers' rights, climate justice, and more. Offline, she’s probably spending too much time on TikTok, rewatching Emma (the 2020 version, of course), or buying yet another corset. 

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The Truth About Kendall Jenner And Harry Styles' Relationship

Kendall Jenner and Harry Styles go way back

Both Kendall Jenner and Harry Styles have notoriously kept their dating lives private, despite their immense fame. Though these two stars are clearly dear friends, fans have long speculated about just how close they really are. 

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.

Let's take a closer look at the intriguing dynamic between Kendall Jenner and Harry Styles.  

Kendall Jenner and Harry Styles have a mysterious history

Harry Styles and Kendall Jenner smiling

The romantic buzz between Kendall Jenner and Harry Styles kicked off in 2013, when they were spotted grabbing dinner together in Hollywood, but even at that time, these two played it cool. Kendall seemingly shut down the dating chatter via  Twitter : "Enough with the rumors! I'm single, people." Okay, fine, but additional meetups between these two continued to take place, and in 2015, things certainly appeared to be heating up between them when they were photographed  vacationing on a yacht in St. Barts  – and looking very cozy. 

True to form, neither Styles nor Jenner directly addressed the dating rumors, but Jenner's sister,  Khloé Kardashian , chimed in with a clear-cut take on the couple: "Do I think they're dating? Yes," Kardashian told  Entertainment Tonight . "I don't know if they're like boyfriend-girlfriend. Nowadays I don't know. People are weird with stuff. So, I don't know their title." 

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.

Kendall Jenner & Harry Styles finally discuss their status

Kendall Jenner and a man who appears to be Harry Styles driving in L.A.

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 ." 

In the game, Styles and Jenner took turns asking one another questions, and they either had to answer or eat a disgusting food item, such as bug trifle or 1,000 year-old eggnog. When Jenner's turn came around, she smugly asked Styles which of his songs were about her. Styles looked mortified as he covered his face with his hands, tucked a napkin in his shirt, and opted to eat some cod sperm. Though we didn't get any direct answers, it's safe to assume there's something there or he would have just said that none of his songs were about his gal pal, right? 

Judging by the adorable chemistry between these two, there's something special there, and that dynamic didn't subside in 2020. In fact, in the midst of worldwide social distancing, these two were allegedly spotted hanging out in Los Angeles in April 2020. According to Harper's Bazaar , they "went for a leisurely drive together" — as in Jenner drove a convertible and "someone who appeared to be Styles rode next to her on a motorcycle." Coincidence? You be the judge.

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Kendall Jenner and Harry Styles's Leaked Vacation Photos Shared Online

Private photos of Kendall Jenner and Harry Styles were leaked on Twitter over the weekend, after Styles’ mom was the victim of an apparent phone hack.

Some of the previously unseen photos show Jenner and the One Direction singer on vacation in St. Bart’s, where they holidayed together on a yacht in January. Others are candid snaps of Styles, his family and friends.

WATCH: Kendall Jenner Made the First Move on Harry Styles

The hackers apparently gained access through the iCloud account of Styles’ mom, Anne Cox – leading the term “Anne’s iCloud” to briefly trend on Twitter.

Fans were initially thrilled at the prospect of new photos, but were quick to express dismay when they learned of the source.

“Whoever hacked into Anne’s iCloud should be ashamed of themselves. Show respect for the boys and their families by NOT spreading pictures,” one Twitter user wrote.

Some were upset by the breach of privacy but grateful for the snaps. “Y'all are ugly for hacking anne’s icloud but the pics we got out of it are a blessing,” another fan tweeted.

This fan pretty much summed it up, posting an image of Super Mario’s nemesis Wario and the caption: “I’ve won… but at what cost?”

Me looking at these pictures and realizing someone hacked anne’s icloud pic.twitter.com/TVcQhjSvvy — caroline (@scrblng) March 19, 2016

RELATED: How Do Stars’ Private Photos Get Hacked So Often?

Photos continued to be leaked through Saturday night.

Other celebrities have been victims of phone hacks in recent years, most notably several female stars whose nude pictures were leaked and shared widely on the internet. Jennifer Lawrence, whose photos were among those leaked at the time, called the hacks a “sex crime.” Find out more of J.Law’s thoughts on the incident in this video.

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Serious Question: Why Are We Obsessed With Yacht PDA?

