Category: Mistress phone sex

Sissy Trainer Fucks You

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Did you know that as a sissy trainer, I find pleasure in bringing you down to your knees and making you beg and cry for release? I love to see how painfully full your balls look like with a cock ring on just begging to be let god of all that cum building up to be shot out of that tiny dick of yours! Cum here and let me see those pathetic tears in your eyes. Such a sad sissy faggot fuck! That is why I have this strap on to fuck you with! You are completely and totally owned by me and you will do whatever I please for my pleasure only! Come and show me that you mean it!

Sissy Girl Training Is a Must

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Oh, you sissies always think you know what you’re doing from the get-go. But if you haven’t had sissy girl training from an actual woman, then you’re just setting yourself up for failure. How in the world would you know how to be a woman if you were born a man? All you must do is submit yourself to my capable hands and you’ll be feminized in no time! The only thing I ask of you is that when you say you’re going to do something, do it. If you tell me you’re gonna shave your legs, etc, then do it.

Once you’re in training with me, you’re going to notice that you feel so much more feminine. You are going to walk in a more feminine way, especially after you’ve had a cock or strap-on in your pussy. I’ll teach you the ways of getting dressed, picking out which lipstick to wear with your makeup, and all kinds of things that you didn’t know you needed to know. I’m ready to make all of your sissification dreams come true. All you have to do is trust yourself to my capable hands and you’ll be the woman you have always wanted to be.

Clean My Pussy

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My sissy gets really excited to come over and train with my sorry ass little dick husband. I don’t understand the appeal, but it sure does make me happy. They both are my sissy cucks who will do nothing but please me. Just their happy faces as I hand them their pretty nylon panties is a joy. My husband was being a total prick today and actually tried to touch me this morning in bed. I quickly put a stop to that. He knows better and I was not going to let that slip by. So, I called sissy and she came right over.

I directed my husband to come in and then they both stripped down. I greased up those butt plugs, had them bend over and I rammed them inside. I wasn’t particularly gently with my husband either. Then I handed them their panties and told them to crawl to me like the pets that they are. As they scurried my way, my gentleman friend arrived. I instructed them to undress him and get him ready for Ms. Violet’s beautiful pussy. They worked together, licking, and sucking his cock and balls. Then they guided his big thick long dick inside my cunt.

They watched as a real man pleased me. After me and my friend had explosive orgasms, the little sissies had tiny little wet spots in their panties. I laughed and laughed at them. Then I had them come and clean all of that thick warm cum from my pussy, patted their heads and told them to draw me a warm bubble bath.

Forced Sissy Training A Foolish Idiot

Foolish idiots will call any big titted whore they see online. They have no brains when it comes to the peewee between their legs. Sometimes a good Forced sissy training is needed for some of these weak willed mother fuckers.

I am a very dominant and strong woman. I don’t feel wrong or bad about what I made this young horny fucker do. I directed him to his mother’s closet and to get into her dirty clothes hamper. He had already confessed to smelling his whore mom’s filthy panties and it made him hard. He needed to tell some milf whore about it.

Well, he was a little disrespectful but also alot of fun in making him do what he secretly wanted to do. He pretended to not understand the whole sissy site bit. He was really wanting what I offered and got it.

Forced Sissy Training

Wicked Sissy Hypno Training

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I never get tired of repeating myself, and that’s how you get sucked into my sissy hypno training. Some of y’all bitch boys beg to be put under hypno, and don’t even realize that by doing this you have already put yourself in a  state of acceptance. 

You need to be under my spell, because you can’t take the fact that you crave cock. It’s just too much on you, and it has to be the work of some witch or woman who has cursed you. Why does liking cock have to be a curse, you can be a beta male to some big dick once in a while and still go home and fuck your wife. 

Through repetitive affirmations you can start to see the true side of what you are. A sissy and a cock lover. My main goal in life is to have you bring the Lady in your life along for your metamorphosis and show her just how devoted you are to her and only seek to please men because you know it turns her on. She will know the truth and you will know she knows, but under the guise of sissy maid training and hypno therapy you will be able to relax and let go of all your CIS Male inhibitions. Even if its just a phone sex girls voice and subconcous suggestions to begin to unleash your full potential of cock pleasing!

