He really liked flannel with bib overalls If you looked in his closet it was all that you saw He'd dress up on Sunday and thought he looked neat In a green leisure suit with wingtips on his feet I hated the music he played in the car It was hard to believe he called those people stars They sang through their noses like they all had colds I guess it's hard to be cool when your forty years old (chorus) I was fifteen and real hip with long hair I'd ask my mama why's is daddy so square I could't believe all that he didn't know I guess it's hard to be cool when your forty years old The night I turned twenty she came with the news Scared half to death and didn't know what to do I told her I'm sorry, but it's not too late There's a doctor I've heard of that fixes mistakes I thought he was working and I was alone But he was standing behind me when I hung up the phone He said Son there's a few things you don't know about If you listen real close we can figure this out (chorus) Cause I was eighteen and as wild as they came When one night a young girl told me the same thing You would't be here if she hadn't said no You see, It's hard to be cool when your twenty years old These days I like flannel and old Levi jeans And I look at my young boy who just turned fifteen I know what he's thinking but it's ok you know You see, It's hard to be cool when your fifteen years old