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After Aperol Spritzing through Tuscany, Harry Styles and Olivia Wilde surfaced on a yacht this week. They kissed; they nuzzled; they possibly danced (or, alternate theory, simply clung to each other for balance). The couple, who met on the set of Wilde’s second directorial effort, Don’t Worry, Darling , even left their big boat so that an artfully mustachioed Styles could captain a smaller vessel through glittering Mediterranean waters. In my estimation, the Styles fandom lost at least a full afternoon’s worth of productivity to a forensic examination of this photo set. All I could think, to quote Courteney Cox in Scream 2 , was: It’s happening again .

After all, it’s July, also known as yacht season, an annual micro-season within summer in which super-celebrities and moguls embark on luxe floating vacations, often with sparkling, sexual overtones. Styles and Wilde join a long, storied tradition (one well documented on many episodes of The Ringer’s Jam Session podcast ) that includes Styles himself and Kendall Jenner, along with both of their mothers, off the coast of St. Barts in 2016. Beyoncé has been known to yacht dive from great heights (once from an aptly titled rental yacht named the Halo) on yachting jaunts with Jay-Z to Capri and Croatia. In 2019, Timothée Chalamet and Lily-Rose Depp ardently made out aboard a yacht off Capri, as Italy is the unofficial global epicenter of yacht season. After two terms in the White House, Barack and Michelle Obama decamped to David Geffen’s superyacht , the Rising Sun (or as he prefers, “R.S.”) in Tahiti, which is how we’d all decompress after eight years of Mitch McConnell if we could. 

It must be said that while the appetite and voyeurism for yacht-season photo evidence is strong, there are also persistent ethical questions about breaches of privacy. Yachts are at once one of the only places celebrities can be entirely alone—save for the prying eyes of long-lens paparazzi. And yet couples sunning and smooching are often accused of doing it for publicity, a murmur that Chalamet, for one, denied. In an interview with GQ , he recalled “waking up to all these pictures, and feeling embarrassed, and looking like a real nob .... And then people are like, ‘This is a P.R. stunt.’ A P.R. stunt ?! Do you think I’d want to look like that in front of all of you ?!”

There is something endlessly fascinating about yacht PDA, as well as platonic group yacht vacays (see: Oprah and Gayle King aboard the R.S. , on which Geffen notoriously quarantined) . Much of modern celebrity culture, from the aughties zenith of Us Weekly to the present, is predicated on a kind of imagined relatability. Stars—at least occasionally—are like us. They go to Starbucks, sometimes wearing Juicy jumpsuits. They walk their dogs. But most spectators will never find themselves lolling starboard, à la Styles and Wilde, on a yacht near Monte Argentario. It’s like glimpsing a Gatsby party from the other side of the Long Island Sound—not easy to look away. Of course, yacht-watching can border on grotesque. Amazon employees had to fight hard for their $15-per-hour rate; meanwhile, Jeff Bezos’s $500 million superyacht comes with a support yacht complete with its own helipad.

With the rise of Bennifer 2.0 , I can’t not think about the scenes from the now vintage “Jenny From the Block” video in which Affleck, in all of his pompadoured glory, caresses Lopez’s bikini bottom sur la mer . It was a bit of celebrity satire—a nod from two celebrities who never fail to feed the beast. In the spirit of second chances, here’s hoping for the real thing in 2021. 

kendall jenner and harry on a yacht

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  • Celebrity Vacations

Kylie Jenner Frolics on a Lavish Yacht During Mallorca Vacation with Sister Kendall

The beauty entrepreneur showed off selfies and the stunning views from her vacation on Instagram

kendall jenner and harry on a yacht

Kylie Jenner/Instagram

Kylie Jenner is kicking off summer vacation season in high style!

The Kylie Cosmetics founder, 26, has been visiting Mallorca, Spain and shared some dreamy snaps by land and by sea. Her sister Kendall joined her on the grand getaway.

Kylie shared some enviable scenes on her Instagram, as she lounged on a couch with the sun setting behind her and kayaked in bright blue-green water. She also posed for a selfie with a coastal town in the background. “Core memories,” she wrote alongside the snaps.

She also showed off her vacation wardrobe, which featured a white lace minidress and a cherry red swimsuit. In a separate post , she posed by the water in a gray maxi dress with a glass of wine in hand. 

