I don't know why it is every time I take a trip It's always raining somewhere down the line This particular night it was in Prestonsburg Kentucky I stopped to give a country boy a ride I saw him running toward the car he carried an old suitcase A cigarette was dangling from his lips He threw the suitcase in the back and as he got inside He said I'm sorry but I'm awful wet I said where are you headed kid and he said to Louisville Said he had an uncle there who ran the store Said his daddy died three weeks ago and they didn't own the place And they said he couldn't live there anymore He said his education was that he could read and write He quit school the time his dad got hurt Ain't much goes on in Prestonsburg and he was seventeen And he had to go some place to find some work He talked about a girl whose father had a lotta money He said he'd send and get her if he could His daddy taught him all there was about tobacco farming And he said he played the banjo pretty good We stopped to get a sandwich and the waitress brought the menu And I noticed that he read the prices first He ordered him a hot dog with a lots of table ketchup And water seemed to satisfy his thirst Well it took awhile but I insisted that I'll pay the ticket Excused myself and went out to the car He came out got in the car and he handed me a quarter And he said you left this layin' on the bar I dropped him off in Lexington and drove down to Bowling Green And I thought boy you'll never make without help And then I got to thinking about the days when I was younger And I started out the same darn way myself [ dobro ] Well I don't know why it is every time I take a trip It's always raining somewhere down the line