David Bridges
Key Points
- Overview: Harry Styles has had a series of high-profile relationships throughout his career.
- Notable Exes: His romantic history includes famous names like Taylor Swift, Olivia Wilde, and Kendall Jenner.
- Recent Rumors: Currently, he is rumored to be dating Zoë Kravitz as of late 2025.
- Legacy: Styles’ relationships often inspire songs and media speculation, showcasing his impact on pop culture.
Harry Styles is one of Hollywood’s most famous heartthrobs thanks to his handsome looks, irresistible charm, and musical talent ever since he stepped onto The X Factor stage for a televised audition of Stevie Wonder‘s “Isn’t She Lovely” in 2010. So, it’s no wonder he’s led a steady romantic life over the years. Although the contestant-turned-superstar has many admirers from all over the world, only a few women have been lucky enough to be a part of his love life since he broke onto the scene with his former band, One Direction, and later started a successful solo career.
From late English television presenter Caroline Flack and fellow superstar Taylor Swift, to his ex Olivia Wilde and former girlfriend Taylor Russell, we’re taking a look at all of the women who’ve been romantically linked to the British superstar — including his most recently rumored romance with actress Zoë Kravitz.
Who are Harry Styles’ notable relationships?
Harry Styles has been linked to several well-known figures throughout his career, including singers and actresses. His romantic history reflects his high-profile status in the entertainment industry.
Notable relationships include those with Taylor Swift, Olivia Wilde, and Kendall Jenner, each of which garnered significant media attention.
What was the relationship between Harry Styles and Caroline Flack?
Harry and Caroline met when she was a presenter on The X Factor. Rumors started going around about Harry having a crush on the British beauty around 2011, and shortly after, they both made waves when reports claimed they were dating, specifically due to their age gap at the time. Harry was 17 and Caroline was 31 at the time.
Although neither confirmed nor denied a romance (Harry consistently said in interviews that they “just get on really well”), Caroline opened up about their connection years later in her autobiography, Storm in a C Cup, which was released in 2015. “I already knew that he had a crush on me, he’d made it pretty obvious,” she wrote in the book. “He’d said it in magazines and he’d said it to friends.”
“It began to go wrong when Harry was pictured coming out of my house one morning. And once that was out, it was open season,” she continued. “After that, anyone could say anything. In the street, people started shouting at me ‘pedophile’ and ‘pervert.’”
The two eventually split and moved on in their love lives, but sadly Caroline died by suicide at the age of 40 in Feb. 2020. Harry was spotted wearing a black ribbon as a “symbol of remembrance or mourning” to honor her at the 2020 BRIT Awards just a few days after her passing.
What can you tell me about Harry Styles and Taylor Swift?
Who can forget Harry’s romance with fellow singer Taylor Swift? The two apparently met and clicked at the 2012 Kids Choice Awards before they were later spotted on numerous outings together (often hand-in-hand) during the latter part of 2012, and even shared a kiss in New York’s Times Square on New Year’s Eve during the first minute of 2013. They apparently split just a few days into the new year, however, but Taylor put the memories of the relationship to good use in songs on her highly successful album 1989, which was released in 2014.
Who are Harry Styles’ recent rumored relationships?
Recently, Harry Styles has been linked to several women, the most notable being Emily Ratajkowski and Taylor Russell. The ongoing speculation about his love life highlights his continued prominence in celebrity culture.
As of October 2023, Harry is rumored to be dating Zoë Kravitz, marking another chapter in his romantic history that captivates fans and media alike.
In late August 2025, fans noticed Harry and Zoë linked arms while walking through Rome, Italy, while wearing sunglasses to keep their outing low key. It’s still unclear if they’re actually dating, though. However, Zoë is newly single following her split from ex-fiancé Channing Tatum.
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