Category: Sissy phone chat

Sissies Gape Their Holes for You

Phone dominationI love teaching sissy fags how to be better sluts. This time I am teaching them how to gape their assholes. Who doesn’t love a sissy that can take their big cock and not have to struggle fitting it in each time? You get to see how much of a big slut they are and how thirsty they are for cock, bending over and gaping their formerly tight pussies for you. I’m going to pimp my bitches out to hundreds of men and see if they can stretch their pussies out. Those tight holes will become gaping holes for cocks to stick in. No cock can resist putting itself in a gaping hole and a sissy’s job is to be a fuck toy to anyone that walks by. Sissies won’t be able to sit down once they start gaping, showing off their wide open pussies for everyone to use and abuse. Once the cock is inside, they’ll start milking it with their pussies like good little sluts do. 

Humiliation Phone Sex With A Goddess

Humiliation phone sex

I see you there, waiting, longing for my humiliation phone sex. Knowing full well who I am, a Goddess who has graced you with her presence. My body is complete and utter perfection. You know that you want to make me happy all the time, so why don’t you kneel down and bow down to me? You know you want to.

With my perfect, plum tits and my scrumptious curves and supple ass you know you cant resist me. No one can. So lets get straight to it. You are pathetic and weak, so let me take you into my arms and turn you into a beautiful sissy. One dressed in only the finest of clothing and makeup on the market.

Your shoes will reflect your confidence, so how ever high they are is your confidence levels. May they be ever so high! With you dressed up so beautifully, I think this goddess will take you around town and gain monetary value from pimping you out. You will be my little sissy sex slave and you will love every fucking minute of it.

All of those juicy, plump cocks just for the taking. All of them are longing to be inside of your tight little cunt, so why deny what you truly are? With my simulating phone sex, you can truly become the woman you long to be as I make fun of you and degrade you as a sissy. So, what are you waiting for my love? Go and become the best sissy you can possibly be.

Mistress Phone Sex for White Boy Slave for BBC

Every day I get a new crop of little sissy fags wanting BBC. This is common with Mistress phone sex goddesses like me. Today is no difference. I had one that we will call sissy fag D. Rather, I feel all white cock whore bitch bois for black dick should be labeled. My label of choice for d is WBS. What does WBS stand for, you may wonder. Well it’s obvious! Two versions, to be fare.

So version one of WBS is White Boy Slave. This is a man that wants to service big black cock. He wants it bad too, and will do whatever it takes. These guys call on a Hot BBC Mistress to train and get them their fix. The other is very much the same but some don’t deserve to be more than a slave. But WBS version 2.0 is white boy sissy. So I am curious, which one are you?

Mistress Phone Sex

Just a Fuck Toy in Sissy Panties

First thing a sissy must understand, this is especially so once they put on their sissy panties, is that they do not have a cock. That thing in front is called a clitty. You have a sissy clitty and it is useless. Sissy clitty in pretty panties may, on occasions leak. Become clear that in fact, you do not have a cock and you do not cum.

Secondly, you are a slave. A sissy slave. All sissy girls are slaves. Your rightful place in the world is to be enslaved by cock. You fuck cock, you suck cock, and your place is to please cock. Masturbation is not an option for sissy slaves. I believe you should be allowed to hump your pillow, bed or stuffed animals. But to touch your sissy clit as though it is a cock is forbidden.

If you grasp and understand your place we can start training. I will expect you to learn the chant though. The chant of a sissy is as follows:

I am Sissy _insert sissy name_ and I serve Mistress Addilyn

My life is revolved around being a sissy slave to my Mistress

In fact I do not have a cock and I am not a man.

My Sissy clit stick is of no use and I am to never touch it.

I do not have a cock, dick nor a penis.

Worshipping and pleasing cock is my place as a Sissy slave.

Mistress Addilyn is my Goddess and the real woman that guides and trains me

I am Mistress Addilyns’ Slave and I must always obey my Goddess.

Understanding that I am a Fuck toy in panties is my first step to being a good sissy slave

 

Sissy panties

Fag is Desperate for Cock and Has to Watch Me Get Fucked

Sissy panties

 

I can see your clit is hard inside of your sissy panties you little faggot. All you can think about is getting fucked stupid by a cock so big it tears you apart. That is why you love asking me about my stories of getting fucked. You want to be me. You want men to want to bend you over and dominate your sissy faggot ass. You want to ride the cock carousel and have cock after cock visit you each night just like me. Since you are too much of a pussy to walk the streets like a whore and just pick up any guy who looks at you, you can watch me get fucked. You’re thinking about how it would feel like if you were me, aren’t you? You want to be jackhammered in the ass and have a man squirt cum on your ass just like mine did. Keep rubbing that clit in your panties. That’s the only action you’re going to be getting tonight. 