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Making My Sissy Slut Fluff My BBC

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Sissy phone sex calls are so fun. Being able to feminize you because you have a small dick that I will pull and play with like a big clit. I don’t fuck little cock. I will never put a little dick in any of my holes and you will know that. I will show you I love BBC and if you don’t yet you will. I will have you dress like the perfect sissy slut and you will worship Mistress Gypsy and do as I please. I will you use you as my cock fluffer, getting you on your knees and using your mouth to get my BBCs hard and ready for me. I will be getting fucked by a real cock as you are on your knees massaging his prostate with your tongue. You will do this until he feels me up and then you will lick and suck his hot gooey cum out of me. You are my sissy slut and you will clean up all my messes.  

Punished By Hot Mistress

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A little faggot cunt like you really needs to learn his place! You do not deserve to be a man…no a boy! Anymore. All these pretty ladies are tired of your whimpy little bitch self trying to get some when you with your little fucking cock do not deserve it! Turn around and pull those pants down! We are getting rid of that tiny clit and balls, you now have a pussy and a mouth for all these hard daddy dicks to use up and fuck. Such a worthless cunt like you deserves to be begging for more cum in your holes. You will eat cum the rest of your life and never touch a goddess like me again! Cum and beg you little piggy!

Serve Your Sissy Trainer Mistress

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When I train my sissies to suck and fuck I know they will be the best submissive sluts that a mistress could ever command. My cunt leaks when my sissy whores obey my every rule, fulfill my every desire and my heed my every suggestion. I demand total submission for the best experience and the most perfect results! When I command my sissy whores to suck a cock until she gets her pretty face covered in cum, I expect her to exactly that and with the flare of confidence that I taught her to. I share all my cock pleasing expertise and tricks so that my whores are the sluttiest companions around. When I see my sluts get their asses gaped and their holes fucked I know they are doing it to please their sissy trainer mistress!

Naughty Mistress Phone Sex

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Every sissy needs Mistress phone sex with a woman like me. You all are just not capable of handling the process of being feminized by yourself. Most of you don’t even have a freaking clue where to start. You’ve never been a woman, so you are clueless. All you know right now is that you want to look pretty and get fucked by a fat cock. But if I asked you how we’d get that process started, you would just look at me and tell me that you have no idea. But that’s what I’m here for. I’ll transform you.

All you have to do is be obedient and do what I tell you to do. It’s really very simple. When I say shave something, you’ll shave it. I don’t care if you don’t want to, or you are afraid someone will notice. If you’re serious about being a sissy, you need to follow directions. If I tell you to buy several dildos in varying sizes so you can get used to sucking cock and being fucked, then that’s what you’ll do. Trust me, in the end, you’ll be glad that you picked a strict Mistress like me. You’ll be the best sissy around!

My Sissy Girl Loves Cocktober

Online Sissy Training

My little sissy girl loves online sissy training. She comes into my chat box, and sends me shopping links so I can pick out her new wardrobe. We’ll spend hours and hours on the phone just fantasizing about all the wild and sexy adventures we could have as Queen and Sissy handmaiden out in the wild of the American South. It’s Cocktober here in the States, so we dressed up in our finest lady clothes; sexy crotchless G-Strings, hers held her little clitty cage perfectly!

Sexy stockings and garter belts to bite into our thick fucking thighs. We were going to go play a game of guess who at the bar, so I made sure my humiliation phone sex addict was totally passable. Well, of course a sissy could never be as hot as me, but she got plenty of Cocktober participants eager to get her out of her panties, or even better (and as my Trainer Brain was hoping) sliding their throbby meat mallets down her delicate faggot throat. My favorite part of the trap is when they cut her out of her little sissy panties, and realize she’s only got one hole for them to shove their cocks in. Well, that never stops these True Blue American Boys, oh no. They get right up inside her little ass pussy while the Best Sissy Trainer (That’s me!) is filming it for her exposure. What a fucking holiday.

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