Green’s Dictionary of Slang

twenty-nine and a wake-up n.

[29 whole days and the wake-up n. (2); i.e. the last, on which one only wakes up in prison]

(US prison) the period between receiving a notice of parole and one’s actual release, i.e. one month.

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[US]R. Klein Jailhouse Jargon and Street Sl. [unpub. ms.].