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Taylor Swift's Ex-Boyfriends

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Dec 15, 2020 4:47 PM
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Taylor Swift, Calvin Harris
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Calvin Harris

Just a few short months following their one-year anniversary, Swift and Harris decided to call it quits. Initially, their split appered amicable enough, with Calvin writing on Twitter, "The only truth here is that a relationship came to an end & what remains is a huge amount of love and respect". Taylor retweeted his sentiments.

However, around the time photos surfaced of Swift locking lips with Tom Hiddleston, the Scottish DJ unfollowed Swift and deleted his initial breakup tweet.  


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Harry Styles

Talk about your true romantics. No matter what happened with the guy before, Taylor Swift is always willing to give love a chance. But if your musical bread and butter is the based-on-experience breakup tune, you can never have too much material, right? Here's a look back at the famous loves of Taylor Swift:

Swift enjoyed a seemingly chance meetup with the 18-year-old One Direction heartthrob on the set of the U.S. X Factor—she enjoyed it so much, in fact, she took off to London with him and they dated for two months.


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Conor Kennedy

The 18-year-old scion of one of the U.S.' most stories political dynasties caught Taylor's eye after she struck up a friendship with his cousin Patrick Schwarzenegger, and they had a few good months together. You know, until Conor had to go back for his senior year of prep school.


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Jake Gyllenhaal

This one was random—and brief. But, Swift made enough of an impression to merit an introduction to Jake's sister, Maggie, in Brooklyn. And he made enough of an impression to merit a mention in the liner notes for "All Too Well" on her Red album.


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John Mayer

Let's just say, the music brought these two together and then reality pushed them apart. Taylor was 19 when when she hooked up with the legendary lothario—but she got her revenge with "Dear John," which the "good man with a good heart" thought was really mean of her to write.


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Joe Jonas

These two were still teenagers when they made the burgeoning-pop-star scene together. Things went deeply south toward the end of 2009, but, in denying that "We Are Never, Ever Getting Back Together" was about him, Joe made mention that he and Taylor are friendly nowadays.


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Cory Monteith

Before he coupled up with Lea Michele, the Glee star romanced Swift. Maybe. He feigned ignorance when asked about the rumors that "Back to December" off of Speak Now was about him—and Swift got all quiet and blushy when Ellen DeGeneres sprang a pic of Monteith on her during an interview.


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Taylor Lautner

It couldn't get any cuter—the Valentine's Day costars had the same name, for goodness' sake! Lautner didn't get the urge to imprint, however, and this innocent liaison instead marked the beginning of Swift's serial monogamy.

NEXT GALLERY: Madonna's Ex-Files


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