Tag: Online sissy training

Best Sissy Trainer Coraline is Part Phone Sex Therapist Too

best sissy trainingI am not so egotistical to say I am the best sissy trainer here, but I am one of the best. I think what makes me good is that I am equal parts sissy trainer, mom and phone sex therapist. There is no cookie cutter sissy caller. You must know how to listen to a sissy when she is talking. Some do not want cock, some are all about the cock. Some want sissy humiliation, others want encouragement and nurturing. Some like to dress up in frilly dresses and be exposed as sissy faggots. Yet others just want to wear panties and stay in the closet. A good sissy trainer does not treat all her sissies the same way. I am part sissy phone sex therapist. I listen to my sissies. I help devise a sissy plan that best fits them. Jake for example, lives in a rural city. He wants cock, but it is hard to get cock in a small town. It is also hard to dress up and go to glory holes when your town has no glory holes and everyone in town knows everybody else. I have been encouraging Jake to travel. He finally did and he called me from San Francisco the other night. He wanted some encouragement on where to begin. In a large city full of gay men, sissy faggots and all kinds of alternative folks, Jake could blend in. I sent him to a glory hole first. I found an adult bookstore near his hotel and instructed him to go there. I was with Jake the entire time. He wanted me to hear him suck his first real cock and I did. I was like a proud mama bear. My months of sissy training finally being put into practice. It was hot hearing Jake swallow cock after cock. I helped Jake get what he wanted out of the sissy life. His journey is just beginning, however. Maybe I can help you with your sissy journey too.

Gotcha Professor; A Sissy Phone Chat Roleplay That Will Make You Hard

Sissy Phone ChatSissy phone chat will suck you in when you are a cross-dressing faggot craving the penetration of a superior women’s strap-on. I know that when you admire a beautiful woman it is not the sexual desire of ravaging her body that plagues your mind. Instead, it is envy that pierces deep within your soul knowing that you, a man, just wish you could be in that pretty lady’s clothes. That is why whenever you show up at that college party, I can tell by the way you are looking at me, Professor, that you want to be naughty but not like all the other professors with their horny teacher’s assistants. 

It doesn’t take much convincing for you to take me back to your place. A single-person basement efficiency. You make good money working for the school, so why live in a dump like this place with thrift store furniture? I know it isn’t because of fancy clothes, because you would rather dress like a whore. However, the air smells of sweet perfume. Hookers. You do like to get your rocks off. You have no wife so it must be an embarrassing fetish that keeps you blowing your bullseye with women of the night. 

You lead the way to the bedroom showing me to the bed before excusing your way to the bathroom. Lingerie hangs ever so slightly from the top drawer of your dresser. Now I can’t help but snooze, stepping up to my red healed platform wearing feet and slowly and quietly pulling out that drawer. It brings a subtle giggle to my sexy lips. Panties, and lots of them. Some bras too. Inside the drawer was a variety of pretty panties all tangled up as if they were having an orgy of their own. You enter the room mid-conversation pausing, words stuck on your lips. Slowly I hold up a lacy pair of purple panties lined with a lilac silk pouch that would be against a pretty puss. 

It’s honestly adorable the way you stumble over your words slowly sulking closer to the ground. Your panties are still in my hand as I slowly walk your way. I reach down and lift your chin, ordering you to your knees. Gently I kiss your forehead and order you to dress up nice and pretty for me and you may get a reward. I order you to show me the rest of your toys, and of course, you do holding up a big 10-inch black strap-on dildo. I can hardly hold my excitement as you dress in your best lingerie. All the naughty nothings that I will be doing to you with this deep dick penetration of mine. I’ve got you now professor, you are mine all mine.

Sissy Humiliation Training for Faggot White Boys

Sissy humiliation training is exactly with a little pathetic shrimp dick panty wearing bitch boi like you deserves. Let your new Mistress train you to be a good little nigger cock worshipping sissy faggot white boy.

Understand your place first and foremost. That is before me, Your Mistress and on your knees in panties. My desire is to make you a good cock sucker and I have a nice big black strap-on cock to train you on. As it is I would be ashamed to have you fail at being a good cock sucker for one on my black studs. So get that suction cup BBC dildo and start sucking it bitch.

The moment you are ready and able to really get sloppy with this cock is when I will be ready to train you on taking it in that sweet pussy of yours.

Sissy humiliation training

Sissy phone sex confessions

Online sissy trainingWhen did you recognize it? Did you just realize this recently or had you known all along? Don’t pretend to be confused, you know exactly what I am talking about, don’t you? Don’t doubt yourself.. Yep, it’s the first thing that came to that slutty mind of yours. Maybe you are still having trouble accepting it.. You don’t like being called a faggot, in no way are you gay.. Right?

Even though you slip your penis into a pair of sissy panties nearly everyday.. Still nobody has a clue! Aren’t you so tired of hiding the truth? The first step is confessing.. Don’t worry I will clear that fog up for you. You come to me for acceptance.. You love the idea of a woman encouraging you to suck and slurp..

Sometimes you may even use the excuse you want me to enjoy myself, it’ll seem as if you are sacrificing me or your girlfriend to get our pussies stretched by a BBC.. Its safe to say, you only do that for your own personal pleasure.. You keep in mind when I orgasm all over his cock you can use the excuse of being a slave for me.. That’ll make it possible for you to clean his cock up of all my sweet juices.. Manipulation?Sissy slave training

In reality we both know, you want what’s inside his gusher.  You are hoping I get so aroused watching you drag your tongue up and down his cock that I enable you to bend over.. You want your man pussy to be loaded with the creamiest thickest cum load.. I guess that’s what I am here for… To be the one who tells you it’s okay that you are intensely attracted to big cocks.. Some men have big dicks and guys like you just have little ones!

It’s totally understandable, you want to find out what it feels like to have a real man’s dick in your hand ! Maybe even have a better understanding on why your “prude” girlfriend suddenly is a nymphomaniac when it comes to a big black dick.. its okay, want to see a magic trick? kneel down before me and watch my tight snatch swallow up an 11 inch dick.. Meanwhile, I want you down on your knees sucking my cunt juices off his balls and dragging your tongue up and down his cock as it slides in and out of me. It’s time for Online sissy training… WBMT offers the best Sissy slave training on the web!

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. 

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.