Category: Sissy humiliation

Big Sissy Man

Forced feminizationI love turning a big strong man into a weak little woman. I have a client name, Bob. He’s the CEO of major fast food restaurant. He’s a man that’s always in control. He’s used to being the most powerful man in the room. But when he’s in my home his name is Cindy. He loses the suit and tie and prefers silk and lace panty sets. I do his makeup and style his long blond wig. And then the fun begins, I call men over and “Cindy” makes them very happy. I watch him suck cock after cock, and I wonder what his employees would think if they saw their boss on his knees. “Cindy” sucks cock better than a porn star. And he can do things in heels that even I can’t do. I love turning men into sissies. I like taking all of their power away and forcing them to do things that they’ve only thought about in their wet dreams.

Sissy humiliation, let’s fill my fish bowl

Sissy humiliation

Sissy humiliation … what’s there to say really? It’s rather self-explanatory, but each person has their own idea of what it entails. What does it entail for you? I like to compile a list of things my sissy doesn’t like. I know it’s rather shitty for me to pick up on things in a normal everyday social commentary, but you have to get your info somehow!
What we will do once I am satisfied with the number of things you dislike that I have accumulated. I’m going to have you write each one down on a piece of paper and put it in a fish bowl. Anytime you do something that is out of line I will grab one of the pieces of paper and you will be punished with whatever happens to be written on it. I probably stacked the bowl with ones I like too. If you can think of 10 things you dislike, tell them to me and I can have some fun making sure you feel humiliated and more like a sissy than you did previously.

Cuckold Phone Sex: Shaming Losers

cuckold phone sexDo you enjoy cuckold phone sex? You must be a loser if you said yes. I love losers. I won’t fuck a loser. I married two losers so no more losers in my life. I mean no more losers in my pussy. I have no problem turning a loser into a cuckold or a clean up bitch. I also have no issues with shaming a loser. This guy I know loves to be publicly shamed for his little dick. He pays me for it too. Poor bastard. I had him over last night for girls’ night. Talk about fun. Me and 10 other hot babe size queens into small dick humiliation. We had him stand in front of us. We spent a good half hour ridiculing his little pinky dick. We wrote Loser and other such things in red lipstick on his body. The fun really happened when we dressed him up like a sissy. We even did his hair and make up. We put her in a sissy maid outfit I have for such occasions and took pictures for public shaming. We made him up load the pictures to his Face Book page so his family and friends could see what a shameful sissy loser he had become with our help. I broke out the bag of tricks so we could all fuck his little boy pussy. He cried and pleaded with us. Even claimed we had gone too far, but I knew he wanted a good ass fucking. All cucks and sissies love their asses played with, don’t they? You know what I am saying is true because if you are still reading this, you are enjoying what I have to say. Your little clitty is throbbing. Put on some panties, get out a toy and let’s have some fun.

Ha Ha What A Small Clit Dick You Have

Small dick humiliation Oh my what a small Small clit dick you have. When Me and My friends saw this picture we laughed our asses off. What Woman would actually get satisfied off of that little clit dick? Your a freak with that itty bitty clit dick. I have seen little ones with bigger dicks then you. Does cum even come out of that clit dick? or do you squirt like a little bitch? I bet your ass feels like a pussy to a real Cock. I bet when you cum you sound like a bitch cumming. You should just cut that little clit dick right off.  You would be better off as a bitch.  Because you are defiantly not a Man.

Your Goddess Clarissa

Sissy Maid Training with Gwen

sissy maid trainingI have so much fun with sissy maid training. I always keep your little cocks in a cock ring because after all once I make the transformation of turning you into little sissy girls you no longer have a cock. You have a pussy instead. Sometimes I like to dress you up in a maids outfit and shove a feather duster up your tight little puckered assholes. I tell you that you had better do a good job dusting and laugh as you are wiggling your ass trying to dust the coffee table. You knocked a lamp off of the end table and that just won’t do. So I have you bend over and place your hands on the coffee table. I have found that my riding crop always helps you to remember to be more careful. After a dozen of well-placed smacks on that ass. I start fucking your ass with the feather duster. You are begging me to release your cock ring and allow you to cum. But I don’t. Instead, I tell you to go do the dishes and leave that feather duster up your ass. Maybe if you do a really good job cleaning I will allow you to come…..only time will tell.

