Category: Online sissy training

Let Me Show You Sissies How It’s Done

Femboy training

I am disappointed in all of you. Man after man have come here to run through all of my students and you still don’t know how to please a cock correctly. Come watch me and I will show you what a real sissy whore will do. Before I do so, however, I’m going to put you all in chastity. I don’t want you all to get distracted rubbing your clits while I am teaching you valuable skills. When you get down on all fours, look back at him while he’s fucking you. Even though you are a disposable cum rag, some guys like to see the cum rag’s fuck faces. Squeeze his cock when he is completely inside of you, so that he never wants to slide it out. Do your exercises so that you can hold onto that cock for as long as you can. Unless they ask for your gaping hole, no one wants a loose pussy. I see you’re all hard in chastity right now. You had better not touch your clits until I’m done getting fucked!  

Sissy Panties: What color do you like wearing?

Sissy PantiesSissy panties always need to be worn when a pretty little plaything is in the presence of a hot young Princess like me. I can smell pathetic sissy losers in the air whenever a sissy faggot is well within range. Brainless sissys need to feel the silky panties against their little winky, it feels way better than fake men’s boxers. They can be so rough, a real puss needs panties after all. Catching a sissy wearing fake man clothes will result in caged punishment and withheld cum. There is nothing worse to a sissy bitch than knowing that he has to look and not touch. Why even push the envelope, put your panties on, and ring up the hot young mistress of your dreams? 

I Love A Soft Sissy In Panties!

Sissy Panties

Something about dressing up a delicate little sissy girl and playing with her like she is my baby doll makes my clit throb! I adore a soft sissy who loves her Mommy Raine, we’ll play dress up and dollies and use all of Mommy’s big girl toys. I know who needs a nice long shopping trip to that special dress shop, the one that sells silk panties, stockings and all the accessories you can dream of! We’ll try on only the prettiest of dresses and stockings all day long, I’ll paint that lovely face and curl your gorgeous hair for our special guest. Mommy Raine’s sweet sissy will entertain our friends by sucking a cock or spreading her tight little sissy pussy right next to me once we are all dolled up and ready to play!

Sissy panties Randi Gets first cock

Sissy pantiesSissy panties Randi Gets first cock. I’m so excited. Mistress Zoey has a sexy Sissy Achievement Award to present tonight!! Dirty Little slut Randi in panties has sucked his first cock!
When I heard that Randi had her very own cock to suck for the first time My pussy just throbbed in time with my heartbeat!!!
Y’all know Randy right? The little baby dicked man who had a girl’s panties thrown at him, while she was visibly angry and still laughing. All because he had a wee little shrimp to Dickie poo! And while she was horny and he didn’t have the man meat to fill her up the way she needed to. Hell, I bet she even doubt that he would be able to rub her vagina walls!

????
But This weekend I Got the best news during our Mistress phone sex! Randi took his little bubble ass over to the local gay club and picked him up a daddy to suck off! And not just one time either! Eight fucking times and his new daddy wants him to suck his boyfriend off too! But What makes this so great is Randi got a nice 8 inches of cock to suck off 8 different times. 8 for 8! Or is it 8 by 8? Randi is such a little bitch over the weekend he was texting and begging his new daddy to suck his cock every chance he got! All while in her sexy lacey panties. Panties that made gay daddy so turned on! 

???? Sissy panties Randi Gets first cock ????

The only thing is that the new gay daddy wants to fuck Sissy Randi’s ass and he is not ready to get his ass fucked by a real cock. Let alone 8 whole inches of man meat. But time will tell and the most important thing is that Sissy Randi has started her cock sucking cum eating Journey. She says it was the best-tasting cum that’s why she keeps going back! There are so many cocks out there just waiting for Sissy Randis in panties cum whore mouth!

So now for your award SIssy Randi! For the biggest and most cock sucking of your single first cock ever! The slut Randi gets her cock! 

Mistress Phone sex

Online sissy training via Skype

Online sissy trainingFrank has been in Sissy girl training for a while.. He’s finally gained the courage to put his vibrating 8in toy in, full.. Ever since he’s become quite the anal addict!

He claims I enabled him to do so.. My soothing voice has instilled the words “Spread your legs sissy boy and swallow that dildo whole.” To the point he even wound up getting caught bussy pumping in the bathroom stall at work!

Somebody thought something was wrong when he was found howling in the stall… They barged in only to find him grinding on a rubber dick..

Everyone at work is now aware he is a cock craving faggot! Its even managed to reach the ears of his wife. She hasn’t let him be a man ever since.

She’s decided to wear the pants and I can totally understand why! Are you kidding? Who would respect a man after knowing they have been putting on your used panties and calling their pecker a clit.. Her and I have been working hand in hand, Femboy training..

This has to be one of the best Humiliation phone sex sessions I’ve ever done. We even do skype sessions.. I get to guide her through training and teach her how to be the best Mistress to her faggot husband.. Just last night I watched her smother him into the mattress while she stretched his hungry asshole.. Its so funny to watch him plead as she fucks him with no mercy.  

Its mandatory he dress in costume.. He must even wear a G string to work under his denims! 

Femboy Training: Do you have what it takes to be my slut?

