- Harry Styles became a household name as part of the British boy band One Direction
- His solo career has made him one of the biggest pop stars ever, including a Best Album Grammy win
- The heartthrob has had his share of A-list romances, including Olivia Wilde, Taylor Swift and Kendall Jenner
From Caroline Flack, the late English television presenter, to Olivia Wilde, the most recent of the British superstar, she's been wooing girls with his gorgeous appearance, irresistible charm, and musical talent throughout his career.
Olivia Wilde is a model and actress.
Olivia Wilde, an actress and director, was Harry's last love interest before she was cast in her 2022 film Don't Worry, Darling. Their relationship has caused some controversy, as the timeline of Olivia's seven-year engagement to Harry's agent's wedding on January 3, 2021 is blurry.
Olivia was also seen backstage at Harry's Love on Tour performances in the fall of 2022.
In the midst of the rocky promotion of Don't Worry Darling, people were assumed that their relationship was broken up due to the drama surrounding the film and their relationship, which reportedly caused difficulties on the set. However, a source close to the couple told HollywoodLife that their relationship was doing exceptionally well at the time. "This whole experience has, in fact, made them stronger than ever," said the source.
According to another source, the pair had decided to split up by November of the same year. "He's still touring and is now working in Los Angeles," according to another insider.
Caroline Flack has been a model for over 20 years.
Caroline was present on The X Factor when Harry first heard of her love for the British beauty in 2011. They both responded positively when it was reported they were dating due to their age difference.
Caroline opened up about their connection years later in her autobiography, Storm in a C Cup, which was published in 2015. “He'd said it in magazines and to pals..”
"It all began to go wrong when Harry was seen leaving my house one morning. It was open season," she continued. "After that, anyone could say anything. People started shouting at me "pedophile" and "pervert."
Caroline died by suicide in February 2020, and Harry was hailed as a "symbol of remembrance or mourning" at the 2020 BRIT Awards.
Emma Ostilly is a freelance writer.
Not too long after his split from Caroline in 2011, Harry was spotted kissing American model Emma Ostilly in New Zealand. She later appeared in the One Direction music video for "Gotta Be You," which premiered in November that year.
Emily Atack is a social media personality.
Harry was rumored to be dating actress Emily Atack back in 2012, but she didn't confirm it until 2014. "We were never boyfriend and girlfriend...We had a brief-lived relationship that was just a little fun," she told Reveal Magazine.
Caggie Dunlop is a journalist.
Harry reportedly dated Caggie Dunlop, who appeared on the reality show Made in Chelsea in 2012.
Taylor Swift is a British singer who has been a model for over a decade.
Taylor Swift, a fellow singer at the 2012 Kids Choice Awards, met and clicked, and they were later spotted on numerous occasions together (often hand-in-hand) during the latter part of 2012, and even kissed in New York's Times Square during the first minute of 2013. Taylor used the memories of the relationship in songs for her critically acclaimed album 1989, which was released in 2014.
Several tracks on the musical masterpiece are reportedly related to Harry, including "Style", "Out of the Woods," and "I Wish You Would." Possibly, Harry's song "Two Ghosts" from his self-titled debut solo album, which was released in 2017, was related to their relationship.
Nicole Scherzinger has been a model and has been a model.
Nicole Scherzinger, the lead singer of the Pussycat Dolls, was reported to have briefly hooked up in 2013. She was a judge on The X Factor when Harry appeared on it in 2010.
Kendall Jenner has announced that she would be launching a new website in the coming months.
In a 2016 interview with ET Online, Harry was first spotted eating dinner with Kendall Jenner in November 2013. They were initially thought to be dating until a split in February 2014, but they seemed to be on again in 2015 and were seen canoodling on a yacht during the first days of 2016.
'Do I believe they're dating? No,' she told the outlet. 'I don't know if they're really boyfriend-girlfriend. Today I don't know. People are weird with stuff. So, I don't know their title.'
Erin Foster is a lawyer who is well-known for
In 2014, Harry and Erin Foster were first spotted eating pumpkins at a pumpkin patch, and dating rumors began to circulate as soon as she became aware of her as Gigi and Bella Hadid's (now ex) stepsister. Her relationship with Harry seemed to be short-lived.
Nadine Leopold is a German model.
Nadine Leopold was reportedly the first Victoria's Secret model Harry ever dated. They first met in November 2014 and continued their relationship with some frozen yogurt dates, but by March 2015, everything appeared to have gone.
Sara Sampaio is a Japanese author.
Sara Sampaio, a Portuguese model, was photographed leaving Harry's hotel the following day.
Georgia Fowler is a professional sportswoman.
In a Snapchat video posted around the same time, Harry and model Georgia Fowler, from New Zealand, reportedly dated for a short time in October 2015.
Tess Ward is a professional basketball player.
Tess Ward, a chef and flood-blogger, was reportedly in touch in the spring of 2017, but things ended in June of the same year, and Harry was soon reunited with her ex.
Camilla Rowe is a professional photographer.
In 2017 and 2018, the third Victoria's Secret supermodel Harry was romantically linked to was when a voice that sounded like Harry's could be heard in the French-American beauty's Instagram stories. The couple split up after a year, but Harry's sad song "Cherry" from his 2019 sophomore album, Fine Line.
