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Boz Scaggs – Lido Shuffle Lyrics 11 years ago
I'll add that although this song was written in the 70's, the subject is set in the 30's or 40's.

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Boz Scaggs – Lido Shuffle Lyrics 11 years ago
Here's my take on the meaning behind these mysterious lyrics.

Lido missed the boat that day he left the shack (Lido did time in Angola prison, which requires a ferry boat ride across the Mississppi.)
But that was all he missed and he ain't comin' back (Obviously he doesn’t want to return.)
A tombstone bar in a jukejoint car, he made a stop (He’s driving a stolen car and stopping at a highway bar in the middle of nowhere in order to rob it.)
Just long enough to grab a handle off the top (This is a reference to the old style cash registers which used large manual handles for opening/closing the til. He grabbed the handle, opened the til, and stole the cash, while probably pointing a gun at the bartender.)
Next stop Chi town, Lido put the money down and let it roll (He drove up to Chicago to gamble.)

(The next section and the Refrain indicate that Lido wants to get financially set before he gives up his life of crime, but he’s always gambling his loot away.)
He said one more job ought to get it
One last shot 'fore we quit it
One more for the road

Refrain:
Lido, whoa-oh-oh-oh
He's for the money, he's for the show
Lido's waitin' for the go
Lido, whoa-oh-oh-oh
He said one more job ought to get it
One last shot 'fore we quit it
One more for the road

(Lido gets a letter from his lady, saying to clean up his act or get out. So he plans one last big robbery.)
Lido be runnin', havin' great big fun, until he got the note
Sayin' toe the line or blow, and that was all she wrote
He be makin' like a beeline, headin' for the borderline
Goin' for broke

(Lido finds a good place to rob, looks like an easy mark. We don’t get to see what happens, but I suspect he gets caught, because the song title is “Lido Shuffle”, suggesting a repetitive dance in and out of jail in this case.)
Sayin' one more hit ought to do it
This joint ain't nothin to it
One more for the road

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