1,510 results for sissy training

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.

Princess BBC sissy Trainer

BBC Sissy TrainerClit cages, and cock sucking oh my! This BBC sissy trainer knows something about you, that you won’t even admit to yourself. You aren’t a straight man, don’t even try me! You’re a little faggot cocksucker, aren’t you? No straight man would call his favorite Sissy trainer and listen to me talk about how much I love BBC, and all of those huge, throbbing black monsters I’ve taken in my perfect princess pussy!

You can’t fool me, beta bitch. You’re my little femboi; my new little bottom toy for all these Alpha cocks to wipe off on. You already know how wet sissy training makes me. You came for a good cock training session, didn’t you? Come into my room honey while I get you a chastity cage for that tiny clit of yours. You know I own you. You only get to cum when Princess Z says so, do you hear me?

I come from a long line of Sissy Training Royalty! Put on your short little skirt so you can flash that little clit cage to all the big Bulls we pass. I’m going to force you to get double penetrated by big black cocks. Come here, now. The control is mine.

Best Sissy Trainer for the Job!

best sissy trainer

I don’t have the reputation of being the best sissy trainer around for no reason. I can take an ugly beast of a man and turn him into the most gorgeous sissy. Sure, it takes dedication and some patience, but if other so-called sissy trainers have given up on you or weren’t very nice or didn’t take the time to work with you, then fuck them. They clearly aren’t worth anything as sissy Goddesses. That’s why you need a woman like me to help you out. I am firm but loving and you might even say I’m a little bit motherly. 

That doesn’t mean I’m gonna be afraid to be tough other you when you need it, though. And I’m not going to shy away from teaching you more then just how to dress up like a woman. You gotta walk the walk, talk the talk, oh and you also need to learn how to suck and be fucked, baby girl.  I can turn you into the biggest slut in your town. I can and I will. I’m ready to give you all of the training you’re ever going to need. Just grab your panties and your dildo and give me a call.

BBC Sissy Trainer Diana

I’m a good mommy and an awesome sissy girl trainer for my naughty men. You aren’t men if you look at that BBC, and you feel tingly. I will be the BBC sissy trainer you need to get you off hard. You will be the bitch for that BBC. I want to own that sweet ass of yours and that sissy mouth. You will be dressed like a pretty girl and we will take you down to this little glory hole I know. I have my own little club where I have the black cock and these sweet little rooms with holes all around. These are the holes where that big beautiful black cock will slip through for your sissy hole and your mouth. I have them situated in a way that you will stroke two off suck one and have one penetrate that man cunt of yours. You will be filmed taking those cocks.

BBC sissy trainer

If you are a little afraid about taking the big cock for the first time don’t worry. I am the Best sissy trainer and won’t have you doing something you are not ready for. I will train you. Sometimes I have two sissy girls in the room with me when I am taking a nice big bull cock. I will have the two play together and slowly train that pussy. At first you will be sissy lesbos rubbing your big clits together. Then I will have you make out and be girly together and mommy will bring in a smaller alpha male in to slowly acclimate your pussy for cock. If you are the bold kind none of this is going to be part of your training. You will train with me and use a pump up butt plug. We have many directions to go with your training sissy.

Why I Enjoy Being a BBC Sissy Trainer

bbc sissy trainerI love being a BBC sissy trainer. Now, I train without big black cocks too, but it is so much more fun with them. One of my favorite sissies is Margo. Like many sissies the times she can play are few and far between because very few people know about her private secret life. Margo prefers transsexuals. I can understand that because a sexy shemale is the best of both worlds and often trannies are dominant. Margo needs someone in charge regardless if that person has a cock or not. Like many sissies, Margo is fond of candy. And like anyone partying, those inhibitions disappear when high. I recommend sissies partake is some sort of party drug: poppers, weed, coke or booze. Not only does it help those sphincter muscles relax, but it also helps the mind let go of any fears or inhibitions. That is when I bring in the big black cocks. It is part of my wicked style of sissy training. I will not go as far as to say all black cocks are bigger than white cocks. There are big white cocks too. Black men are simply perfect for the cock curious sissy because black men do not look at getting their knobs polished by white men the same way white men look at it. Black men are not hung up on labels like gay or straight. They will just as easily fuck a sissy like Margo and go home to their wives and never once question their sexuality. Most sissies want cock. Many just do not realize it yet. That is why I encourage drug use. When some one is high or drunk, they tell the truth. There is no longer any inhibitions. And if they admit to being cock curious, I bring in a hung black stud who will never brag about doing a white man or try to make the sissy his live-in bitch. I got Margo high and I brought in the black magic. I will do the same for you too. That is why I am the best sissy trainer for the cock curious sissy.

BBC Sissy Trainer Gets Nasty!

BBC sissy trainer

This BBC sissy trainer comes from a long line of sissy training women. I found these pictures hidden In my moms closet. That is my daddy! I found her journal too.  And so many other pictures of daddy and other men in a series of undress and dress up! Can you believe she would dress up my own father and take pictures of him so she could black mail him!

