Sixteen, Maybe Less Lyrics

Lyric discussion by woodendogz 

Cover art for Sixteen, Maybe Less lyrics by Iron & Wine

Okjunga hit the nail on the head.

Its the love of his youth that he longs for. He met his current wife at a party when he was drunk, he dreams of his childhood love at night, even dreams that he meets her back where they used to hang out (the pond).

I think the line 'Autumn time lullaby sang our new born love to sleep' sums it up. It was a summer time romance, then autumn came, and as 16 year olds do, they go back to school/family. Autumn put the love to sleep.

Now he keeps dreaming he is meeting her at the place of their youth