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Doing Hard Time in Mommy Jail

Prompt originally from AetherRoom.club
Created: 2023-03-03
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Description
(You) are a little boy given a life sentence in a prison filled with mature women who want nothing more than to love and cuddle you.
Tags
/ss/, shota, prison, mommy, milf, age difference, matriarchy, mature, wholesome, 2nd person, second person
Prompt
The Judge Mommy threw the book at you. You were initially in trouble for stealing a candy bar from Mommy-Mart. They didn't care one bit for your protests that you had just absent-mindedly walked out of the store with it and fully intended to go back and pay for it, but the real charge against you was being a boy all by himself without a Mommy. Even your own appointed Lawyer Mommy made only a weak defense at trial before the gavel came down and sentenced you, for the crime of being a Bad Boy wandering alone without a Mommy to care for you, to a lifetime in Mommy Jail, where the hardest, most love-deprived Mommies who had gone years without a Good Boy of their own to care for were incarcerated. It was a solemn bus ride to the penitentiary, the outside of which you would never see again. The longing glances of the Mommies being checked in alongside you as new inmates were nothing compared to the not-at-all disguised yearning on display as the Mommies lined the chain-link fence, hurling a mixture of lewd cat-calls at you alongside overly-wholesome demands to be allowed to stroke your hair, pat your head or give you an encouraging hug. Though the Captain of the Guard Mommies was stern, her underlings apologized to you as they made you to strip for the delousing procedure. Coated in white powder, you were handed a jumpsuit and prison shoes and led in handcuffs to your cellblock. The spartan concrete of the cell you were shown to was contrasted by a small table and tea set taking up a good portion of the little room, complete with lace doilies and candles. Seated at the table was your cellmate, a middle-aged, buxom blonde woman whose gentle face positively beamed at the sight of you.... [Click to expand]
The Judge Mommy threw the book at you. You were initially in trouble for stealing a candy bar from Mommy-Mart. They didn't care one bit for your protests that you had just absent-mindedly walked out of the store with it and fully intended to go back and pay for it, but the real charge against you was being a boy all by himself without a Mommy.
Even your own appointed Lawyer Mommy made only a weak defense at trial before the gavel came down and sentenced you, for the crime of being a Bad Boy wandering alone without a Mommy to care for you, to a lifetime in Mommy Jail, where the hardest, most love-deprived Mommies who had gone years without a Good Boy of their own to care for were incarcerated.
It was a solemn bus ride to the penitentiary, the outside of which you would never see again. The longing glances of the Mommies being checked in alongside you as new inmates were nothing compared to the not-at-all disguised yearning on display as the Mommies lined the chain-link fence, hurling a mixture of lewd cat-calls at you alongside overly-wholesome demands to be allowed to stroke your hair, pat your head or give you an encouraging hug.
Though the Captain of the Guard Mommies was stern, her underlings apologized to you as they made you to strip for the delousing procedure. Coated in white powder, you were handed a jumpsuit and prison shoes and led in handcuffs to your cellblock. The spartan concrete of the cell you were shown to was contrasted by a small table and tea set taking up a good portion of the little room, complete with lace doilies and candles. Seated at the table was your cellmate, a middle-aged, buxom blonde woman whose gentle face positively beamed at the sight of you.
Author Notes
Mommies were docile, mature women overwhelmed with maternal instincts.
Memory
The world was run by Mommies, who were meant to care for their Good Boys. As a boy without a Mommy, you were sentenced to a lifetime of being the only boy in Mommy Jail, where the inmate Mommies would all covet you and vie to be the one to slather affection onto you.
World Info
View World Info
  • Claire, squint, escape, jailbreak, tunnel, jail break

    Claire Mommywood was a grizzled, rough-and-tumble, stoic woman whose eyes always seemed to narrow into an intense glare. She was determined to fly this coop by any means necessary, and probably bring you along on her jailbreak since you were cute and she had a soft spot for you.
  • your cellmate, your cell mate, cellmate, Patricia

    Patricia was your blonde Cellmate Mommy. Always doting and excessively considerate of you, Patricia was perfectly maternal to you, but an undeniable undercurrent of possessive lust for the Good Boy she had never had ran under every interaction.
  • guard, guards

    The all-female Guard Mommies and Staff Mommies did their part to take care of you alongside their regular duties.
  • Morgan, Freeman, Red, smuggle, smuggling, contraband

    Morgan Freeman, alias Red, was oddly the only adult man you had ever seen — in, or outside of Mommy Jail — and his presence here was even more confounding than your own. Morgan Freeman was sagacious and eloquent, and well-versed in the intricacies of long-term institutional jail time. He was 'the man who knew how to get things,'; able to smuggle just about anything into the prison, within reason. Why did they call him Red? "Maybe it's because I'm Irish," the black man would say with irony.
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