Training A Slave
Cassandra’s Playground continues to have good traffic from the curious. Enjoy your time there. Also my boys/bois are enjoying the weekly reports and requests. After all, chastity trainees, the orgasm denied, and attention hungry sissies need rules and regulations. Fuckie fag boi is in New York now visiting friends and will be doing a few outings while there. One , a trip to Victoria’s Secret, the sissy haven for humiliated gurls who need to blush. Fuckie hates V.S. because she says the quality sucks. She is a Wolford gurl, and also prefers Italian lingerie.
No Blow Job To Give
Sissy donna decided she wanted to suck she male cock, so she answered an add in her local smut paper. Texting was done back and forth and donna headed over there. There was no answer when donna asked her is she was law enforcement, so donna left disappointed. Too bad but this is how it goes in the she male world. Another boi I have is luckier. She has access to a she male escort place in her city. She sent me links today of the choice and we both decided on the brunette with the bubble butt. This slut will be wearing lingerie and getting anal fucking from the she male. She asks me if the she male should wear a condom…ummmmm…yesssssssssss!
To Be Served
We finally got some rain down here on Sunday. Matt and I planned for a hike in the Santa Monica Mts but cancelled it, stayed at his place and played a bit. He served me dinner and wine and gave me a long foot massage. I was not in the mood for heavy topping, so accepted service while I relaxed like a Goddess. That’s how it should be!
Chastity Mistress Cassandra 1-800-730-7164



I really do feel bad for the sissy, i am sure she was really looking forward to a nice time serving a shemale. But is ok, life happens and we have to roll with the punches. So Sissy, hold your head up high and keep searching for more, i am sure that you will find what you are looking for. But, in the meantime, service your goddess is a blessing!
Such is the life of sissy, thank you Gia
Awww, too bad it didn’t work out for you little sissy in search of she male cock. I guess it’s better err on the side of caution! But how lovely to just languish like a Goddess on a rainy day! You deserve it, Ms. Cassandra! And how wonderful to have Matt to provide that for you. But seriously, if anyone is the lucky one here, it’s Matt. 😉
He definitely is a lucky boy! 🙂
Yes like the Goddess that You are Mistress. Matt is very lucky.
He is a very easy boy to get along with and train