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Femboy Trainer Jackie

femboy training

If you’re in dire need of femboy training, then I am just the Mistress for you. I love nothing more than helping boys just like you transform into the most gorgeous femboy slut you’ve ever seen in your life. Sure, you can be a sissy and just kind of do it haphazardly, but that’s not what you really want, is it? You want to be the very best version of yourself and if you stick with me, that’s exactly what you’ll be. Everyone will be in awe of your beauty and transformation, and that’s when you’re going to start getting cock.

So, until your training to be a femboy is complete, you don’t need to worry about dick. You will get it in due time, but that time is not right now. We’ll be talking about how to turn you into the prettiest sissy in your town. Hair appointments, waxing appointments (this one is super important), manicures and pedicures, lingerie, and shoe shopping – all of that and then some is in your future. Are you ready to be fully feminized by a woman who knows exactly what she’s doing? Then book a session now for your Cinderella moment!

Maid Training Mistress

sissy maid training

You probably already know this, but one of the things I love most is when I get to do sissy maid training with a new caller. Now, don’t get me wrong. I love all of my longtime sissy maids. But everyone loves the feeling of something new and I’m no different. Helping a new sissy maid pick out a cute uniform, sexy heels, hair, makeup… that’s just one of the most fun things to do. I love the excitement that brand new sissies have. And so many just love taking care people, so being a maid works very well for them.

Do you want to go with the classic French maid uniform? Or would you like to try some different looks to see what looks best for you? You definitely need the cute little feather duster so you can just prance around in your heels like a dainty little lady. But we all know that you’re going to be used like a nasty slut. You might try to play it off like you don’t like it, but we all know that you do. I hope you’re ready for the very best sissy maid training around!

 

Submit to Your Dominatrix

phone dominatrix

When you call me up and tell me that you’re looking for the perfect phone dominatrix, you’d better really be ready to submit to me. I’m not going to like it when you call me and start trying to “top from the bottom”. You don’t get to tell me what to do. I am the one who has every single bit of the control and if you don’t like it, then you can call an inexperienced dominatrix who is cool with that. But trust me. When you give up control of your mind, body, soul, and wallet to me, good things happen.

You’ll find that when you make me happy, you’re going to have more orgasms. I probably won’t listen to you have them, but I’ll permit you to jerk off when you hang up the phone. I don’t ever want you to tell me about how good it was when you were able to cum and think about me. I know how good it is. I know my worth and I know that I’m so far beyond better than anything you’d ever deserve. So, when you’re ready to listen and obey, come find me.

 

Sissy Panties for a Cock Sucker

sissy panties

If you really want to be feminized, I’d suggest that you put your sissy panties on and come play with me. You’re not going to get very far if all you do is sit there and think about what it would be like. Get all dressed up and really give it a shot. You might just find that one phone call with me will motivate you to change your life. By the time you hang up, you’re going to be ready to go out and pain the town pink. But first, you have to get your wardrobe in order, sissy!

What color do you look best in? If you don’t know, just pick black. Everyone looks good in black – even brand-new sissies who are a little rough around the edges. We’ll pick out the perfect makeup, hair, and the sexiest pair of shoes ever. By the time I’m finished with your sissy transformation, you’re going to look hot as fuck. So, what are you waiting for? It’s finally your time to shine and I know that you’re going to look SO amazing. And once you get the look down, there are other things to learn. 

Best Sissy Trainer Session

best sissy trainer

If you’re in need of some feminization, you’re in the right place. So many of my callers tell me that I’m the best sissy trainer they’ve ever talked to. A lot of women try to train you to become the kind of sissy they want you to be instead of what you want to be. That’s not my style at all. This transformation is all about who you want to become. If you just want to wear panties and lipstick while you jerk off, that’s totally okay. Maybe that’s all you need and there is absolutely nothing wrong with that.

But I will say that if you desire being feminized from head to toe and in every aspect of your life, I am the woman you need. I’ll help you with anything and everything. And don’t be afraid to ask me questions about being a woman if you need to. There’s so much to learn. Hell, I think every woman has her own questions about being a woman, so don’t feel bad if you don’t know everything. That’s what I’m here for! So get on that phone and give me a call so we can make your sissy dreams come true.

