6 of Taylor Swift’s Most Memorable Breakups (and the Songs They Inspired)
With Taylor Swift’s breakup with Calvin Harris currently buzzing around the Internet, fans are no doubt expecting some stellar new music to be sparked by the end of the longest relationship the singer has experienced to date. If Taylor’s songwriting past is anything to go by, she’s probably already penning verses to help her through saying goodbye and once again welcoming singledom. While we grieve for the loss of one of our fave celeb couples, take a peek at six Taylor Swift songs and the ex-boyfriends that she was singing about.
1. Joe Jonas (July 2008-October 2008): Taylor Swift and Joe Jonas seemed like the perfect young pop couple, until he apparently broke up with her over the phone in a call that lasted less than 30 seconds. Ick. The breakup was the supposed influence behind Taylor’s songs “Last Kiss” and “Forever and Always,” as well as the hindsight melody “Holy Ground.”
2. Taylor Lautner (August 2009-December 2009): The world swooned over Taylor+Taylor as much as the young duo seemed to swoon over each other when news got out that they were dating. Appearing together in the romantic movie Valentine’s Day, the on-screen couple soon became an off-screen item. When the relationship fizzed out after just a few months, Taylor wrote “Back to December” (the month they broke up), which references a fellow with “tan skin” and a “sweet smile.” Sound familiar?
3. John Mayer (December 2009-February 2010): Still just 19 when she dated John Mayer, the relationship wasn’t at all smooth sailing, and the breakup was apparently just as brutal. Taylor publicly aired her feelings about how she had been treated in the blatantly named “Dear John” while singing the lines, “Don’t you think I was too young to be messed with? The girl in the dress cried the whole way home. I should’ve known.” Oof.
4. Cory Monteith (April 2010-May 2010): Although Glee’s Cory Monteith and Taylor Swift experienced a brief romance that was never officially confirmed, Taylor did tell Yahoo that two of her songs, “Speak Now” and “Mine” were based on a boy “that I just barely knew put his arm around me by the water, and I saw the entire relationship flash before my eyes.” So sweet!
5. Jake Gyllenhaal (October 2010-January 2011): Taylor Swift admitted to her confidence being easily shaken in an interview with NPR, where she also explained that her song “The Last Time” is about an “experience I had with someone who was kind of this unreliable guy. You never know when he’s going to leave; you never know when he’s going to come back, but he always does come back.” This perfectly describes the few months that Taylor spent with Jake Gyllenhaal, who had plenty of priorities but a stable relationship with Tay not being one of them.
6. Harry Styles (December 2012-January 2013): The pop music-loving world almost exploded when news got out that Taylor was dating One Direction’s Harry Styles. But the relationship was as short-lived as it was apparently rocky, with “I Knew You Were Trouble” and “Out of the Woods” rumored to be about the 1D singer… and even references to the duo’s snowmobiling accent making their way into her song. Ouch.
Of all these, seems like John Mayer was a learning lesson for young Taylor, while the relationship with Harry Styles might have been one she would have wanted to avoid completely. But it might be this current breakup that will be the hardest to get over. Here’s hoping the songs Calvin inspires have a happier ending!
What’s your fave Taylor Swift breakup song? Tweet us @BritandCo!
It can be intimidating to step out on your own and build a business from the ground up. As part of our collaboration with Office Depot, we're talking with Selfmade alum and solopreneur Colette Lawrence, the faith-based motivator and relationship builder behind The M.E.E. Movement, about ways in which women in business can find success.
B + C: How did you know M.E.E. Movement was your business to start?
The M.E.E Movement represents motivation, empowerment, and encouragement for women. It is what represents me. I did not know at first that it was my business to start, but then the thought of monetizing what I loved came to me. It scared me, however. I registered the business in July 2020 and have been slowly building my wings since.
B + C: What's one strategy that's helped you start your business?
Thinking through and researching what the requirements are to start my business, and then asking questions of people who are in the business. Not all advice worked; however, it helped me to figure out what I needed to do and not to do.
B + C: Did you always know life coaching would be your entrepreneurial path?
(Smiles) No, I did not. I 'stumbled" on it. I knew that people were always coming to me for advice and I found that I loved having conversations with them, especially with women, young and old.
B + C: What was your most valuable takeaway from Selfmade?
My most valuable takeaway was the first day of training: Get out of your own way. There were a lot of great moments and important takeaways from every presenter. However, getting out of my own way, pushing past doubts, was for me my most valuable takeaway. Doing something that I had never done before took courage. If I do not focus on what is happening with me mentally then I cannot deliver to my clients successfully.
B + C: What's one piece of advice you would give to female entrepreneurs on the brink of starting?
Get out of your head. You have something to offer. You have what you need to succeed so go ahead and do it.
B + C: How do you stay motivated?
I stay motivated by listening to music and listening to motivational speakers, and sometimes someone will just reach out and talk about the impact that I made in their life. That adds the extra juice or sauce I need to pummel through the day.
B + C: What's your best organizational tip?
Keep a diary and journal. It's the best way for me to keep organized and it also provides a source motivation as I record not only my "losses" but my wins as well.
B + C: Who inspires you in the entrepreneurial space?
Shirley Toliver – She motivates and empowers and makes me always want to show up.
B + C: What has receiving the Office Depot scholarship to Selfmade done to help you start or grow your business?
The scholarship was a blessing in that all the areas that were covered offered valuable information that I needed, from social media to HR. As a new business owner, I needed to know this to increase my own personal awareness in what it takes to run a successful business. The candidness of the presenters made it easy to see myself in their shoes and helped me to realize that I can also get there.
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Head to Office Depot's Selfmade page to check out even more amazing business resources (and discounts!) to help you accomplish more on your entrepreneurial journey. These offers are available for a limited time only, so be sure to take advantage of all this goodness while supplies last. Want to join the next Selfmade cohort this summer? Check out all of the scholarship details right here.