Sissy Training Phone Sex with a Sissy Phone Mistress

Sissy Training With A Sissy Phone Mistress

Do you have a sexy girl hidden deep inside of you aching to be set free? Our sissy phone Mistresses are experienced with every aspect of sissy training from teaching you how to walk in high heels to how to properly suck cock.

There are many sissy phone sex sites and you’ve probably called many of them and been disappointed. But you won’t find the “one size fits all” approach to sissy training here.

We understand that every sissy is an individual and your training will be customized to your needs. Maybe you just want to explore your feminine side and become the girliest girl you can be. Maybe you need a sissy Mistress to push your submissive limits with sissy maid training or sissy cuckold humiliation. Or maybe you’re a wanton sissy slut at heart, dreaming of being pimped out by your sissy phone Mistress. We are experienced Sissy Trainers and genuinely enjoy all kinds of sissy training and sissy fantasy including:

Forced feminization
Sissy slut training
Sissy humiliation
Strap on training
Sissy maid training
Sissy cuckold
Crossdressing
Sissy assignments
Sissy spanking
Gloryhole service
Panty boys
Make up and clothing advice

Ready to begin? There’s always a Mistress available, 24 hours a day. Call now and let’s begin your sissy phone training!

Sissy Training – Turned Into A Girl For Me

categories: Sissy Training

Have you ever imagined what it would be like to be turned into a girl—and then used like one? Some of my sissy phone callers love to be transformed by sissification. The fantasy of a femdom Mistress removing all the trappings of being male and slowly changing them into sissy maids or sissy sluts is so erotic.

Since I love girly things, this kind of sissy training session is always very enjoyable for me. First, I’ll have you strip off all those manly clothes—the trousers, belt, boxers, shirt and tie—and stand naked before me. Next, I’ll have a look at your body and determine what we’ll need to do to make you an acceptable sissy, like shaving off that scratchy body hair, making you nice and smooth, and tucking away that boy cock. Then, it will be time to dress you like the sissy you are—in a lacy bra and silky panties, garter belt and stockings, and high heels if you’re a slut, or in a little dress and apron if you’re a maid. Perhaps I’ll even have you put on some lipstick and a wig to finish your sissy look.

Once you’re completely transformed, I will give you a new sissy name—and that’s how you’ll be known whenever you call to serve me. I’ll be sure to pick something pretty and feminine to remind you of your sissy status.

Then you’ll be ready to be my good little sissy boy. If you’re my sissy maid, I’ll have you sit by my feet and massage them, or make me a cup of my favorite tea and serve it to me on a tray. If you’re my sissy slut, I’ll ask about your behavior and if I find out you’ve been touching that sissy cock of yours, you’ll be put over my knee for a good hard spanking. Once your ass is stinging and red, I might have to bring out my strap-on and show you just how sissies need to be used.

Whatever your fantasy entails, be sure to tell it all to me when you call for our sissy phone sex session. I guarantee I’ll take control of you and provide exactly the kind of sissy training you need.

Sissy Training

categories: Sissy Training, Uncategorized

So what is sissy training? Why do you need it? You’re probably already dressing up in cute panties, bras, stockings, and nighties. Probably experimenting with make up too. So why should you call me for sissy phone training?

First, the basics. You want to wear that short, tight dress and those hot fuck-me high heels? You need to learn how to walk like a girl, talk like a girl, light your cigarette like a girl. You need to look and act like a girl. Of course, I’ll help you with that.

But becoming a sissy is about more than just developing and enhancing your feminine side. More than just learning to move and act and think in a feminine way. I demand more than that from you.

Submit to my sissy training and you’ll find I demand extreme femininity. I insist you wear the girliest panties, the frilliest nighties and the highest stiletto high heels. You’ll walk with your shoulders back and breasts thrust out and you will roll your hips in a way that would keep any man’s eyes glued to your ass. You’ll have glossy red lipstick and pink painted toenails.

I demand extreme sexuality as well. Sissy femininity means you must become a total sex object. A submissive sex doll. You’ll learn to think of your mouth and pussy as pleasure holes. Develop expert sissy cock sucking skills. Learn to both crave the taste of cum and love the feel of it splashing across your face. Train your pussy to easily take any cock, no matter how large. And always be ready to take any cock, in either of your sissy holes, whether it’s my strap on cock or anyone else’s cock. Female or male.

