Harry Styles is not just a pop sensation—he’s also one of the most talked-about celebrities when it comes to his love life. From his boyband days in One Direction to his thriving solo career, his dating history has kept fans intrigued. Over the years, he’s been linked to famous actresses, models, and singers, making headlines with every romance.
So, who has Harry Styles dated? Let’s take a deep dive into his relationship timeline, covering all the major romances and rumored flings along the way!
1. Caroline Flack (2011-2012)
One of Harry’s first high-profile relationships was with Caroline Flack, the late TV presenter best known for hosting The X Factor UK. Their romance sparked controversy due to their 14-year age gap—Harry was 17, and Caroline was 31 at the time. They reportedly met while Harry was competing on The X Factor in 2010, and sparks flew shortly after he gained fame with One Direction.
Caroline later revealed in her autobiography, Storm in a C Cup, that Harry had a crush on her before they even met. “I already knew that he had a crush on me, he’d made it pretty obvious,” she wrote. They started seeing each other in 2011 but kept things under wraps until it was exposed by the media, causing intense public scrutiny. Many fans and tabloids criticized the relationship due to their significant age gap, which led to immense pressure on both parties.
Ultimately, the backlash contributed to their breakup in early 2012. Despite ending things, they reportedly remained on good terms. Caroline tragically passed away in 2020, and Harry wore a black ribbon in her honor at the BRIT Awards shortly after her death.
2. Emily Atack (2012 – Rumored)
Following his breakup with Caroline, Harry was rumored to be dating British actress and TV personality Emily Atack, best known for her role in The Inbetweeners.
For years, their supposed romance was a mystery, but Emily later confirmed that they did have a brief fling. In a 2014 interview with Reveal Magazine (via Hello!), she stated, “We had a short-lived thing that was just a bit of fun. Then we went off in our opposite directions.”
The two were never seen publicly together, leading many to believe their relationship was casual and possibly short-lived. Despite this, their rumored romance added another name to Harry’s long list of high-profile connections.
3. Taylor Swift (2012-2013)
One of Harry’s most famous relationships was with pop superstar Taylor Swift, a romance that dominated headlines and inspired countless songs.
The two first sparked rumors in November 2012 after they were spotted flirting backstage at The X Factor USA. Shortly after, they were seen taking a romantic stroll through Central Park in early December, which became one of their most iconic moments. Fans dubbed them ‘Haylor,’ and the pair seemed inseparable.
They were later spotted enjoying ski trips and spending the holidays together, but their romance came to an abrupt end in January 2013. Reports suggest that the breakup happened after an intense argument during a vacation in the British Virgin Islands. Taylor allegedly left the trip early, leading to speculation that they had a falling out.
After their breakup, both stars seemingly referenced each other in their music. Taylor’s songs Style, Out of the Woods, and I Knew You Were Trouble are widely believed to be about Harry. Meanwhile, Harry’s Two Ghosts is rumored to be about Taylor, as it describes a past relationship with a blonde woman and lyrics that mirror her style.
Although their romance was brief, it remains one of the most talked-about celebrity relationships in pop culture history.
4. Nicole Scherzinger (2013 – Rumored)
In 2013, Harry was rumored to have had a fling with The Pussycat Dolls lead singer and former X Factor judge Nicole Scherzinger.
According to The Sun, the two had a brief “dalliance” following Harry’s breakup with Taylor Swift. Nicole, who was 35 at the time, reportedly connected with 19-year-old Harry at the end of The X Factor UK. They allegedly reconnected again in early 2014.
While there were no public appearances or photos of them together, insiders claimed that Harry was “absolutely besotted” with Nicole. However, their rumored romance was short-lived and never officially confirmed.
5. Kendall Jenner (2013-2016, On and Off)
Harry and Kendall Jenner’s relationship was one of his most widely speculated romances. First linked in 2013, their on-and-off romance continued for several years.
Their dating rumors began in late 2013 when they were spotted having dinner together in Los Angeles. While they never officially confirmed their relationship, they continued to be seen together in early 2014, enjoying ski trips and luxurious vacations. However, by February 2014, reports suggested they had split due to their busy schedules.
In late 2015, Kendall and Harry rekindled their romance, and their most famous moment came in January 2016 when they were spotted vacationing together on a yacht in St. Barts. Paparazzi caught them getting cozy, laughing, and even sharing an intimate moment, which sent fans into a frenzy. Many speculated that their yacht trip was the ultimate confirmation of their rekindled romance.
Despite their clear chemistry, sources at the time claimed that Harry wasn’t ready to settle down, leading to another split. However, they remained close friends and were spotted together multiple times in the following years. During The Late Late Show in 2019, when Kendall interviewed Harry, their flirty and playful dynamic fueled speculation that there was still a spark between them.
While neither of them ever publicly confirmed their relationship, Kendall later hinted that they had something romantic but preferred to keep it private. Many fans continue to speculate that Harry’s song Meet Me in the Hallway was inspired by his time with Kendall.
6. Erin Foster (2014) – A Brief Encounter
Harry was linked to Erin Foster, a writer and daughter of music producer David Foster. Reports first emerged in late 2014, when Harry was seen spending time with Erin in Los Angeles. The rumors were fueled by sightings of them shopping together and attending social events.
While their romance was never confirmed, sources claimed that it was nothing serious. Erin, known for her witty personality, allegedly kept things casual with Harry, and their relationship did not last long. Though they were spotted together a few times, they soon moved on separately.
