by Mistress Cassandra | Aug 3, 2019 | Sissy Chastity Training
A Sissy In Chastity Sissy Bobi has proven to be a chastity sissy with style. I call her Miss Bobi because she has photoed herself in several outfits to prove she has class and good taste. She also has good taste in chastity devices. When she contacted me last week,...
by Mistress Cassandra | Jul 8, 2019 | Erotic Audios, Sissy Chastity Training
The Little Pink Chastity Cage What does a horny sissy need? A little pink chastity cage of course, and five Mistresses to frustrate and tease. Sissies love the notion of chastity training because they know their cocks can be out of control, but they are also petrified...
by Mistress Cassandra | Sep 12, 2016 | Chastity, Sissy Chastity Training
A Guilty Fag Fuckie fag boi was beginning to feel guilty about all of her transgressions so he made this chart to keep track of punishments self imposed. On her road to faggotry and sissyhood, she feels that the only way she should look at an attractive female...
by Mistress Cassandra | Aug 29, 2016 | Sissy Chastity Training
Recording Her Blow Jobs My Amsterdam gurl fuckie fag boi is ordered to get a big black dildo to practice her porn star moans for her up and coming trip to Amsterdam. She did demonstrate today but it just will not do. She needs practice and a dildo is in order. I have...
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