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While driving through Atlanta, college student Jack Conroy is stopped by a tough female cop, who on searching his vehicle finds a stash of drugs he's never seen before. Jack is immediately arrested. Powerless against a corrupt system of justice, he looks for rescue from his mother's friend Dr. Amanda Nussbaum. The doctor not only hold degrees in both medicine and law, she's been the object of Jack's sexual desire for quite some time. Faced with a stiff prison sentence on trumped up charges, he jumps at the doctor's advice, and agrees to serve his time in a women's prison. However, once behind bars, his nightmare takes some grisly turns. The wardeness, Miss Moosewood, is his dyke-ish gym teacher from junior high, and he's now 'Jackie' not Jack, forced to wear dresses as he serves a life sentence without parole. The feminized Jackie soon becomes Miss Moosewood's head maid and her favorite playtoy - though playing with the wardeness is not much fun! The beatings and punishments are severe, and his systematic feminization at the hands of the adored Dr. Nussbaum takes some shocking twists. He can only wonder what's behind this diabolical scheme. He's whored out to female prison 'daddys' and their talk of castration is no idle threat. Any hope for salvation seems to be dwindling fast, until an unexpended twist of fate sends the hapless Jackie hurdling in a new direction of submission and servitude to the superior females who own his very existence.