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Archive for the ‘Photos’ Category

Chastity for Valentine’s Day?

Saturday, February 7th, 2015

proctor-b2The Beta2 release of The Proctor should be available before Valentine’s Day. Based on all the feedback we received (Thank You!), this update includes numerous enhancements, enticements and activities to keep your lucky Valentine locked and loaded for days, weeks and even months to come (or not). What’s new you ask?

  • * A database of over 2000 sexually explicit images
  • * Image sequences, animated transitions and counters
  • * A 5 star ranking system to encourage obedient behavior
  • * New activities that become available as your rank increases
  • * Messaging capabilities for your owner to send commands
  • * A new control panel to adjust resolutions, animations and sounds
  • * Leaderboard functionality and inclusion options
  • * Enhanced tablet and mobile phone browser support

We are excited to share this latest release and will post it just as soon as it is ready. Thank you all for your support and participation. Don’t forget to call Mistress Cassandra (800 730 7164) and humbly thank her for providing this site for your entertainment!

 

Online Slave Motivator & Monitor – The Proctor!

Thursday, May 22nd, 2014

Sometimes a busy Mistress with many slaves clamoring for attention just doesn’t have time to properly monitor and motivate them all. So to assist me in keeping my stable of boys out of mischief, I’ve instructed the geek to program a new game called “The Proctor”.

This one-of-a-kind creation will keep my boys busy, entertained and frustrated between their calls with me. Additionally, I can monitor their progress and compliance via the game’s logs right here at The Playground. The goal of the game is both simple and insidious. I set a “merit goal” for them to earn their reward with the only way to accumulate merits is to pass GO. Unfortunately for them, the game deducts points daily so the only way to reach my prescribed level is to go around the board at least twice a day. Oh, they can take days off but then they must make additional circuits when they return to the game. I can see when they made their moves and what directives they were given via their personalized certificate pages. Also, each move can accept an image link (to tumblr or your favorite image hosting site) for me to inspect the quality and dedication each boy’s efforts. With all its online, browser based features, this game is bound to be a hit with my fellow Mistresses! If you have any requests, sent them to the geek here who is hard at work beating the keyboard to post this exciting new addition to The Playground. Here’s hoping the Fickle Finger is pointing at you real soon!

- Mistress Cassandra

proctor-board

Chastity Keyholder Mistress Cassandra Taunts You

Saturday, February 8th, 2014

It’s difficult to imagine…
… the power a woman has over a man when she holds… “The Key.”
The key to a release he so desperately wants.
The key to his fulfillment.
The key to his passion.
The key to the bliss that he craves with such intensity…
… he would do anything she asks.
With this key I can teach you to be so much more than you are now.
Imagine me, holding your key.
Sensuously teaching you.
Erotically training you.
Sexually molding you into a weak… obedient…  docile… PET!
A pet that serves woman in the manner they deserve.
Kneeling at their feet.
Naked.
Aroused.
Hoping to see… praying to touch…
… ever anxious to serve the woman that holds the key.

CHASTITY!

Imagine your lock flesh, straining for release.
You beg me to relent.
You plead to me for mercy.
I smile knowing that now you are ready to learn.
Ready to learn the lessons of how to serve and service a woman.
Ready to ingrain the behaviors a woman deems appropriate for you.
Ready to offer a woman your unrequited desire… just for her amusement!

Watch full HD Video here.

Watch on YouTube here.

Chastity Cage Video

Saturday, November 9th, 2013

For the amusement of all you boys out there, I’ve just added this chastity cage video. It highlights many different cocklocks both real and fantasy. Expect these images to be used in upcoming torments just to tease and tantalize you.

Best Wishes,
- Mistress Cassandra