the last hit of a cigarette (or the last of anything for that matter). comes from the plight of those incarcerated in jail and how desperate they are for a square - sometimes picking one up off the ground if they see it has even the slightest amount of tobacco left.
"i'm trying to quit smoking, could i just hit the jailhouse off your cig?"

"damn that toblerone looks good as hell, can i take the jailhouse off that?"

"before you cache that bowl, lemme try and hit the jailhouse."
by chaz boyle September 24, 2006

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