Addie Juniper has absolutely no respect for you as her slave, which is why she's more than ready to take you to a whole new level of sissification.
 
I was thinking that since you're such a wussy little girly boy, it would be a great idea for you to try and live your life as a woman for once. Yeah, that means that I'm going to get some bra and panty combinations for you to try on. These yellow knickers are perfect for the occasion! Put them on right now so I can see your dumb feminine ass inside them.
 
Oh my, your sissy transformation is coming along well. Before you know it, that ass of yours is going to be out on the streets and looking for some hot cock to fuck. I know for a fact that so many men are going to eat you alive with their big alpha dicks inside your tight little asshole. How prepared are you to be a woman that takes big fat cock in your ass?
 
- Addie Juniper
 

 
Kinky fellow craves Penny Barber's attention but in order to get it, he will have to put on a cute pair of panties and a sexy bra and do whatever his mistress tells him to. This is going to be a great sissy experience for a brunette's slave.
 
I see you but I am kind of busy so move out of the way, please. What do you want? You want me to come and play with you? When you were gaming I had to put on some slinky lingerie and parade in it just to draw your attention. Now, if you want me to pay attention to you, maybe you should go and put on something cute. Go put on that sexy set with bows all over it, see where that gets you.
 
Omg, you are actually going to do it. I did not say that I only had to put a sexy outfit. I also had to do some stuff. Remember how I had to crawl on my hands and knees, arch my back and put my butt in the air? Why don't you do that? Or you can lie on your back and spread your legs. That cock is not restrained by those panties, I can totally see it.
 
- Penny Barber
 

 
Mistress Selena claims that she has got something fun planned for you tonight. All you know is it involves her and another woman - that other woman being you.
 
Look, let's just take a step back and realize for one second that you are my slave and you do as I please. There's nothing to stop you from being a woman, so why don't we play around and get you into the feminine role you've always dreamed of becoming? That sissy ass is going to be so hot in these panties that I picked out especially for you.
 
Slip into them and let's take a look at your ass. Oh yes, yellow is definitely your color! I can guarantee that in no time at all, you're going to want to become as lady-like as possible. Of course, this is going to end up with some hot stud taking your ass for a ride with his big alpha dick. Think you can manage that, you little slutty sissy?
 
- Mistress Selena
 

 
Leah Lush knows just how turned on you get seeing her in lingerie. Only it's for all the wrong reasons, right? You want to be a sissy - admit it.
 
Look, I can tell by the look on your face that you want nothing more than for this body to be yours. You wish you had these tits, this ass and the ability to pull any dude right off the street and into your bedroom. Well, too bad that this isn't the case, but I'll be damned if I won't work on you like a little project. I want to see you blossom into a sexy woman by the end of the day.
 
Once I'm done getting you all dolled up and looking pristine, that ass is going to be so ready to get fucked after you suck some alpha dick. Little sissy girls like you need to learn how to give blowjobs: it's very important that pleasing your man is of top priority. Do not underestimate the power of a sissy that has a good set of lips. Trust me, before you know it, that feminine asshole of yours will be fucked good and proper.
 
- Leah Lush
 

 
Jewell has everything planned out for their night out but first, she needs to sissify her slave boy who is looking forward to wearing his new dress. This experienced mistress wants to make him look very pretty.
 
I hope you like that pretty little dress I got for you. Do you want to get punished? If you don't, you better put that dress on! That is much better. Well, I think you got the idea what we are going to do tonight. I am going to dress you up and we are going to go out on the town!
 
The dress is just a begging, you have put on those nice panties I got you and those lacy top thigh-highs. You should be careful when putting those on, don't run them! My, my, you look great! Now I have set out some lovely jewelry. We are going to put some makeup on you as well. Some blush for the cheeks and some lipstick for those sexy lips. All you need is your wig and your high heels and you are ready! I will take you to this hot tranny club so we can find you a stiff tranny cock to suck on.
 
- Jewell Marceau
 

 
Cydel is a little upset that she's all dressed up but you haven't made the effort. You can bet your bottom dollar the sissy punishment headed your way is going to suck big time.
 
I'm annoyed that I have my lingerie on but you haven't even bothered to get ready. How about you take this cute see-thru bra and put it on along with these cute panties? That ass of yours is going to look amazing. Oh, don't worry so much about your tits, we can pad that bra when we get ready to go out later tonight.
 
Before we hit the clubs, I need to know that you're capable of pleasuring a man. How about we talk a little about what it's going to feel like getting fucked. Yeah, that's right - your sissy ass is going to be busted open by some hung stud that wants nothing more than to dump his load as deep as possible into your hole. If that doesn't arouse the sissy slut inside you, I don't know what will.
 
- Cydel
 

 
Addie Juniper thinks that it would be a good idea to play a game with you. You're not convinced, after all, she's hell-bent on turning you into a woman.
 
What do you think about the idea of dressing up as a woman for me? Actually, don't even bother answering, because I'm not interested in what you have to say. The simple fact is that I'm going to turn you into a sissy bitch and there's nothing you can do to stop me. TV has been so boring lately, so how about we get you dressed up and take you out somewhere, yeah?
 
Put on these panties this instant, I want to see how cute your butt is in a pair of them. Oh, wow - I didn't think it'd look quite that good! As far as your sex appeal for a woman goes, this is pretty good stuff. I bet you can't wait to strut your feminine stuff out in public so that a big alpha male can fuck you with his massive dick, right?
 
- Addie Juniper