Category: Sissy training

Sissy Pay Piggies

Mistress phone sex

I love sissy pay piggies, they let me use their bodies and wallets just the way I please I love when they call me and want to empty out their wallets just to hear me make them my sluts. When they call, they tip me so well and they get to hear me moan and put them in their slut place, while spending their money on clothes for my sexy body or sex toys to please my pussy with because they know their little pathetic cocks won’t do it for me. They love it knowing I will reward them with lots of spankings or I let them kiss and lick my feet while I pleasure myself to their weak submissive slut bodies. I don’t stop telling them how small and unworthy their cocks are and how they need to tip me better so I can buy bigger dildos or even heels to use to step on them while I show them why they call me Mistress Gypsy.

Mistress Phone Sex For BBC Lovers

mistress phone sexOne thing high on the sissy lust list is a BBC. But you have to know how to handle the BBC. It is a big beautiful black beast. Not for an untrained sissy and you will need a BBC sissy trainer. I have made a fortune from women wanting me to train their husbands to be BBC sissies or men who want to be BBC sissies. I will use my sorry ass husband as an example of exactly how this BBC sissy training works. I love to dress him in frilly sissy panties and have him sit right beside me. Then I have that gorgeous man with that monstrous snake come over to me. I show him how to stroke that big dick. It is so large you must use both hands. He did so good, stroking up and down in perfect rhythm. I show him how to gently touch the ball sack too, causing that beautiful man to start to moan. Next, and this takes lots of practice, I show him how to lick that massive thing. From the base to that big head. Going slowly and firmly, licking in long even strokes. I can see my husbands tiny dick through the panties, and he is starting to leak more and more as the gorgeous man moans louder. My husband gets so excited he starts to put it in his mouth. That is when I must stop him. He is not worthy of putting it in his mouth, he is simply there to get it nice and hard for me. I then make my husband get on the bottom of the bed while he watches me satisfy that BBC with my mouth, my juicy wet pussy and even my nice round ass. As that BBC is fucking me, I laugh at my husband rubbing his little clitty, getting off on watching this big cock go in and out of his wife, making me moan in ecstasy. Now baby you give me a call for some hot mistress phone sex.

Sissy Girl Training With Jackie

sissy girl training

You’ve been doing your sissy girl training for a little bit now and I think you are just about ready to graduate from my sissy training academy. You prepared your body and shaved, manicured, and dolled up that face. You have been wearing your lingerie and dressing up in skirts and heels. You’re quite good at walking in those stilettos now and I’m very proud of you. And yes, you’ve been doing such a good job at sucking my strap-on dick and getting fucked by it. But there are just a few things left you need to do before you’re a graduate. You need to suck and get fucked by a real cock. 

You have nothing to be nervous about. I know you’re going to be a really great cock sucking bitch. I’ve seen what you can do to a strap-on and that doesn’t taste nearly as good as a real one. It doesn’t throb in your mouth and it certainly doesn’t leak pre-cum when it gets really excited. Are you ready for your final exam? When you feel like you can pass with flying colors, I will be ready and waiting to get you ready for your graduation day.

Mistress phone sex whore Remi

 

I remember the first time I took control and trained a sissy slut. It was way before I became a trainer, back when I would sit in the room with my mama and listen to her hot and erotic mistress phone sex calls. Listening to the way she commanded those sissy men to jerk their tiny, sad cocks and worship her, excited me. I wanted to be just as sexy, powerful and dominant as her. I went upstairs and forced my brother to dress up in one of my silky tank tops and a pretty pair of ruffled panties. I put him on his knees and stepped in front of him with mommy’s strap-on cock tightly fastened to my tiny waist. I made my bratty little brother suck that cock just like we had seen in the movies that our step daddy made us watch with him! He told him what a good cock sucker he was and told him to gag on it, just like mommy tells her sissy sluts to do. Mommy walked in right as I was about to force fuck his shit hole. She wasn’t mad, she was impressed. That’s when my official training began as a naughty mistress and sissy whore trainer.

Sissy slut Train

Playing with my pussy thinking about the time I ran a train on my sissy slut boy. I made him come over with his school girl outfit on, as soon as he got through the door, I made him crawl on his knees to the waiting big black hard cock I had for him. He is a good little slut so he did as he was told, opened his mouth and went right to work, licking and sucking a big black cock and playing with his balls while he did that I came from behind and I stuck my big strap dick in his ass hard and fast. The harder I fucked him I pushed his mouth harder on the big dick making him gag like a little fuck slut he is. Then we switch and he got a big black cock in his ass which made him moan like a little bitch slut, he was getting used so well he came all over the floor and with that my playmate filled his ass with hot cum, I made him lick up his mess and reminded him he belongs to me. 

