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Whitney Morgan Crossdressing Fantasy
 
All my girlfriends are busy today so I figured I’d bring YOU, my little submissive boy toy over to have some fun.
 
I’m going to dress you up nice and pretty with some designer clothes I just bought! You’ll look so cute in them trust me. Haha I’ll shave all the hair off your body, put your make-up on and teach you how to act like a proper lady.
 
You’ll walk in high heels and bend over and pick stuff up with your panties showing! Haha it’ll be so fun for me and so humiliating for you to be dressed up like a girl.
 
– Whitney Morgan
 

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Leyla Berry in a sissy discipline movie
 
Leyla Berry likes hanging around with girls, but finds how bitchy and dramatic they can be a real issue. Thankfully, she has you to be her favorite girlfriend, so put on your outfit and act out your sissy fantasy with her.
 
I hope you’re excited for your outfit! I guess that look on your face just about sums it up. Come on, get out of that shorts and T-shirt combination – we both know that after you’re done here, your life as a man is over. Drop the tough guy act, you are my slave boy, and every good little sub needs their outfit, so get naked and put these on.
 
Oh, you are just so pretty in that outfit. I cannot wait to get pictures of you in that beautiful outfit, because it fits you so well. Who knew that you could be so feminine? That body sure is pathetic if it can be molded to the point where I cannot distinguish it from a real woman’s! Don’t worry babe, your sissy fantasy is safe with me … for now.
 
– Leyla Berry
 

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Samantha Grace femdom
 
Samantha Grace has a bunch of useful tips for her sissy slave on how to improve his looks. This hot mistress with amazing boobs wants to help a fellow out when it comes to make-up and some other areas.
 
Today I got you some new panties and a nice matching pink bra. Finally, you have earned yourself a slut thong! I know you have been working a lot on your make-up skills for me and it looks divine! I love the cat eyes that you have been doing. But now I think it’s time you used some false eyelashes. You need to make your eyes look big and seductive so when you flap your eyelashes all the men go crazy. You will be the best sissy boy on the block.
 
Another thing that we should add is to get you tanned because it will make your bimbo qualities even more noticeable. I will have to explain a bit about highlighting and contouring because I want your face to be perfect. I love giving you these small tips on how to improve your look. You are going to look amazing if you just follow my instructions. I am doing all of this just for you.
 
– Samantha Grace
 

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Princess Anna in a sissy discipline movie
 
Princess Anna thought that you were just a weird roommate who thought she was hot, but after finding you rustling through her panty drawer, she realized it was all about you being as feminine as possible.
 
I get guys checking me out all the time, dude. Though very few are doing it because they want to be in my clothes instead of in me. That’s cool and all, because secretly, having a gay, wannabe-girl sissy friend has always been a nice idea to me. Now we can go shopping for clothes together and find you pretty little outfits!
 
Anyway, I thought you might want to try some of these, so get rid of your clothes and try on this outfit. These panties will look so cute with your tiny cock hidden away inside them. And this dress will fit snugly around your already feminine and petite frame. Oh honey! I can just imagine how many guys would want to fuck you in the ass if they saw the sissy you really were.
 
– Princess Anna
 

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Sarah Gregory in a sissy discipline video
 
Sarah Gregory finds it funny that you came to her because you thought that she would be totally accepting of your crossdressing fantasy. Little did you know, her idea of how to sissify is far beyond your wildest dreams.
 
Look at you, standing before me without a single shred of clothing on. How would anyone know that you were woman if you don’t dress the part? It’s not as if your ugly male body is going to have any shot of being mistaken for a lady’s, so do yourself a favor and put on these bra and panties.
 
Once I have you all dressed up in a perfect matching underwear set, I’m going to bend you over and start to spank your little girly ass as hard as I can, making it glow as brightly as I can make it glow. You are going to be such an obedient and understanding sissy, aren’t you? Because deep down inside, you know that to become the type of whore you want to be, following my instructions is the only way to get there.
 
– Sarah Gregory
 

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Lydia Supremacy in a sissy discipline movie clip
 
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
 

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Star Nine in a sissy discipline movie
 
Star Nine has always imagined that you would make the perfect little sissy. Now that you’ve approached her as your crossdressing master, she finally has the chance to involve herself in your favorite fetish.
 
Are you ready to be my perfect, pretty little girl? I hope you can handle just how feminine I’m going to make you. It doesn’t make you a faggot to want to be a sissy slut, although I guess when you put on the floral panties I got for you using your credit card, you might feel like quite the woman.
 
Now, open your legs and show me what’s there. Ugh! Shave your legs, make them smooth for me. You know that pretty little girls do not have hair all over their bodies. Put the bra on for me and start to pad it, I want to make sure those breasts are big and juicy – just the way you want them to be in your ultimate crossdressing fantasy. Look how pretty you are with a stuffed bra! You’re well on your way to be my favorite little sissy slut.
 
– Star Nine
 

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