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Harry Styles Playfully Grabs Kendall Jenner’s Leg as They Swim Together on Vacation

Unafraid of PDA! Harry Styles and Kendall Jenner further fueled rumors that they have rekindled their romance during a flirty swim just off a yacht in St. Barts on Thursday, December 31.

The photogenic pair, who were last linked briefly in 2013, looked carefree as they enjoyed the waters and each others’ company.

Related: Kendall Jenner's Runway Looks

At one point, Styles, 21, even playfully grabbed onto the 20-year-old model’s leg as she tried to make her way back on board the ship.

The duo smiled and laughed as they soaked up the sun.

Earlier in the week, the pair was spotted dining together in Anguilla, causing fans to speculate as to whether they were more than just friends.

Related: The Biggest Boy Bands of All Time!

Neither star has given hints as to their relationship status via social media, however. Instead, Jenner most recently shared a stunning black-and-white snapshot of several people relaxing in hammocks strung between two tall palm trees.

“New year, new hammock,” she captioned the shot .

new year, new hammock A post shared by Kendall (@kendalljenner) on Jan 1, 2016 at 12:47pm PST

According to a source, Styles is hoping to get back together with Jenner after seeing her work the runway in the Victoria’s Secret fashion show earlier in December.

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“Her appearance in the [Victoria’s Secret] fashion show is what drew him back to her,” the source tells Us . “All of his friends were saying how hot and amazing she looked.”

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

Harry Styles and Kendall Jenner were romantically linked from 2013 to 2019

Keeping Up with the Kardashians star Kendall Jenner and Harry Styles were romantically linked multiple times from 2013 to 2019.

Although they never confirmed their relationship, the model and singer share quite a romantic history, including taking trips on Ellen DeGeneres ' yacht and going on ski vacations for New Year's. Jenner and Styles even enjoyed a memorable "meal" together when the former One Direction member filled in for James Corden as host of The Late Late Show in December 2019. During their appearance, the two looked like old pals while playing Corden's "Spill Your Guts or Fill Your Guts" game.

From casual nights out to sharing secrets on late-night TV, here's a look back at Harry Styles and Kendall Jenner 's relationship through the years.

Nov. 20, 2013: Harry Styles and Kendall Jenner have a date night in West Hollywood

In 2013, following his split from Taylor Swift earlier in the year, the pair shared dinner at Craig's restaurant in West Hollywood and were photographed leaving the restaurant in Styles' car. The meeting sparked rumors of romance that both parties were quick to deny. "They're just friends," a source told PEOPLE at the time, while Kendall assured everyone on Twitter that she was, indeed, single.

Flash forward to Dec. 1, 2014, when the pair hung with pal Cara Delevingne (pictured above) at the British Fashion Awards at the London Coliseum, again sparking rumors of a romance.

Jan. 1, 2014: Harry Styles and Kendall Jenner go skiing together

On New Year's Day in 2014, Styles and Jenner were spotted skiing and snowboarding in Mammoth, California. According to reports, the duo stayed in a house with a group of friends, though they appeared to be coupled up. A source told PEOPLE of the excursion, "Kendall snowboarded and Harry skied. They were very cute together. There was a lot of flirting and smiling going on." They also said, "Harry was a gentleman and even offered to carry Kendall's snowboard to the ski lift." Talk about a winter wonderland!

Dec. 29, 2015: Harry Styles and Kendall Jenner go on a Caribbean vacation to celebrate the New Year

Styles and Jenner ushered in another new year together two years later when they vacationed in Anguilla in the Eastern Caribbean. The pair were spotted by fans at a restaurant on Dec. 29, 2016, and later seen getting cozy on a yacht . A source told PEOPLE, "There has been a lot of flirting, touching and snuggling going on. They have acted like a couple. They look very cozy and happy."

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. A source told PEOPLE that "things never got serious" between the two when they first met, adding, "He has thought all along that Kendall is hot and was sort of just waiting for a chance to spend more time with her again."

The source also said of the trip, "New Year's worked out perfect, and [Harry] loved it."

Jan. 7, 2016: Khloé Kardashian says Harry Styles and Kendall Jenner are dating

Gotta love when big sisters blow up your spot! Khloé Kardashian said she thought the pair were dating, telling Entertainment Tonight , "They were hanging out together. Do I think they're dating? Yes. 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,'" she said, using air quotes. "But I mean, they were in St. Barts together hanging out, so to me that's dating. I would call that dating."

She added that she wasn't sure if they had defined the relationship admitting, "I don't know if they've had that talk yet."

