Taylor Swift‘s love life has often coincided with important moments in her career, starting with her first crushes as a teenager and continuing through her well-known relationships. Many of these romances played out publicly, with appearances, joint musical projects, and lots of media coverage. From the beginning of her fame in the late 2000s to her more recent high-profile relationships, here’s a look at the men Taylor has dated and the stories behind those connections.
Joe Jonas
Taylor Swift and Joe Jonas briefly dated in 2008, when both were rising stars in the music industry. They connected while achieving success with their music and attending the same award shows. Their split gained a lot of attention when Swift publicly mentioned a short phone conversation they had afterward. Over time, they became friendly again, demonstrating they had moved past the breakup.
Taylor Lautner
Taylor Swift and Taylor Lautner first met in 2009 while filming a movie together, where they played classmates. That fall, they were often seen together at things like sports games and dinner dates. Though their relationship didn’t last long, it received a lot of attention because they were both popular young stars. Years later, they seemed friendly whenever they reunited for events related to the film.
John Mayer
Taylor Swift and John Mayer dated from late 2009 to 2010. They were seen performing together and interacting online, and their relationship gained attention due to their age gap and mutual connections in the music industry. Following their breakup, they continued to professionally interact at events like festivals and award shows without any public issues.
Jake Gyllenhaal
I remember when Taylor and Jake Gyllenhaal were dating back in 2010 – it felt like everywhere you looked, there were pictures of them in New York or Nashville! They seemed really into each other around the holidays, which naturally drew a lot of attention. Sadly, it didn’t last, it was only a few months, but the media kept talking about it for ages. Both Taylor and Jake are pretty private people, so they didn’t share much, and they both quickly moved on with their careers.
Harry Styles
Taylor Swift and Harry Styles dated for a few months, from late 2012 to early 2013. Their relationship attracted a lot of attention from the media, with photographers capturing them together in New York and on vacation. Following their split, both singers were frequently asked about each other in interviews, especially when performing at public events. Despite the breakup, they’ve always been polite and friendly when they’ve run into each other at industry gatherings.
Calvin Harris
Taylor Swift and Calvin Harris were a couple from 2015 to 2016. During their relationship, they were often seen together on vacation and at awards shows. They also secretly worked on music together, which was later revealed. They broke up in 2016, releasing statements that showed they still respected each other.
Tom Hiddleston
Taylor Swift and Tom Hiddleston briefly dated in 2016, shortly after her split from Calvin Harris. They were seen together in various countries that summer, and even met each other’s families. The relationship progressed rapidly and attracted a lot of attention from the media, but it ended quickly due to their demanding work commitments.
Joe Alwyn
Taylor Swift and Joe Alwyn dated for seven years, from 2016 to 2023. They were a very private couple and didn’t often make public appearances together. Alwyn secretly helped write songs for several of Swift’s albums. News of their split came out in 2023 as Swift was getting ready to start a big tour.
Matty Healy
Taylor Swift and Matty Healy were rumored to be dating in the spring of 2023. He showed up at a few of her concerts and spent time with her friends while she was in New York. They didn’t say much publicly about their relationship. By early summer, things had cooled off as both focused on their music careers.
Travis Kelce
Taylor Swift and Travis Kelce started dating in 2023 after Kelce publicly mentioned going to one of her concerts. That season, Swift attended several NFL games, bringing a lot of new viewers to the broadcasts. Kelce then supported her by joining her on tour internationally. They’ve continued to be seen together at various events in 2024 and 2025.
Lucas Till
Taylor Swift and Lucas Till had a brief romance in 2009 after connecting on the set of one of her music videos. They enjoyed each other’s company while promoting their respective work that year. Although the relationship didn’t last long, they remained friendly and both spoke well of each other afterward. They each soon focused on new projects that helped boost their careers.
Share your thoughts on which relationship surprised you most in the comments.
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2025-10-27 19:45