How Many Ex-Boyfriends Does Taylor Swift Have? Dating History Explored

Taylor Swift exboyfriends ex-boyfriends list
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There has always been a lot of interest in Taylor Swift‘s personal life, particularly her dating history. Swift is known for drawing inspiration from her personal experiences, including her relationships, to create music, and fans have often drawn parallels from songs about her personal life and romantic experiences. But who has she dated before?

In this article, we will explore Taylor Swift’s dating life. Here’s the list of the singer’s ex-boyfriends.

Taylor Swift ex-boyfriends list and dating history explored

Over the years, Taylor Swift has had a series of high-profile relationships, from musicians to actors. She has 12 publicly-known exes. Here is more about each one.

Joe Jonas

According to Elle, Swift dated Joe Jonas in 2008, but their relationship only lasted a couple of months. Later, Swift revealed that Jonas broke up with her on a 25-second phone call and it served as an inspiration for her album, “Fearless.”

Lucas Till

Swift briefly dated actor Lucas Till in 2009. Later, Lucas said that they were better off as friends.

Taylor Lautner

Taylor Swift later dated actor Taylor Lautner in 2009 after they co-starred in the film Valentine’s Day. Swift reportedly wrote “Back to December” about him.

Cory Monteith

After Taylor Lautner, Swift dated the late Glee actor Cory Monteith. Though the two remained tight-lipped about their relationship, they were often spotted together.

John Mayer

From December 2009 to February 2010, Taylor Swift dated John Mayer. However, their breakup was followed by a significant controversy after Swift released the song “Dear John.”

Jake Gyllenhaal

In 2010, Taylor Swift and Jake Gyllenhaal dated for a few months. The couple was frequently spotted together in New York City and Los Angeles. Taylor’s songs “The Last Time” and “All Too Well” have been attributed to Gyllenhaal.

Connor Kennedy

In 2012, Swift dated Connor Kennedy, the grandson of Robert F. Kennedy. Their four-year age difference raised some eyebrows, with Swift being 22 and Kennedy being 18, at the time.

Harry Styles

Harry Styles and Taylor Swift briefly dated for about a month. At present, the two seem friendly. The songs “I Knew You Were Trouble” and “Out Of The Woods” have been attributed to her relationship with Styles.

Calvin Harris

Taylor Swift and Calvin Harris were in a high-profile relationship from February 2015 to May 2016. The couple even celebrated their one-year anniversary together but their romance came to an end after a couple of months.

Tom Hiddleston

After her split from Calvin Harris, Taylor Swift briefly dated Tom Hiddleston but their relationship ended after just a few months.

Joe Alwyn

Taylor Swift and Joe Alwyn were in a relationship for about six years, from 2017 to 2023. Although they kept their relationship private, they sparked engagement rumors in 2019. However, they called it quits in April 2023. The song “You’re Losing Me” encapsulates Taylor’s feelings on their break up.

Matty Healy

Following her break-up with Joe Alwyn, Swift reportedly started dating Matty Healy. For a couple of months, the two were frequently pictured together, and Healy even attended all of Swift’s shows in Nashville. However, they decided to part ways following a few months.

Currently, the American singer is dating Kansas City Chiefs NFL player Travis Kelce. Paparazzi even spotted them on a romantic vacation in the Bahamas. Taylor has attended several of Travis’ games, and he has visited her on her global Eras Tour concerts.


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