Tag: Online sissy training

Sissy Becomes Sex Slave of Wrestling Team

Sissy slave trainingDid you have fun with the college wrestling team? I bet they had fun with you too. I learned that they won an important match and wanted to celebrate. I suggested to the coach that they should use some of their wrestling moves on you while they fuck you. You didn’t really think I sent you there to be a water girl, did you? Those strong men must have had fun with having their way with you. I bet they pinned you down and you had no choice but to give each and every one of those men head. You were the hired cock slut so you had better sucked those guys up like a vacuum. I bet they fucked the shit out of you too. Those guys don’t have any mercy. They fucked your tight hole until they stretched out permanently? Well, now no cock will ever be able to fit inside of you. You will have to be their sissy slave forever.

Sissy phone sex with Miss Remi

sissy phone sexI met a hot, new sissy phone sex lover last night and I can’t wait to have more fun with her! She sent me a link to her webcam so I got to watch while she dressed up for me! She’s a pretty, little bitch once she had her makeup done and put on some lacey panties and a matching bra. She had a big, thick dildo shoved up her slutty pussy and was bouncing on it, stretching her cum hole out. I can’t wait to chat with her more so that I can turn her out like I have so many other sluts before. Once my new sissy bitch friend hits me up again, I’ll make her invite a bbc stud over. I’ll watch on the webcam and give her step by step instructions on taking that giant cock down her slut throat and gagging on it until it’s stiff and hard. Seeing her lipstick smearing all over that massive fuck rod is going to have my little gushing! I’ll watch that little whore bend over and get her pretty panties ripped off and her tight slut hole ruined. It’s going to be so hot and I’m the lucky, trainer slut that gets to rub my cunnie and watch a sissy get her whore hole used for the first time!

Get over here Fem Boy!

Femboy training

It is so obvious. You are a super sissy. Too bad you suck at it. You need some Femboy training.

This training is not done in one session of course. Obviously, you can not be a good sissy that easily. We will start with the look. I mean beauty is pain and you are nowhere near beautiful yet are you? Teasing and waxing all the hair from your body is a must. Plus that hair has to go. I have some super glue and a wig. Lots of makeup so do not stress I will have you halfway decent looking in no time. 

Part 2 of this course is training your new pussy. A good sissy needs to know how to take a cock in their pussy right? I have several toys to help stretch you out. Anal training. Now, it is not just that. I mean your mouth needs to become a professional cock sucker. I will get you there. 

Part 3 is implementing it all! That is right before you can graduate you have a test. No silly I can not tell you what it is. 

Sissy Phone Calls Can Be Whatever You Need with a Sissy Mom Like Me

sissy phoneSissy phone calls always bring a smile to my face. Honestly, I love being a sissy trainer, even if most of my clients are only speaking to me on the phone. Mother’s Day was a busy sissy day for a sissy mom. I am a mother to two boys who most likely will be trans girls when they are older. I know the world is going crazy about trans youth right now. No surgery. No puberty blockers. When they are 18, they can decide for themselves what is best for their bodies. In the meantime, however, I can help them dress, act and look like girls. Just like I do my callers. A sissy mom is a nurturer. I encourage you no matter what kind of sissy you want to be. There are all sorts of sissies. There are BBC sissies. There are cock sucking sissies. There are bottom beta bitch sissies. There are momma’s sissy boys. There are sissy maids. There are pretty little sissy girls. I am the best sissy trainer for many kinds of sissies.

Hal is a BBC sissy. She goes by Haley now. And when it comes to big black cocks, I know just what I am doing. I put Haley in something pink and pretty. Did her makeup and made her look so girly that I doubt anyone in the dark could tell she was not born a girl. I called up Tyrese and he brought two friends. Sissy Haley got her first induction into the Black New World Order where she will pay reparations with her sissy holes. I watched Tyrese and his two hung friends tear Sissy Haley’s holes up and fill them with cum. They showed no mercy. Do not feel badly for Sissy Haley. She begged for it all as a greedy BBC faggot. And, as a BBC sissy trainer, I delivered Sissy Haley exactly what she wanted. It does not matter what kind of sissy you are. As a sissy mom I will nurture and encourage you to reach your sissy goals.

