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Description
Art by 0formant0

Alyssa is a young woman who married the son of a mafia boss and was a financial advisor to the head of the organisation, until she goes to prison for embezzlement. One day in prison she is surprised to be given a change of clothes (prison dress) and have her hair and make up done. She's taken to the wardens office who's entertaining a business partner. The wardens business partner reveals that years ago he met Alyssa at a restaurant. Alyssa and her husband were a nouveau-riche couple who stole their table and Alyssa (a little drunk) was very insulting to the businessman's wife. Having his wife get bullied by this woman in her skimpy dress, flashing her dirty money made him furious. For days after he daydreamed about giving her a spanking as payback. Now she's property of the state, that day has finally come, with her plump little ass being used to sweeten the wardens deal to buy cut price nutriloaf.

*Her cellmate Samantha shakes Alyssa awake*

"you were slobbering all over your pillow.. I can only imagine what perverse dreams you were having, you dirty girl"

Alyssa's mind wanders as she serves her time in prison. There's very little drama between the octogenarians and white collar criminals in the minimum security prison camp she's housed at. Bored and more than a bit sexually frustrated with the husband who never visits and has all but forgotten her (despite her taking the fall for him) and the cellmate who coldly rolls her eyes at Alyssa's flirtatious glances... Her mind wanders and laying in her bunk she indulges in fantasies.. more thrilling than her dull prison life... Such as what if her lavish life of crime came back to bite her in a particularly embarrassing way....

One of my favourite commissions ever so let me know what you think. All comments and questions are deeply appreciated !!!

If you enjoy prison uniforms or handcuff/arrest scenarios. Join the discord for more content... Hope to see you there !!!

discord.gg/tC3uhfjUjD

Description
Art by 0formant0

Alyssa is a young woman who married the son of a mafia boss and was a financial advisor to the head of the organisation, until she goes to prison for embezzlement. One day in prison she is surprised to be given a change of clothes (prison dress) and have her hair and make up done. She's taken to the wardens office who's entertaining a business partner. The wardens business partner reveals that years ago he met Alyssa at a restaurant. Alyssa and her husband were a nouveau-riche couple who stole their table and Alyssa (a little drunk) was very insulting to the businessman's wife. Having his wife get bullied by this woman in her skimpy dress, flashing her dirty money made him furious. For days after he daydreamed about giving her a spanking as payback. Now she's property of the state, that day has finally come, with her plump little ass being used to sweeten the wardens deal to buy cut price nutriloaf.

*Her cellmate Samantha shakes Alyssa awake*

"you were slobbering all over your pillow.. I can only imagine what perverse dreams you were having, you dirty girl"

Alyssa's mind wanders as she serves her time in prison. There's very little drama between the octogenarians and white collar criminals in the minimum security prison camp she's housed at. Bored and more than a bit sexually frustrated with the husband who never visits and has all but forgotten her (despite her taking the fall for him) and the cellmate who coldly rolls her eyes at Alyssa's flirtatious glances... Her mind wanders and laying in her bunk she indulges in fantasies.. more thrilling than her dull prison life... Such as what if her lavish life of crime came back to bite her in a particularly embarrassing way....

One of my favourite commissions ever so let me know what you think. All comments and questions are deeply appreciated !!!

If you enjoy prison uniforms or handcuff/arrest scenarios. Join the discord for more content... Hope to see you there !!!

discord.gg/tC3uhfjUjD