1,510 results for sissy training

Sissy Slave Training

sissy slave trainingI love sissy slave training my sissies. I have a few prized pupils. Some are married and must be very discreet with their sissy duties. Others are free to be the best sissy they can be. And a few are single but can only practice from the safety of their home because of stigma. They have jobs or parents that just wouldn’t understand. Breaks my heart when a sissy can’t be who she was born to be outside her home. I have two sissy boys. I knew when they were young what their true nature was. I didn’t guide them to be sissies. I let them explore their sexual identities. And those identities involved wearing mommy’s panties, playing with her make-up and sucking on her dildos. I’d buy them gender appropriate toys and they would play with their big sister’s old Barbie dolls instead. I stopped buying them boy things by the time they started school.  They are still in school, but they go to an arts school. Its LBGQT friendly. They can be themselves. The younger generation gets it. They don’t judge. For you older sissies, the best sissy trainer is a mommy who understands you can’t always be out sucking cock or going to stores and buying lingerie for yourself. I wish you could be like my sons, but I understand different generation and different situations. Regardless if you can go out and get cock and toys like my precious Bambi or you have to stay in the closet like Mickey, this sissy boy mommy wants to help you make the best of sissydom.

Sissy Hypno Training W/ Hot Mistress Gemini!

sissy hypno training

You bet your sweet ass you are in trouble now sissy slut! Gemini is the hot Domme who is joining me in sissy Hypno training! Guess who is a cock sucking, cum eating Faggot? One guess, It’s you! And who is going to jack off that clit while repeating to your sexy Young Mistresses? One guess, It’s you, Just pathetic cum-guzzling whore! Once again who is a cum eating cocksucker sissy whore? Yeppers, you are! Gemini and I have teamed up to bring you the hardcore sissy hypnosis that your pretty faggy face deserves. You will be guzzling so much cum from those Big cocks that you will be breathless as your clit gets sore by how much and how hard you jack it for us. Now, We are not going to ask you again little cock sucking whore. Who is the biggest BBC cock sucker who loves eating cum? You fucking guess it sissy slut! It’s your Black cock addicted whore self! Now on your knees Bitch, Its time for your Sissy humiliation training from The sexy Gemini and myself.

 

Sissy Humiliation Training

Sissy Girl Training

sissy girl training

Hi pretty girl! Are you ready for some intensive sissy girl training? I know you’ve probably been trying to do it on your own but you just need some help from someone who was born as a girl. I love taking sissies like you under my wing and turning you into the woman you were always meant to be. It’s honestly what I live for. I mean, teaching someone about how to be feminine – what could be better? Makeup, hair, nails, lingerie – and lets not forget the most important thing: how to suck and fuck. By the time I’m done with your sissy training, nobody will ever believe that you were not born as a woman. I am just that good at what I do.
What part of sissy training are you looking forward to the most? Do you want to have a lengthy looks based feminization process or would you rather have that go quickly and then take our time with getting your pussy used to being fucked? No matter what you are craving, I know for sure that I’m the right woman for you. So just pick up the phone and give me a call so we can get your training underway.

Sissy Humiliation Training By Zoey

sissy humiliation training

Are you exhausted? You are worthless as a man but through sissy humiliation training you will realize that you are nothing but a butt slut sissy girl.  Once again are you exhausted on pretending to be something you are not? Now have you replaced every single pair of you underwear with pretty panties? It makes my slit so wet just thinking of you in those silky sissy undies. I know you feel like such a sissy femboy already. Now is the time that I put you under my spell and promise you the world if only you were to complete your ensemble with some stockings now. Its time to throw out all your manly stinky sock and only wear hose or tights. Under complete hypnosis at your young mistress’s voice you agree to by only pretty panties and hose and wear them every day you sissy pervert.  And the only porn I want you watching is BBC porn do you understand. I will mold you and force you into the sissy slave you are meant to be.

Sissy girl training

sissy girl training

I took my newest fairy pet with me to the mall to go shopping. Everyone knows that the key to the best sissy girl training is making your sissy feel as girly as possible. To do this, I knew I had to put her in those adorable, silky sissy panties and make sure as many people saw them as possible. Every time she bent over to look at something, I would lift the back of her shirt so that the edge of the panties peeked out from the top of her pants. Knowing that so many people were seeing her in those panties  was really getting my little fairy hot. I took her into the bathroom and made her strip down to nothing but those silky panties and stand there playing with her little fag clitty. Plenty of real men were walking in and making fun of my little fairy fag but I didn’t care. I made her stand there and rub her little clitty in those panties like the well trained sissy she is. I laughed as the men walking in made comments about my sissy bitch and even took pictures with their phones to post on social media. I was loving every second of it! Publicly humiliating my sissy and letting the world know what a girly girl she is, was the best time I’ve ever had at the mall.