Best Sissy Trainer for My Glory Hole Goon – Goddess Addilyn

My name is Addilyn, Mistress Addilyn to you, and I am the Best Sissy Trainer. At least that is the case for my dear old man Glory Hole Goon. In her Sissy panties and all, this one shines. 
You see he tried to act straight, and pretend that he hated the thought of being a sissy faggot. Getting to the truth was as easy as creampie with this one.

I simply forced him down on his knees before me and had him lapping up the creampie from my beautiful cunt. She followed the rules like a good little cum slut sissy faggot.
Ok, so straight men have been known to be cuckolds and doing just this. But most straight men don’t start creaming and moaning like a bitch from the first taste of another mans jizz.
My glory hole goon however, showed her true colors. Worst yet, I pushed her face from my cunt and made her undress. She was trying to avoid this. Sooner than later I found out the truth.

There she was in Sissy panties and a silky training bra.


Oh, and the best part…. little sissy faggot Glory hole goon was creaming in those panties. She confessed that she loved to go to glory holes late at night and secretly suck off cock.

She even went to far as to take strange men’s dicks in her sweet panty covered ass cunt.

Best sissy trainer

Sissies Get Used By Prisoners

Online sissy trainingI got a call from a friend saying that he’d pay me a bunch of money if I could lend him my sissy sluts for the day. I asked him what the job was and he told me he is a warden at a prison where the guys hadn’t had the touch of a woman in ages. Since I would not be caught dead in a men’s prison, he knew that my whores would love to have their holes ruined by them. I got a few of my sexiest, sluttiest and most eager whores and let them loose on the prison. Once they opened the cells in the morning, the cum whores could not escape their clutches. Cock after cock was shoved into every one of their holes. They barely had time to breathe before another cock was shoved into their throats. They loved getting abused by those prisoners, and the prisoners enjoyed fucking them so much they asked to use them again. Once my sluts can walk again (They got fucked so hard they can’t use their legs), they will be ready to take them on.

Full-fledged Sissy training means serving all of my desires!

Sissy trainingSissy boys are my favorite, I think I get off knowing I have control over a man wearing my panties! Bending you over and watching your lashes bat from the pressure of my 13 inch strap on makes Mistress so horny and wet… Especially when you beg me for the man that sits there watching me humiliate you while he’s stroking his big dick that you are drooling over. You know that big dick wants you gaping and easy to slip into. Your ass is under my control now! I have you post ads and set up dates where you and I have a mutual agreement.. I get 80 percent and your take home is 20 percent paired with a creamy load drooling out of your cock craving hole..

Your cum filled Sissy panties, I have you wear around town under your sexy outfit.. Doesn’t it make you feel so naughty knowing your undies are full of cream.. When we get back home I have you slip out of your panties and suck the crotch while you bare another round. If you are on your best behavior I may just rub your clit while you get mounted causing you to squirt and piss at the same time.. Those are the best orgasms aren’t they? A hard pegging and huge cumload from a glistening big black cock for you to clean when he is through is the perfect treat for you!

You love being a faggot for me and I love offering you Sissy slave training.. Fucking a sissy boy anally while you surrender is everything a mistress dreams of… I get down on my knees and teach you how to properly swallow up every inch of a big thick hard dick.. Teaching you how to be the best sissy slut you can be! If you don’t do well after training I will put you in chastity to enslave, humiliate, tease and deny you any sort of pleasure for weeks.. I will selfishly take his cock and make you watch as I drain his balls inside of my sweet pink hole..This can all be avoided as long as you know how to follow instructions! You and I both know Sissy training is to be taken seriously. Do not waste any of mistresses time or you will be paying in consequences. 

