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According to the Hey Stephen Songfacts, this song appears to be about Stephen Barker Liles of the Country music group Love and Theft, who opened for Swift when she was touring in 2008.

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Lyrics

Hey Stephen, I know looks can be deceiving
But I know I saw a light in you
And as we walked we would talk
And I didn't say half the things I wanted…

Discuss these lyrics on MetroLyrics

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