We are going to make you my anal slut

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You love your Mistress Jolene a lot, but she can get you to do some pretty fucked up things. For instance, today she's going to turn you into a little sissy.
 
You know how I always moan and groan about how great it is to get fucked by you? Well, if I'm honest, it isn't just your dick that does it - it's pretty much every dick. The feeling of having a piece of meat inside you just goes above and beyond everything that most men can imagine. Today, that's going to change. You're in for some sissification.
 
Show me that bikini this very second - I can't believe that you actually put it on! Boy, you're in some deep trouble now that I know how into the idea of being feminized you are. That ass is my personal property and there's nothing you can do to stop the rampage of dick I'm going to set it up for. When I'm done, your little bitch boy ass is going to be ready for some hardcore anal fucking.
 
- Jolene & Lance Hart
 

I want to hear you beg for cock like a sissy

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Sinstress is back to smoking and treating you like the little female slut you are. Can you handle the verbal abuse another time from this sensational mistress?
 
It almost seems as if I've produced the perfect slut. The way you beg for cock on a daily basis just amazes me. I sit here and look at you - the pathetic boy before me - and realize that you would be so much happier if you actually lived your life as a woman. There's simply no question that when push comes to shove, you're about as feminine as feminine gets.
 
So, why don't we get you ready for the next stage of your feminization? You love dick, you love being a lady: combine the two and your ass is bound to come into play. Let's find you a big strong man that can treat you like the woman you clearly are. That sissy asshole will be filled with cock in no time at all. I'll make sure of that!
 
- Sinstress
 

I need your complete submission

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Sinstress is about as aggressive as they come when sissification is concerned. She's going to smoke and tell you all about your preparation for big thick dick.
 
You know that it's time for you to serve me, correct? Well, I just love the way that you go through my closet and look at all my clothes, because I know that deep down inside, you want nothing more than to try them on and see how you do as a sissy. Luckily for you, I'm down for that and more than happy to make you into my personal bitch boy.
 
I must warn you now, your ass is my mine, and if I want a hung stud to come in at any moment and fuck you in the ass, that's exactly what's going to happen. I want nothing more than complete submission from you. You need to know that I'm in control whether you're a little boy or a hot babe. I prefer you as the latter actually - at least that way you have some use. Stupid sissy.
 
- Sinstress
 

I’m going to dress you up like the bitch you are

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Sinstress has something special for you today. She's going to dress you up like a little whore and cover your face in makeup like the feminine bitch you are.
 
Let's be honest for a second: you love the idea of a big strong man taking you by force and having his way with your feminine ass. Do you see the way I put makeup on myself? Well that's what I'm going to do to your stupid face you feminine slut. Mark my words, once I'm through with you, you're going to be the most girly bitch around.
 
I can't stand little boys that pretend they're men. Be honest with yourself for a second: your place in the world is on all fours with a dude's cock deep in your asshole. That sissy you is nothing to be ashamed of. In fact, you should embrace the pure pleasure that runs throughout your body as you imagine being destroyed by a hung stud that wants your tight asshole to be pumped full of his cum.
 
- Sinstress
 




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Your sissy transformation is coming along well. You are just so cute! Before you know it, that ass of yours is going to be out on the streets and looking for some hot cock to fuck

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You're such a fucking pitiful loser. It should be so obvious that a woman as good as this can do a hell of a lot better than a pathetic maggot like you. You are only useful as my slave!

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You're my bisexual slave, and so long as you're still doing exactly what I tell you, I'm more than happy for that ass of yours to be fucked nice and hard. I bet that feels absolutely incredible.

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You know what I should do? I should just lock you up in the biggest strongest chastity device I can find and throw away the key. Permanent chastity forever... How does that sound?

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Give yourself a gentle tug to begin with. When you're done with blowing your load, you're going to take that condom and eat all of the jizz out of it like a good little cum eater.

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Look, I don't care what excuse you come up with - you've been chatting up men on the Internet and I love the fact that you're hungry for cock, I just wish you told me sooner.