Exploring Harry Styles’ Relationship History: From Caroline Flack to Olivia Wilde
The former One Direction band member has romanced famous faces like Taylor Swift, Kendall Jenner, and Victoria’s Secret model Camille Rowe. But before all of them, there was Caroline Flack.
The Relationship with Caroline Flack
In 2011, Harry was only 17 years old when he met Caroline Flack, a presenter 14 years his senior, on the set of The X Factor UK. Despite the age gap, they hit it off and started dating, but their relationship faced criticism from the public and the media.
They tried to keep their love life low-key, but it was hard to avoid attention when Harry was the rising star of One Direction. The couple eventually split in January 2012, and Caroline faced significant backlash for dating someone so much younger.
Taylor Swift and Kendall Jenner
After his breakup with Caroline, Harry started dating Taylor Swift, and the relationship garnered significant attention worldwide. The couple was spotted on multiple dates and even spent New Year’s Eve together in Times Square.
However, the relationship soon fizzled out, and the media speculated that Taylor’s songs “Style” and “Out of the Woods” were about her brief relationship with Harry.
In 2013, Harry was rumored to be dating Kendall Jenner, but the couple never confirmed their relationship. They were seen together multiple times, but it was unclear whether they were just friends or something more.
Other Relationships
After his high-profile relationship with Taylor Swift, Harry dated a string of models, including Sara Sampaio, Nadine Leopold, and Georgia Fowler.
In 2017, Harry was linked to food blogger, Tess Ward, but the couple eventually split after a few months.
Olivia Wilde
In 2021, Harry Styles was seen holding hands with Olivia Wilde, who is 10 years his senior, on the set of their upcoming movie “Don’t Worry Darling.” The couple confirmed their relationship soon after, and they have been spotted together multiple times since then.
Olivia Wilde was previously in a seven-year relationship with actor Jason Sudeikis, with whom she shares two children.
Key Takeaways
Harry Styles has had a tumultuous relationship history, with high-profile relationships and breakups. His relationship with Caroline Flack faced significant backlash due to their age gap, and his brief relationship with Taylor Swift garnered worldwide attention.
Since then, Harry has mostly been linked with models but is currently dating Olivia Wilde. Despite their age difference, the couple seems happy together.
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