Femboy training a pillow humper

femboy trainingFemboy training a pillow humper is comical and sexy! How do I explain my love for a femboy in Hong-Kong who lets me watch as he humps his pillows and twerks his sexy ass for me! The same sweet David who squealed and cried when he figured out I was back a couple of months ago. A mistress loves devotion and femboys who need to be watched online. I get a taste of culture differences, but even overseas sissy boys need to hide who they are. Much times it’s a bigger cost to come out and be exposed. So what we do in secret is especially valuable for a man trapped in a world of man and female sex only! Not that David doesn’t appreciate the female form, its just that he wants to be these big titted whores in a lesbian sex fest! I love watching goon and teasing porn with him as I ask him to dance for me like the pretty girls.????
But the most recent chapter in my watching and chatting is that David has moved on from sitting in his desk chair, or sneaking in bathrooms, to full on bucking two white pillows for me. His cock isn’t as large as some mens, but it is beautiful, and for years I have watched him masturbate while encouraging him via phone connection. Nothing wrong with finding new and exciting sissy whores, but the evolution of a shy sissy to a naughty whore during Online sissy training is making my pussy wet!
David, I want to fuck! Zoey wants to have sex!
Keep those pillows fluffed for me!????

BBC sissy trainer for my sissy bitch to milk

The best sissy bitch I have has some long sexy legs and plump round ass. I love that because when I dress her up, I can put anything I want on her, and it looks really good. I want a pretty bitch I can use for a BBC sissy trainer to fuck. My sissy bitch has been trained well. She knows what to wear and what to clean when she walks through the door. I want her on her hands and knees, crawling to my shoes and cleaning every heel. He makes sure to use his mouth and tongue until they are shiny and clean. When he is done if I have a cummy mess my sissy bitch will clean all that too. I will squat over your sissy worthless face and squeeze the leftover nut into your mouth. You better swallow it all little bitch is what you hear as I smack your sissy clit. That makes you squirm, and I love to see you squirm. Mistress will then call my bbc friend into the room and I will pull you onto your knees. I open your mouth and I shove his bbc right in your mouth. I make sure you use your sissy mouth to milk his cock.

BBC sissy trainer

I want to make sure you milk him no matter what. I’ll just rip your sissy panties off and shove them in your mouth as he bends you over and pushes his big black dick in your sissy pussy. Your moans and screams are muffled by the cute panties you had on. When we are done, I put you in your cage until it is time for more chores.

Sissy Strut their Stuff for the Chance to Be Gangbanged

Sissy Phone

 

I love having my sissies line up on the catwalk and show me what they’re working with. They get their sexiest outfits on, make their hair look nice and strut their stuff on the runway so I can see how pretty they look. The ones with the worst looks, the ones with hemlines past their knees, hair that looks messed up (and not in a sexy way) and can’t walk in heels to save their life won’t get the chance to have their holes filled up by big black cocks afterwards. Besides the few that didn’t make the cut, my sissies look so fabulous. From the raunchiest to the cutest, they had their look together. Good thing I got the local football team to come over and mess those perfectly put-together clothes and magnificently coiffed hair. Skirts and dresses were lifted up for easy access as they pounded their tight little holes. Cocks were shoved in their mouths before they could even speak. Those girls may look proper, but they know how to give a sloppy blowjob. I’m so glad that my girls remember their training. 

Holiday sissy chronicles

sissy phone sex

I hope you sissies had one productive Christmas. Just because its the holidays doesn’t mean you shouldn’t be in sissy mode. We currently have enjoyed Christmas and new years but that doesn’t mean I don’t expect to hear some raunchy sissy phone sex stories from you dolls and heauxs. Theres a need for the holiday spirit to hit each one of my sissies. Tell me all those nasty tells about encounters you’ve had. Did you steal your daughters panties and wore them around. Sniffed her boyfriends boxers? What did you do this holiday that solidifies your spot as a sissy whore to the core?! let me know how you rang the new year did you blow cocks and let the cream snow? Whatever you did I hope it was done well.

Mistress phone sex: Bow down bitches, it’s sissy time!

Mistress phone sex

That’s right you dirty little slut, it’s time for Mistress phone sex with your favorite blonde hottie Mistress Bailee! Have you been dreaming of actually being a dirty little sissy slut? All of your fantasies come true almost like in the Cinderella movie! Imagine how amazing you’d feel knowing that you’re loved and cared for and protected for the pretty little sissy slut you are!

Go get all dressed up for me, pick up your phone, and let’s have the experience of a lifetime. Sitting back, closing your eyes, and picturing yourself actually being able to live as your true self. You female self, in your pretty outfits and sparkly clothes. Everything you’ve ever wanted coming together, being accepted for who you truly are, and getting the wisdom and courage to finally let that inner sissy shine.