Extreme? Yes, but it’s what you’ve always secretly dreamed of, isn’t it? That’s why you need sissy training. I will push your limits and transform you into the hottest, girliest sissy slut you can be.

Sissy Spanking For Naughty Sissy Training

categories: Sissy Training

If you don’t already know, let me tell you, I am very serious about my sissy training and making you the best sissy you can be to please me. It’s not just about you, my sissy pet, it’s about pleasing your Sissy Mistress and doing what she demands you do. There will be consequences if you don’t. If you are careless about not wearing panties every single day, if you are lazy about shaving or other feminine pursuits that you have been given as sissy training assignments, then you will be duly punished. And my preferred punishment is a sissy spanking.

Yes, you will have your panties pulled down for a sissy spanking. It will either be an over the knee, bare bottom spanking with my hand or, if you’re a very naughty sissy, with a hair brush. Or I may make you bend over and grab something, like the back of a chair, and warm your sissy ass with a belt or a strap to teach you a lesson during our sissy phone session.

When we share time together in a sissy phone chat, you should treat it as a privilege and treat me like the superior Sissy Mistress that I am. And when I give you a sissy training assignment that is to be carried out until the next time we connect, this is not something for you to take lightly. Your sissy transformation is an adventure! I have great expertise in sissification and you need to submit to me with enthusiasm and willingness to do as I instruct. If not, those sissy panties will be pulled down and you will get a sissy spanking that you won’t forget, missy!

Cock Sucking Sissy Training

categories: Sissy Training

We need to work on your cocksucker sissy training because once I have you fully feminized and looking like a slutty sissy whore, you’ll need to know how to perform like one, won’t you?

Of course many of you are such eager cock sluts that you already spend quite a lot of time working on your sissy cock sucking skills. I can’t remember the last time I talked to a sissy who didn’t already own at least one dildo and admit she spent a lot of time sucking it. And when you close your eyes and imagine it’s a real cock sliding in and out of your mouth, your sissy clit nearly explodes, doesn’t it?

But fun as it is to play with your dildo, that doesn’t measure up to the kind of cock sucking training you need. When I train you, I’ll put you through your paces and teach you to take a hard shaft in your mouth in every possible position and every possible way. You’ll practice all the ways to use your lips, tongue and hands to pleasure a cock and balls.

Part of your sissy training will also be learning to take a cock deep. To take it deeper than you like, deeper than you think you want to now. I don’t care if you gag on it. As my sissy cocksucker, you’ll learn it doesn’t matter if it feels good to you. Your only priority will be pleasing the cock I put in your mouth. You’ll be a good sissy whore and eagerly do whatever it takes to make that cock cum hard.

Speaking of cum, you’d better learn to love the taste of it because a cock sucking sissy swallows a lot of it.

Getting excited? Ready to serve me? So get your dildo, my slut, and let’s begin your sissy phone training.

Forced Feminization Sissy Training

categories: Sissy Training

When I had my first experience with forced feminization, I’d never even heard of sissy training. I was just operating on my own inborn femdom instincts.

I was in my first year of college, new to domination and walked in on my boyfriend unexpectedly to find him wearing panties and masturbating. He almost shrieked in panic and sounded so girly that I burst out laughing. He was flushed red with embarrassment and trying to get away from me, but it was very obvious that his cock was harder than ever. And it seemed that the more I giggled, the harder he got.

I already knew he was submissive and we’d played at domination a little bit before. I’d tied him up and spanked him. But never done anything involving feminzation or sissy training. Apparently his fetish for that was too humiliatingly intense to tell me about it. And he didn’t want to share it with me now. But his nervous embarrassment was far too much of a turn on for me to let it go.

Next time I had him tied up, I forced panties onto him again as he blushed and begged me to take them off. Then I put stockings and high heels on him too. I teased him and stroked his already stiffening cock through the panties and then took pictures of him showing the little “tent” in his panties. The more he blushed and begged me to stop, the more aroused I got. That was just the first of many sessions of increasingly embarrassing forced feminization for him.