Kendall, 28, meanwhile, posted a serene video of a sailboat, along with clips of her walking on the beach. She also posted a selfie video of her and Kylie.

On Saturday, June 1, Kylie kicked off the dispatches from her European trip including, a video of her and Kendall singing Billie Eilish’s song “L’Amour de Ma Vie.” The pair was all smiles as they giggled through the lyrics. 

Kendall and Kylie have both spoken about their very close relationship, and Kendall attributed it to how Kylie changed after she gave birth to her daughter, Stormi. In a Season 3 episode of The Kardashians , Kendall said in a confessional: "In the most positive ways, a lot changed when she had Stormi, just because obviously she had a bigger purpose in life at that point.”

The PEOPLE Puzzler crossword is here! How quickly can you solve it? Play now !

Kendall added: "I think she grew a lot, I think our relationship grew a lot.”

In January, the sisters shared a playful video on TikTok where they showed off their own personal items captioning them “Ky” and “Kenny.” 

Kylie and Kendall have also become fixtures at the Met Gala and have even coordinated Halloween costumes together . 

Related Articles

Never Forget Harry Styles and Kendall Jenner's PDA-Filled Yacht Vacation

There's a reason why kendall jenner and harry styles' joint appearance on the late late show went so swimmingly..

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

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.

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 .

"Why are they a good match? Well, they're both super hot, super great, sweet people," Kendall's sister Khloe Kardashian later told E! News . "And if I'm on a yacht in St. Barts if I'm—how old is she, 20? He's 20?—hey, I ain't mad at you, Kenny. Do your thing, girl!"

See photos from Kendall and Harry's Caribbean vacation:

The two show some PDA a yacht in St. Barts.

The two enjoy some R&R.

Kendall stunned in a white bikini.

The two gaze at the sea.

The  One Direction singer grabs the reality star's foot playfully.

The reality star climbs aboard, with little help from the singer...

The reality star shows off her trim figure in a crimson two-piece.

The reality star adjusts her bikini top.

The reality star covers up in the wind.

Ellen DeGeneres & Portia De Rossi join the reality star and  One Direction singer, who have sparked romance rumors for two years, for lunch on a yacht in St. Barts on New Year's Day.

Weeks later, Kendall and Harry attended a private party  at the Troubadour rock club in West Hollywood with her mother Kris Jenner . The two appeared to cool things off for a few months. In April 2016, a source told E! News that they were "hanging out again," but were not "officially dating."

In January 2018, Kendall attended Harry's concert in Los Angeles with friends and was spotted dancing and giving him a standing ovation .

This past May, the two rumored exes were all smiles as they  reunited at the 2019 Met Gala .

Watch  Keeping Up With the Kardashians on Sundays at 9/8c only on E!

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Socialite julie macklowe calls anna wintour’s met gala a ‘giant s**t show’ full of ‘naked’ nobodies.

Julie Macklowe

New York City socialite Julie Macklowe is breaking the number one rule of the Met Gala: you don’t diss Anna Wintour’s grand event. 

Page Six has learned that during an upcoming episode of Joe Pardavila’s “Good Listen ” podcast, former hedge fund manager Macklowe will slam the annual event, known as the “Oscars of Fashion,” saying it’s “generally a giant s**t show” that’s short on star power.

“I’d say 10 years ago, it used to be more socialites, more business people,” she explains. “More like real, A-list celebrities. Now it has become much more influencers. Half the people who go there, I don’t even know who they are. And it feels like everyone’s just trying to dress naked at this point.” 

Anna Wintour

(Not quite incidentally, Macklowe appeared naked in Vogue in May 2014 in an ad for her skin care line, vbeauté.) 

The gala has seen almost every celeb pass through its doors, drawing in A-listers like Rihanna, Taylor Swift, Lady Gaga, Blake Lively, Sarah Jessica Parker, the Kardashian/Jenner family, Anne Hathaway, Timothee Chalamet and Beyonce and Jay Z. It is also attended by socialites like Elyse Newhouse and Gillian and Sylvester Miniter.

Influencers like Addison Rae, Dixie D’Amelio, Emma Chamberlain and Madison Beer have also attended.

Macklowe is married to wealthy developer Billy Macklowe whose parents are billionaire real estate legend Harry Macklowe and his ex wife, art collector , Linda Macklowe.

