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Archive for the ‘Sissy’ Category

An Orgasm Challenge

Monday, October 6th, 2014

I’m trying to decide. If fuckie fag boi makes it to a c-cup should I let her out of chastity to cum? If sissy donna (135 days and counting) is let out of the cage for the anniversary of longest time ever, should I change the rules? What do you think, yes, no, maybe?


What does this photo have to do with any of it? Absolutely nothing!

Sexy Sadie Your Mistress Contingent Awaits!

Monday, September 29th, 2014

Sadie get down on your knees and be the good sissy you are. I’m taking over tonight in the Mistress mansion, then you have the weekend to prepare for our gala event. You will be sissy maid in pink.


The Proctor – Preview Available

Saturday, May 24th, 2014

A preview of the new game The Proctor is now available. The game board is functional, but there are currently no assignments other than that devilish Fickle Finger. The startup page contains several (hopefully) self explanatory options. One that may need a little more is the apply doubles checkbox. When this feature is enabled, punishments and times resulting from landing on a square are doubled. This can be devastating when used in conjunction with the 3 months option for Go To Chastity. Once you’ve set the options, click Create New Game. When the board has been loaded, click the big, brown Roll! button to move around the game circuit. You get 200 merit points for passing GO unless you land directly on it. Then you accumulate only 100 unless doubles is checked in which case it’s back to 200. When an assignment with a time limit is given, it’s continuously reported under the Requirements / Time Remaining table. Times are reported in ddd:hh:mm:ss format where

ddd = days
hh = hours (24 format)
mm = minutes
ss = seconds

In the near future, sounds, square activities and server connectivity will be added. Please let us know of any incompatibilities. Testing was performed on IE 9/10/11, Chrome, FireFox, Safari, Opera, iPad and iPhone. Please note that this game is NOT compatible with Internet Explorer version 8 and below at this time. Sorry :(



Sissy Assignments added to Chastity Dice

Saturday, April 12th, 2014

By popular demand, a new sissy assignments game was added to the Chastity Dice game. So put on a fresh pair of panties and roll them bones.

Audio Incentives added to The Blackboard

Saturday, November 9th, 2013

I have added audio motivators to The Blackboard as an added incentive for you boys to complete your detention. Now get typing and don’t fail me!

- Mistress Cassandra

New Sissy Category added to The Blackboard

Tuesday, November 5th, 2013

By popular demand, Mistress Cassandra ordered a new “Sissy” category be added to The Blackboard. This selection is not enabled by default so you will have to click it to get, and receive credit, for this category. So put on a clean pair of panties and start typing gurls.