The song is about being comfortable in your own space. "Wearing it well" is an achievement that is reserved for those of us in rarefied air....that is to say, it's a particular talent to be yourself, and not be stained by the culture you live in. Hence, homesick blues and radical views. The narrator is evoking the persona of the relatively simple guy, who once had a woman that was really great, but at the time he didn't quite have the words to say it properly. At the end of the song, the line reverses to "and I wear it well," indicating that while the girl in the song is ideal and in full ownership of her (we suppose) ideal personality, the singer as come to peace with his place in life and is doing a a damn good job being who the world as made him to be.
The song is about being comfortable in your own space. "Wearing it well" is an achievement that is reserved for those of us in rarefied air....that is to say, it's a particular talent to be yourself, and not be stained by the culture you live in. Hence, homesick blues and radical views. The narrator is evoking the persona of the relatively simple guy, who once had a woman that was really great, but at the time he didn't quite have the words to say it properly. At the end of the song, the line reverses to "and I wear it well," indicating that while the girl in the song is ideal and in full ownership of her (we suppose) ideal personality, the singer as come to peace with his place in life and is doing a a damn good job being who the world as made him to be.