Julie Macklowe

She hasn’t gone to the event since 2019, but the socialite says she had a boozy billionaire run-in at that year’s “Camp” themed bash.  

“I was standing in line and Jeff Bezos was literally right next to me. He’s like, ‘What is in that flask? And can I have a sip?’ I’m like, ‘I have whiskey in my flask.’ So, he had a sip from my flask.”

Macklowe owns an eponymous single-malt whiskey brand.

Kylie Jenner, Kim Kardashian and Kendall Jenner

The socialite knows that there are consequences for speaking badly of Wintour’s baby.

“Obviously, I don’t care if I don’t get invited back,” she said. 

Others have braved the ire of Vogue’s icy editrix. 

Comic Amy Schumer told Howard Stern in 2016 : “It’s people doing an impression of having a conversation. I don’t like the farce… We’re dressed up like a bunch of f—ing assholes.”

Sarah Jessica Parker, Andy Cohen

Singer Demi Lovato complained about mean girls, saying, “This one celebrity was a complete b*tch and was miserable to be around. It was very cliquey.” And she said attendees were “fake and sucking the fashion industry’s d**k.”

Tia Fey famously dubbed it a “jerk parade.”

“Every jerk from every walk of life is there wearing some stupid thing,” she said.

Julie Macklowe

Still, many would die for a chance to go the event, which not only requires the $30,000 to $50,000 to buy a single ticket (tables can range between $275,000 to $500,000, according to sources) to benefit the Met’s Costume Institute, but requires an invite and approval from Wintour herself.

A source told Page Six in 2020 that designers who buy a table “can invite who they want, but they run their guests past Anna. . . If Anna has had a bad experience with you, or doesn’t feel like you should be in, you’re not invited.”

Julie Macklowe

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IMAGES

  1. Kendall Jenner and Harry Styles Spotted on a Yacht Together While on

    kendall jenner and harry on a yacht

  2. Kendall Jenner and Harry Styles Spotted Together on a Yacht

    kendall jenner and harry on a yacht

  3. Kendall Jenner giggles with Harry Styles on St Barts yacht trip

    kendall jenner and harry on a yacht

  4. Kendall Jenner and Harry Styles spend the day on a yacht in St Barts

    kendall jenner and harry on a yacht

  5. Kendall Jenner shares insight into Kardashian Christmas morning

    kendall jenner and harry on a yacht

  6. Kendall Jenner Snaps Pictures of Harry Styles Aboard Yacht in St. Barts

    kendall jenner and harry on a yacht

COMMENTS

  1. Never Forget Harry Styles and Kendall Jenner's PDA-Filled Yacht

    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 ...

  2. Kendall Jenner and Harry Styles PICTURED kissing on luxury yacht ahead

    Kendall Jenner and Harry Styles have been pictured sharing an intimate embrace ahead of the New Year's ... Kendall Jenner and Harry Styles spend the day on a yacht in St Barts. View gallery. Video ...

  3. Kendall Jenner & Harry Styles Show Serious PDA On Romantic Vacation

    Kendall Jenner & Harry Styles reunite and show serious PDA on a yacht during their romantic vacation in St. Bart's. Starring Chloe Melas Subscribe! http://bi...

  4. Kendall Jenner and Harry Styles Get Cozy on a Yacht

    The romance rumors between Kendall Jenner and Harry Styles are heating up! ... The pair looked more than cozy as they soaked up the sun on a yacht together in St. Barts on Thursday. Kendall showed ...

  5. Kendall Jenner, Harry Styles Fuel Rumors With Yacht Trip: Pics

    Kendall Jenner and Harry Styles continued to fuel romance rumors as they lounged together on a yacht in St. Bart's on Thursday, December 31. The model, 20, and the One Direction singer, 21 ...

  6. Harry Styles and Kendall Jenner's Relationship: A Look Back

    Jan. 2, 2016: Harry Styles and Kendall Jenner board Ellen DeGeneres' yacht They continued their vacation when they boarded Ellen DeGeneres and Portia de Rossi's yacht in St. Barts on Jan. 2, 2016.

