The Complete List of Exes & Love Stories

Taylor Swift Relationships: Every Boyfriend, Fling, and Rumor Explained

Taylor Swift relationships have captivated fans and media alike, with every romance, rumored fling, and heartbreak fueling some of her most memorable songs. From whirlwind flings to long-term love, her dating history spans Hollywood actors, fellow musicians, and even an NFL star.

Whether celebrating love or channeling heartbreak into chart-topping anthems, Taylor’s relationships have played a major role in shaping her music. In this deep dive, we explore every confirmed and rumored romance, uncovering the real-life stories behind the love songs that have defined a generation.

Here’s a detailed look into her relationships, flings, and rumored romances over the years.

Joe Jonas (July 2008 – October 2008)

Taylor Swift’s first major public romance was with Joe Jonas in 2008. Their brief relationship ended with a 25-second phone call, inspiring songs like “Forever & Always” and later “Mr. Perfectly Fine.” Swift confirmed the breakup details on The Ellen DeGeneres Show, setting the tone for her songwriting legacy.

Lucas Till (March 2009 – April 2009)

Taylor and “Twilight” star Taylor Lautner met on the set of the film “Valentine’s Day.” Their relationship garnered significant media attention, but it ended amicably. Taylor’s song “Back to December” is believed to be an apology to Lautner.

Taylor Lautner (August 2009 – December 2009)

Taylor and “Twilight” star Taylor Lautner met on the set of the film “Valentine’s Day.” Their relationship garnered significant media attention, but it ended amicably. Taylor’s song “Back to December” is believed to be an apology to Lautner.

John Mayer (December 2009 – February 2010)

Taylor’s brief relationship with musician John Mayer, who was 12 years her senior, reportedly ended on a sour note. Her song “Dear John” is widely believed to reflect their tumultuous relationship.

Jake Gyllenhaal (October 2010 – January 2011)

Taylor’s relationship with actor Jake Gyllenhaal was highly publicized. Despite their significant age difference, they seemed serious until their sudden breakup. Songs like “All Too Well” and “We Are Never Ever Getting Back Together” are rumored to be about Jake.

Conor Kennedy (July 2012 – October 2012)

Taylor’s summer romance with Conor Kennedy, a member of the famous Kennedy family, was brief but intense. She even purchased a home near the Kennedy compound in Hyannis Port, Massachusetts, during their relationship.

Harry Styles (December 2012 – January 2013)

Taylor’s relationship with One Direction member Harry Styles was highly publicized, with the couple dubbed “Haylor” by fans. Their breakup reportedly inspired songs like “Style” and “Out of the Woods.”

Calvin Harris (March 2015 – June 2016)

Taylor Swift and Calvin Harris began dating in March 2015 after meeting at the Elle Style Awards. They shared a year-long romance, with Swift even kissing him at the Billboard Music Awards. The couple split in May 2016, the same month Swift met Tom Hiddleston and Joe Alwyn.

Tom Hiddleston (June 2016 – September 2016)

Taylor Swift and Tom Hiddleston met at the 2016 Met Gala and began dating in June. Their whirlwind romance included meeting Hiddleston’s mom and his famous “I ♥️ T.S.” shirt. By September, they split, with Hiddleston later insisting their relationship was real, not a publicity stunt.

Joe Alwyn (September 2016 – April 2023)

Taylor Swift and Joe Alwyn began dating in 2016 but kept their relationship private. Alwyn co-wrote songs on Folklore, and they shared rare public moments, including the 2020 Golden Globes. In April 2023, they amicably split after six years, with fans speculating due to Alwyn’s absence from the Eras Tour.

Matty Healy (May – June 2023)

Taylor Swift and Matty Healy were romantically linked in May 2023, weeks after her breakup with Joe Alwyn. Reports claimed they were “madly in love,” but the relationship was short-lived. They previously sparked dating rumors in 2014, but by June 2023, TMZ reported that Swift and Healy had already split.

Travis Kelce (September 2023 – Present)

Taylor Swift and Travis Kelce’s relationship began in September 2023, with Swift attending Chiefs games. They were later seen holding hands, spending holidays together, and supporting each other’s careers. In 2025, Kelce and Swift continue to go strong, with rumors of a potential wedding taking place this year!

Rumored Relationships

Over the years, Taylor has been linked to several other celebrities, including:

Cory Monteith (2010): Rumors circulated that Taylor briefly dated the late “Glee” star, but neither confirmed the relationship.

Eddie Redmayne (2011): Speculation arose about a possible romance between Taylor and actor Eddie Redmayne after her audition for “Les Misérables,” but both denied any involvement.

Zac Efron (2012): Taylor and Zac sparked dating rumors while promoting their animated film “The Lorax,” but both dismissed the speculation, stating they were just friends.

Taylor Swift’s relationships have often been in the public eye, inspiring much of her music and contributing to her evolution as an artist. Her ability to channel personal experiences into her songs has resonated with fans worldwide, making her one of the most influential singer-songwriters of her generation.

Taylor’s love life has undoubtedly influenced her music. Which of her songs do you think best reflects her personal experiences? Share your thoughts in the comments below!