Taylor Swift’s Ex-Boyfriends Describe What It’s Like To Date Her
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John Mayer
John Mayer dated Swift from December 2009 until February 2010, inspiring her break-up anthem “Dear John.” Mayer had a lot of feelings about being the subject of an inflammatory song following the demise of their relationship.
He discussed the “humiliating” experience in a Rolling Stone interview:
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?”
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2Joe Jonas
Dreamy Joe Jonas – of Jonas Brothers fame – dated Swift in 2008. The pair had a tumultuous breakup that inspired a cringe-worthy YouTube video, and Swift’s most problematic song “Better Than Revenge” – which was reportedly about Jonas’ ex-girlfriend Camilla Belle.
Jonas shared his thoughts about the split with Swift on his Myspace page (how very early-2000s of him):
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.
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3Harry Styles
Former One Direction singer Harry Styles dated Swift from October 2012 until January 2013. Their time together inspired Swift’s songs “Out of the Woods” and “Style,” as well as the One Direction song “Perfect.” The latter contained the lyric “… if you’re looking for someone to write your break-up song about…” Perhaps this was an indicator of things to come.
Styles discussed his relationship with Swift during a Google Hangout with his bandmates, and touched on her 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: 30
- Birthplace: Redditch, Worcestershire, England, UK
Dig Deeper The Best Songs on Harry Styles’s Album ‘Harry’s House’
Also ranks #2 on Every Member Of One Direction, Ranked Best to Worst
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Did you know?Calvin Harris is also ranked #3 of 156 on The Best DJs in the World Right Now
4Calvin Harris
Calvin Harris and Taylor Swift had a very public split. He accused her PR team of trying to make him look bad, and Swift went public with writing credit for Harris and Rihanna’s hit “This Is What You Came For.”
Harris talked to British GQ about his relationship – and subsequent break-up – with Swift: “It’s very difficult when something I consider so personal plays out very publicly. 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: 40
- Birthplace: Dumfries, Scotland
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5Taylor Lautner
Swift and Taylor Lautner (AKA Taylor Squared) dated in 2009. Lautner briefly discussed the high-profile relationship during a Facebook Q&A with Scream Queens co-stars, Lea Michele and John Stamos. Lautner remained famously tight-lipped about Swift during most interviews.
However, Michelle managed to get a reaction out of Lautner regarding the song Swift wrote about him, “Back to December:”
“Michele: You dated Taylor Swift. I remember that.
Lautner: That’s hilarious.
Michele: Should we talk about it?
Lautner: No! I don’t know why you guys want to talk about it.
Michele: Didn’t she write a song about you?
Lautner: That’s what she does. She writes songs.”
- Age: 32
- Birthplace: Grand Rapids, Michigan, USA
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6Tom Hiddleston
Tom Hiddleston made a bit of a spectacle of himself during his relationship with Swift. After all, donning an ‘I Heart TS’ shirt while frolicking in the ocean doesn’t exactly help when auditioning for the role of James Bond.
He opened up about their relationship (and the tank top many assumed to be a PR stunt), in an interview with GQ: “The truth is, it was the Fourth of July and a public holiday, and we were playing a game, and I slipped and hurt my back. And I wanted to protect the graze from the sun and said, ‘Does anyone have a T-shirt?’ And one of her friends said, ‘I’ve got this.’ […] I just, I was surprised. I was just surprised that it got so much attention. The tank top became an emblem of this thing.”
He also talked about dating Swift despite the media scrutiny: “So we decided to go out for dinner, we decided to travel […] A relationship in the limelight … A relationship always takes work. A relationship in the limelight takes work. And it’s not just the limelight. It’s everything else.”
- Age: 43
- Birthplace: Westminster, London, England, UK
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7Jake Gyllenhaal
Gyllenhaal and Swift dated in 2010 and rumor has it Swift wrote “All Too Well” and “Red” about him. Gyllenhaal has been rather tight-lipped about his time with Swift. In fact, during an awkward interview with The Guardian, Gyllenhaal was markedly less chatty about the situation: “I think when you’re in a relationship, you are constantly scrutinized, your friends are scrutinized, but …”
At that point, he stopped talking, and the interviewer quickly changed the subject. However, Gyllenhaal was eventually more willing to open up about his past relationship. In a Facebook Q&A video, Gyllenhaal sat down with Boston Marathon survivor Jeffrey Bauman, who managed to elicit a bit more of a response:
Bauman: “If you lost your legs in real life, do you think Taylor Swift would write a song about it? Like a country song?”
Gyllenhaal: “For me, or about it?”
Bauman: “For you. Like a country song.”
Gyllenhaal: “She sort of moved more into pop now…”
- Age: 44
- Birthplace: Los Angeles, USA, California
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