Lyric discussion by b4b1n5k1 

Cover art for Acoustic Guitar lyrics by Magnetic Fields, The

I think the song is about not being self aware of what draws people to love, the narrator thinks by getting good at guitar (an allegory for really getting skillful at anything) in the intent of winning someone over will inevitably be futile, like maybe the narrator already had somebody that they were in love with but scared them away for certain reasons, but is too myopic to see those and rather thinks by getting good at guitar (as opposed to addressing what really took them apart) they'll get their girl back and be happy or whatever

My Interpretation