
Harry Styles’ Dating History: From Taylor Swift to Kendall Jenner and Beyond
Harry Styles has achieved significant milestones since gaining fame with One Direction — and he’s had some notable personalities by his side throughout his journey.
Following his participation in The X Factor U.K., Styles had a brief romance with Caroline Flack in 2011. He later embarked on a relationship with Taylor Swift, but that too was short-lived.
“I believe relationships are challenging enough, so it’s essential to completely disregard external opinions,” Styles shared exclusively with Us Weekly after his 2013 breakup with Swift. “When numerous outsiders who don’t know you offer unsolicited advice about your relationship, it feels strange.”
Since then, Styles has been associated with several models, including Kendall Jenner and Emily Ratajkowski, as well as actresses Olivia Wilde and Taylor Russell.
Scroll down to revisit Styles’ dating history: