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A List of Taylor Swift's High-Profile Romances (and Breakups)

Swift and her latest guy, Tom Hiddleston, have reportedly broken up.

ByABC News
September 7, 2016, 4:50 PM

— -- As summer comes to an end, so, it seems, does another Taylor Swift romance.

Swift stepped out solo in New York City on Tuesday amid unconfirmed reports that she and English actor Tom Hiddleston have split.

The whirlwind romance, which came to be known as "Hiddleswift," began a month after the pair met at the Met Gala in May. Soon after, the pair took their romance on the road, from Swift's home in Rhode Island to Nashville, England, Rome and Australia. Along the way, there were public displays of affection, including an "I Heart TS" sleeveless T-shirt worn by Hiddleston, and introductions to each other's parents.

Although the couple stayed mum about their relationship status, Hiddleston finally confirmed that the romance was real. "The truth is the Taylor Swift and I are together and we’re very happy. Thanks for asking," he told The Hollywood Reporter in July. "That’s the truth. It’s not a publicity stunt."

PHOTO:Taylor Swift and Tom Hiddleston.
Taylor Swift and Tom Hiddleston.

But now it seems Swift can add Hiddleston, 35, to the list of her high-profile breakups.

When it comes to love, the 26-year-old doesn't hold back.

"The way I look at love is you have to follow it, and fall hard, if you fall hard. You have to forget about what everyone else thinks. It has to be an us-against-the-world mentality. You have to make it work by prioritizing it, and by falling in love really fast, without thinking too hard. If I think too hard about a relationship I'll talk myself out of it," Swift told Rolling Stone in 2012. "I have rules for a lot of areas of my life. Love is not going to be one of them."

That may explain the men she's attracted, from John Mayer, 13 years her senior, to Conor Kennedy, four years her junior.

"I just try to let love surprise me because you never know who you're going to fall in love with. You never know who's going to come into your life -- and for me, when I picture the person I want to end up with, I don't think about what their career is, or what they look like. I picture the feeling I get when I'm with them," she told InStyle in 2012.

Be warned Hiddleston: Swift's breakups often become fodder for her music.

Scroll down to see a list of Swift's past beaus:

Calvin Harris

PHOTO:Taylor Swift and Calvin Harris on May 28, 2015 in New York City.
Taylor Swift and Calvin Harris on May 28, 2015 in New York City.

Before Hiddleston, Swift's longest romance by far was with DJ Calvin Harris.

The pair first went public last spring after the pop singer posted a bikini pic in the pool with Harris. A few weeks later, he tweeted about his girl changing the music industry after she got Apple to change how it compensates artists for its streaming service. They continued to share sweet Instagram posts and inspiring Twitter messages about their relationship and occasionally opened up about their romance.

"It’s going absolutely fantastic," Harris, whose real name is Adam Wiles, told Kiss FM UK last July.

This past April, a month after celebrating their one-year anniversary with a beach vacation, Swift told Vogue, "I’m just taking things as they come. I’m in a magical relationship right now. And of course, I want it to be ours and low-key ... This is the one thing that’s been mine about my personal life."

The magic didn't last. Swift and Harris called it quits by June 1.

According to People magazine, there was no specific incident that prompted the breakup. "There was no drama," a source told the magazine. "Things just don't work out sometimes."

Two weeks later, she stepped out with Hiddleston.

Harry Styles

PHOTO: Taylor Swift and Harry Styles are seen walking around Central Park in New York City, Dec. 2, 2012.
Taylor Swift and Harry Styles are seen walking around Central Park in New York City, Dec. 2, 2012.

Swift began dating the One Direction hunk Harry Styles, 22, in Nov. 2012 but they called it quits by Jan. 2013.

Though brief, their romance is believed to have inspired two Swift songs, "Style" and "Out of the Woods."

Before a performance of "Out of the Woods" last fall, Swift talked about the anxiety she felt while in the relationship that inspired the song.

"The No. 1 feeling I felt in the whole relationship was anxiety," she said in a video of the performance released by the Grammy Museum. "Because it felt very fragile, it felt very tentative. And it always felt like, 'Okay, what's the next road block? What's the next thing that's gonna deter this? How long do we have before this turns into just an awful mess and we break up? Is it a month? Is it three days?"

Conor Kennedy

PHOTO: Conor Kennedy on October 15, 2012 in New York City.
Conor Kennedy on October 15, 2012 in New York City.

Styles wasn't the first younger man Swift has dated. In the summer of 2012, the singer began dating Conor Kennedy, then 18, the son of Robert F. Kennedy Jr. and the late Mary Kennedy, and their relationship quickly progressed before fizzling out by fall. They were spotted around the Kennedy family home in Hyannis Port, Massachusetts, throughout the summer kissing and spending time with his family. Conor's grandmother Ethel Kennedy called her "sensational inside and out."

Meanwhile, their age difference generated headlines with reports that Swift "kidnapped" Kennedy after flying him from his Massachusetts boarding school to Nashville on her private jet. Swift told Rolling Stone, "You can't kidnap a grown man!"

Jake Gyllenhaal

PHOTO:Actor Jake Gyllenhaal on November 19, 2012 in New York City.
Actor Jake Gyllenhaal on November 19, 2012 in New York City.

Swift briefly dated actor Jake Gyllenhaal in 2010. Though the couple tried hard to keep their relationship a secret, they were caught together several times by the paparazzi before the relationship appeared to fizzle around Christmas that year. It's widely believed that Swift's hit "We Are Never Ever Getting Back Together" is about Gyllenhaal, 35.

Speaking to USA Today in 2012, Taylor explained that the song was inspired by an ex who "made me feel like I wasn't as good or as relevant as these hipster bands he listened to."

Taylor Lautner

PHOTO:Taylor Lautner and Taylor Swift shown October 25, 2009 at Staples Center in Los Angeles, Calif.
Taylor Lautner and Taylor Swift shown October 25, 2009 at Staples Center in Los Angeles, Calif.

Swift dated her "Valentine's Day" movie co-star Taylor Lautner from Oct. to Dec. 2009. They split soon after his 19th birthday party because, according to an Us Weekly source, "he liked her more than she liked him."

But Swift seemed to express some regrets about the breakup in her song "Back to December," in which she sings, "I miss your tan skin, your sweet smile," and "It turns out freedom ain't nothing but missing you," and "Wishing I'd realized what I had when you were mine."

The actor, 24, recently confirmed that the song is about him.

John Mayer

PHOTO:John Mayer and Taylor Swift shown December 8, 2009 in New York City.
John Mayer and Taylor Swift shown December 8, 2009 in New York City.

Their 13-year age difference did not stop Swift and John Mayer from briefly dating in 2009. They even recorded the duet "Half of My Heart" for his album. But post-breakup, Swift released the 2010 song "Dear John," believed to be about the serial dater, who was most recently linked with Katy Perry.

Mayer, 38, told Rolling Stone in June 2012 that he was "humiliated" by the song and "I never did anything to deserve that. It was a really lousy thing for her to do."

Joe Jonas

PHOTO:Taylor Swift and Joe Jonas shown September 7, 2008 in Los Angeles, Calif.
Taylor Swift and Joe Jonas shown September 7, 2008 in Los Angeles, Calif.

Taylor Swift began dating the Jonas Brothers' Joe Jonas in summer 2008. Jonas, now 27, ended the relationship a few months later with a phone call. Swift told Ellen DeGerneres, "I'm not even going to remember the boy who broke up with me over the phone in 25 seconds when I was 18. ... I looked at the call log -- it was like 27 seconds. That's got to be a record."

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