Harry Styles is famous a ladies’ man in the industry. He has been linkup with some of the most popular celebrities since he shot to fame. After competing on The X Factor U.K. Styles fall for Caroline Flack. Later, he dated Taylor Swift, Kendall Jenner, Nadine Leopold, Sara Sampaio, and Olivia Wilde as well.
Harry Styles’s breakup with Taylor Swift drew media attention. The actor mentioned in his interviews that his relationship with Taylor demands more attention and he found it hard enough. He stated that people often try to know each other in a relationship but it was not the case with Taylor Swift.
Being a celebrity comes with a curse as many people from outside tell Styles about his relationship with Taylor Swift. On the contrary, Swift turned her life into art and released multiple songs post-breakup with Styles. Fans suspected that the songs were about Harry Styles and her relationship with Styles.
Here, we jot down the dating history of Harry Styles.
1. Caroline Flack
Harry Styles dated Caroline Flack who was 14 years older than him. The couple was together for a year from 2011 to 2012. After their breakup, Harry Styles tweeted that the breakup was a mutual decision. He also stated that Flack is one of the kindest and sweetest people he knew. Sadly, Caroline committed suicide at the age of 40 in 2019.
2. Emma Ostilly
Harry Styles was briefly linked to model Emma Ostilly. Paparazzi have spotted them making out in April 2012. However, the rumors died down and the fling was never discussed again.
3. Taylor Swift
Taylor Swift and Harry Styles’s linkup and breakup drew enormous media attention. The couple was spotted together at Central Park in New York City in December 2012. It was rumored to be his second date. The budding romance ended soon as Swift broke up with Styles after the heated argument they had during their Caribbean trip.
4. Kendall Jenner
In 2013, Harry Styles was spotted getting cozy with Keeping Up With the Kardashians star Kendall Jenner. The rumors were intense when they were spotted on a yacht in Anguilla. Later, they reunited at the Met Gala 2019 and then again on The Late Late Show With James Corden. Sources revealed that Harry and Kendall are great friends and always have been.
5. Nadine Leopold
Harry Styles’ flings also include Australian model Nadine Leopold. They dated for a year and were captured by Paparazzi several times from 2014 to 2015 in Los Angeles. However, they remain tight-lipped about their relationship. They never commented on their romantic rumored relationship.
6. Sara Sampaio
In 2015, Harry Styles made headlines with his linkup rumors. He was seen hugging and making out with a Portuguese model. It is also rumored that they have spent the night together at an NYC hotel.
7. Georgia Fowler
In October 2015, The New Zealand model Georgia Fowler shared a Snapchat video. In the video, she was seen playing Scrabble with Harry Styles. Fans were convinced that the two are dating. It was speculated that the Styles’ hit song ‘Kiwi’ was about her loving relationship with Georgia Fowler.
8. Tess Ward
A tabloid officially confirmed back in May 2017 about the dating rumors of Harry Styles and Tess Ward. According to the report, Styles and the London-based food blogger were casually dating each other. They met through mutual friends and went on several dates. However, they split up after a few weeks of casual dating.
9. Camille Rowe
Styles dating rumors sparked with French model Camille Rowe back in July 2017. They have attended the Fleetwood Mac concert in NYC. People from the event reported that they looked cozy and had a good time. Camille and Harry were enjoying each other’s company.
The couple dated for a year and parted their ways mutually. Styles collaborator Tom Hull made a statement about Harry’s breakup with Camille. He said that the breakup had a big impact on him.
10. Olivia Wilde
Recently Harry Styles was spotted holding hands with the actress Olivia Wilde. Olivia Wilde is the director of Harry’s upcoming film Don’t Worry Darling. The dating rumors spread like a wildfire as Wilde and Jason Sudeikis broke their seven-year engagement.
Olivia and Harry don’t care about the public knowing about them. They don’t hide their relationship from the public. In just a couple of months, Harry Styles and Olivia Wilde have given many PDA moments to the paparazzi.
11. Cara Delevingne
After seen out and about together in 2012, rumors about something between Styles and Delevingne began. He was even seen sitting in front row at her runway shows. What’s better than a band boy/top model relationship? Neither ever spoke about officially being together, but Cara did once state on the subject: “I like to keep my private life private and that’s all I’m going to say.”
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