The song Rambling, Gambling Willie is performed by Bob Dylan in the album named The Bootleg Series, Vols. 1-3 : Rare And Unreleased, 1961-1991 in the year 1997 .
Come around you rovin' gamblers and a story I will tell
About the greatest gambler, you all should know him well
His name was Willie O' Conley and he gambled all his life
He had twenty seven children, yet he's never had a wife
And it's ride Willie ride, roll Willie roll
Wherever you are gamblin' now, nobody 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 knows
Sailin' down the Mississippi to a town called New Orleans
They're still talkin' about that card game on that Jackson 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 gamblin' now, nobody knows
Up in the rocky mountains in a town called Cripple Creek
There was an all night poker game, lasted about a week
Nine hundred miners had laid their money down
When Willie finally left the room, he owned the whole damn town
And it's ride Willie ride, roll Willie roll
Wherever you are gamblin' now, nobody 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 poor
And it's ride Willie ride, roll Willie roll
Wherever you are a gamblin' now, nobody knows
When you played your cards with Willie, you never really knew
Whether he was bluffin' or whether he was true
He won a fortune from a man who folded in his chair
The man, he left a diamond flush, Willie didn't even have a pair
And it's ride Willie ride, roll Willie roll
Wherever you are gamblin' now, nobody 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
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 gamblin' now, nobody knows
So all you rovin' gamblers, wherever you might be
The moral of this story is 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 gamblin' now, nobody knows
Bob Dylan - The Bootleg Series, Vols. 1-3 : Rare And Unreleased, 1961-1991
- Hard Times In New York Town
- He Was A Friend Of Mine
- Man On The Street
- No More Auction Block
- House Carpenter
- Talkin' Bear Mountain Picnic Massacre Blues
- Let Me Die In My Footsteps
- Rambling, Gambling Willie
- Talkin' Hava Negeilah Blues
- Quit Your Low Down Ways
- Worried Blues
- Kingsport Town
- Walkin' Down The Line
- Walls Of Red Wing
- Paths Of Victory
- Talkin' John Birch Paranoid Blues
- Who Killed Davey Moore?
- Only A Hobo
- Moonshiner
- When The Ship Comes In
- The Times They Are A-Changin'
- Last Thoughts On Woody Guthrie
- Seven Curses
- Eternal Circle
- Suze (The Cough Song)
- Mama, You Been On My Mind
- Farewell, Angelina
- Subterranean Homesick Blues
- If You Gotta Go, Go Now (Or Else You Gotta Stay All Night)
- Sitting On A Barbed Wire Fence
- Like A Rolling Stone
- It Takes A Lot To Laugh, It Takes A Train To Cry
- I'll Keep It With Mine
- She's Your Lover Now
- I Shall Be Released
- Santa-Fe
- If Not For You
- Wallflower
- Nobody 'Cept You
- Tangled Up In Blue
- Call Letter Blues
- Idiot Wind
- If You See Her, Say Hello
- Golden Loom
- Catfish
- Seven Days
- Ye Shall Be Changed
- Every Grain Of Sand
- You Changed My Life
- Need A Woman
- Angelina
- Someone's Got A Hold Of My Heart
- Tell Me
- Lord Protect My Child
- Foot Of Pride
- Blind Willie McTell
- When The Night Comes Falling From The Sky
- Series Of Dreams