Sissy Girl Training For Closet Fags

I love when the shy closet homosexuals come to me craving to get Sissy girl training. I enjoy starting them off with buying some really sexy, silky feminine panties and getting them to slowly incorporate them into their daily lives. I want them to wear them when they are having their personal self pleasuring moments. I love to get them to train with a small buttplug with the panties. I work them into eventually wearing the panties daily under their professional man clothes. I love to hear about how they get so excited to get their panties out and to feel that buttplug. I love getting my closet sissy’s to get bolder and wear the buttplug for longer periods, and eventually out in public. It makes me very proud when they get to sucking a nice big dildo for me and soon they slowly start grinding down on that dick. I know then it’s time for my Sissy’s to make that move and suck their first cock.

Sissy girl training

Genesis’s Sissy humiliation training

Sissy humiliation trainingI love slapping a nice fat sign on my house reading “Genesis’s Sissy humiliation training” so every time people pass by my house they know that the car they saw outside was definitely the big shot lawyer that has a wife. They will gossip and whisper. Does she know about this? They will ask, over and over how she can be with a sissy whore like that. Everyone is humiliated for her, the woman with a husband that had so much potential is actually turned on by being humiliated and dressing up like a girl! Oh, but you don’t hear these things at all. You’re clueless that the whole town knows what you really are! You’re too busy flaunting your whore ass to be fucked. I’ve got you almost in tears with my aggressive mouth and extreme humiliation. The ultimate pleasure comes when I fuck your tight sissy shit hole. I dominate it and make it stretch around my boy strap on. like it or not.

Sissy Girl Training with Mistress Diana

Sissy girl training

It’s a Sissy girls dream to get her first cock. A real fleshy dick in her painted cock sucking lips, for the first time. She is elated to be a part of sissy girl training with some real big black cocks. I have so many sweet little sissy’s that drool at the thought of getting their lips around a big man meat rod of cream filled balls. Cum eating is one of the first tasks I bring to my girls. I make them wear pretty panties and get their clitty’s excited while they watch big dick gay porn. I want them to grind on their pretty panties and make their joystick ooze and flow. They are to either lick their panties clean of that spooge or to get it on their hands and eat it directly. However you want to do it I will have you wearing panties and being a cum eater for me.

My Daughter and I Love Sissy Slave Training

sissy slave training My daughter and I love sissy slave training you. My daughter is not of the right age to join me on calls, but she helps me with my real-time sissies, especially my sons. My daughter is a great sissy slut trainer. She is a high schooler, but she is already a size queen and a sissy slut trainer. I have been super busy on the phone this week. Honestly, I have never been this busy on the phone before. I guess the holidays are bringing the sissies out of the closets. With me being so busy, my real-time sissies have felt neglected. I don’t want that happening, so I told my daughter to fill in for me. A sissy trainer can be of any age. She is a hot teen girl and she has a love for humiliation and big cock. She takes after her mama. I finished a long call last night and went looking for my daughter. I couldn’t find her, so I checked the sissy training room. Curious what that is? I have a room in my house for sissy training. It has all the toys, equipment and clothes needed for me to be the best sissy trainer. I found my daughter there pegging the ass of one of my long-term sissies. He was wearing a frilly dress and she had on the black dildo. She was going a mile a minute on his ass and giggling with joy. It was a proud mama moment. My daughter may not have the years of experience that I do, but she is just as good of a sissy trainer as me. I guess the apple doesn’t fall far from the tree.

Sissy Maid Training For A Cum Dump Like You

sissy maid trainingLift Your silk  Petticoats you are a sissy maid now and it is time for your spanking! Dear one did you think your transformation was complete with just your pretty little maid outfit? I will break you. Glitter lip gloss and pretty panties do not make a sissy. I have had better sissies wearing jeans and tight t-shirts. Your first step is going to be drinking cum from a tiny teacup after you serve your mistress. Pinkies out and lift up and show me your cage before you serve me pet. Not enough sugar, that’s three swats to your ass cheeks with my wooden paddle. Oh yes, red paddle lines! Now to crawl on your hands and knees between my legs and get the scent of a real woman that you will never be. I know now that spanking a sissy is not punishment but more of a reward, every pain I put you through makes you more of a sissy and you adore it. There is no harm in spanking my sweet small cocked fairy sissy maids at all. I know the next part of training is what you really want though. The biggest blackest cocks to fill your slutty troat and stomach up.  Get the lotion pet you are entering Mistress Zoeys Playroom.

Your sissy girl training will begin now!

sissy girl training