7. Nadine Leopold (2014-2015) – The Victoria’s Secret Model
In a brief yet notable relationship, Harry was linked to Austrian model Nadine Leopold. They were first seen together in late 2014 and often spotted on coffee runs and casual outings in Los Angeles. Harry was reportedly very into Nadine, showering her with attention and gifts.
Despite their connection, the relationship fizzled out by early 2015. Some sources suggested that their busy schedules played a role, while others speculated that Nadine was not looking for anything serious. Harry’s song Perfect is rumored to have been inspired by their brief romance.
8. Sara Sampaio (2015) – The Hotel Visit
Victoria’s Secret model Sara Sampaio was linked to Harry after they were seen spending time together in New York. The two were spotted hugging and kissing before Sara was seen entering Harry’s hotel and not leaving until the next morning, fueling speculation about a possible romance.
Although the pair never confirmed their relationship, they continued to be seen at events together. Fans speculated that their chemistry was undeniable, but sources close to them claimed that their connection was more of a casual fling than a serious relationship.
9. Georgia Fowler (2015) – A Short-Lived Fling?
New Zealand model Georgia Fowler and Harry had a rumored romance after they were seen spending time together in late 2015. Georgia even posted a Snapchat video of Harry playing the piano, which led to fans speculating about their relationship. They were also spotted at the same parties and in similar locations around the same time.
Many fans believe that Harry’s song Kiwi was inspired by Georgia, especially due to its New Zealand reference and playful tone. However, Georgia later denied that she was the subject of the song, stating that they were just friends. Their rumored romance seemed to fizzle out quickly, making it one of Harry’s shortest relationships.
10. Tess Ward (2017) – The Foodie Romance
Unlike his previous celebrity relationships, Harry was linked to British chef and food blogger Tess Ward in 2017. Their romance became public when they were spotted at various London locations, including private dinner dates. Tess, known for her healthy eating recipes, reportedly introduced Harry to some of her favorite dishes.
However, their relationship was short-lived, with Tess later admitting that she struggled with the media attention that came with dating someone as famous as Harry. The two eventually parted ways, with sources claiming that their busy schedules played a role in the breakup.
11. Camille Rowe (2017-2018) – The Love That Inspired ‘Fine Line’
Harry’s relationship with French-American model Camille Rowe was one of his longest and most talked about. Their relationship was confirmed in 2017 when they were spotted at concerts and dinner dates. Camille reportedly introduced Harry to meditation and wellness practices, and he seemed genuinely invested in the relationship.
After dating for about a year, they broke up in mid-2018. Their breakup inspired several songs on his Fine Line album, including Falling and Cherry, which even features a voicemail from Camille. Fans believe To Be So Lonely also hints at their emotional split.
12. Kiko Mizuhara (2019) – The Rumored Romance
Japanese-American model Kiko Mizuhara was linked to Harry in early 2019, but she later denied they had ever dated. The rumors started when they followed each other on Instagram, and Harry was seen in Tokyo around the same time.
Although there was speculation about their connection, Kiko dismissed it, stating that she had never even met Harry in person. Despite this, the gossip surrounding their rumored romance persisted for months.
13. Olivia Wilde (2020-2022) – The Hollywood Romance
Harry and actress-director Olivia Wilde met on the set of Don’t Worry Darling and quickly became one of the most talked-about couples in Hollywood. They were seen holding hands at a wedding in early 2021, which confirmed their relationship.
Their relationship lasted almost two years, with Olivia frequently seen at Harry’s concerts. However, by late 2022, they decided to part ways, citing busy schedules and different priorities.
14. Emily Ratajkowski (2023) – The Viral Kiss
In March 2023, Harry and model-actress Emily Ratajkowski were caught on camera sharing a steamy kiss in Tokyo. The viral video quickly spread across social media, shocking fans who had not linked the two romantically before. The clip showed them passionately embracing near a car, fueling rumors of a secret romance.
Despite the buzz, neither Harry nor Emily confirmed if it was just a casual moment or something more. While some sources claimed they had been seeing each other, Emily later hinted in interviews that she was not tied down to anyone and enjoyed keeping her dating life private.
15. Yan Yan Chan (2023) – The Australian Connection
Harry was rumored to have spent time with Australian influencer Yan Yan Chan while on tour in Australia. Speculation arose when fans noticed that Harry had interacted with her on Instagram, liking posts and seemingly keeping up with her travel updates. The pair were also reportedly spotted at a private gathering in Sydney.
Although no official confirmation came from either side, sources close to them suggested that Harry had taken an interest in Yan Yan while visiting Australia. However, it is widely believed that their connection was fleeting, with no concrete proof of a serious relationship.
16. Taylor Russell (2023-Present?) – His Latest Love Interest
More recently, Harry has been linked to Bones and All actress Taylor Russell. Their romance rumors began when they were seen at several events together, including an art exhibition where they appeared very close. Taylor also attended some of Harry’s concerts, adding more fuel to the fire.
Though the pair have kept their relationship under wraps, reports suggest they have been quietly dating and enjoying each other’s company. Fans have noticed their chemistry at various outings, but Harry and Taylor have yet to confirm or deny their relationship status publicly.
Harry Styles’ dating history is as captivating as his music career. From high-profile romances to short-lived flings, his love life has always been a subject of fascination. While some relationships were deeply personal and even inspired his music, others were mere fleeting encounters. Regardless, his charm and charisma ensure that fans will always be eager to know what’s next in his love life. One thing is certain—Harry Styles will continue to keep everyone guessing!