Category: Sissy slave training

Sissy Phone Sex Sessions with Diana

We all have those naughty secrets. I have them. I am not so great at keeping secrets though. I act on my feelings and am quite forward about things. One thing is my love for big dicks. I love to cuckold the first timers and make them watch a big cock in motion. I want them to touch it, taste it and learn how to drain it with help from me. My pussy and these great tits are instant ball release pleasure for those big dicks. I expect your mouth to become such as well. Maybe even get your sissy hole plugged and pumped. I’m a naughty mommy, a sultry Mistress and feminization goddess for sissy faggots.  I find it arousing to get a stir out you. You are my sweet sissy that is dying to be a slut for big cocks. I can help you.

Sissy phone sex

Owning a Sissy Slave

I’m always up to gaining a new sissy and my Sissy Slave Training sessions are great to explore your naughty desires. I love that you will call me while already wearing your pretty panties like a good sissy. I enjoy how excited you are to tell me about yourself and what you desire to accomplish with our sessions. It’s my desire that you get around to worshiping and sucking big cocks for me and I love to hear every detail.

Meanwhile as we work you up to that I expect you to have a large penis dildo to service with your sissy lips. You will find the suction cup ones to be the best. These realistic penises are great for making your own glory holes to service cock and slide up and down on once we get that sissy cunt trained. I look forward to playing soon Sissy.

Sissy slave training

Anal Sissy Training with a Pogo Stick

sissy trainingAnal sissy training is so much fun. I have had a few unruly sissies who have protested my methods of anal training. You cannot be a good sissy if you cannot take a cock in your ass. I trained my own asshole to take big black cocks. A good sissy wants cock up her back door pussy. I had this one sissy about 5 years ago who wanted me to train her ass with unusual objects and large objects too. I was struggling to find things to fit in her asshole. This sissy had a cavern for a back door pussy. Her asshole was so big that a foot long black cock would feel small. I was not going to be defeated. I was going to find something to stuff that sissy ass. I have this belief that sissy training asses is key to being a good sissy. It is a sissy’s tightest hole. Well, not for this one sissy. One day, I saw my daughter in the backyard on her pogo stick and a light bulb went off. It was pink too. I thought okay it is a weird thing to put up even a sissy’s ass, but it was big enough to maybe stuff that sissy’s huge back door pussy. The next time my sissy was over for some anal training, I was ready. Readier than I had ever been. She fell in love with the pink pogo stick. When my sissy first saw it, she misunderstood its use. It was not to bounce around entertaining me. That pretty pink pogo stick was for anal sissy training. It was the first time I ever saw her eyes that huge. She could not believe I was going to try to put that up her back door hole. Plenty of lube and some deep breaths, anything will fit in any hole. I gave her a few shots of whisky. My sissy took it like a champ. I could not get it all up her ass, but she took far more than I thought she would. I finally found something to fit the gaping asshole of that sissy. I was so proud of myself. Trust me, I am a great sissy trainer. I will find something to gape your asshole too.

sissy training

Crack is The Sissy Whore Maker

BBC Sissy Trainer

I said what I said… Crack can be used by a mistress such as myself to make the best sissy whore. Crack makes that clitty leak and lowers all resistance to be sold for sexual favors. A cock down that gullet and a cock for that crack whore pussy.  A pipe and a black cock go very well together.  Many a mistress use mind altering drugs to make our sissys into submissive slaves. 

Little clit having Sissy Boi John is no exception. In his lace panties and fishnets he called to tell me he needs a Mistress to help him through his hooker life.  John is not worthy of anything other than sucking cock and having his ass laid wide open. I suppose I could pimp him from afar. But then again his black daddy seems to be doing quite well at making him hustle on the streets. See, I am a lover of all types of sissy slut. The demure first coming out. And the crack whore sluts that just need an extra guiding hand. But in all and all, Sissy John needs a female pimp. He missed how brutal a female can be with him and use him. I am game to use any bitch who crosses my path… But I do love that this sissy bitch John had my name tattooed on his back side.  A fitting tribute to a bratty whore like me, don’t you think. Now Back cocks can see my name as they fuck his little pussy. Save some for me john!

Taboo Phone chat

Sissy Slave Training: Lesson One

Sissy Slave TrainingMy sweet sissy girl, welcome to your first lesson in how to be the perfect Sissy prissy princess that’s ever been cucked. Today we’re going to practice the proper way to care for your Queen. I’m going to instruct my little lady in how to give me a royal mani and pedi. I have the sweetest feet! Be careful, I’m ticklish on my soft soles. You will learn how to wash, brush, and do my hair, and how to do my divine makeup. All feminine things, all for a high class sissy trainer like me. Then, we’ll get into the real lesson; how to clean my cunt after I get a load of cum in it.
You were so excited for that lesson, I agreed to do it right now if you agreed to stay in your cock cage an extra month. You readily agreed. I laid back on my black silken sheets, and spread my sweet, sexy legs. You almost tripped trying to run to the bed. No running! You must always be elegant, like a lady, you sissy bitch.
Strut, like a Queen would. Now kneel at my feet, that’s right honey. Kiss my cunt all over; there’s kingly cum in there. Don’t waste a drop. I want you to taste the way he and I have mixed together; savor the flavor of heaven on Earth. Get deep inside me, wiggle that tongue little girl. Queen Presley wants to cum all over your sweet babe face.
Can you cum too? Absolutely not. That’s what the cage is for, and we did strike a bargain…

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Sissy hypno training : You Are Owned!

