A little sneak peek into Taylor Swift’s dating history

The pop singer, Taylor Swift is tremendously loved by fans all over the world and has also been critically acclaimed some of the time for dating celebrities and then writing a song about them. This has not only created a lot of controversies but the songs have gained a massive hit making her a global sensation.

Have a look at Taylor Swift’s past relationships that have indisputably given us the best lyrics to vibe to.


1. Joe Jonas (2008)

Taylor Swift dated one of the Jonas brothers in the past and it was considered her first-ever official break-up that took place over a 27-second phone call. They dated from July 2008 to October 2008. “Last Kiss” and “Forever and Always” are conjectured to be the songs written for Joe Jonas. On the other hand, “Holy Ground” finely depicts the broader perspective of their short-lived romance.

2. Lucas Till (2009)

The exceptionally handsome, Lucas Till seems to be one of Taylor’s admirers. They both dated for a couple of months and then called it off. Lucas appeared in Taylor’s album, “You Belong With Me,” which prompted their love angle scene. Unfortunately, both of them broke up stating they were better off as friends. In an interview with MTV, Lucas said, “We dated for a little bit. But, there was no friction because we were too nice.”

3. Taylor Lautner (2009)

The love story between Twilight Star and the pop singer started in 2009, while they shot for their first rom-com film together, Valentine’s Day. Their relationship was quite on track and they were spotted together several times. But sadly their relationship ended, which made Taylor write a song about him i.e “December.”

4. John Mayer (2009-2010)

John Mayer and Swift’s exotic relationship sparkled when she collaborated with Mayer on his song “Half of My Heart” in 2009. In 2012, while interviewing with Rolling Stones, Mayor said he believes the song “Dear John” is about him. In that song, Taylor writes, “Don’t you think I was too young to be messed with?” and portrays the age gap between the two lovers, which likely shows her age when she (19) dated Mayor (32). He told Rolling Stones the song was humiliating and showcased him in the wrong light. Although Taylor denied saying, she doesn’t reveal for whom she writes the song.

5. Jake Gyllenhaal (2010)

Taylor dated Jake Gyllenhaal for a brief period in 2010. Although their relationship didn’t get official, when Taylor released her 10-minute-long song “All Too Well” in 2021, fans’ assumptions turned out to be true. In the song, she writes,

“They say all’s well that ends well

but I am in a new hell every time

you double-crossed my mind.”

The music video focuses on the age gap between the couple. Also, Thanksgiving dinner at Gyllenhaal’s sister, Maggie’s house quite clears everyone’s suspicion.

6. Conor Kennedy (2012)

It was also rumoured that Taylor dated Robert Kennedy’s grandson in the summer of 2012. When asked about her relationship with Conor, she said, “I don’t talk about my personal life in much detail.” to Glamour in 2012. Their relationship didn’t last long.

7. Harry Styles (2012-2013)

Swift met Harry Styles at an award function in 2012. Harry back then performing with the One Direction band eventually fell for her. Their relationship would have lasted a few months, but it was full of passion. “Out of the Woods”, “Clean”, “I Know Places” and “Styles are being suspected as the songs written about Harry. They both were spotted walking around the Central Park Zoo in December, making their official meet outside. Even after the breakup, both have remained friends and can be seen having a good time in public.

8. Calvin Harris (2015-2016)

Taylor Swift and Calvin Harris were seen kissing at the Billboard Music Awards in 2015, making their relationship official. They dated for about a year and Taylor had expressed their bond as magical. They broke up in 2016. Later, Harris shared a post saying, “The only truth here is that a relationship came to an end (and) what remains is a huge amount of love and respect.”

9. Tom Hiddleston (2016)

Taylor’s splendid love story with Marvel star, Tom Hiddleston began in 2016 when they were spotted kissing on a beach near Rhode Island. Hiddleston confirmed to Hollywood Reporter, that they had been together and they are immensely happy. Sadly, they broke up in September 2016.

10. Joe Alwyn (2016-now)

Taylor Swift dated the British actor, Joe Alwyn for 6 years. They first met at the Met Gala, which popped up a little chemistry and her song “Dress” closely showcases some of the highlights from that day. In 2017, they were spotted having a good time at Ed Sheeran’s concert. Alwyn had also recalled the times they spent in Lockdown writing songs at midnight. Taylor and Alwyn had won 6 Grammy awards for Best Lyrics. Her song “Lavender Haze” is inspired by her romance with Alwyn. Fortunately, their breakup has ended on a good note and it hasn’t turned out to be dramatic.