Sunday, September 19, 2010

Chastity: Rolling the Dice
(with Sissy Release Rules)

I'm going to be rolling the dice for sissydolllyanne and a friend of hers, jessica, again tonight (Sunday night), starting at around 11pm Eastern time (after the FemDom CHAT). Contact me if you'd like to be invited to watch. We'll be using a cool dice rolling site for gamers:, but you'll need to know the Dice Room name to get in.

Below are the rules that we will be using. Please note that these are sissydolllyanne's rules, and not my own. My boys have very different rules for cumming, which are focused on dedicating their orgasm to me, but they do still have to consume their own cum. ;-)

I also think the Try Again Option could get really out of hand, and I would not suggest it for more than one additional try.

* * *
This is for those sissies (or their Mistresses or a Masters) who want their chastity and release controlled by the chance of the dice. All rolls of the dice should be done in the presence of witnesses so there is NO cheating!

First Roll
Roll a single six-sided die.

This determines whether there is the possibility of release as well as how many dice to use on the second roll. If the roll is:

6 — then there is a possibility of release

Any other number — NO release

Second Roll (When first roll = any number but “6”)

This determines the number of days of chastity before the next roll for release. The number of dice used is equal to the number shown on the first roll. Thus, if a “4” is rolled with the first roll, then 4 dice are used to determine the number of days of chastity. If it was a “5”, then 5 dice are used, a “2” then 2 dice are used, etc. The number shown with the roll of that many dice determines the number of days of chastity before the next roll.

Second Roll (When first roll = “6”)

A “6” grants the possibility of release, but two more rolls are necessary—1) to determine the conditions of release, and 2) a roll with six dice to determine the number of days of chastity after release.

Note 1: Release is optional. If you elect to have a release, your number of continuous chastity days is reset back to zero and your count starts over when you are re-locked. If you forgo a release, then your chastity day count will continue to increment for the number of days specified in the second roll with six dice.

1) Roll to determine conditions of release (If release elected)

- Take an enema and lube your sissy pussy
- Apply cherry red lipstick and shiny gloss
- Polish your toe nails and finger nails a bright pink
- Dress in sexy panties and a babydoll nightie

Roll a single six-sided die as on the first roll. The numbers are interpreted as follows:

#1 — Have the cummie in your panties by rubbing your nipples only
#2 — Have the cummie by using a dildo in your sissy pussy only
#3 — Have the cummie only by finding someone else to do it for you
#4 — Have the cummie by rubbing your clitty in your panties only
#5 — Have the cummie in your panties by humping a pillow
#6 — Have the cummie on your back with your legs & arms wrapped around a pillow

No cummies are allowed in boi mode—only gurl mode in panties, no direct touching or use of hands on clitty is allowed unless it is someone else's hands as in #3 or rubbing through panties as in #4. Also, a full length body pillow is preferred in #5 and #6.

Note 2: You have until midnight of the day you roll to have a cummie. At the end of that time or right after the cummie you must lock back up immediately for the number of days determined by 6 dice in the next step. You must lick up and swallow your cummie. Your number of continuous chastity days is reset to zero.

2) Roll to determine number of days of chastity

Since the first roll was a “6” you must use 6 dice to determine the number of days of chastity before the next roll to possibly grant release again.

Optional "Try Again" with one additional die each time:

The essence of this rule is that if we don't roll a 6 on the first roll we can elect to try again, but with an additional die and still have to roll all sixes for relief.

For example, If we don't roll a "6" on the first roll, we could elect to try again with 2 dice, only we'd have to roll a "12"--all sixes--for relief, and take the consequences of possibly having to use more dice on the 2nd roll. So if we tried again and didn't roll a 12 and we rolled a "9", for example, with the two dice, we'd have to use NINE dice for the 2nd roll. If we did it again with 3 dice and failed to roll all sixes, and elected to stop, then we'd have to use the number of dice specified by the 3 dice on the second roll to determine the number of days of chastity.

As before, if we rolled all sixes we would use that number of dice--12, 18, 24, etc.--for the second roll after electing to take relief (or not). We could maybe continue to do this on the first roll for up to some agreed number, say, six dice, or maybe even no limit, but each time we'd have to roll all sixes, and if we didn't then the number of dice to use for the second roll potentially keeps going up making the number of days also potentially go up!

Everyone being controlled by the dice (dollyanne and jessica lee as of this writing) would have to agree to the new rule and also unanimously agree to do the "try again" each time with an additional die since we would all be in this together!


  1. Thank You, Mistress Magick! Dollyanne is looking forward to the dice roll and chastity fate!

    Dolly noticed at least one flaw in the rules after reading them again. The release should've been within 24 hours of the roll rather than midnight. If the dice are rolled at 11:59, there is NO time for release!

    Dolly agrees with Your concern about the "try again" rule. Sometimes sissies don't think straight and it could result in a LONG lock up time!


  2. I thought of that, and agree.

    Or 24 hours from the time your previously rolled "sentence" is up. I think, when rolling early you still have to stay in the chastity until you serve the previous sentence, then would have 24 hours to have your release before going back into chastity.


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