Sissy Training On and Off the Phone Gives Me Sissy Mom Pride

sissy trainingI love sissy training. In fact, I have a sissy’s dream closest. It is full of vintage and modern lingerie, pretty dresses, all kinds of underwear, stockings and high heels. My daughter and I are a sissy trainer duo. We share custody of a few sissies. One more recently, is a friend of hers from high school. He was born in the wrong body. I knew it before he did. She is living her best life as a sissy now thanks to my daughter and I. He works from home doing computer graphics, so no one cares if he looks like a pretty girl while he works. I know most of my sissies cannot be out about who they are. Sissy phone sex is the best they can aspire to. But when I get my hands on a sissy without a care in the world, I go all out. My daughter and I took our sissy to this road stop sex shop. They are all over the highways on the east coast. It was a Lion’s Den. Maybe you have heard of them, or even been inside one. Many of them have glory holes. They attract a lot of truckers who honestly do not give a fuck who is sucking their cock. My girl and I dressed up our shared sissy. She is only 19, like my daughter, so I knew she would be popular. Tight holes, soft skin and pretty lips. I dressed her up in a pretty pink dress. Not frilly, but slinkier. I was going for the lot lizard / hooker vibe. My daughter did her hair and makeup. I oversaw the wardrobe. We took our pretty girl to get some cock at the Lion’s Den where she was the belle of the ball. She sucked over 20 cocks. My girl and I had some femboy training pride because our girl swallowed every drop too. She even took cock in her back door sissy hole and made her clitty squirt. I was a proud sissy mom. Think you can make me that proud?

 

Sissy Training With Goddess Emerson Will Leave You All Dolled Up!

Sissy Training Emerson

Online sissy training is my absolute favorite! Sissy training in general is amazing, but the fact that I can turn one man into his true self from hundreds of miles away makes my pussy sopping wet! Just thinking about all of the “men” out there who crave the touch of a Goddess like me makes me excited. You know who you are, and you know exactly what you crave.

Its only natural that you come crawling to me and call me up asking and begging for me to make you into your perfect slutty or princess self. I can either turn you into a big and beautiful princess of a woman, or I can break you down and make you into the whore you were born to be. Leaving all of your whore holes fucked and filled with that oh so creamy delicious cum you crave. This is all simply with my voice over that phone, of course.

So, what’s it going to be? Are you a pretty, pretty, pink princess? Do you long for me to dress you in the finest of finery and drag you to only the best places in the world? Or do you crave the rush of not knowing who is fucking you and filling all of your whore holes? Either way, I am the woman for the job, and I love making you into your true self. It gives me a rush and makes my pussy drip in excitement whenever I am able to turn my latest masterpiece into its truest form.

House Sissy Shelbys Online sissy training

Online sissy training

Online sissy training for men like Shelby is just a touch-up for what’s happening in their sissy life. Can You Imagine being your step mommas sissy whore? Well, Shelby the sissy slut no longer has to worry about that. His step momma is an old school Soft domme who was aching to get her hands on her stepson. I would say now she pretty much rules his life. Although she is pretty mad that His wife isn’t stepping up to the plate in Shelby’s sissy instruction.

Just this last week Step Momma took Shelby away from his wife and made her clean the house and wouldn’t let her out of her pantyhose. That’s where this all started, a young femme boy stealing silky soft Nylons. I love Shelby step momma in the fact that she kept him safe from an ultra-conservative dad and fed his pantyhose addiction. And while Mistress Momma was doing extra femboy training she called his BBC daddy over and said he could use that whores mouth and pussy.

The wife was so jealous of that BBC-loving sissy whores body and cock skills that she threw a fit. But the time had come for Step momma to Put her best Alpha Domme skills to work. Step Momma is number one and she will not tolerate all her hard work over the years to be ruined. So she is training the wife and pulling out her domination side. Let’s just hope that wife of Shelby the cock slut with a cute clitty learns fast. Shelby always needs extra House Sissy maid training!