Femboy TrainingI know that femboy training you are craving from a hot young babe like me, and it is really starting to drive you nuts. You see hot barely legal babes like me every time you are out shopping. We look so sexy with our tight clothes and platform heals, giggling and laughing our perky tits bouncing under our shirts. It drives you wild and that is okay with me. Not wild because you wish that you could be with us, stuffing your throbbing hard cock deep into our dripping wet bald pussies. Instead, you wish you could be us. A feminized fuck boy willing to take a stiff hard cock just like a pretty bimbo slut. It is time you give over control of your pathetic life to a beautiful vixen with higher powers like me. Showing you the ropes of what it takes to be a femboy slut is what brings joy to my Superior life. Get ready to drop those man clothes at your feet and be adorned with the feminizing women’s clothes that your body has craved to wear. You will be my bimbo plaything. Get ready to have the most fun. 

Maddie’s Punishment

Sissy Slave Training

I used to have the best sissy slut slave Maddie, but she’s been MIA recently. Where oh where have you gone Maddie?! I don’t know where you are or what you’re doing, but you’re NOT fulfilling your duties to the BNWO. Such a pity – you were the model sissy slut and you were going to train the other pathetic white slaves … but you’ve now lost your favor. As penance, you must wrap your shock collar around that pathetic clitty of yours and shock it until it’s raw and red. I’m going to see to it that you piss all over yourself and you won’t be allowed to clean it up. I’m also going to get the biggest, blackest, thickest bull to bend you over and stretch your pathetic hole open; you won’t be able to sit or shit properly for the entire month of March.

Here’s a math question for you: If a cock training is running south down your sissy whore throat at 40 miles per hour and another is pounding up your anal expressway at 50 miles per hour, how long until your pathetic, white cum dumpster self is a sniveling mess of cum and saliva? Or how about, how many pumps does it take to get to the center of a sissy bitch? I’m going to leave you chained up with your ass at the ready and your head propped up so your mouth is exposed and at the ready for a fucking so we can find out the answers!

Mistress Makes Sissy Fuck Her Own Brother

Phone dominatrix

 

Who better to pimp you out to than your own brother? He dominated you even when you both were younger, him being the more manly of you two. I bet you two have had a few wrestling matches that gave you a hard clit. You won’t be wrestling this time, you’ll be taking your brother’s long hard cock in your cunt. Suck your brother’s superior cock first. Take his cock into the back of your throat so your brother can know how good of a cock sucker you are. Then, get on the bed and spread your legs. You’ll want to watch your brother’s wet cock slowly slide inside your cunt and then start pounding you. Keep telling him how amazing it is to be fucked by him, how you’ve always wanted to be fucked like this by him. Tell him how you used to watch him jerk off in his room and play with your clit, wishing you could get on top and ride him. You’ve always wanted to be your brother’s bitch. 

Forced sissy training for Submissive Sub

Forced sissy training

Most subs crave Forced sissy training, but few can handle it. So many wanta be subs cry and beg for you to make them your sissy but most are too blind and inattentive to become a slave for a powerful mistress like myself. Most submissive males are voyeurs and not participants because they just can’t get out of their own way and submit to the pleasure zone. It requires a big commitment on the part of the mistress and slave. While I may use my cunt to obtain a following don’t be fooled. This cunt requires hours of service if you are to be collared by me. My slaves all know the different sensations of pleasure I demand. Not all pleasure is cut out equality and some pleasures have many layers underneath the top layer of pleasure. The question is are you ready to commit to exploration of pleasure? Are you ready to find out how pleasure can be used for and against yourself? Do you have the ability just to take another breathe and ride the waves of desire and pleasure only a mistress can bring to her submissive?

Online Sissy Training for Sissies Who Cannot Get a Real Cock in Their Sissy Ass

online sissy trainingI love online sissy training men. Most of my regular phone sissies cannot really get cock, but they can pretend with this sissy mom. Yesterday, I got to talk with Margo. Been awhile since she had time to express herself. Margo is a party sissy. She loves her Tina, and she loves her mommy. Margo and I go back to the first week I worked as an online sissy trainer. Margo likes to please mommy. I pimp her out to all the black men I know, and even some I do not know. Mommy needs money. My sissies pay my bills. That is the way it should be too because mommy is in charge. I am a phone dominatrix. I am a real-life mistress too. Before I became a sissy trainer, I was a full-time mistress. I still have a dungeon in my basement, but it is part sissy room too. Now, some of the BDSM equipment has been replaced with sissy clothes and toys. When Margo first called me, she only had a few sissy items and a one dildo. Now, she can fill her own closet and has a variety of dildos. While we talked yesterday, she bounced on her suction cup dildo to simulate one of those big black cocks fucking her sissy holes. I let her do some Tina, and smoke because Tina helps open those sissy holes wide and black men love seeing a sissy bitch blow smoke rings on their big black cocks. Margo hustled for her sissy mom. She took one big black cock after another in her sissy ass. Cum was pouring out of her too. She made me so proud. It is not easy for most sissies to get those big black cocks, but calling a BBC sissy trainer like me can make it seem like you are really getting one big black cock after another up that sissy ass of yours.