Taylor Swift's Five Biggest Breakups: Gyllenhaal? Mayer? Lautner? Conor Kennedy's in Good Company!


Taylor Swift and Conor Kennedy have reportedly called it quits.

And while it's a dark day for young love, everyone knows that one surefire way to get over a broken heart is to find love again. Fortunately, that's something Taylor has had plenty of experience in. Unfortunately, her luck in the musical world hasn't quite translated to her love life.

And since you can't look to the future without learning from the past, let's take a trip down memory lane and relive Swift's five biggest breakups.

1. John Mayer: Taylor collaborated with John on his 2009 song "Half of My Heart." From what pop culture has managed to piece together, it wasn't long after that the twosome began quietly dating, only to end. And from the sounds of things, not well. Flash to 2010, when Taylor released "Dear John," a scathing ballad trashing the eponymous man for playing "dark twisted games" with girls' hearts.

In June 2012, Mayer, now 35, told Rolling Stone he was "really humiliated" by Taylor's song, which he (and the rest of the world) presumed to be about him. "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."

But the drama didn't end there, and when Glamour magazine brought up John's hurt feelings in a recent interview, Taylor refused to listen. "No! I don't want to know, I don't want to know," she said. "I put a high priority on staying happy, and I know what I can't handle."

She also said it was "presumptuous" of John to even assume "Dear John" was about him. "I never disclose who my songs are about," she stated. Well, sometimes you don't have to.

2. Jake Gyllenhaal: Who could forget Taylor and Jake's brief but intense romance back in late 2011? Whether they were giggling over ice cream or sipping maple syrup lattes in Brooklyn, this hip duo was anything but shy when it came to the PDAs.

But before the year was up, Taylor and Jake had called it quits. Many have speculated that Taylor's new song (seeing the pattern here) "We Are Never Ever Getting Back Together" is about her handsome 31-year-old ex. Somehow we doubt Jake will pull a John and bring this up in his next interview, though, so we may never know for sure.

3. Joe Jonas: Here's a golden rule of dating: Never break up with someone on the phone. In 2008, Joe Jonas learned that lesson the hard (and very public) way, when Taylor put the boy bander on blast for doing just that. In an appearance on The Ellen DeGeneres Show, she said the kamikaze breakup call "was like, a record, I think, for how quick. I looked at the call log—it was like 27 seconds." If you listen closely, you can still, to this day, hear the audience's boos.

But now that some time has passed, Joe and Taylor's split seems to be water under the bridge. In a recent interview with 94.7 FM, the Jonas Brother insisted Taylor's "We Are Never Ever Getting Back Together" song was not written about him. "That said, I think the song is great," he added. "Taylor does pop music really well and I'm happy for her."

4. Taylor Lautner: From October to December 2009, the Valentine's Day costars were reportedly so a couple. When Tay squared parted ways after Lautner's 19th birthday party, it was allegedly because "he liked her more than she liked him."

And while we know she'll never explicitly confirm it, we're pretty sure Taylor's regretful 2010 song "Back to December" is about the Twilight star. "I miss your tan skin, your sweet smile," she sings wistfully. Her lyrics even suggest a reconciliation, but so far as we know, that's yet to happen.

5. Cory Monteith: The Glee star and Taylor never confirmed their romance in 2010, though there's plenty of photographic evidence that they enjoyed spending solo time together. However, there don't appear to be any hard feelings, as in a recent interview on The Ellen DeGeneres Show, Taylor blushed when she was shown Cory's picture. After pointing out that she didn't date Justin Timberlake or Ashton Kutcher, she got quiet when it came to the 30-year-old singer-actor. "Mmm?" she said, quickly trying to change the topic. "What are you doing?!"

Oh, just running through your romantic history, Taylor. Might be something to get used to.

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