Jade Indica has put a lot of thought into her sissy boy's outfit for the big date. But since the fellow does not understand the severity of the situation while the hot brunette is instructing him she will need to use a chastity device to control the man's urges.
 
I have been waiting for you. It is not nice to be late. If you want to be a real chick, you need to be punctual. Now it is time for you to put your girl clothes on. Your date is going to be here soon so we have some time to prepare you for what is going to happen tonight.
 
Are you ready to put on these pink dresses? We need to choose the best one for you. I am going to choose the cutes outfit for you since I want you to be the prettiest lady. Look at that cock, it is getting hard. This is really turning you on. I like the fact that you are getting horny while trying on women's clothes. I might have to throw you chastity just to control you since I don't want any precum stains on these gorgeous outfits. I know you are excited to get into my attire and to smell like me.
 
- Jade Indica
 

 
Miss Medina is destined to make sure that you fully embrace the fact that you're a sissy. She's got an outfit for you today - go and try it on!
 
Slave boy, come over here! I got you some nice stuff today from the shops. Let's start off with this pink top - I think it looks absolutely fantastic, and I'm so looking forward to having your sissy ass in it! Oh, before you slip it on, get naked and start with the thong. That has to be the first thing that I see the feminine you wearing.
 
Wow, that's just absolutely fantastic. I never knew that you'd be such a great transvestite! All that's required now is for you to get these high heels around your feet and we're set to go. Oh, this dildo? Don't worry about that for now. I'll introduce you to this guy once we're doing with the makeup. I think you're going to like what I have planned for your feminine ass though.
 
- Chi Chi Medina
 

 
Tabitha and Jessica know how to doll up a man into a pretty girly chick. They are great at choosing an outfit for a lucky guy who will be the center of their amazing party.
 
We are going to dress you up in a little bra and a cute short skirt so you can show off your bootie. You are also going to wear a tiny thong. I think he will need some makeup as well since we don't want him walking around like this. Some bright red lipstick will look amazing on you and, of course, we cannot forget the eye shadow.
 
After we are finished with dolling you up we are going to have a great party and invite all of our friends. Our girlfriends are probably going to laugh at you since we are going to show you off to everyone. But that is not where the fun ends. There are going to be some gay guys at the party because they are always up for some dick sucking. This is where you come in since you will have a lot of cocks to suck. It is going to be a long night.
 
- Tabitha & Jessica
 

 
Mistress Selena has some sexy lingerie for you to try on today. Head into her chamber now and see what she has in store for your sissy ass.
 
I know how much you love being a sissy, so I thought today would be a really good time to see just how far your fetish goes. How about we start with your pansy little ass getting dressed up in these knickers for me? Do you think that would be a good idea? Just look at how frilly they are - you're going to look like such a little slut in these!
 
I can tell you now, these guys at the party tonight are going to have their way with your hot ass. Once I'm finished dressing you up like the little slut you so desperately want to be, they'll be no stopping that cute little butt of yours from being fucked by a big cock. Tell me now, just how many loads can your feminized ass take from alpha males that are going to fuck the shit out of you?
 
- Mistress Selena
 

 
World on the street is that you want to be dressed up like a little sissy bitch. The good news is that Goddess Valora is here to help that dream become a reality!
 
Everyone knows that you're thinking of becoming a woman, so let's just cut to the chase and start your transition. There's nothing wrong with your desire to become a sissy, but embrace it, girlfriend! Here, I went out and found you some clothes to wear. I know you're going to love what I found, because it's all really girly stuff.
 
I'd love nothing more than to turn you into a perfect tranny and then take you out to find a guy that's willing to fuck your butt. How good would that be? You out and about on the town with my girlfriends, hunting down guys that enjoy making real women out of sissy bitches with tight asses begging to be fucked.
 
- Goddess Valora
 

 
Whitney Morgan has a great plan how to sissify her slave. The hot blonde got a nice sexy outfit for him and she wants to make him pretty for everyone to see.
 
I heard a rumor that you want to go out with me. Like on a date or something? Don't be silly, I would never date a fellow like you. I know you want to make me happy, I can sense it. See, I love going out with the ladies and I love even more when a desperate guy wants to dress like one just to make me happy.
 
First and foremost you need to shave all your body hair and I will have to pluck those bushy eyebrows. We will also need to get you a wig since your hair is not long enough to pass as a female. You seem like a type of person who would look great in yellow so I got you this nice lingerie set. How about you slip into it? Also, I got some high heels for you to try on. It will be difficult walking in them at first, but I will have a great time watching you.
 
- Whitney Morgan
 

 
When a dominatrix is dressed in black, you better believe she means business. Sissification is due, and you're the main target.
 
I've got this outfit for you, and I want you to wear it. There are no negotiations here - I think that you have a secret desire to be a sissy, so the only way to know for sure is to get you into a state of crossdress and see how you respond. Do as I say, slave bitch. You will be my little feminine project for the rest of the day.
 
I think like me, you should dress in black. That way, when we go out together, people will think that we are both ladies going about our business. It might be an idea for me to try and find a man for you. Yeah, a nice big hunk to show you just how much if a sissy bitch you are. Would you like to get fucked in the ass while in full sissy mode?
 
- Jean Bardot