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Conor Kennedy: July 2012 – September 2012 Remember this cute fling?
But apparently Tay and Conor weren’t on the same page.
However, it is rumored that the romance came to an end because Taylor (Launter) seemed to be more into the fling than Taylor (Swift).
Joe Jonas: July 2008 – October 2008 Taylor’s first A-list boyfriend was Joe Jonas.
And instead of concerning herself with dating famous guys, she seemed much more concerned with amassing a list of seriously famous BFFs (Lorde, Karlie Kloss, and Lena Dunham among them).
Which is why the rumors that her and EDM DJ Calvin Harris are an item have seriously piqued our interest (and already have us excited for the breakup song that will surely follow).
Swift then dated singer John Mayer for a brief period, which ended on bad terms when she wrote the tell-all song "Dear John" about the womanizer.
The girl in the dress cried the whole way home” is pretty telling.
She was only 19 when she dated the notoriously broody singer.
Harry Styles: December 2012 – January 2013 Although this romance was rather short-lived, Taylor and Harry were the it-couple of that moment.
They made several public appearance together and both singers’ fan bases were in full support of the relationship.
Taylor Swift’s Dating History: The Complete Timeline Calvin Harris: March 2015 – Today Although this relationship has yet to be officially confirmed, the pair was spotted leaving a Haim concert in West Hollywood hand-in-hand.