Jan. 23, 2016: Harry Styles and Kendall Jenner attend the same party in West Hollywood

Jenner and Styles attended a private party celebrating music agent Jeff Azoff's birthday at the Troubadour rock club in West Hollywood, California, on Jan. 23, 2016. Jenner's mom, Kris Jenner , and Styles' stepdad Robin Twist were also in attendance.

According to E! News , the Jenners arrived at the club about an hour after Styles and spent another hour inside before leaving. Styles reportedly left the venue later in the night.

April 8, 2016: Harry Styles and Kendall Jenner may have been spotted shopping together in L.A.

A fan claimed on Twitter that Jenner and Styles were seen shopping in Los Angeles together with a group of friends. However, the sighting came just weeks after PEOPLE confirmed Jenner was dating Lakers player Jordan Clarkson and had been for months.

Sept. 1, 2016: Harry Styles and Kendall Jenner have dinner in L.A.

Styles and Jenner were spotted on a date in L.A. on Sept. 1, 2016, with an onlooker saying Jenner was "beaming all night." A source told PEOPLE exclusively the following week that, after getting cozy over the holidays, the pair were "rekindling their old romance," and Jenner was "so excited and happy about it." The source added, "She's always cared about Harry."

September 2016: Harry Styles and Kendall Jenner are "not officially back together"

Styles and Jenner were rumored to be giving romance another try, but the two were taking things slow according to a source.

The source also said Styles and Jenner were "not officially back together" but were "continuing to talk and see where things go."

Jenner remained "hopeful" about her rekindled relationship with Styles but was also "being more careful this time," added the source.

"He's not going to settle down, and she understands that's just the way he is," said the source. "She really likes him, but her heart's not as invested."

Nov. 2, 2016: Harry Styles attends Kendall Jenner's 21st birthday party

Three of Jenner's rumored love interests showed up for her 21st birthday bash at L.A. hotspot Delilah, and Styles was among those in attendance at the star-studded affair. The guest list also included NBA player Clarkson and rapper Travis Scott (though Scott would begin a relationship with Jenner's younger sister Kylie Jenner just months later).

A source told PEOPLE Jenner wasn't with any particular guy and spent equal time with each of them.

"She worked the room and spent a lot of time with Travis in the beginning, then went to Harry for a while," said the insider.

April 18, 2017: Harry Styles hints that his debut album was inspired by Kendall Jenner

In 2017, the "Adore You" singer had fans buzzing when he seemed to allude to his relationship with Kendall in a Rolling Stone article . While talking about his debut, eponymous album of the same year, he mentioned the woman that inspired him. "She's a huge part of the album," he told the magazine. "Sometimes you want to tip the hat, and sometimes you just want to give them the whole cap … and hope they know it's just for them." Could it be that the songs on the album were about Jenner?

May 6, 2019: Harry Styles and Kendall Jenner reunite at the Met Gala

It's not uncommon for celebrities to reunite at fashion's biggest night , but a picture was worth a thousand words when Kendall and Harry were spotted having a conversation inside the event in May 2019. The pair didn't end the night there. In fact, they didn't end the night at all — they joined some other pals and kept the party going well into the next morning, and were spotted leaving an afterparty around 6 a.m.

At the time, a source told PEOPLE that they weren't an item and confirmed that Kendall was still seeing her then-boyfriend, Philadelphia 76ers player Ben Simmons .

The source said of Harry and Kendall, "Harry was her first real relationship, so there is a lot of history there," adding, "but they're just friends."

Dec. 10, 2019: Harry Styles and Kendall Jenner spill their secrets on The Late Late Show

Fans were sent into a tizzy when the pair hung out on camera as Styles filled in for Corden on The Late Late Show and played the ever-so-enlightening game , "Fill Your Guts or Spill Your Guts." The easy chemistry between the two had many wondering if they were still an item or simply really great friends post-relationship.

At one point in the game, after reading the question to herself and admitting, "I'm dying to know this," Jenner asked, "Which songs on your last album were about me?" The audience cheered, but Styles chose to eat cod sperm rather than admit which tracks could be about the TV personality.

Nov. 14, 2022: Kendall Jenner attends Harry Styles' concert in L.A.

Jenner was seen enjoying a night out at Styles' concert with her sister Kylie Jenner and Hailey Bieber . The women were spotted smiling and dancing to Styles' music from the stands in videos shared on social media by concertgoers.

For the outing, the reality star wore a plunging snakeskin halter top while her sister and Bieber sported all-black looks.

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

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 -- all hands on deck (photos), kendall jenner & harry styles all hands on deck.

