Taylor Swift’s List of Ex-Boyfriends: Who Has She Dated In the Past?

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We bet you’ll be amazed at the dating list of singer and songwriter, Taylor Swift whose relationship timeline is as swift as her name implies. While the swift dater is back with yet another beau; Joe Alwyn, Taylor’s fans cannot help but hold their breath as they count down to when this latest addition would become just a page of her voluminous love diary. And who knows? he may be sent off with a song as the singer’s culture demands. But let’s be optimistic as we watch this latest relationship unfold.

List of Ex-boyfriends: Who Has She Dated In the Past?

The princess of pop whose genres are mainly country, pop and pop/rock, is popular for her very public romantic entanglements, as well as her distinctively worded songs which she usually employs as a goodbye note for her failed relationships. A timely warning for all the hopeful dudes: if you have plans to date Taylor, be prepared to have a song written about you.

  • 1 Joe Jonas

The Grammy award-winning singer started her escapades with the opposite sex in her late teens when she hooked up with the handsome in July 2008. Their three months old relationship which hit the rocks in a 27-seconds phone call from Jonas was laid to rest with a song titled ‘Better Than Revenge’, which is believed to be targeted at the girl Jonas replaced her with.

  • 2. Lucas Till

It would appear that the pop singer bit off more than she could chew when she dated her “You Belong with Me” co-star Lucas Till. Their relationship which spanned between March 2009 and April 2009 was devoid of the usual drama which may be why Taylor never had a Swift song in his honour. On his own part, Lucas said that the relationship couldn’t work out because he only liked Taylor as a friend, Ouch! that surely hurt.

  • 3. Taylor Lautner

The pop princess and Twilight’s became the hottest couple in Hollywood from August 2009 to December 2009. Taylor Squared as they were called was the target of the paparazzi in all of LA and when the relationship came to an end, the swift dater wrote a song titled “Back to December” for her ex which prompted a simple response of “that’s what she does.” From Lautner.


  • 4. John Mayer

The Taylor Swift relationship (December 2009-February 2010) may yet be the most famous of them all, perhaps that’s why Taylor sent two songs towards his direction; ‘Dear John’ and ‘Bad Blood’.

  • 5. Cory Monteith

April 2010 was the turn of the late “Glee” star Cory Monteith. Although the duo never agreed they were dating, the song ‘Mine’ is believed to have been written in Cory’s honour when the relationship ended less than a month later.

  • 6. Jake Gyllenhaal

Actor Jake Gyllenhaal left his relationship with Taylor in January 2011. The love journey which started in October 2010 was dismissed with a number titled Red.

  • 7. Adam Young

If you can consider exchanging emails and coming together a few times as dating, then we would be right to say that Taylor dated Owl City’s Adam Young and reportedly wrote the track titled ‘Enchanted’ to bid him farewell.

  • 8. Chord Overstreet

– Swift and Chord OverstreetRelationship rumours were rife in 2011 when Swift was spotted with the handsome Glee actor, Chord Overstreet at a hockey game but unfortunately, it ended as swiftly as others.

Whether the relationship between the singer and Garrett Hedlund was imagined or real is still left to be seen.

  • 9. Zac Efron

Taylor denied dating in 2012 while they were promoting the movie titled “The Lorax”. According to the songbird, Zac is awesome, but they are not a couple.

  • 10. Conor Kennedy

Swift dated Conor Kennedy in July 2012 and by October of the same year, the relationship was already off and the track titled ‘Begin Again’ closed the chapter of that part of the singer’s life.

  • 11.  Harry Styles

The romance between the renowned artist and Uber-famous was highly publicized. The relationship which took off in December 2012 only managed to see the light of January 2013 before it ended in an infamous split. It is widely believed that their breakup was the reason behind the song ‘Rolling Stone’.

  • 12. Calvin Harris

The relationship which lasted from February 2015 to June 2016 between Swift and felt like forever, the duo was like the proverbial match made in heaven. They actually celebrated their one-year anniversary with a home-made cake but when the going got ugly, Taylor expressed her pent-up feelings through the number titled “Look What You Made Me Do”.

  • 13. Tom Hiddleston

Although she started dating Tom Hiddleston almost immediately. In June 2016 and after three months of intense romance, the two called it quits in September 2016.

Now, the obvious question on the lips of the swift dater’s fans is this; Will Joe Alwyn be next on Taylor Swift’s breakup list? Taking the relationship timeline of the Grammy award winner into consideration, the answer to that particular question will surely come sooner than we expect as we wait with baited breath for the penny to drop.

Also Read: Top 10 Richest People in the world with full biography and details.