Sissy hypno training

I will make damn sure you know what you are with my sissy hypno training. Relax your mind and breathe in and out. Have you been looking up sissy education? Do you even know where to start? This is where you need me to find out what makes you so attracted to wearing girls clothes and aching for a taste of man meat. You can not lead yourself through this alone. A sissy girl needs direction and discipline at times. I get a sissy in my inbox who just thinks she can play with another mistress and lead them on. We all know where she belongs and I would love to help her out, but I will not be used as a toy. I have toys of my own and if you need more than one mistress that is okay, but every sissy must pay to play! My toys know that they will have to confess bad behavior and I will get it one way or another. Fill up my piggy bank and squeal for me! I enjoy sissy confession like I do my own orgasms. Let me tease and tempt you until I unravel your mind. You have never played with a young mistress who desires to warp your mind and make you a slave for cock. Life sure looks different after a good mind fuck and online sissy training!

 

online sissy training

Domination Phone Sex Sissy Mommy

Domination phone sex Sissy Mommy is who I am and I am here to assist in your sissy desires. My pampering mommy side is always a good side to help a sissy out of her shell. The dominating side is the best guidance most sissy girls require to get them trained to be good little cock whores. I am multi-faceted and experienced in all kinds of domination and sissy girl training. I find it exciting to help you in your journey into woman hood and encourage you all the way through the process. The Quarantine gave many time to reflect on their life and to explore some of the things they never got to prior to such. Many have been lucky in keeping busy with work, like myself. I know that you work hard and in the down time you couldn’t enjoy the usual life you led if it was based on socializing. Things have been difficult and those that have recently discovered their feminine side and started to embrace it should know that I am here for them. Whenever you just need to talk or get off some of the manhood stress and let out the side of you that you long to be. I’m here for you my beautiful Sissy Girl.

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Sissy Hypno Training Mistress

sissy hypno training

There are some of you out there who, even though you say you want to be a sissy, you fight me on it tooth and nail. So I think what you need is some sissy hypno training. I want you to get really comfortable and lie back. Just close your eyes and breathe deeply while I count back from ten. Once we get to one, you’ll be completely under my spell and very open to every suggestion I have for you.  You won’t even have the ability to say no to me anymore. And when you come out of it, you’ll be forever changed. You’ll be a sissy, finally!

I wonder what kind of things I’ll tell you to do when you come out of your hypnotized state? If I tell you to go clean your house dressed as a sissy maid, you will. If I tell you to spread your legs and fuck yourself with the first phallic item you find around the house, you will. And most importantly, when I tell you to go on an app and find a big cock to suck, you’ll do it. You won’t try to find reasons to get out of it. You’ll just suck cock like a good girl and that will make me so happy.

Forced Feminization With Queen Presley

Forced FeminizationI know it’s your first day as my sissy bitch, but don’t think that I’ll go easy on you. You came to me for some forced feminization, but you’ll be taking a lot more than that in your little ass. Let’s start by grooming you; every single part of you will be shaven, except for your hair and your eyebrows. Your hair will be grown out, or maybe we’ll shave it off too and put you in some of my beautiful wigs. You’re going to have bald little balls as I turn that tiny prick into a sweet little clit.
On goes your small clit cage. That’s right, sweetheart. Queen Presley decides if and when you cum, and today is not that day. Now, lets put you in these panties; silken and pink, just like your princess heart. Your bralette will match, silky pink, pretty. We’ll have to fill your bra until your tits come in; that’s right, I’m putting you on hormone replacement therapy.
You don’t want to really be a girl? Too bad, filth. You came into my castle, not shut up while I give you your first estrogen dose. Good. Up go your matching silk pink stockings, with a lace garter to match. Which gown shall I put you in? How about this pastel yellow baby? It goes with your beautiful eyes.
Now come here, let’s put this black wig on you, to pale you out. I’ll braid pink flowers into it. Oh, and bend over. Let me slide those silken panties aside to put in this pretty butt plug! It’s got a perfect pink diamond on the plug, so when you bend over for bare bottom spankings, I can show you off.
That’s my beautiful girl. Into these black heels you go. They lace up your calves. You’re lovely enough. Come and sit by me in court; we’ll giggle behind our fans as we peruse and pick out pricks for me to play with later. Come on, Princess. What a good girl.

Sissy Slave Training

Sissy Maid Training My Own Brother

sissy maid trainingMy brother deserved sissy maid training after he refused to clean up after himself today. He left all his stinky workout gear all over the bathroom, his towel on the floor and he knocked my new make-up pallet on the floor. Now I might be younger than him but when I told him to pick his mess up he told me to make him! I have some girl strength and I told him I would,  and jumped on his back and pulled his hair. We struggled until we hit my bed and I managed to pin him down!

“Now we can do this the hard way or the easy way you choose,” I was grinning down at his shocked face. He said easy, which was the wrong answer! I leaned over and grabbed my make-up box and my tweezers, as he struggled I began working on his pretty boy face. I made sure to reach down and pinch dick dick under the towel around his waist; he would be mine now. I would have full control and he would be my new maid. I showed that beautiful doll like face to him in my Jeffree star mirror! There was a change in his face as he began softening and letting me wax him from head to toe.

I would have a sissy maid slave who did everything his sister wanted from now on. I even helped him into his first pair of sissy panties, soon he would be in sissy dresses and being taught exactly how I liked things to be!  Sometimes just seeing how pretty you are in the mirror for me and yourself is enough to transform you.