Kendall Jenner and Harry Styles became extra familiar with each other on a luxury yacht in St. Barts.

The two were spotted Wednesday getting handsy after reports surfaced they'd been vacationing together in Anguilla the night before.

It's unclear if the two are "officially official" but judging by the pics, the 20-year-old supermodel and 21-year old pop star certainly have no problem packing on the PDA.

Anchor's aweigh.

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PICTURE EXCLUSIVE: Kendall Jenner can't hide her smile as she giggles with former beau Harry Styles while flaunting her model figure in a tiny green bikini on St Barts yacht trip

• The 20-year-old supermodel and One Direction bandmember, 21, boarded a luxury yacht in Saint Barthélemy on Wednesday ahead of New Year
• Previously spotted dining together on the  Caribbean  Island of Anguilla on Tuesday night 
• First rumoured to be dating back in 2013 when they were spotted enjoying a string of outings together 
• Kendall's model BFF Gigi Hadid, 20, is currently dating Harry's ex-bandmate Zayn Malik, 22
• See more of the latest exclusive pictures of Kendall Jenner and Harry Styles holidaying in St Barts

By Becky Freeth for MailOnline

Published: 12:33 EDT, 31 December 2015 | Updated: 13:40 EDT, 1 January 2016

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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 chatted with the One Direction star during a trip on board a luxury yacht in St Barts on Wednesday.

Kendall, 20, and Harry, 21, were previously spotted by fans at a restaurant in idyllic Anguilla on Tuesday night, igniting speculation that they'd revisited their 2013 romance.

Scroll down for video 

Cuties: Kendall Jenner and Harry Style hung out on a boat in St Barts on Wednesday, sharing a giggly moment on the sofas just one day after being pictured in Anguilla on Tuesday night

Aboard the boat, Harry and Kendall put on a tactile display with the US reality TV star resting her ankles on the British popstar's shoulders at one time, as they chatted and giggled on the outdoor sofas.

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And Kendall looked sensational as ever as she flaunted her trim supermodel frame in a mint green bikini, topping off her swimwear with a baseball cap and a gold bodychain with matching bracelets.

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. 

Holidaying: Boarding the boat to St Barts on Wednesday, the bikini-clad supermodel looked leggy in her green bikini as she prepared for an afternoon of watersports

The duo had moved along quickly to the neighbouring destination by luxury boat by Wednesday and seemed to enjoy a day of watersports and unwinding while out at sea. 

Bare-chested boyband hunk Harry similarly couldn't be missed with his array of distinctive tattoos covering his torso and his chestnut tresses pulled back into a trademark man bun. 

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

Quite the display: Equally, barechested boyband hunk Harry couldn't be missed with his distinctive tattoos on show

Model body: The brunette showed off her impeccable form in the teeny weeny bikini aboard the boat

All aboard: Kendall and Harry are thought to be sticking together to see in 2016

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?'

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!' 

Super yacht: The singer and model were relaxing about this super yacht in St Barts

Playful: He appeared to hold her feet in the air at one point as she laughed it off

Close friends: She seemed to have her legs on his left shoulder as they mucked about

Giggles: She let out a laugh as he playfully caught a hold of the model's wrists

Having the time of their lives: The close pals clearly had each other in stitches

Keeping shaded: The duo wore suitably cool shades as they sat beside each other

Flirty: She seemed to be in a flirty mood and bit down on her lips as she talked to the boyband hunk

Touchy feely: The pair were tactile as they sat beside each other on the outdoor sofas

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

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

'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. 

Relaxed: Kendall peeped from beneath a cap and perched her sunglasses on her nose

In shape: The brunette was engrossed in her phone as she leaned over the side to observe the scenary 

Whoosh: The girls made a break for the inside of the boat with Kendall swinging her arms to rush in at one point

Taking snaps: Kendall snapped away on a large camera to make holiday memories for the new year

The rumoured couple spent the day on the water, swimming and zipping about jet skis, before separately cooling off in the showers aboard the luxury liner. 

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.

