Taylor Swift’s Five Most Memorable Boyfriends

A look back at Taylor Swift’s relationships with Joe Alwyn, Harry Styles, Jake Gyllenhaal, Tom Hiddleston, and Travis Kelce.

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Taylor Swift’s Five Most Memorable Boyfriends


A look back at Taylor Swift’s relationships with Joe Alwyn, Harry Styles, Jake Gyllenhaal, Tom Hiddleston, and Travis Kelce.


Joe Alwyn Together: 2016–2023 Swift and Alwyn met in 2016 and kept their relationship mostly private. They spent several years living quietly in London, often writing songs together. Alwyn was credited under the pseudonym William Bowery on multiple tracks from Taylor’s 2020 albums Folklore and Evermore. They broke up in 2023 after six years. Reports said that they simply grew apart as Swift returned to touring and Alwyn preferred a more private lifestyle.


Harry Styles Together: 2012–2013 The pair’s short relationship began in late 2012 and attracted intense public attention. They were photographed walking in Central Park and attending parties together. Swifties have speculated that tracks such as Style and Is It Over Now? are about the former One Direction singer.


Tom Hiddleston Together: 2016 Swift and Hiddleston met shortly after her breakup with Calvin Harris. Their relationship progressed rapidly, marked by public trips to Italy and Australia that were widely covered by the media. The pair separated after just three months, however, with friends saying the relationship had simply moved too quickly.


Jake Gyllenhaal Together: 2010–2011 Swift and Gyllenhaal only dated briefly but it has become one of her most discussed romances. They were seen together in Brooklyn and spent holidays with each other’s families. Their breakup was not public, but many believe it inspired several of Swift’s songs, including All Too Well - although the Road House actor has denied that the track is about him.


Travis Kelce Together: 2023–present Kelce, an NFL player for the Kansas City Chiefs, began dating Swift in 2023. Unlike her past relationships, this one has been open and public. Swift has attended his football games, and Kelce has been seen at her Eras Tour concerts. The pair announced their engagement in August and are planning their wedding for early 2026.