LifestyleTaylor Swift's love life: Dating stars, hits, and heartbreak

Taylor Swift's love life: Dating stars, hits, and heartbreak

Taylor Swift has relationships with stars such as Harry Styles, Jake Gyllenhaal, and Joe Jonas. Not all of these relationships were successful, with many resulting in hits that the whole world hums today.

Taylor Swift's relationships. Who has the artist been involved with?
Taylor Swift's relationships. Who has the artist been involved with?
Images source: © Getty Images

8:17 AM EDT, August 2, 2024

Much has already been written about current events, so we'll remind you of Swift's hottest relationships. The singer has been in about 30 relationships, and we describe the most notable ones.

Taylor Swift and Joe Jonas

One of Taylor Swift's first high-profile relationships was with Joe Jonas, known from the Jonas Brothers band. The couple dated for just five months (from July to October 2008). Their breakup was talked about worldwide due to Swift's interview on The Ellen DeGeneres Show, where she said:

- When I find that person who is right for me, he'll be wonderful, and when I look at that person, I'm not even gonna be able to remember the boy who broke up with me over the phone in 25 seconds when I was 18 - she said.

Swift wrote two songs about Jonas: "Last Kiss" and "Forever & Always."

Taylor Swift and Joe Jonas were involved in 2008.
Taylor Swift and Joe Jonas were involved in 2008.© Getty Images | Kevin Mazur

Taylor Swift and John Mayer

In 2009, Swift briefly dated actor Lucas Till, known from the "X-Men" series. After their breakup, she became involved with singer John Mayer. Mayer, who had a reputation for numerous infidelities, ended the relationship by leaving Swift for another star. It quickly surfaced that Mayer was dating Katy Perry, prompting Swift to write the song "Dear John." "Don't you think nineteen's too young to be played by. Your dark, twisted games when I loved you so?," she sang.

John Mayer admitted that Swift’s song was painful for him. In an interview, he said:

- 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 - he said.

Taylor Swift and John Mayer
Taylor Swift and John Mayer© Getty Images | Dimitrios Kambouris

Taylor Swift and Taylor Lautner

In 2009, Taylor Swift also dated actor Taylor Lautner, known from the "Twilight" film series. They met on the set of the movie "Valentine's Day" and tried to keep their romance a secret for a long time. The media quickly picked up on their relationship.

Despite their breakup, the couple remained on good terms. Lautner's current wife is even a big fan of Swift, and she approved of Lautner's appearance in Swift's music video.

Taylor Swift i Taylor Lautner
Taylor Swift i Taylor Lautner© Getty Images | Jean Baptiste Lacroix

Taylor Swift and Jake Gyllenhaal

Taylor and Jake were one of the hottest couples in show business, dating between 2010 and 2011. Apparently, Gyllenhaal initiated the breakup due to their 10-year age difference. He believed that if Taylor had been closer in age, "they might have made it." Swift addressed this in a song, singing: "I'll get older but your lovers stay my age."

These words could have been a reference to Jake's relationship with Jeanne Cadieu, who is 15 years younger.

Taylor Swift and Harry Styles

Taylor and Harry dated in 2012. Their relationship, involving two popular, talented, and beautiful people, was talked about globally. Unfortunately, they broke up after a year but remain on friendly terms to this day.

Taylor Swift and Harry Styles
Taylor Swift and Harry Styles© Getty Images | David Krieger/Bauer-Griffin

Taylor Swift and Calvin Harris

Swift and Harris dated in 2015. Their relationship seemed perfect, but after a year, they announced their breakup, assuring it was amicable. However, soon after, Swift was seen with Tom Hiddleston, leading to media accusations of cheating. Swift faced a wave of hate when she revealed she had co-written Harris's hit "This Is What You Came For."

Calvin reacted on social media, writing:

- Hurtful to me at this point that her and her team would go so far out of their way to try and make ME look bad at this stage though. I figure if you’re happy in your new relationship you should focus on that instead of trying to tear your ex bf down. I know you’re off tour and you need someone new to try and bury like Katy ETC but I’m not that guy, sorry. I won’t allow it - he wrote.

Taylor Swift and Calvin Harris
Taylor Swift and Calvin Harris© Getty Images | Raymond Hall

Taylor Swift and Tom Hiddleston

In 2016, the media was filled with photos of Swift and Hiddleston. This relationship caused much controversy as it surfaced right after her breakup with Harris, compounded by their nine-year age difference. Hiddleston called Swift "an amazing woman" in an interview with GQ, saying:

- Taylor is an amazing woman. She's generous and kind and lovely, and we had the best time - he said.

Tom Hiddlestone
Tom Hiddlestone© Getty Images | starzfly/Bauer-Griffin

Taylor Swift and Joe Alwyn

Taylor Swift and Joe Alwyn began dating in 2019, marking her longest relationship, which lasted six years. They were seen as a great duo, avoiding media attention and not publicizing their relationship. From the documentary "Miss Americana," it was evident they were solid supporters of each other. When Taylor decided to take a break from the media and disappeared for a year, Joe was by her side.

- They had plenty in common and fell in love in a safe bubble while she was retreating from the world during Reputation," adds the source, referring to Swift's 2017 studio album. "Then the pandemic hit, and they were locked down together and able to continue growing their relationship in this insulated way. But he didn't really 'know' her yet outside of that bubble," wrote People magazine.

Rumors of their breakup started circulating when Taylor Swift went on her "The Eras Tour."

- Joe has struggled with Taylor's level of fame and the attention from the public. The differences in their personalities have also become harder to ignore after years together. They've grown apart. Taylor didn't see them working out in the long run. They are friendly. She doesn't have anything bad to say about Joe. They just grew apart. Taylor is staying very focused on her tour right now - reported People.

In interviews after her breakup with Joe, Taylor suggested that diverging life visions might have been the cause. She wanted stability, while Joe lived in the moment, not thinking about engagement and family.

- You talked me under the table, talking rings and talking cradles; I wish I could un-recall how we almost had it all - she sang in the song "Ioml," referring to her relationship with Joe.

In another song, Swift suggests that Joe cheated on her: "In fifty years, will all this be declassified? And you'll confess why you did it and I'll say, 'Good riddance' [...].I would've died for your sins, instead, I just died inside [...] You crashed my party and your rental car, you said normal girls were boring but you were gone by the morning [...] But you are what you did" - she sang.

Taylor Swift and Joe Alwyn
Taylor Swift and Joe Alwyn© Getty Images | 2019 Jackson Lee

The most buzz about Taylor's love life cropped up at the end of last year. The artist's new chosen one is American football star Travis Kelce. He has achieved many successes, especially with his team, the Kansas City Chiefs. Interestingly, he is also known from the reality show "Catching Kelce," where he was looking for his other half.

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