Bottoms up can mean many things. Today I would like to address cum eating, strap-on play, and of course the next installment of the cuckold MILF who can squirt.
It’s Cum Eating Time
Cum eating calls can be very challenging. Why? Because 75% or more end the call before the eating begins. When I hear “It is up to you to make me do it”, I just laugh. Here is the lecture. If you are a true submissive slave who does whatever Mistress says, you will do it! It is not up to me. It is up to you to cultivate the submissive mindset. This may not be possible, it is a matter of are you a submissive or not, or just a wannabe. Several boys who I train do not like eating their cum but will do it because I direct it as a punishment for an infraction or simply because it is my whim. Strokepet alex for one hates coached cum eating but will do it. I can hear him gag with disgust but he will gladly oblige, sissy vanessa loves her cum eating and laps it up with gusto on cam. Your question is “Do you swallow cum Mistress” ? Well, absolutely not! Eww.
It’s Strap-On Time
Strap-on sex is definitely a favorite among submissives. To surrender their ass like a slut bitch to a powerful woman is top of the list. This is where butt plug training has it’s place, to prepare the slut for a good time. Another way to prepare is a good inflatable butt plug session. Sissy strap-on sex is extremely powerful with a sissy in an on the back position and told over and over what a little slut she is and how she is being plowed to the ultimate capability. Strap-on sex is high on my list of favorite fantasy calls.
Brazilianed Cuckoldress
Carol dutifully sat on the couch next to Roger. He took her hand and placed it on his swollen cock. “Take it out. The interview is about to begin,” he said. She excavates a 10 inch black cock with girth like a beer can and smiles. “A pretty smile deserves a reward of dick in mouth. Now bend over and fill your mouth with it,” he said. The couch behind her is suddenly occupied by another bull. The big black hand pulls over the white thong bikini panty to display a brazilian waxed pussy, wet and hot from the anticipation of being a fucked cuckoldress. ” I had her do that. A cuckoldress must have easy access and no hair” Cassandra said. To be continued….
Chastity Mistress Cassandra 1-800-730-7164



Ms Cassandra…I love strap-on play. I am finding that lately I have a phallic obsession and enjoy surrending my mouth to the mistresses strap-on. Something about having to look stright into the cam as she makes me go down on her strapo-on is such a huge turn on for me. I guess it’s the thought of her looking straight into my eyes and seeing the expression on my face as she makes me gag on her appendage 🙂
Lovely to discover new fetishis isnt it?
Mistress, that champain glass is making my mouth water, prissy ooze, and causing a deep desire to call! I can almost taste it! My Goddess, I want to sip that for you!
Ok Im waiting and tapping foot impatiently! Get your glass ready!
Ms Cassandra,
It is always important to see something through if we have promised you, it shows respect and obedience.
Dear Mistress Cassandra,i want to obey and please my Mistress.IIt strikes terror and
fear i in this slave’s heart to displease my Mistress.Empress Christine does not
have to force me.To not obey is unthinkable.You are a excellent writer .I enjoy
what you have to teach slaves…thankyou sincerly yours sissy slave ted
Fantastic blog, comments are even better, was looking for a Fourth of July post before I made my first call. 4 days without.
you can certainly go up to a week at least.
Mmmmh… A great idea for preparing Carol’s pussy for the workover she is about to receive. I suspect she will do an awesome job preparing her bulls as her freshly waxed pussy glistens with her juices. Very nice indeed!
No fireworks today. 14 days chaste.
Jeffie
But we did reach an agreement. 60 lb needs to be lost, with every 20 lbs jeffie gets an o, proof will be on a digital scale, pedicure, and the growth of the nail will determine if its jeffie, and who the hell else would it be. explain that one to a friend…lol
Spoke with Mistress Meredith and she stated that the color should be a sparkling pink or a red. I must have the pedicure completed ASAP. Picture to follow soon.
Good luck, try hard, and get to cum!