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Sissy Rules
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This document outlines feminine appearance and behavior requirements for an individual referred to as "Sissy",
including wearing female underwear and nail polish at all times. It also mandat… Full description

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Feminine Appearances
Underwear
Sissy is to wear female underwear (bottoms and a top) at all times.
Punishment: 2 demerits per hour not worn (either or both)
Each day, Sissy will roll a 1d14. On a result of 1, Sissy will wear tights for the
next 24 hours.
Punishment: 10 demerits per infraction
Nail Care
Sissy may not bite her nails
Punishment: 2 demerits per infraction.
Sissy must keep her toenails painted at all times
Punishment: 1 demerit per hour of unpolished toenails
Body Hair
Sissy is to keep her body completely shaved of hair at all times
Punishment: 5 demerits per missed day of shaving
Exercise and Diet
Sissy is to stick to a 2500 calorie diet
Sissy must catalogue all foods she eats
Punishment: 1 demerit per 100 calories exceeded
Punishment: 5 demerits for not cataloguing a day’s eating
Sissy is to exercise every day
Punishment: 5 demerits per day missed
Feminine Pursuits
Sissy is to read/watch one piece of feminine literature/movie every two weeks.
Punishment: 10 demerits per day overdue.
Sissy is to read each issue of Cosmopolitan cover to cover before that issue’s
month is over.
Punishment: 10 demerits per day over due
Sissy must always sit down to pee
Punishment: 5 demerits per infraction
Sissy will write in her diary blog every day
Punishment: 3 demerits per day missed
Sissy will make one feminine purchase per week
Punishment: 5 demerits per day overdue
Sissy Period
Sissy is to roll a 1d28 if not already on her period. On a roll of 1, she is
considered to be on her period for 1d8 days.
During her period, sissy cannot masturbate.
During her period, sissy must either wear a pad or a tampon 24/7
Punishment: 1 demerit per hour without pad or tampon.
Masturbation
Sissy may roll 1d7 every day. She gets to masturbate once during that day if it is
a 7.
Sissy may not roll if she currently has demerits
Sissy may not roll if she is on her sissy period
Sissy must consume as much of her sissy juice as she possibly can after
masturbating.
Punishment: 50 demerits for masturbating without authorization
Punishment: 20 demerits for failing to consume all of her sissy juice
Punishments
1 demerit can be paid off with one of the following:
10 lines
3 minutes of corner time

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