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.
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.
Harry was spotted kissing American model Emma Ostilly in New Zealand not too long after his split from Caroline in 2011. She later appeared in the One Direction music video for “Gotta Be You”, which premiered in November of that year.