And for me too. So many of you little sluts are conflicted about your feminine desires and need to be coerced into the sissy training you need. But forcing you into becoming my feminized slut is as much of a turn on for me now as it ever was. So proceed carefully when you call me because I just love seducing sissy phone sex callers into giving me whatever incriminating photos or information I need to put the “force” into my plans for your forced feminization. 🙂

Cuckold Sissy Phone Sex

categories: Sissy Phone

Sissy phone sex for cuckold sissy sluts Almost every one of my sissy phone sex callers who has a Mistress or a wife is a cuckold sissy. But that’s not too surprising, is it? After all, a Mistress who enjoys sissy training probably also enjoys things like sissy humiliation and sissy cocksucker training. If you were my sissy, you’d learn very quickly that although I may enjoy dressing you up in your panties, stockings and high heels and then outlining your mouth with lipstick, when I want sex, I want it with a real man.

You would beg to be allowed to watch me being fucked by a macho alpha male, wouldn’t you? You’d beg for it no matter how many humiliating conditions I put on being allowed that privilege. The humiliation of being forced to wear your frilliest, pink sissy panties in front of my lover. The humiliation of watching him smirk as I lock your little cocklette into a chastity cage, then hand him the key. And I hope you like cuckold creampie because you would definitely be ordered to lick me clean afterward.

I might even make you endure the most intense cuckold sissy humiliation of all — being my cuckold fluffer. Just think how humiliatingly exciting to be on your knees, in your girly panties and your mouth slick with bright red lipstick, as I put one hand on your head and my other hand guides his cock between your lips. It will get me even more excited to listen to you gagging on his big, manly cock as your mouth works hard to get it ready to fuck me the way you never could.

Just thinking about this makes your little clittie hard, doesn’t it? I love sissy phone sex because sissy humiliations like these are a turn on for me too. Call me and let’s talk about every humiliating detail of making you a cuckold sissy.

Sissy Strap On Training Phone Sex

categories: Sissy Training

Sissy strap on training phone sex I think my favorite sissy phone calls are the sissy strap on training calls. There aren’t many things that can make you feel more like a slutty girl than sissy strap on training.

Put on your girliest panties, get on your knees and imagine me rubbing my strap on cock all over your face. I’ll tease you with it, running it over your slick, glossy, lipsticked lips, and tell you what a good sissy cocksucker you are. I want you to run your tongue all around the shaft of my cock, press your lips to the head of it, show me how badly you want me to fill your mouth with it. I know you want it but I like to hear you beg for it. Take it deep, all the way back into your throat. Gag on it for me. You want to be my very best sissy cocksucker, don’t you?

But strap on sissy training won’t stop with your mouth. I am going to fill and stretch and fuck your sissy pussy too. I’ll put you on your back with your legs spread and make you moan like a slut as I pinch your nipples and rub my strap on cock back and forth over your pussy. You’ll be a good little sissy slut and beg for every inch of my cock in your sissy pussy too. Sissy strap on sex is the only kind of sex you’ll get, and the only kind you’ll want, from now on.

Are you feeling a tingle in your pussy just from reading this? Naughty girl! Call me right now for a personalized sissy phone sex training program.

Humiliation Sissy Training

categories: Sissy Training

sissy humiliation training One of my sissy phone callers’ favorite things is to hear about taking my sissy to the salon. Of course it’s an embarrassing experience, with all the women there staring and giggling, but that kind of sissy humiliation is important for proper sissy training.

The embarrassment begins before you’re more than a few feet through the door with the discussion at the front desk between the salon owner and myself. I point out all the waxing, hairstyling and coloring, eyebrow grooming, manicuring and pedicuring that I want done on my sissy. And oh yes, some piercing too — ears, nipples and belly button. She nods with smiling approval, but asks if all the handling of you by the very attractive women on her staff will cause a “reaction” from you. You blush and I laugh as I assure her that will NOT be a problem at all and I show her tiny chastity cage you’re locked into.

Naturally she laughs too when she sees it and you blush even more. But I continue, saying that if you do misbehave in any way, she and her staff should just bend you over and give you a good hard spanking on your bare bottom. As she nods again, I hand her a pink paddle that has your name on it.

Want to hear what happens next? Is this the kind of sissy humiliation that makes your clitty tingle when you fantasize about being in the hands of a sissy training Mistress? Good! I’m Mistress April. Just pick up the phone and call me and I’ll explain all about my personal style of humiliating sissy phone training.