Sissy girl training

Sissy Maid Training Sessions

sissy maid trainingI smiled over the crowd, taking note of all the well-known sissy trainers present all looking for that perfect one for sissy maid training! “Welcome to Princess Z’s Sissy Slut Auction!”
I myself was looking for new sissy sluts to train as housemaids. This is where I would get to find real prized slaves trained by other mistresses and Madams of the craft! Mistresses to those femboy little queers who had been training well. Money talked here, and I would have my prized possession.

You see, My last purchase said s/he was already trained. I realized she was a stupid whore liar after she was permitted the honor of cleaning my office. First and foremost, her clothing was too modest. While dusting, the bitch had no form, and seemed terrified of the vacuum. This would not do! I needed the full experience and would not have my guest looking at this trashy whore! No breeding, no background. Just a pathetic fag in a costume! I grabbed her by the hair, threw her over my desk, and beat her black and blue for lying about her training. A few days later, I had the bitch in a proper uniform; pretty little trousers, a garter and stockings, and 7-inch stiletto heels. Yes, & inches, you wish your cock was as large as the heels you stand in! Titter, Totter Little faggot girl! She then put on a cute little maid dress. Her feather duster handle was a dildo, the vacuum had all sorts of special attachments for her pathetic clit. She was in for a world of Hell; a world of Sissy training.

On second thought, breaking a sissy is always good for a Sweet little Mistresses confidence!sissy maid training

I Love Pay Pigs

sissy phone sex

I love my little pay piggies, especially when they empty out their wallets for me! And they also love just having the chance to let me have a rape fantasy with their wallets while they worship my stunning body. These piggies dream all day about my tight body, but they know they can’t touch. They can never ever touch! But oh how I love to have the dirtiest humiliation calls with them. My pay pigs love to roleplay with me as their mistress, my sissy pay pigs beg to worship me with their cash and ass. And in return, I just love telling them how pathetic their pitiful, tiny white cocks are. They totally love it when I dominate their wallets by ordering the biggest dildos to fuck myself with- way bigger than those pathetic small sissy cocks in their pants!

I Love Sissy Phone Sex Callers

sissy phone sexI love sissy phone sex calls. Sissies are the best. Every woman should be so lucky to have a sissy in her life. I have many. I have phone sissies. I have real-life sissies. And I have 2 sissy sons. My sissy sons will be shemales one day. And they will have my full support too. I can make any sissy pretty. I can turn any sissy into a shemale too. I love feminizing sissies. How can you be a sissy in man clothes, right? It is just not a look that goes well together. The first thing I do with all sissies, including my sissy boys, is put them in panties. I will not say that all sissies have small dicks, but most too. I think the lack of testosterone makes dicks smaller and lends folks to be sissies. I have met a few sissies with big dicks, but they were just sort of occasional sissies. Either they just needed something taboo to push them over the edge or they were partying. Most sissies, however, have clits. Tiny little things that no woman would want or could feel. I like to make fun of small willies as I put them in appropriate under garments. Once I have panties on a sissy, I need to find matching items like a bra and garter belt. I also enjoy a dress too. Femboy training means learning to dress like a sissy, act like a sissy and living life like a sissy. Once a sissy looks the part, she can act the part. I train all sissies how to suck cock. There are a few sissies who do not suck cock, but they are few and far between. Once you feel and look girly, you want to do girly things like suck cock. I am great at training sissies to swallow cock. My little future shemales are great cock suckers.  Sissies are like dolls to me that I can dress up and play with. Think you are ready to play?

Femboy Training with Mommy Diana

Femboy training with Mommy Diana is quite rewarding for good sissy sluts. I am a mature and experienced mommy. In fact I am raising my own little brood of sissy girls. If you like to enjoy a little sissy girl that’s sweet and innocent then I have a cock slut for you. If you are interested in being trained by the Best then I look forward to discussing sessions with you.

Femboy training

I understand it can be overwhelming to indulge in these desires to be a great little cock pleasing sissy. Its completely fine to be nervous. I have helped a few sissy sluts start taking real manly cocks and they love it. I have also been the understanding and compassionate ear for sissy girls to confess things to. I’m here as a mommy and as a Mistress. My purest notions are that you get to the point of obtaining the purest pleasures that you seek.

Be A Good Girl

Sissy trainingNo one likes a slut who says no. I only train the best sluts in my sissy school of ultimate slutification. Here being a good girl means always being ready to say yes and do as you’re told. Knowing your job is never complete without a load in each hole and all over your face. If you only make a guy cum once, you are not a success. To be a good girl you must keep him hard even after making him reach his satisfaction point. Normal girls get to stop there, you are not a normal girl. You are a sissy slut, you have to try harder. You have to be better! They can put in the bare minimum, whereas you must give more than a hundred percent. Show those men why they need a sissy whore like you instead. Because you won’t be satisfied until you completely drain them. Remember this and remember it well. 

A load in my mouth I’m a slut

    A load in my pussy I’m a whore

Add a load on my face 

And he’ll be back for more