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Daredevil: The model sped around on the water aboard a jetski, showing off her prowess

Cheeky monkey: From behind, the reality TV star showed off her impeccable shape in bikini bottoms

Splashing around: She cut up the waves with speed, looking like it wasn't her first time on the water

Taking a dip: Harry was seen having a swim later that afternoon, with his hair still tied back

Helping hand: The reality TV star is used to spending days on jet-skis on a luxury yachting holiday

Hand me a towel: The international star was handed a towel straight out of the star

Cute a collection: All of his tattoos, including one high up on his leg when his shorts were rolled up

In need: The boyband member has rarely been seen holidaying without his four bandmates

Taking a sip: Harry kept hydrated, perhaps in the spirit of ringing in a prosperous 2016

Chilling out: Harry was still bare-chested when he hung out with the group on the top deck

Making plans: He rubbed his hands together like he was making a plan for the night

Tapping away: She was engaged with her phone while Harry was elsewhere on the boat

Showing her shape: She mismatched her green bikini with red straps that tied up the back and hips

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Looking out to sea: Kendall and her friend were perhaps watching Harry when they peered over the edge

That's not a first: Kendall is regularly seen hitting the water on a jet ski during Kardashian family breaks

Looking cool: Harry was sporting a band T-shirt earlier in the day

Checking himself out? The star was seen peeping into a reflective window at his appearance

Forlorn: Kendall seemed pensive as she hid beneath her shades and baseball cap

Chatty chatty: The girls were engaged in conversation throughout the day

Plenty to chat about: The duo no doubt had plenty to catch up on following very busy years

Close contact: Though it may have looked like Kendall was leaning in, just was still in the midst of guffawing

Picture perfect: Kendall swanned around the luxury boat in just her bikini, looking effortless

Ready for the water: She kitted up but went barefoot for the water excursion

Share or comment on this article: Kendall Jenner giggles with Harry Styles on St Barts yacht trip

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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

• 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.

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.

MORE ON New Year Kylie Jenner Kendall Jenner Harry Styles Harry Styles and Kendall Jenner

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A Definitive Timeline of Kendall Jenner and Harry Styles' Relationship

Kendall Jenner and Harry Styles have a lot of "History." From vacationing in the Caribbean together to spending time apart, Jenner and Styles constantly keep the public guessing as to what's really going on between them. Now, a source tells PEOPLE exclusively that the two are back on after they were spotted on a swanky dinner date in L.A. on Thursday night. To recap, here's everything we know about the on-again, off-again romance between Styles, 22, and Jenner, 20. They grabbed dinner in November 2013 The two shared a low-key dinner at Craig's restaurant in West Hollywood and were photographed leaving together in Styles' car. "They're just friends," said a source. Jenner also took a moment to tweet that she was single.

Serious rumors started flying in 2014 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 was the first time they acted overtly couple-y in public. "Kendall snowboarded and Harry skied. They were very cute together. There was a lot of flirting and smiling going on," a source told PEOPLE . "Harry was a gentleman and even offered to carry Kendall's snowboard to the ski lift." Earlier this year, a source told PEOPLE that "things never got serious," despite their obvious connection.

RELATED VIDEO: See Behind-the-Scenes Moments of Kendall Jenner‘s Glam Life

In December 2015, they vacationed together in Anguilla Fans spotted them enjoying an intimate dinner together, and they were later photographed getting cozy on a yacht. The two appeared to be all smiles as they boated around the island and were even caught kissing.

A few days later, they hopped onto Ellen DeGeneres ' yacht in St. Barts, where they were again spotted looking quite couple-y.

Khloé Kardashian tried to explain her sister's relationship with the One Direction singer, saying that they were, in fact, 'dating' A few days after Styles and Jenner's New Year's getaway, Kardashian addressed their relationship status in an interview. "They were hanging out together. Do I think they're dating? Yes. 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,'" she told Entertainment Tonight . But I mean, they were in St. Barts together hanging out, so to me that's dating. I would call that dating."

Same, Khloé. Same.

They went on a casual shopping trip in April 2016 The pair were seen shopping in Los Angeles. That January, after returning from their vacation, they had partied together at music agent Jeff Azoff's birthday celebration.

The two currently appear to be rekindling their romance On Sept. 1, 2016, Styles and Jenner were spotted on a dinner date at L.A. hot spot Tsabel, and an onlooker said that the model "was beaming" all night.

"They're rekindling their old romance and Kendall's so excited and happy about it," the source tells PEOPLE . "She's always cared for Harry."

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

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’s Full Relationship Timeline

See the highlights from their sweet young love and lasting friendship.

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 kind of chemistry.

Jenner was one of the singer's first serious partners and frequent muse, while Styles was the supermodel's sweet musician boyfriend of her late teen years. The two first began their romance toward the end of 2013, before opting to amicably remain friends several years later.

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Below, look back on the supermodel and singer's young love, and watch this space for updates surrounding their potential reconciliation.

November 14, 2022: Jenner attends Styles's concert.

Jenner happily supports Styles at a concert in Los Angeles, where the supermodel is captured dancing to the singer's music on the stands beside best friend Hailey Bieber and sister Kylie Jenner.

