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Archive for December, 2014

Happy New Year…do you get to cum??? YES! Conditions apply!

Tuesday, December 30th, 2014

Happy New Year…do you get to cum??? YES! Conditions apply!

The Walking Dead Marathon

Tuesday, December 30th, 2014

Are you watching? Right now I’m watching the “Vatos” episode. Every episode started at 9:00am today. I was out grocery shopping until 9:45, just in time to see Rick find his mother when I turned on the tv. So heartbreaking. I love this series. It’s not all about zombies, it’s about camaraderie, family, and survival. 

The Proctor – Training tools for submissive men & women

Tuesday, December 30th, 2014


Thank you to everyone for participating in The Proctor Beta 1 release. The response has been overwhelming with greater than 1300 unique game sessions started in a two week period. Work on Beta 2 is progressing well and rest assured that all of your bug reports and feature requests are getting attention.  A drop is planned, including additional content and a few “easter eggs”, for shortly after the new year. To plan the coming year’s activities, we request you participate in a new poll to drive the direction of development. You can vote for up to 3 options.

What features would you like to see added to The Proctor?

View Results

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Happy New Year to all from all of us at The Playground!


Prepare For New Years Day

Monday, December 29th, 2014

We are a few days away, so there is time to purchase at your health food store Milk Thistle extract. Milk thistle is also known a Sylamarin, but if you ask someone at Whole Foods, they will direct you to the perfect hangover remedy. Begin taking the remedy during the day before party time. If you can get a tincture with Dandelion Root, all the better.

Have pure coconut WATER chilling in the fridge for Jan 1, make sure it is organic, a liter, and unpasteurized. Drink plenty of water while drinking. Keep hydrated and please don’t drink and drive!

Mistress Cassandra 1-800-730-7164

If it’s a bad hangover, call me to cum. A blast is the best hangover cure!

Good Luck, and Happy New Year!

A New Submissive for Mistress

Monday, December 29th, 2014

New Year’s Eve is so much more fun than boring old Xmas. This Wednesday I will be celebrating NYE with a brand new boy. Experienced, good looking, and knows what he wants…a strong Mistress. In D/s Lifestyle, we cut to the chase. I know he has an 8” cock because I asked him!

Mistress Cassandra 1-800-730-7164

Sissy Shopping

Saturday, December 27th, 2014

Yes…sex toys and of course you know that there are sales everywhere, and bratty princesses ready to humiliate you at the mall! Dress to the nines, strut your sissy self at the mall for some new panties and bras on sale!


If you enjoy ruined orgasms, enjoy this audio..cheers!

Monday, December 15th, 2014

If you enjoy ruined orgasms, enjoy this audio..cheers!

Introducing “The Proctor”

Monday, December 15th, 2014

It’s ready for it’s first victim at http://ms-cassandra.com/

Who will be my first victim on the chastity themed board game? This game can be played by everyone, so have fun and let me know how you like it.


The Proctor (Beta 1) Release!

Sunday, December 14th, 2014

The wait is over… The Proctor (Beta 1) release has been put online! From the geek’s perspective, it has been a monumental journey to bring this game to fruition. So, what is The Proctor? Basically it is a chastity themed, BDSM oriented, online activity generator which can be played by individuals, online play partners or real-time couples. The Proctor is a game that cannot be won or lost. It will continue to generate random scenarios, some of them increasing in difficulty, as long as the players desire to participate. Use it to provide both incentive and variety to your sexual adventures! We hope you enjoy :)


Starting the Game

To start a game, click the button above and you will be presented with the setup screen. Here you can choose the names and genders of the two participants as well as a few options which will be used throughout the game’s activities. You can also select the initial and penalty chastity periods for the lucky slave. When you select Create new game, a session with your personalizations is simultaneously run in your browser and saved to the server. In the opening dialog, the user is presented with a customized link to their game. SAVE THIS URL LINK as it is the only way to reliably return to your unique game environment once the browser session is closed. As gameplay progresses, the game state information is continually (and anonymously) sent from the browser to the server. If the submissive needs to stop playing for some reason, they can simple close the browser window / tab. To return to the game, just enter the URL saved previously and you will pick up from where you left off. Geeks note: a cookie is stored to simplify returning to the game. However, saving the URL is still recommended since clearing the browser’s storage can deleted these.

Owner’s Portal

Online play partners or real-time couples can benefit from the Owner’s Portal. This is a page dedicated to enable the owner to review the actions (or mistakes!) of their property. Each roll, move, activity and failure is saved into a chronological log on the server for later inspection and review. Owner’s may, at their leisure, peruse this log to determine if the slave has performed up to expectation. Geeks note: All timestamps are recorded in the slave’s timezone. Long distance Owners please adapt accordingly. Owners can access the portal for a specific game by requesting the game link from their slave. Simply transfer the unique game number from the slave’s link into the Owner’s portal link as follows (or better yet, have your slave do it for you):

slave’s link:


Owner Portal link:


A note to Owners: If you would like to create a game for your slave, follow the instruction to create a game as described above and save the link from the opening dialog. You may then send this link to your slave for them to enjoy. Please don’t select begin… as this will start the chastity timers and rob your slave of valuable lockup time. You may inspect the log at the owner’s portal to see when they have started their game.

A note to slaves: You can use any compatible browser on any device to access your game. You can start the game on a laptop and later continue from a mobile phone. However, please close the browser session on the initial device before launching it on a second to avoid game state confusion. Also, you should keep your game number private. That is of course unless you want someone else to rack up penalties and punishments on your behalf.

Image Links

Many of the activities allow for the recording of image links (URL references) to the Owners Portal. These links are intended for use by the Owner to determine if the slave complied with the instructions in a quality manner that reflects positively on the Owner’s training. Please be aware that no images are stored on the server! Rather, it is intended that both the Owner and slave have access to a mutually agreed upon photo sharing site (of which there are many). The slave simply needs to save or upload the image to the selected site and paste the URL link into the dialog when prompted. This timestamped link will be stored into the Owner’s Portal and viewed upon request simply by clicking on it.

The Comment button on the game board enables the slave to send a message to the Owner. Simply type your message into the provided text field and it will be entered into the Owner’s Portal for later inspection. I suggest being respectful :)


This work is funded by Mistress Cassandra. If you enjoy this game or anything else on this site for that matter, please consider giving her a call at 800-730-7164 to support continued development. The authors gratefully acknowledge all the pioneers who came before us to entertain, encourage and inspire.

Cyber Mistress
Virtual Master
Frugal Domme
PC Master

A Final Word

What Beta 1 means… We have made every attempt to validate this software for functionality and safety. However, as always with a program of this complexity, errors or omissions of which we are not aware may be present. Respectful feedback and suggestions are encouraged to improve and enhance everyone’s experience. As always. play safely and responsibly. Mistress Cassandra’s Playground accepts no responsibility for defects or misuse of this program.

Have fun!

The Circle Suck

Friday, December 12th, 2014

A game much more fun than that manly old game called a circle jerk. This game is for sissies, cum eaters, and bukkake enthusiasts!