VOTE Taylor Swift's Ex-Boyfriends Describe What It's Like To Date Her  

Rebecca Shortall
45.4k votes 16.5k voters 2.5M views 7 items

List Rules Vote up the best stories revealed by Taylor's exes.

We've all heard "Blank Space." We know Taylor Swift has a long list of ex-lovers and that they'll tell you she's insane. But those exes might also be dishing some other deets that aren't inflammatory accusations about her mental well-being; they could be telling you everything you've ever wanted to know about what's it like to date Taylor Swift.  

That's right - Taylor Swift's exes tell all. You can learn a lot about her most famous boyfriends to her lesser known lovers through Taylor's songs. But do we know the woman behind... the music? Let's find out what her exes have to say! Read on for some of the craziest Taylor Swift dating stories out there.

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John Mayer


John Mayer is listed (or ranked) 1 on the list Taylor Swift's Ex-Boyfriends Describe What It's Like To Date Her
Photo: johnmayer/Instagram

John Mayer dated Swift from December 2009 until February 2010, inspiring her break up anthem "Dear John". Turns out, Mayer had a lot of feelings about being the subject of a fairly inflammatory song. Mayer told Rolling Stone about the experience:  

"It made me feel terrible [...] Because I didn't deserve it. I'm pretty good at taking accountability now, and I never did anything to deserve that. It was a really lousy thing for her to do." 

"I never got an e-mail. I never got a phone call. I was really caught off-guard, and it really humiliated me at a time when I'd already been dressed down. I mean, how would you feel if, at the lowest you've ever been, someone kicked you even lower?"

Age: 40

Birthplace: Eastern United States, Fairfield County, New England, Connecticut, United States of America, + more

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Joe Jonas


Joe Jonas is listed (or ranked) 2 on the list Taylor Swift's Ex-Boyfriends Describe What It's Like To Date Her
Photo: music_page_iran/Instagram

Dreamy Jonas Brother, Joe Jonas dated Swift back in 2008 and the pair had a tumultuous breakup that inspired this very cringe-worthy YouTube video, and Swift's most problematic and slut-shaming song "Better Than Revenge" - a song about Jonas' ex-girlfriend Camilla Belle. Jonas shared his thoughts about their breakout on his Myspace page. How very early 2000s:  

"I never cheated on a girlfriend. It might make someone feel better to assume or imply I have been unfaithful but it is simply not true. Maybe there were reasons for a breakup. Maybe the heart moved on. Perhaps feelings changed. I am truly saddened that anything would potentially cause you to think less of me," […] For those who have expressed concern over the '27 second' phone call, I called to discuss feelings with the other person. Those feelings were obviously not well received. I did not end the conversation. Someone else did. Phone calls can only last as long as the person on the other end of the line is willing to talk."

Age: 28

Birthplace: Casa Grande, Arizona, United States of America

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Calvin Harris


Calvin Harris is listed (or ranked) 3 on the list Taylor Swift's Ex-Boyfriends Describe What It's Like To Date Her
Photo:  Instagram: @taylorswift

Calvin Harris and Taylor Swift had a pretty public, pretty aggro split, with him tweeting about her PR team trying to make him look bad and Swift being really into people knowing she wrote Harris' and Rihanna's "This Is What You Came For". Harris talked to British GQ about his experience being with and breaking up with Swift:  

"It's very difficult when something I consider so personal plays out very publicly," he admitted. "The aftermath of the relationship was way more heavily publicized than the relationship itself. When we were together, we were very careful for it not to be a media circus. She respected my feelings in that sense. I'm not good at being a celebrity."

Age: 34

Birthplace: Dumfries, United Kingdom

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Harry Styles


Harry Styles is listed (or ranked) 4 on the list Taylor Swift's Ex-Boyfriends Describe What It's Like To Date Her
Photo: redlipclassic_/Instagram

Former One Direction-er, Harry Styles, dated Swift back in November 2012 until January 2013, and their time together inspired Swift's songs "Out of the Woods" and "Style" as well as the One Direction song "Perfect" which contained the lyrics "if you're looking for someone to write your break up song about" so there you go! Styles talked about his relationship with Swift during a Google Hangout with his band mates, and touched upon her writing songs about him: 

"We write from personal experience, and I think everyone does, so it would be hypocritical of us to be like, 'Oh you can't write about us,' And she's really good, so they're good songs,, […] I'm really lucky in that sense."

Age: 24

Birthplace: Redditch, United Kingdom

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