Lela Beryl wants to help her kinky slave get some hunks so she is going to doll him up in a pretty outfit and some very high heels. There is nothing this mistress would enjoy more than sissifying a horny dude.
 
Today I am going to teach you how to dress as a woman since clearly, makeup is not enough. By the end of this, you are going to be the prettiest princess. First and foremost you will need to go shopping because you will need to have a closet that resembles mine. And don’t forget to stock up on shoes. For today, I will choose these sparkly high heels since you need to learn how to walk in them.
 
Because you are a man, I have selected a push-up bra for you. I want to see you in these high shoes first since I think it will be very fun to see you put the rest of your clothes while wearing them. Get your balance, and don’t fall off your new heels. Let’s get your skirt on and this cute top so you can seduce men and play with their throbbing penises, just like you always wanted.
 
– Lela Beryl
 

 
Mistress Selena got her sissy friend a whole bunch of super cute lingerie in order to dress him up into a real girl. This hot brunette just adores playing dress up with a fellow who is going to have so much fun wearing women’s clothes.
 
Oh, do I have a treat for you today! You see my cute lingerie? I got you the same pair of panties and a bra so we would have the matching outfits when we go out tonight. I thought that these would be perfect since nothing screams sissy than pink panties with white lace. I made sure to get a smaller size for you so they would be nice and tight so you would get that cute little muffin top.
 
I also got another pair of lingerie and these panties are too cute to be true. There is even a scrunched part for your little sissy butt. I cannot make up my mind which outfit I want you to wear for our big night out. I also got you an amazing pink dress which is going to bring out your figure. You will not be wearing a lot of makeup this evening since I want people to see that basically, you are a guy dresses as a woman.
 
– Mistress Selena
 

 
Samantha Grace is not happy with the way her slave has been acting so she is going to make him wear some girls’ panties as well as a nice cock cage. This mistress is not joking when it comes to punishing her submissive friend.
 
I am not too happy with you since you have been pretty bad. Now I will have to punish you and your punishment will be to wear these neon orange panties. As an addition to that, you will wear these blue high heels and this metal chastity device. I will also put some ankle cuffs on you as well as handcuffs.
 
This is all happening since you were not following the rules. You had all of these chores around the house and you have not done any of them. From now on, you are going to be cleaning in your new outfit. I know you are upset because it will take five times longer but that is what you get for not being obedient. What were you doing all week long? Were you sitting in front of the computer and masturbating? Well, I thought so. The one thing that I have noticed when I checked your internet history is that you have been watching a lot of sissy videos.
 
– Samantha Grace
 

 
Nikki Delano just enjoys guiding a fellow while he is getting dressed and putting his make-up on. This brunette mistress wants a guy to look super sexy in his girly outfit so he can get lucky with a fine gentleman while in the club.
 
Hey, there pretty little boy! Are you ready to be dressed up as a girl? I am going to take you out tonight with my friends and we are going to party. I want you to doll up so make sure to put something super spicy on. I have a dress in the closet just for you so go on and get it. I hope you will enjoy that red tight spandex dress. Pull it over your butt; I want to see how you look in it. You look super hot!
 
Get in those sparkly high heels and let’s finish your makeup. Make sure to apply the eye shadow nicely and evenly on both eyes and make those lips super pouty using a bright lipstick. When you go dancing tonight, the boys are going to love it. They will not be able to resist your looks. Make sure that wig is on just right, I don’t want you looking like a skank. You look so hot! You are going to take a lucky fellow home tonight.
 
– Nikki Delano
 

 
Lydia Supremacy just loves embracing your sissy fetish. She has a good understanding of how you love to be treated as a woman, and today is your lucky day, as the girls are getting together for a day out shopping.
 
I just love the fact that I am going to be able to tart you up before we go on a shopping spree! How does it feel, knowing that I will be entirely in control of how feminine you are? I bet you just love it when I put you in a wig, cover your face in makeup and change your appearance so you look like a piece of cheap whore meat.
 
Now, when you are with the women and we’re all getting our lunch, someone will need to do the ordering. So practice your most feminine voice now and say ‘I’ll have a margarita please.’ – There we go, what a good little sissy you are. It won’t be too much longer now until you become the woman you have always dreamed of being.
 
– Lydia Supremacy
 

 
Snow Mercy wants to show off her sissy friend but first, she needs to doll him up in some great clothes. This hot brunette is also going to take care of a fellow’s makeup and turn him into a hot chick.
 
I know that you are here because you want to be a real girl like me, but since we cannot do that we are just going to have to pretend. I am going to make you come to my house and because I am a big girl I will let you wear my clothes which are going to fit you nicely. I think some of my panties would make you look so cute. Maybe some black silky ones, what do you think?
 
You can put on one of my bras before we find a perfect dress for you. You should wear something that is going to show off your legs, but you should shave them first. Because I am going to paint your toenails you should wear some strappy shoes and I will teach you how to walk in high heels just like a real girl. I am also going to doll you up with some great makeup and everyone is going to see how pretty you are.
 
– Snow Mercy
 

 
Nikki Brooks is up for a kinky session with a fellow who really wants to experience dressing up like a chick. This hot blonde goddess will treat a hunk with a great girls’ night out as well.
 
You should be yourself around me and besides, just because you have a cock doesn’t mean you cannot look pretty. Be a good little boy and let me dress you up. You were acting like a perv the other day, and sniffing this particular piece of clothing but all of that is nonsense. You wanted to see if this orange lingerie was going to fit you. Don’t worry, it is your size. And do not be concerned about the bra area, we can find you the one that fits and stuff it.
 
Also, I am going put some makeup on you and completely change your face. Nobody is going to know it is really you. We can go out after I am done feminizing you. Just think about all those boys who are going to be drooling over you. I want to see you play with one of the boys’ cocks and see those hands go up or down his shorts.
 
– Nikki Brooks