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Rank All of Taylor Swift's Exes

Updated June 4, 2018 38.3k votes 5.3k voters 95.1k views18 items

List RulesVote up the exes who you think Taylor was the best with.

Taylor Swift is known for her amazing songs, her great voice, and her awesome girl squad. But she may be even more famous for her ever-growing list of song-inspiring exes. Seriously, Taylor Swift's ex-boyfriends could be fuel for many albums to come. We'll just have to wait and see, but in the meantime, we're leaving it up to you to rank all of Taylor Swift's exes! 

It seems our T. Swift is just drawn to heartbreak. And while we love the songs she wrote about her exes, we still want the best for her! We knew that John Mayer was never going to be a good fit for her - hello, he's like "Mr. Heartache." We had hope for Joe Jonas, but shame on him for that 27-second phone call breakup. Then we thought maybe Harry Styles would be a good match. He wasn't, but we're pretty grateful for the songs "Out of the Woods" and "Style" that the One Direction singer inspired.

While Taylor has been romantically linked to a bunch of heartthrobs, including Zac Efron, this list is focused on the guys she actually dated - not just guys she was rumored to be dating. Although, it is pretty hard to keep it all straight! 

It's hard to pick which one of Taylor's exes is the best and which one is the worst, which is why we're tossing this list of Taylor Swift's ex-boyfriends to you. Upvote the Taylor Swift exes that you think she should have stayed with!

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  • Harry Styles1
    1,893
    1,403

    Harry Styles

    Age: 26

    Birthplace: Redditch, United Kingdom

    Harry Styles and Taylor Swift were only together from December 2012 to January 2013, but apparently it was enough time to fuel lots of angst-y break-up songs.

  • Tom Hiddleston2
    1,428
    1,237

    Tom Hiddleston

    Age: 39

    Birthplace: Westminster, London, United Kingdom

    Swift and Hiddleston - collectively known as Hiddleswift - dated during the summer of 2016. Only "official" for a few short months, E! News reported on their demise in early 2016, quoting a source close to the couple: "Taylor felt he wanted to take the relationship to be too public."

  • Taylor Lautner3
    1,656
    1,547

    Taylor Lautner

    Age: 28

    Birthplace: Grand Rapids, Michigan, United States of America

    Taylor Swift and Taylor Lautner dated from August 2009 to November 2009 after meeting on the set of Valentine’s Day.

  • Jake Gyllenhaal4
    1,541
    1,442

    Jake Gyllenhaal

    Age: 39

    Birthplace: Los Angeles, California, United States of America

    Though the two only dated from October 2010 to January 2011, the songs "We Are Never Getting Back Together" and "The Moment I Knew" are rumored to be about Jake.

  • Calvin Harris5
    1,193
    1,242

    Calvin Harris

    Age: 36

    Birthplace: Dumfries, United Kingdom

    Taylor dated the DJ and producer from March 2015 to June 2016
  • Joe Jonas6
    1,096
    1,531

    Joe Jonas

    Age: 31

    Birthplace: Casa Grande, Arizona, United States of America

    Joe Jonas allegedly dumped Taylor via a 27-second phone call in October 2008 after the two started dating in July of that same year.

  • Lucas Till7
    804
    1,417

    Lucas Till

    Age: 30

    Birthplace: Fort Hood, Texas, United States of America

    Taylor dated her "You Belong With Me" music video co-star Lucas Till from March 2009 to April 2009.

  • Eddie Redmayne8
    724
    1,412

    Eddie Redmayne

    Age: 38

    Birthplace: London, United Kingdom

    Eddie Redmayne and Taylor Swift were rumored to have had a secret relationship for a few months from 2011 to 2012.

  • Chord Overstreet9
    598
    1,327

    Chord Overstreet

    Age: 31

    Birthplace: Nashville, Tennessee, United States of America

    Taylor was linked to Glee star Chord Overstreet for a few months in 2011.

  • Cory Monteith10
    602
    1,425

    Cory Monteith

    Dec. at 31 (1982-2013)

    Birthplace: Calgary, Canada

    Taylor and the late Glee star allegedly dated in 2010.

  • John Mayer11
    648
    1,630

    John Mayer

    Age: 38

    Birthplace: Bridgeport, Connecticut, USA

    Taylor was only 19 when she dated John Mayer from November 2009 to February 2010.  He was 32.

  • 12
    401
    1,306

    Conor Kennedy

    Taylor Swift had a summer fling with Conor Kennedy (Robert Kennedy's grandson) from July 2012 to September 2012.

  • Brenton Thwaites13
    346
    1,225

    Brenton Thwaites

    Age: 31

    Birthplace: Cairns, Australia

    Allegedly, Brenton Thwaites and Taylor briefly dated in 2013.

  • 14
    260
    1,218

    Brandon Borello

    Brandon Borello was one of Taylor Swift's first exes. "Fifteen" and "Tim McGraw" were both inspired by the couple's 2005 relationship.

  • Jordan Alford15
    224
    1,233

    Jordan Alford

    Jordan Alford was Taylor's high school boyfriend. Apparently "Picture to Burn" is about him.

  • Toby Hemingway16
    218
    1,214

    Toby Hemingway

    Age: 37

    Birthplace: Brighton, United Kingdom

    Apparently the two dated from July 2010 to October 2010.

  • Evan Spiegel17
    209
    1,205

    Evan Spiegel

    Taylor and Snapchat CEO Evan Spiegel dated briefly from December 2013 to 2014 after they met at a holiday party.

  • Matt Healy18
    194
    1,284

    Matt Healy

    Age: 31

    Taylor was spotted hanging out with musician Matthew Healy in late 2014..