No wonder mommy always got what she wanted. That included a boyfriend called Big john. Now big John was a monster of a man. He stood Six feet 5 and had the most beautiful Mahogany skin. He had been coming to see momma some while before I walked in on her and big John fucking. His dick was bigger than my forearm and momma was happily bouncing on it! My pussy got so wet. It was for two reasons. Momma was cheating on daddy, and how big that black cock was! I needed to be fucked like that and I wanted to help mommy cheat. I soon found out my daddy was a sissy faggot who would service Big Johns cock and had boyfriends in another town. Yay for bisexual pops who teach you how to love black cock and a mommy who can dom with the best of them! 

What’s you sissy phone whore story?

sissy phone

Mistress Phone Sex Sissy Mommy

Your seeking something different and it’s something that a Mistress phone sex mommy is required for. Your pleasure is to be mollycoddled. You need a mommy that is over indulgent to you and pampers you like her little girl. You were born with a penis but that does not define you. You have been trained by a mommy that has raised you like a little girl. You are mommy’s little princess and mommy loves to dress you girly. I gave you a girly name and put pretty sundresses on you. You are only to wear girly panties and pretty girly clothes. My sweet boy is not a boy, you will never be a man. You are mommy’s sweet little girl and that is all you will ever be. I will train you to be a little cock whore even. Yes you will dress for the man’s pleasure. Men like pretty girls with bows and pastel colors. The men that your best sissy trainer mommy likes to bring around love little femboys and that is what mommy has made you out to be. You must never disappoint mommy’s man friends. If you are a naughty little sissy that doesn’t comply, you will be punished. I usually like my sissy girls to wear cages on their clit sticks as it makes them more disciplined. I will force you into chastity if you do not service the men as I intend you to. They pay mommy well and I will make your bottom red and sore with bare bottom spankings if you act up. If you have a dirty mouth I will make you suck a soapy cock. You will suck the soapy cock and swallow when he cums. You will get a belly ache and mommy will put you in diapers to make you understand that from that point on you will need to be a good girl and that will be the sissy girl training for you.

Mistress Phone Sex

Let’s Discuss A FLR And How It’s Fitting For Sissy

Domination phone sex or Femdom sessions are essentially FLR (Female Led Relationships). You, as a man are giving full control over to a dominant, strong woman. In the sissy spectrum, I coerce you to becoming a sissy girl and to start dressing to please men. You will become imploringly seek out this craving online and realize that you need a Femdom to control you. This pandemic has made you in full blown lust seeking the satisfaction that can only come with serving as a cock slut. I am here to assist you, Sissy.

Domination phone sex

As a mommy of a few brats and a couple of them are training to become the best little sissy play things they can be. I am excited with how good they are at looking girly with their clit sticks tucked in pretty little panties. Their red whore lips painted as their little faces are also all made up. My offspring are my ornaments to parade about for the men that desire them. I can help you too, to become what men desire.

Who’s a good sissy girl?

sissy girl training

Are you ready for me to start your sissy girl training? Once we begin there is no going back to what you consider to be your norm. You see once we start you give up all claims to your name, masculinity and free will. I will control when you sleep, wake up or move. I control what you eat and drink. I control your bathroom time. I will turn you from a masculine man into the pretty sissy of your dreams. I will dress you in pretty panties, bras and stockings. I will have you in public in dresses and heels. I will put a wig on you until your hair grows out and apply your makeup. You will suck on cocks, slide your pretty pussy over them and ride them to completion, you will clean any and all cocks that I tell you to until I determine that they can be put away. I can’t wait to hear you scream and moan the first time that you are fucked like the little cock whore that you are. I have an opening available for a new sissy slut- do you think you have what it takes to keep my cunt pleased?

 

Sissy Phone Chat and Forced Intoxication

sissy phone chatSissy phone chat is always available with me. I do not care if you are a seasoned sissy or an exploring sissy.  I love real and pretend sissies the same. I am always under the assumption that many men who reach out to me on my phone line are sissies in the moment. Many get high or drunk and their submissive bi side flies. Nothing wrong with that. Once the sissy cums or the drugs wear off, those panties come off.  That is okay too. Honestly, I think this past year with all the isolation and stress, drugs and alcohol use are on the rise. And if that brings out your sissy side, great. I had a long partying sissy last night. She needed some online sissy training. I gave him that mixed with some forced intoxication play. I love telling a sissy to take a drink or do a bump because sissies high or drunk are so much fun. I made this sissy sing little ditties Like “I’m a Sissy Girl” to the tune of “I’m a Barbie Girl.” I made her dress in all her pretty outfits and take pictures for Grinder and to send to me. I love looking at sissy transformations. My high sissy went on her patio and sang I’m a sissy girl at the top of her lungs. She lives in NYC so who knows who heard her besides me. It was a proud sissy trainer moment. She was fucked up, but do not think I will not exploit that. I love pay piggies. I will get your high or drunk and have you buying me stuff and toys and outfits for you. A good sissy trainer has fun with her sissies and helps them be the best sissies they can be on or off the phone. And a good phone dominatrix knows how to make it profitable for herself too.