Videos shared by fans on social media seem to show Styles blowing Jenner a kiss during his performance of "Love of My Life," which is speculated to be about her.

December 10, 2019: They make a joint appearance on The Late Late Show .

The exes demonstrate their effortless, lasting chemistry via a joint appearance on The Late Late Show with James Corden , during which the two play the popular game Fill Your Guts or Spill Your Guts.

Per the game's rules, the two interrogate one another with a series of uncomfortable questions—including one about which songs from Styles's 2017 album were specifically about Jenner—which they either truthfully answer or pass to taste a selection of unappetizing foods.

The flirting is enough to make you blush.

May 6, 2019: They hang out at the Met Gala.

The two interact closely with one another throughout the annual fashion event, and are later spotted leaving an after-party together with friends at 6 a.m. the next morning, according to sources .

Their public reunion sparks rumors of a potential rekindled romance—though according to a People insider, the two are still not an item. "Harry was her first real relationship, so there is a lot of history there," the source says at the time, adding, "but they're just friends."

April 18, 2017: Styles confirms Jenner is his muse.

In a feature with Rolling Stone , the singer reveals that now-ex Jenner was a direct source of inspiration for his May 2017 debut studio album. "She's a huge part of the album," he tells the magazine, while sweetly adding, "Sometimes you want to tip the hat, and sometimes you just want to give them the whole cap … and hope they know it's just for them."

November 2, 2016: Styles celebrates Jenner's 21st birthday.

The singer is spotted at Jenner's star-studded birthday bash at Delilah in Los Angeles, where Jenner's other rumored ex Jordan Clarkson is also in attendance .

September 1, 2016: They go on a dinner date as friends.

Jenner and Styles—who broke up some time earlier this year—are spotted out together again for a dinner date in Los Angeles, where Jenner is reportedly "beaming all night."

Their outing sparks rumors that the two may be rekindling a relationship, but a source later tells People that they are "not officially back together" and just "continuing to talk and see where things go."

The insider adds that while Jenner is "hopeful" about rekindling a relationship with Styles, she is also acting more cautious. "He's not going to settle down and she understands that's just the way he is," the source says. "She really likes him, but her heart's not as invested."

December 29, 2015–January 2, 2016: They ring in their second New Year's together.

The two are spotted getting cozy aboard several yachts throughout a Caribbean holiday vacation. "There has been a lot of flirting, touching and snuggling going on," an onlooker tells People . " They have acted like a couple. They look very cozy and happy."

"New Year's worked out perfect, and [Harry] loved it," another source says of the trip—adding that while the two have never been serious before this point, Styles was always attracted Jenner and has been "waiting for a chance to spend more time with her again."

Days later on January 7, Jenner's elder sister Khloé Kardashian seemingly confirms that the two are an item in some way. In an exclusive with Entertainment Tonight , she tells the outlet that she bets that the two of them are dating, even though she isn't sure whether Jenner and Styles have actually had "that talk" yet.

"They were hanging out together. Do I think they're dating? Yes. I don't know if they're, like, boyfriend-girlfriend," Kardashian says. "Nowadays, I don't know, people are weird with stuff. So I don't know their 'title,'" she adds with air quotes. "But I mean, they were in St. Barts together hanging out, so to me that's dating. I would call that dating."

January 1, 2014: They bond on the slopes.

Jenner and Styles ring in the new year alongside friends with a ski trip in Mammoth, California, where they reportedly spend a lot of one-on-one time together. The two are not yet officially together at this point, but according to onlookers, an evident attraction is there.

"Kendall snowboarded and Harry skied. They were very cute together. There was a lot of flirting and smiling going on," a source tells People . "Harry was a gentleman and even offered to carry Kendall's snowboard to the ski lift."

November 20, 2013: They first spark rumors of a romance.

For their first captured night out, an 18-year-old Jenner and 19-year-old Styles are photographed in the singer's car following a date night at Craig's restaurant in West Hollywood. The dinner spurs the first rumors of a romance, though Jenner later clarifies on Twitter that she is, indeed, still single. "They're just friends," a People source also claims at the time.

Though, several weeks later, on December 1, 2014, they are spotted again together with friend Cara Delevingne at the British Fashion Awards held at the London Coliseum.

Sabrina Park is a Digital Fellow at HarpersBAZAAR.com where she covers news, fashion, and culture stories. When she’s not writing she loves hanging out with her cat, reading outdoors and scrolling the depths of TikTok.

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

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”

Richard Lawson

Chief critic, hollywood daily.

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Serious Question: Why Are We Obsessed With Yacht PDA?

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. 

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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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