  7. Kendall Jenner and Harry Styles Spotted Together on a Yacht

    Kendall Jenner and Harry Styles Spotted on a Yacht Together While on Vacation in the Caribbean KUWTK star and One Direction singer relax in St. Barts By Francesca Bacardi Dec 31, 2015 10:55 PM Tags

  8. Kendall Jenner and Harry Styles Definitely Celebrated New Year's Eve

    Harry Styles and Kendall Jenner celebrated the last day of the year together on a luxury yacht in St Barth's. They giggled. ... (Apparently no matter how luxury the yacht was, there was a shortage ...

  9. Harry Styles and Kendall Jenner's Full Relationship Timeline

    The 2010s romance between Kendall Jenner and Harry Styles was a moment, but in the years that have followed, whether as secret lovers or just friends, the two have continued to share a special ...

  10. Harry Styles And Kendall Jenner Had A Very Revealing Dinner Date

    By Naomi Pike. 11 December 2019. Off a yacht and into the deep end, because Harry Styles and Kendall Jenner had a dinner date and went in on disclosing some home truths. Taking over from James Corden to play host on the Late Late Show, Harry invited his long-time pal Kendall to have a second swing at the show's "Spill Your Guts" feature ...

  11. Harry styles and Kendall jenner on a yacht in St. Barts, Dec 30

    I created this video with the YouTube Slideshow Creator (http://www.youtube.com/upload)

  12. Kendall Jenner and Harry Styles Hook Up on Yacht in St. Barts

    Kendall Jenner and Harry Styles Hook Up on Yacht in St. Barts Ref: Find out more @:http://www.splashnewstv.com/Follow us @:https://twitter.com/splashnewshttp...

  13. Kendall Jenner and Harry Styles holiday on St Barts yacht

    Kendall Jenner and Harry Styles have fuelled rumours of a reconciliation after they were pictured holidaying on a yacht in St Barts. The bikini-clad Kardashian was seen giggling away as she ...

  14. Kendall Jenner kisses Harry Styles while holidaying on St Barts yacht

    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 ...

  15. Here's What Happened With Kendall Jenner And Harry Styles' Relationship

    An eyewitness described them as "very cute" and confirmed there was "a lot of flirting" going on. A couple years later, model Kendall Jenner and former boybander Harry Styles were snapped taking a vacation together, snuggling up on a yacht, and enjoying more intimate date nights. "They have acted like a couple," a source advised at the time.

  16. A Definitive Timeline of Kendall Jenner and Harry Styles ...

    The stars were first linked in January 2014 when they were seen going out to dinner and hitting the slopes at Mammoth Mountain in California. (At the time, Styles was 19 and Jenner was 18.) This ...

  17. Harry Styles and Kendall Jenner Spend New Year's on Yacht with Ellen

    Maybe this was just a friendly hang. Why a middle-aged married couple was hanging out with a 21-year-old boy-band member and a 20-year-old socialite/model on a yacht over New Year's is really ...

  18. Harry Styles and Kendall Jenner Are "Leaning on Each Other" After

    Getty Images. Exes Harry Styles and Kendall Jenner are finding comfort in each other after each split from their significant other this past month. Styles is reportedly on a break from his ...

  19. The Truth About Kendall Jenner And Harry Styles' Relationship

    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 ...

  20. Kendall Jenner and Harry Styles's Leaked Vacation Photos Shared ...

    Updated March 20, 2016. Private photos of Kendall Jenner and Harry Styles were leaked on Twitter over the weekend, after Styles' mom was the victim of an apparent phone hack. Some of the ...

  21. Harry Styles and Olivia Wilde and Why We're Obsessed With Yacht PDA

    July 8, 2021. Photo: Backgrid. After Aperol Spritzing through Tuscany, Harry Styles and Olivia Wilde surfaced on a yacht this week. They kissed; they nuzzled; they possibly danced (or, alternate ...

  22. Kylie Jenner Frolics on a Lavish Yacht During Mallorca Vacation with

    The Kylie Cosmetics founder, 26, has been visiting Mallorca, Spain and shared some dreamy snaps by land and by sea. Her sister Kendall joined her on the grand getaway. Kylie shared some enviable ...

  23. Never Forget Harry Styles and Kendall Jenner's PDA-Filled Yacht

    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 ...

  24. Exclusive

    Kylie Jenner, Kim Kardashian and Kendall Jenner have attended the event for several years. Getty Images for The Met Museum/Vogue Jared Leto once dressed as Karl Lagerfeld's cat Choupette to honor ...