7 Men in 6 Years! Is Taylor Swift a Serial Dater?

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5) Adam Young

From Taylor’s “Enchanted” to Adam’s heart-filled blog post and cover, the Owl City performer and romantically-inclined singer flirted publicly with each other in song and email. You would think this would have turned into a great relationship, but it looks like it never got beyond sweet words in email, beautiful music and the occasional meeting. Too bad, romantic Adam could have helped Taylor find a fabulous “Love Story”.