Although this relationship was short-lived, it's a personal favorite of mine (and many others). In a month the couple shared paper airplane necklaces, strolled through Central Park, and unfortunately got in a snowmobile accident. "I Knew You Were Trouble" is supposedly about this gorgeous British heartthrob.

"1989" is also filled with subtle references to Harry, especially "Out of the Woods" with its lyrical references to their December romance and the snowmobile accident, and "Style" which, well, you can probably guess the relation there.