Rambling, Gambling Willie
Rambling, Gambling Willie 3:28
Bob Dylan Bob Dylan Music obo Special Rider Music SESAC
The Lonely Heartstring Band appears courtesy of Lonely Heartstring Music a BMI affiliate.


Come all you rovin’ gamblers and a story I will tell
About the greatest gambler, you all should know him well
His name was Will O’Conley and he gambled all his life
He had twenty-seven children, yet he never had a wife
And it’s ride, Willie, ride
Roll, Willie, roll
Wherever you’re a-gamblin’ now, nobody really knows

He gambled in the White House and in the railroad yards
Wherever there was people, there was Willie and his cards
He had the reputation as the gamblin’est man around
Wives would keep their husbands home when Willie came to town
And it’s ride, Willie, ride
Roll, Willie, roll
Wherever you are a-gamblin’ now, nobody really knows

Sailin’ down the Mississippi to a town called New Orleans
They’re still talkin’ about that poker game on that Jackson River Queen
“I’ve come to win some money,” Gamblin’ Willie says
When the game finally ended up, the whole damn boat was his
And it’s ride, Willie, ride
Roll, Willie, roll
Wherever you are a-gamblin’ now, nobody really knows

But Willie had a heart of gold and this I know is true
He supported all his children and all their mothers too
He wore no rings or fancy things, like other gamblers wore
He spread his money far and wide, to help the sick and the poor
And it’s ride, Willie, ride
Roll, Willie, roll
Wherever you are a-gamblin’ now, nobody really knows

It was late one evenin’ during a poker game
A man lost all his money, he said Willie was to blame
He shot poor Willie through the head, which was a tragic fate
When Willie’s cards fell on the floor, they were aces backed with eights
And it’s ride, Willie, ride
Roll, Willie, roll
Wherever you are a-gamblin’ now, nobody really knows

So come all you rovin’ gamblers, wherever you might be
The moral of the story well it’s very plain to see
Make your money while you can, before you have to stop
For when you pull that dead man’s hand, your gamblin’ days are up
And it’s ride, Willie, ride
Roll, Willie, roll
Wherever you are a-gamblin’ now, nobody really knows