All Of Taylor Swift’s Ex-Lovers

By Anna Collins 11 months ago

1. Matty Healy

Image source: Reddit
Matty Healy, the 1975 frontman is thought to be Taylor Swift's latest fling. Having broken up with her long-term beau, she moved on with Matty Healy in a kind of whirlwind romance. He was even backstage at her latest show. Despite people calling it a 'fling', others claim the couple are madly in love and while Taylor has been touring the two of them have been face timing every night.

2. Joe Alwyn

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Taylor and Joe Alwyn were together from 2016-2023, and people thought that was it for the couple. The pair were engaged and it seemed that the two were meant to be. Taylor said that she had never before had the same kind of happiness she had felt with Alwyn. The two even wrote music together. But, the two split in April 2023 after 6 years together.

3. Tom Hiddleston

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At first, people assumed that the romance between Taylor and Tom Hiddleston in 2016 was a publicity stunt.  The pair were spotted kissing on a beach and Hiddleston even wore a T-shirt to her July 4th party with a t-shirt 'I love T.S' He confirmed that the pair were very much dating for real. But sadly they broke up in September after a few months together.

4. Calvin Harris

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Taylor Swift and Calvin Harris were together in 2015-16. They became the couple we all were rooting for, despite the fact that none of us had seen it coming. They made it official when they attended the Billboard Music Awards together and they were spotted kissing in public. Taylor Swift described their relationship as magical at their one year anniversary, but, the two of them broke up in 2016.

5. Harry Styles

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Let's all remember the couple of 2012-2013...Harry Styles and Taylor Swift. Okay, they never truly got to couple status, but we all wanted it to happen. They met at an award show and took a stroll around the central park for their second date. Styles later described it as a bit awkward, saying that romance is hard to navigate at 18. It's thought that Swift's songs 'Out of the Woods' and 'Style' are based on him!

6. Connor Kennedy

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In 2012 Taylor Swift briefly started dating the grandson of Robert Kennedy, Connor Kennedy. It lasted a few months and Taylor felt inspired by his family and admitted to writing 'Starlight' based on what she knew of Connor Kennedy's mother and father.

7. Adam Young

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So, Taylor and Adam Young never actually got together (or that we know of at least). But that didn't mean that the two of them didn't have some kind of romance. Taylor Swift was so captivated by the Owl City singer that she wrote 'Enchanted' based on their attraction for one another.

8. Jake Gyllenhaal

Image source: Reddit
In 2010 Jake Gyllenhaal and Taylor Swift dated briefly. The two of them got close and she even spent Thanksgiving with his sisters, which is even referenced in one or two of her songs, including 'All Too Well'.  Gyllenhaal flew her on a private jet to his date and pulled out all of the stops for their brief romance, yet he went on to dump her over text. It is thought 'We Are Never Ever Getting Back Together' is about her dating Jake!

9. John Mayer

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John Mayer and Taylor Swift hooked up in 2009/2010, they met whilst collaborating on his single. But, when the pair split up Taylor released 'Dear John', and even referenced their age gap in the lyrics (she was 19 and he was 32 at the time). The line said 'Don't you think nineteen is too young to be messed with'. Mayer said the song was totally humiliating and it made him feel undeservedly guilty.

10. Taylor Lautner

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Taylor Lautner and Taylor Swift became Taylor squared in the public eyes and they were loves young dream...for a brief moment. The two of them met in 2009 whilst filming 'Valentine's Day'. The couple dated for a few months before splitting up and Taylor Lautner became another muse referenced in 'Back to December'.

11. Corey Monteith

Image source: Reddit
Corey Monteith and Taylor Swift only dated for around a month, however, he left a huge impression on her and it is thought that her song 'Mine' is based on her relationship with him. The two of them got along well and there was never any bad blood between them when they split.

12. Lucas Till

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Lucas Till will be recognized by every Taylor Swift fan as the guy from the music video of 'You Belong With Me'. After the music video was shot, the pair of them started dating. This was back in 2009. The two of them broke up amicably after a short tie dating each other.

13. Joe Jonas

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The internet blew up when Taylor Swift and Joe Jonas started dating. The Jonas brothers had reached their peak fame and the two young singers seemed to be the perfect patch. It didn't exactly work this way. After 3 months of fun, the two of them broke up over the phone.

