Girl PowerRelationships

Taylor Swift Dating History: The Complete Timeline

We love our girl TayTay. We really do. Excellent performer, has a kind heart, is a cat lady who looks like a cat herself, and one of the best songwriters. Speaking of songwriting, Taylor Swift’s dating history is the biggest inspiration behind her discography. The stories behind the hit songs are Taylor Swift’s relationships, which makes them so special!

She recently treated us with a heartwarming song for the holiday season, and here’s my TMI: my pets love to wake up to the tune of Christmas Tree Farm.

So to celebrate that, here’s a Taylor Swift boyfriend list. And let me tell you, the woman has the best standards for a guy, seriously, she knows what she deserves and doesn’t settle for less. Well, this Taylor Swift dating history is lowkey the best relationship advice you’ll see today.

A quick warning though, from this point on, this is going to look more like a handsome men catalog than anything else. So just try not to drool over your screen homegirl.

Taylor Swift dating history Chapter 1: Joe Jonas

July 2008 – October 2008

The ball opener is none other than everyone’s first love. No wait, it was Mufasa, nvm. It was the shortest in Taylor Swift dating history, but it made everyone feel blessed back in 2008.

The breakup though was just the most dramatic thing of the year, and it made Joe Jonas one of the most hated Taylor Swift exes.

Our heart-broken girl revealed the details in an interview with Ellen Degeneres:

“When I find that person that is right for me he’ll be wonderful and when I look at that person, I’m not even gonna be able to remember the boy who broke up with me over the phone in 25 seconds when I was 18.”

Well 18-year-old Swifty, you’re definitely getting there boo. Bad Joe, very bad. Enough now, let’s continue the list of Taylor Swift relationships.

You kinda belonged with her, Lucas Till

March 2009 – April 2009

I’m sure you know the hit song “You Belong With Me”. Well, in the music video, Lucas was the cute — but stupid— guy who dated the popular girl and didn’t realize T was the one for him. Ugh, high school boys…

But offset, he — thankfully realized he shouldn’t miss his chance with the blondie. They dated for just a month, maybe their Zodiac signs were too incompatible.

It was a sweet phase in Taylor Swift dating history because our guy Lucas was a good friend. Of course, look at the man, this ain’t no bad boy!

Twilight’s Jacob: Taylor Lautner

Fall 2009

Oh look, what have we got here? There’s a TAYLOR in Taylor Swift’s dating history.

It’s the most confusing, un-nickname-able thing in this Taylor Swift boyfriend list, breathe if you agree. Like seriously, what did they call each other for the whole fall season of 2009?

He sure was a hot werewolf in Twilight, but he wasn’t there for our girl when she needed him.

John Rude Taylor Swift Ex Mayer

December 2009 – February 2010

The 15-year age gap didn’t stop the two from dating — actually it did, exactly in February 2010. Of course, everyone was expecting the breakup song, except for him. But come on, how else could she express her feelings. We’re thankful because otherwise, we would know nothing about Taylor Swift dating history.

John Taylor swift ex mAYER

Out of all Taylor Swift relationships, this one was def the messiest. Might change my mind later tho, we still have half a dozen Taylor Swift exes to review…

Jake Gyllenhaal: A very biased opinion on the Taylor Swift relationship

October 2010 – January 2011

Isn’t this my FAV one in Taylor Swift’s dating history! (I shall not be held liable for this statement). Anyway, so I really liked Jake, he and T looked super cute together, but unfortunately, all good things must come to an end.

handsome taylor swift ex

I hate to say this, but this Taylor Swift ex broke baby girl’s heart in January 2011. I’m only forgiving him because he looks the way he does.

18-year-old Connor Kennedy

July 2012 – October 2012

Taylor dated younger Connor for a quick three months. There were no hard feelings after the breakup, just the loss of opportunity of becoming a Kennedy?! That’s right, Kennedy as in the 35th president of the U.S.

Taylor swift ex

Taylor Swift’s boyfriend list has an almost royal and we should all learn from that. Good one Tay, good one.

Sweet, sweet Harry Styles

November 2012 – January 2013

*knuckle-cracking sounds*

The Taylor Swift boyfriend list just got a zillion times more visually pleasing thanks to this very beautiful Taylor swift ex.

This eye candy is no sweet though. Right after they ended things in 2013, a certain Kendall Jenner debuted as a rumored date for H, which he didn’t deny nor confirm.

Taylor swift boyfriend list H S

If you haven’t noticed yet, I’m a self-proclaimed tea spiller. And the Kardashian-West drama with Tay is what I live for you guys.


February 2015 – May 2016

No, actually THIS was my favorite in Taylor Swift dating history. The couple dated for a little over a year, and when it was over, I didn’t know what to do with all the fake wedding collages I had made.

Disappointed is the word, and Calvin Harris is — sadly the Taylor Swift ex. No one, absolutely no one agreed to wear matching outfits with T after him. pls, this is so heartbreaking.

Tom Loves TS Hiddleston

May 2016 – September 2016

Fortunately for us, Tom wore an ” I heart TS” shirt on the fourth of July in 2016, and with that saved us for the rest of the summer.

Lowkey the weirdest of the Taylor Swift relationships from that point on. Might even be the worst on this Taylor Swift boyfriend list, with all that hanging out with models. Look What You Made Me Do, Tom, I kinda wanna give you the worst Taylor Swift ex title.

Joe Alwyn: The Last Chapter (Hopefully?)

May 2017 – Now

Last but not least, the show-closing is performed by — another, completely different Joe. In case you’re wondering: Is Taylor Swift dating anyone? The answer is yes, our Taylor Swift boyfriend list ends with Mr.Alwyn, whom I’d like to inform that I highly approve of, so please don’t turn me down this time.

best taylor swift relationships

Actually pretty sure they’re already married. k imma stop now.

Oh well, how many survivors do we have here ladies? Don’t you think that Taylor Swift’s relationships are so rom-com material? There you go, movie makers, a million-dollar idea just waiting to happen!

Alright, goodbye ladies, tell me whose exes you want me to rate next…

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