These Are The Most Famous Women Taylor Swift's Exes Ever Dated

Taylor Swift has been well known over the years for having dated multiple guys and writing hit after hit love songs about each of the relationships. For the past five years, however, Taylor has been dating Joe Alwyn and the pair have kept their relationship relatively private.

Before dating Joe, Taylor wa famously linked to an assortment of extremely noteworthy men, many of them quite tall to match her height. But they too have been linked to famous people. Here are the most famous women that Taylor Swift's exes have dated before or after her.

6 Joe Jonas Dated Demi Lovato

First on the list is Joe Jonas who dated Taylor Swift back in 2008 and had quite the whirlwind of relationships. Their relationship ended when Joe broke up with Taylor over the phone within 25 seconds as mentioned on The Ellen DeGeneres show, and he quickly moved on to date someone else.

Related: Taylor Swift Fans Think 'Mr. Perfectly Fine' Is About Joe Jonas

Flash forward to 2010 and Joe Jonas met fellow Disney Channel star Demi Lovato while filming their move Camp Rock. Similarly, to how Joe’s character Shane and Demi’s character Mitchie fell in love on-screen, Joe and Demi feel in love off-screen. The dated for a few months shortly after they finished filming the movie before splitting up because they were better off as friends. Joe Jonas is now happily married to Sophie Turner and Demi Lovato has been taking the time to focus on her music.

5 Lucas Till Dated Miley Cyrus

Second on the list is Lucas Till who met Miley Cyrus on set while filming Hannah Montana: The Movie. The pair played love interests Miley and Travis in the movie and quickly took that chemistry and romance off-screen. Lucas and Miley briefly dated for two months while they were filming the movie. However, Lucas and Miley’s relationship did not last long after the movie was finished, and they spilt up which is when Taylor Swift came into the picture.

Related: Are Taylor Swift And Miley Cyrus Actually Friends?

Lucas Till also met Taylor Swift while filming Hannah Montana: The Movie because Taylor had a very brief cameo in the film. Like Lucas’ relationship with Miley, his relationship with Taylor only lasted for a few months back in 2009 because they were better than friends. Least we can always recall their short-lived romance in Taylor Swift’s music video for You Belong with Me (which is speculated may have been about him).

4 Taylor Lautner Dated Lily Collins

During the fall of 2009, Taylor Swift and Taylor Lautner dated for many months after meeting on set of their film Valentine’s Day. However, not long after the movie finished filming, they pair decided to call it quits in December. According to a source, the spilt was mutual because the two realized they may have been better off as friends. However, it has also been brought up that Taylor Lautner may have liked Taylor Swift more than she liked him. At least despite how it may have ended, we got the Back To December out of it which is one of Taylor’s rarest apology songs to someone she dated.

Related: Who Is Taylor Lautner’s Fiance Tay Dome, And What Does She Do?

Much like many of Taylor Swift’s exes, Taylor Lautner did go on to date actress Lily Collins after meeting on the set of their movie Abduction. Taylor and Lily’s romance lasted a few months and split around the same time their movie was coming out in September 2011. Both Lily and Taylor have found love with other people, Taylor Lautner is now engaged to Taylor Dome (and gone on to star in many Adam Sandler movies) and Lily Collins is now engaged to Charlie McDowell.

3 John Mayor Dated Katy Perry

Next on the list is John Mayor who dated Taylor Swift briefly between the years of 2009 and 2010 after John reached out to Taylor through Twitter DMs. The pair seemingly were off and on between the timeframe they were dating in as sung about in Taylor’s song The Story of Us. However, the pair did eventually break up and John Mayor went on to date Taylor’s former friend (at the time) Katy Perry.

Related: John Mayer Gets Trolled In Recent IG Post By Katy Perry's Rumored Ex, Ryan Phillippe

Katy Perry and John Mayor dated between the years of 2012 to 2015. Many fans of Taylor’s wonder if Katy dating John is why Katy and Taylor had a falling out. John had the opportunity to be Katy’s plus-one when Katy performed at both President Barack Obama's 2013 inauguration and at the 2015 Super Bowl XLIX halftime show.

2 Jake Gyllenhaal Dated Reese Witherspoon

Next up is probably one of Taylor Swift’s more exciting relationships because the breakup brought many heartbreak songs from her spilt with Jake Gyllenhaal. Jake and Taylor first met during a taping of Saturday Night Live in October 2010 and managed to hit it off. One song that many Taylor fans have enjoyed listening over the years is All Too Well. When Taylor released her 10-minute version of the track, fans were able to the full picture of what happened between her and Jake despite only dating for a couple of months in 2010.

Related: Anne Hathaway Reportedly Comforted Taylor Swift After Her Split From Jake Gyllenhaal

However, before Jake Gyllenhaal went on to date Taylor Swift and get many break-up songs written about him, Jake was dating someone else. Between 2007 and 2009, Jake was in a relationship with actress Reese Witherspoon. When Reese was going through her divorce from her husband at the time Ryan Philippe, she remembers Jake always being very supportive towards her. However, in December 2010, Reese broke Jake’s heart after their whirlwind relationship of three years which led to Jake falling for our girl Taylor Swift.

1 Harry Styles Dated Kendall Jenner

Lastly on the list is one of Taylor Swift’s sweetest exes Harry Styles. Harry and Taylor first met backstage at the 2012 Kids Choice Awards and begun dating shortly between the late 2012 until the early 2013. Similar to her relationship with Taylor Lautner, Taylor went on to write some very heartwarming songs about Harry such as her song Style. Harry and Taylor to look to have remained on good times considering their run-in at the 2021 Grammys looked to have had no hard feelings between the pair.

Related: Here's Why These Harry Styles Songs May Be About Kendall Jenner

After his relationship with Taylor Swift, Harry Styles went on to date Keeping Up With The Kardashians star Kendall Jenner. Harry and Kendall first started dating back in 2013 after being introduced to each other by their managers. Two years later in 2015 were rumoured to be back together when were caught getting cozy on a yacht together in Anguilla. Even though their relationship did not last, they both have moved on to happy relationships. Kendall Jenner has been dating NBA star Devin Booker whose parents seem to really like them together. Harry Styles has been dating actress Olivia Wilde since January 2021.

Next: The Truth About Taylor Swift And Ed Sheeran's Friendship

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