14. Sam Armstrong

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Taylor's first heartbreak and betrayal came from Sam Armstrong who inspired the song 'Should've Said No' after he cheated on Taylor when the two were just young adults. To make matters even worse he then started posting hate posts about her on Twitter!

15. Drew Hardwick

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Drew Hardwick was the inspiration behind 'Teardrops on my Guitar'. For some time Taylor and Drew were extremely close, they never actually dated but they always secretly and undeniably liked each other. They had a really close friendship and it never stemmed into anything more.

16. Jordan Alford

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John Alford was another in the line of Taylor Swift's long-lost lovers. She and Alford had a romantic fling for a very brief amount of time. But, despite the fact that it was short-lived the brief relationship inspires strong emotion and he was the man behind 'Picture to Burn.

17. Brandon Borello

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Brandon Borello was one of Taylor Swift's first-ever loves. He lived locally to her and they met in high school- childhood sweethearts. But, the relationship never made it past this stage as they broke up when he had to go to college. Her song 'Tim McGraw' was inspired by her feelings for him.

18. Garret Hedlund

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Rumors spread amongst fans that Taylor Swift and Garret Hedlund were dating. This has never been confirmed, but it seemed likely that the pair had a brief fling. Hedlund had a very private approach to relationships which could explain why this managed to remain a secret!

19. Eddie Redmayne

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Did we expect it? No. But could we see it? Definitely. Although this romantic fling is long since over, the two of them would have made a pretty cute couple. There was a LOT of speculation amongst fans who became convinced that the two stars had something going on.

20. Zac Efron

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Of course, when it seemed like it was a possibility that our teenage heartthrob Zac Efron and Taylor Swift were dating...fans went wild. They started to appear at a few public events together and even collaborated on a song that made fans think that the two were more than just friends.

21. Douglas Booth

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Douglas Booth was another rumored lover of Taylor Swift. They were seen at many different public events together and they had been photographed together a number of times. There seemed to be a clear connection between the two of them, but nothing was ever confirmed or denied!

22. Tim Tebow

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There was a lot of speculation among fans and the media when it was believed that Tim Tebow and Taylor Swift were dating. The two were hanging out together and it seemed like they had a spark and the connection was visible, which led a lot of fans to conclude that the two may be in a secret relationship!

23. Patrick Schwarzenegger

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Patrick Schwarzenegger and Taylor Swift were spotted out and about together in public on multiple occasions (date day maybe?). The two of them were visibly playful and flirty together which led to people believing that they were more than just friends.

24. Matthew Gray Gubler

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Matthew Gray and Gubler were also other men involved in Taylor Swift's romantic life. The two of them never became anything serious, yet the two of them enjoyed dating for a brief period of time. The two of them spent the 4th of July together, sharing similar USA face paintings.

25. Stephen Barker Liles

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Fellow country musician Stephen Barker Liles hit it off with Taylor Swift and the two began hanging out together and even worked on some music projects together. It seemed like a match made in heaven, yet nothing serious ever came of Taylor's country fling.

26. Brenton Thwaites

Image source: Reddit
As we can see here, Brenton Thwaites and Taylor Swift made an extremely cute couple (for a very brief time). The two of them had a whirlwind fling which ended as abruptly as it started. Brenton Thwaites was the next man to become romantic history and music inspiration.

27. Alexander Skarsgard

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Taylor Swift and Alexander Skarsgard, a famous actor from Sweden, struck up a friendship and a very close bond. The media and fans both reported that the two of them were more than just friends and the two of them were romantically involved. Yet, this fizzled out and they remained friends.

28. Jared Leto

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Taylor Swift and Jared Leto were friends, but speculation claimed that they were much more than just friends! We'll never truly know, as neither of the pair denied or confirmed that they were both romantically involved with one another and so it remained speculation.

29. Karlie Kloss

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There have been continuous claims that Taylor Swift and Karlie Kloss were more than just good friends. Karlie Kloss is a stunning supermodel and businesswoman. And despite the two being extremely close, Kloss publicly denied that there was ever anything more to it.

30. Ed Sheeran

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Taylor Swift and Ed Sheeran have remained close friends over the years and they have worked on multiple music projects together. It's no wonder that people were rooting for more as the two seemed perfectly matched. They have both been highly praising of one another in public. Perhaps in the past, the two were something more!

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