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Cuckolding With Class

Cucking And Cocklocking Why the cocklocks in a cuckold post? Because cuckold humiliation is best served with a cocklock. Not only does the cuckold get mostly no orgasms or sex, to enforce chastity on him adds to his humiliation so says a cuckold boy I speak to on a...

Captivity Is Not For Every Slave

Matt Goes Captivity I’m having such a grand time with Matt so far. We had a discussion on captivity slavery and how he would fare with it. We did try it but he had a round of claustrophobia. The cage used was like the worm’s a few months back, used for his...

How Many Days In The Cage

A Sissy Wonderland I had a great long weekend by the seashore and went shopping at a great outlet while there. I was with very good friends from San Francisco. The thing about San Francisco is you can never leave. You find that moving back is nearly impossible because...

Sissy Donna’s Fantasy Becomes Reality

Officially A Sissy Slut I don’t know if I mentioned chastity sissy donna’s quest for she male dick? Today is 299 days in chastity. Friday night she finally got her wish. A tranny who has taken her mouth and little sissy slut pussy! She sent me a...

It’s Pass The Penis Time

Weekly Challenges But not today. This will be one of pool boy’s challenges in his chastity challenge program. He is now chaste for 44 days, we are going for 100. There is a catch however. He must lose 15 lbs on day 100. That is 57 days and he is starting now on...