Foot fetish and a naughty sissy

Foot fetishes

My sissy hubby loves … and I mean loves anything foot related in sex. As a special treat for my hard working sissy boy, I planned something out of the ordinary.
My bestie sorority sister from back in the day came over to help me with this treat. We did our pre-evening shopping and had a blast. After setting it up I brought sissy into the bathroom, blindfolded. We sat him down, put his accessories on and removed his blindfold. He was sitting in a princess’s chair with a little tiara and a pink dress was all laid out for him to get into. He seemed pretty elated about what was going on and I asked the pretty little sissy if he was ready for his foot show. His face went from a huge smile to a frown rather quickly. I asked what was wrong and he said, “I am not allowed to cum My Madam.” I knew why, but I was just making sure slave was paying attention.
My bestie and I got down and dirty right away. We both just had silk robes on and we slid them off our shoulders. I reached over and flicked and played with her nipple and I could see the strain come over my hubby’s face. I sat her down on the sauna bench and put her legs over the front of me, just enough leg to be able to play with my nipples. The sissy’s cock cage prevents him from getting hard. I got up and pushed up his little pink dress and sure enough, stuck with cum everywhere.

The Way I Like My Sissy Bitch Bois

Domination phone sexThis is how all you sissy bitch bois should when not in use. All you bois are worthless little creatures. Some of you are good at being furniture. Some of you are good at eating pussies. Some of you are good at fucking. Some of you are good at being toilets. But you are all still worthless little bitch bois. I treat My animals better then My boi pets.  Bois in cages.  Bois on leashes.  Bois crawling around on all fours.  Barking.   Using the bathroom out side for all to see how worthless you are.  Hearing the mocking of the neighbors as you squat.  When I have a party bringing out for all my friends.  To be humiliated.  To be beat. And  to have your pussy ass fucked.

Sexy Dominatrix Gwen

sexy dominatrixYou called and arrange a session with a sexy dominatrix. I told you to be here promptly at eleven o’clock in the morning. It is now twelve and I have not seen or heard from you. I am starting to think that you have chickened out. Then my phone rings and you start making excuses for being late. Which is totally unacceptable. You should have called me at the time of our appointment not thirty minutes later. By the time you finally arrive you have wasted over an hour of my time. I let you know that you will be paying me for my wasted time and this is no longer going to be a sexy domination session, but instead a sissy maid training session. You will be paying for your naughtiness. I have you take off all of your clothes and then put on a super slutty maid outfit with crotch less panties, stockings, sexy high heel shoes, and last but not least some red fuck me lipstick. Then I hand you a feather duster and tell you to start cleaning. Every time you bend over I give you a hard smack with the riding crop. Before long your ass is covered in pretty little red welts. The door bell rings and you go to hide. I tell you you had better get back to cleaning my coffee table if you know what is good for you. I open the door and one of my luscious dark chocolate friends is standing there. He notices you right away and says well Mistress Gwen what do we have here as he licks his lips. You’ll have to call me to find out what happens next.

sissy maid training

Pretty Sissy

Forced feminizationI’m a madam, a female pimp, and I need a sissy that willing to do anything to get money for me. I’ll make you so beautiful that you’ll be able to attract any man. I’ll teach you how to do your makeup and hair. And put you in the finest clothes, because my hoes are high-class. The next step will be your sexual education, I’ll teach you how to suck cock, and how to accept huge cocks into your boy-pussy. We’ll make so much money you’ll be able to quit your day job. It’s going to be hard work. Sometimes you’ll entertain up to twenty men a day. You’ll get so much action your lips and asshole will be sore. The only rule that I have is that you must always remember that I’m the boss and I run the show. Any attitude or back talk from you means automatic punishment. Be a good hoe and we won’t have any problems.

Sissy Boi Wanda begging for Collar

Sissy humiliation Laughs. There is this sissy boi doggy bitch Wanda. Who begs every time he sees me to have My collar. He says he will do anything for My collar. I laugh as if that would be a choice for him to do anything for My collar. Of course he would do anything and he would beg and love to do what ever I ask. Sissy boi doggy bitch’s have no choice. Have no free will. Yet this small clit dick and his pussy ass begs Me as if he would have a choice in what he would do for Me. What a worthless sissy boi doggy bitch to think such things. My pets and I laugh at him. We have never seen such stupidity in such a worthless sissy boi doggy bitch before. If he did receive My collar he would be the animal the lowest of all the pets.