Harry Styles Dating History: Taylor Swift, Kendall Jenner, More

Harry Styles has accomplished a great deal since he rose to stardom as part of One Direction — and he’s had some very famous faces by his side along the way.

One year after competing on The X Factor U.K., Styles had a brief relationship with Caroline Flack in 2011. He then started seeing Taylor Swift, but their romance was also short-lived.

“I think relationships are hard enough, so I think you have to completely ignore everything from outside,” Styles exclusively told Us Weekly after his 2013 split from Swift. “If you have a lot of people from outside telling you what it is and they don’t even know you, telling you what your relationship is, that’s weird.”

Styles has since been linked to multiple models, including Kendall Jenner and Emily Ratajkowski, and actresses Olivia Wilde and Taylor Russell.

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Scroll down to take a look back at Styles’ dating history:

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