The Dark Secrets Behind Taylor Swift’s Dramatic Relationship History, Revealed

TSwift fan or not, you’re definitely familiar with the starlet’s fame, fortune, and many past relationships. And judging from her dozens of mega hits, she’s not even close to finished when it comes to singing about her troubled love life. As long as she keeps producing catchy beats for our listening pleasure, we’re OK with it.

So, who are these mystery men that Taylor Swift passionately sings about? And with so many relationships to sort through, where does one even begin? We have the answers for you here.

Let’s start with Joe Jonas

Taylor Swift and Joe Jonas sitting next to each other.

This super romantic relationship will go down in history. | Giphy

Whether you remember this or not, Joe Jonas kicked off the Taylor relationship spiral nearly 10 years ago. Though things were seemingly going well for the couple, Taylor told Ellen DeGeneres that Joe broke up with her in the most respectable way possible — over the phone in a 27-second call. Of course, Joe had something to say about this and claims he’s not the one who ended the phone call, People reports.

Either way, she allegedly wrote “Forever and Always,” “Better Than Revenge,” and “Last Kiss” about Joe, so at least some good came out of it.

This Twilight star came soon after

Taylor Lautner and Taylor Swift recording a video.

Another romance that didn’t work out. | Giphy

Taylor Swift’s next major romance was with Taylor Lautner in 2009, the young actor who famously played a werewolf in the Twilight saga. The romance only lasted about five months, but it was surely enough time to wonder what it was like to date someone with the same first name. TIME reports the whirlwind romance came and went as soon as the media was all over it, but of course, Taylor had plenty of time to craft a new song after the breakup. “Back to December” is about Lautner.

When asked what he thought about the song, Lautner simply commented, “That’s what she does,” which is probably the safest answer he can give.

Who can forget she dated this famous musician?

John Mayer performing in the dark.

The short-lived romance inspired a love song. | Giphy

According to many of Hollywood’s elite, dating John Mayer usually doesn’t go very well for anyone. Nevertheless, in late 2009 to early 2010, Taylor and John embarked on a romance that ended on a sour note. And Vanity Fair even notes the morning of her birthday in 2016, John tweeted that December 13 (her birthday) may be “the lamest day of the year.” We’re guessing he wasn’t too thrilled by Taylor’s song about him, titled “Dear John.”

This fiercely private actor dated Taylor, too

Jake Gylenhaal posing on the red carpet.

Unfortunately for us, he refuses to spill the beans. | Jason Kempin/Getty Images

Yes, the Donnie Darko star Jake Gyllenhaal had a short stint with Taylor back in late 2010 to early 2011. They’ve both remained semi tight-lipped about the whole thing over the years, though Taylor did give NPR an inside scoop on her song “The Last Time.” Many assumed the song was about Jake, and as she puts it, “It’s a really fragile emotion you’re dealing with when you want to love someone, but you don’t know if it’s smart to.”

As for Gyllenhaal, Us Magazine reports when pushed by an interviewer to answer questions about Taylor, he replied, “I would love to not talk about my personal life.”

Taylor even dated a Kennedy

Conor Kennedy smiling on a red carpet.

It just didn’t work out between these two. | Jason Kempin/Getty Images

For a few months in 2012, Conor Kennedy, who was only 18 at the time, dated Taylor. Daily Mail Online reports there was trouble in paradise from the beginning, though, as Taylor may have come on too strong. A friend of Conor’s reportedly said at the time, “Conor’s just an 18-year-old kid and wasn’t ready for anything super serious. But Taylor is looking for her soulmate and it kind of freaked him out with how strong she came on.”

As for songs about Conor, Vulture thinks “Treacherous” and “Everything Has Changed” are both about him.

No one forgot about this One Direction star

Harry Styles being interviewed on a red carpet.

This romance sent all teen fans into a frenzy. | Giphy

Here’s another brief relationship we haven’t forgotten about. Taylor Swift and Harry Styles of One Direction dated from December 2012 to January 2013. According to E! News, Harry doesn’t have any ill feelings about Taylor, noting, “Relationships are hard, at any age.” And when asked how he feels about certain songs written by the pop star, he adds, “I write from my experiences, everyone does that. I’m lucky if everything [we went through together] helped create those songs.” Sounds pretty amicable to us.

If you’re wondering what songs of Taylor’s are rumored to be about Harry, they’re “Styles” and “Out of the Woods.”

Taylor and the Thor actor really hit it off

Tom Hiddleston smiling on a red carpet.

This relationship was a bit confusing. | Nicholas Hunt/Getty Images

After her romance with famous music producer Calvin Harris, it was Taylor’s stint with Tom Hiddleston that really made waves for a few months in 2016. The couple reportedly wanted a “normal relationship,” but dating in the public eye is never easy. Daily Mail Online reports after the breakup, Tom stated, “A relationship always takes work. And it’s not just the limelight. It’s everything else.” Whatever the reason for the split, no one will forget when he embarrassingly wore that “I heart T.S.” shirt on the beach.

If you want to see a nod to that awful shirt, see if you can spot it in Taylor’s “Look What You Made Me Do” video.

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