Humiliating Pathetic Bitches

humiliation phone sex

What better thing could there be for a naughty sissy like you than humiliation phone sex? I love taking brand new sissies out shopping in feminine stores and making sure they are humiliated over and over again. It’s very unlikely that we’d even make it inside the store before someone started laughing and pointing at you. Do you think you could handle that, or would you just start crying? Maybe you’d cry despite the fact that being humiliated was making your little clitty hard. I think it’s pretty messed up to be turned on by having a woman humiliate you.

But I’m VERY happy that sissies like you do get turned on by that. Having me point out what a dirty little cock sucking faggot whore you are and watching your pathetic dick get hard? That’s just bliss to me. When I tell you to walk up to a sales girl and ask her if they have any panties that will keep your balls in and you blush, I’ll be so excited. That’s tame compared to what I can and will make you do, but don’t worry. We can start out with baby steps if you’re too much of a pussy to be a hardcore humiliation slut right out of the gate.

Femboy Training Mistress

femboy training

Lots of people want to be feminized, but they have no idea where to even start. You’re probably feeling that way, aren’t you? I know it can be a tough place to be in. But that’s why femboy training with me is the perfect thing for you. I’ve been training prospective sissies and cross dressers for a really long time, and I can help you with every part of your journey. I’ll probably ask you to tell me about yourself a bit before we get started, though. I want to know how long you’ve had the urge to transform yourself.

Did it start when you were really young, or were you older when you first had the desire to feel and look feminine? I want to help you pick out what colors might look best on you, teach you to walk in heels (you’ll look like a runway model!), and so much more. Think about how hot it’ll be when you can squat in your stilettos and wrap your mouth around a cock, if that is what you’re in the mood for. Maybe you just want to dress up and prance around like a pretty girl. I’m up for anything!

Sissy Phone Sex Madam

sissy phone sex

Sissy phone sex sluts like you always love calling to tell me about your latest conquest. You always want me to know that you sucked him big juicy cock and that you did a really good job. It makes me feel good to know that someone I trained is out there and making me proud. Sometimes I get calls from sissies who can take even bigger cocks than I can. To know that I had a part in making that happen warms my heart. So by all means, call me and tell me how nasty you have been getting lately.

An integral part of being a sissy is being able to look the part. It’s time for a spring update to your wardrobe so let me help you with that. I want to help you look your best so that you continue getting all the cock you can possibly handle. It’s time to update your lingerie drawer, too. You have to look sexy while you’re kneeling in front of a cock. If you’re ready to be transformed into the perfect sissy slut, get on the phone and call me. And don’t forget to slip into your favorite panties before you call.

 

BBC Sissy Trainer Jackie

BBC sissy trainer

You probably have desires and want to become a sissy slut, but you have absolutely no idea how to accomplish that, right? You do not have to take the journey alone. I’m here to help you figure out everything you need to know in order to become the best sissy in the world. I can’t even tell you how excited I get when a brand-new caller gets in touch with me and tells me they can’t wait to start their feminization journey. I usually start by asking what kind of panties they are wearing. Every sissy, even a wannabe, always has a pair of panties on.

But one thing you might not even know you need is BBC sissy training. Sure, you’ll probably be taking a lot of white dicks, but black dicks are different. They are bigger. They are harder. They are way more satisfying than any other dick out there. And let me just tell you – those guys are aggressive and I fucking love it. You will, too. I can’t wait to help you transform into the best black cock sucking sissy ever. Are you ready to start your training? I’ll be here when you’re ready to accept your destiny.

Sissy Humiliation Training Mistress

sissy humiliation training

Being a sissy means that you need to get used to being humiliated. People are going to point and laugh and you’re just going to have to deal with that. Trust me, after a while it will even start to make your tiny little clitty hard and you’re going to love it. And pretty soon, you’re even going to crave it and get so excited when the men who you’re going to be plowed by get off by telling you what a loser you are. But to get you used to everything, you might need to call me for some sissy humiliation training.

I’ll help you out with what you can expect, and I’ll even strap one on and give you a taste of it when you talk to me. I think that even though you’re iffy on whether or not you are going to love being humiliated, you’re going to give in and have a really great time with me. And then you can move onto men with real cocks to give you what you really after, you nasty little cock sucking whore. Are you ready to submit to your mistress?