Harry Styles dating history spans over a decade of headline-making romances. From Taylor Swift in 2012 to his 2026 engagement to Zoe Kravitz, here is every chapter.

Harry and Taylor Swift dated briefly in 2012 to 2013, inspiring songs on her 1989 album. Their short romance became one of the most discussed celebrity relationships of the decade.

From 2013 to 2016, Harry Styles and Kendall Jenner were spotted together repeatedly. Yacht trips, LA dinners, and fashion show backstage meetups defined their on-and-off connection.

Harry dated Olivia Wilde from 2021 to 2022 after meeting on the set of Don't Worry Darling. The age gap and on-set drama made it his most scrutinized relationship.

After years of public heartbreak, Harry found Zoe Kravitz in 2025. Their eight-month whirlwind romance ended in engagement, and friends say she is the one he has been waiting for.