Harry Styles’ dating history: From Taylor Swift to Emily Ratajkowski

Harry Styles and Kendall Jenner have been in the news for years. Sometimes for their breakup and other times for their patch up. However, they have been dating each other on and off since 2013.

One of Harry's most famous romances In 2012, Taylor and Harry became one of the world's most loved and iconic couples, unfortunately only for three months. Lovingly called "Haylor" by their fans, the singers had a brief affair of three months.

While Harry Styles and Olivia Wilde are no longer dating each other anymore, for the time they dated, they were one of the most talked about couples in tinsel town. Olivia and Harry were first linked in January 2021. Rumours of their relationship started doing the rounds when they were photographed holding hands at a friend's wedding. The two never confirmed their relationship.

However, the couple parted ways after all the Don't Worry, Darling drama.

Harry and Kiko Mizuhara dated for a very short time of period. The couple came close to each other in 2019. However, Kiko has denied knowing Styles, but they were spotted together spending time at Styles' birthday party. 

Styles and British actress Emily Atack were romantically linked in the year 2012. However, they kept their relationship away from the media glare most of the time until Emily confirmed her relationship with the singer.

She told Reveal Magazine, “We had a short-lived thing that was just a bit of fun. Then we went off in our opposite directions.”

After ending things with Nadine Leopold, Harry had a short fling with model Sara Sampaio in 2015. 

Emma Ostilly and Harry had a brief romance in 2012 when they were spotted kissing in Auckland, New Zealand. However, they have always denied dating news. 

Harry was romantically linked with Nicole Scherzinger, who was 16 years senior. As per the sources, 2013, Harry, who was 19 back then and Nicole, who was 35, came close in the year 2013. 

As per the The Sun, Harry and Nicole “had a dalliance at the end of The X Factor in 2013” and then “hooked up over three years later when Harry had matured and was a member of the world’s biggest band.” 

Syles had many short flings with different ladies and out of many, he had a short-lived relationship with model Nadine Leopold.

They dated for a short period of time and things ended between them in March 2015. 

Harry met Caroline Flack on the set of the X Factor. However, they started dating when Harry was 17 and Flack was already in her 30s. 

In her autobiography, Flack wrote about a teen interested in her, “I already knew that he had a crush on me, he’d made it pretty obvious... He’d said it in magazines, and he’d said it to friends.”