Right away, I knew I didn't want to have that look of other guys with long hair and bell-bottom pants, because everybody else had that look. I kind of adopted my boarding-school look, which made me stand out. Then the next thing you know, the first song on my first record is a song called "School Days." It's about going to the boarding school I went to. So then I just started to write about myself. The very first song I ever wrote was about a guy I met in a boatyard that we were working in. So I've always had this thing about sticking to more or less what I knew.
Loudon Wainwright IIII have a song called "Men." I mean, manhood and trying to be one, and failing as one, and trying to be a husband and a father, and failing at that. I love failure. It's stuff that I'm thinking about all the time in my life, so it would make sense to me anyway to write about it.
Loudon Wainwright IIIIt's hard for the modern generation to understand Thoreau, who lived beside a pond but didn't own water skis or a snorkel.
Loudon Wainwright IIII'm writing about what's happening to me now. I mean, I had a hip replacement a couple of years ago. I have a song about that. And why wouldn't you? It strikes me that that was a huge event. It's kind of funny and horrible and interesting, so why wouldn't one write about that?
Loudon Wainwright III