Don’t worry, we won’t judge your sissy ass

Jade indica Enchantress Sahrye Anal Sissy Training Bedroom Porn Instruction Brunette Video Tube Lingerie POV

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These two women want to turn their little party with you into an all-female ordeal. That doesn't mean you have to leave, though.
 
Well hey there little buddy! Did you miss us? We sure hope so, because we've got an extra special surprise for you today. See, we know that deep down inside, you're not much of a man at all. There's nothing wrong with that, but you should really come out as the sissy that you are. We won't judge you for it! After all, we want to help you get to know your feminine side.
 
We've gone out and got you a bunch of stuff to try on. Do you think you could be a good girl for us and try it all on? Let's start with the panties and move on from there. If we're convinced that you can pull off the sissy look without it being obvious, we might hit the town with you tonight and find a nice big cock to fuck your female ass. Sound good?
 
- Jade Indica & Enchantress Sahrye
 

We are going to make you my anal slut

Jolene sissy Instruction bedroom Lingerie Redhead Sissy training Porn Tube Video

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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
 

Alura Jenson has some sissy training for you puny ass

Busty blonde Alura Jenson from Sissyinstructions

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Alura Jenson got a bit upset that her man ruined her dress so she wants to teach him a lesson buy making him into a sissy boy. The blonde has a great outfit for her guy before taking him out on the town.
 
I saw you wearing my clothes. I don't mind you trying on my outfits but I think you should be honest about it. In fact, I think it's kind of fun. Well, if you are going to do it, you might as well do it right. You know, there is this club downtown in which I have always wanted to go to but I did not think you were into it. The thought of you dressing up and then going out and being my chick kind of turns me on a little bit.
 
I got you some nice lingerie which I think will fit you perfectly. You are going to wear it underneath my brand new dress. I am also going to slap some makeup on you and put you in my high heels. And then it's time for this kinky club I was mentioning. We are going to pretend to be a lesbian couple who wants to try sucking a dick for the first time but you are going to be the brave one.
 
- Alura Jenson
 

Put these panties on you sissy bitch

Ashley Sinclair Bedroom Sissy Instruction Brunette Porn Video Lingerie Tube POV Training

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Ashley Sinclair doesn't seem to mind the fact that you like being made into a woman. Watch as she exploits you into her feminine ideals.
 
Hey there, you little cock slave. I'm going to be taking you on a journey of transition today. Yeah - I know that when you look at me, it isn't in an erotic way, it's in an envious way! You want nothing more than to be a woman. Well I'm here to help, so how about you try this bra on and see whether it looks good on you? I'm sure your sissy ass is going to be fabulous once I'm done with it.
 
Okay, now put on these panties to go with it - that's fantastic! You look so delicious and cute dressed up like that. I'm so impressed with your ability to be this feminine. I've seen other sissies before, but none are quite as good as you are. I have a good mind to go out with you tonight to try and land you some cock. Wanna get fucked like a girl too?
 
- Ashley Sinclair
 

It is finally your time for extreme sissification

Sexy Samantha Grace in a sissy instruction video clip

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There is nothing that the formidable mistress likes more than to play sissy games with her slave. Samantha Grace always has a great treat for her submissive fellow who is going to enjoy this one as well.

You need to be properly trained as my little sissy. I have picked out the most amazing latex outfit for you. You are going to be my nurse so put on this cute pink dress for me. Also, I got this mask which is pretty much going to be your gag so you don't talk or anything. You are going to be the girliest cutes sissy nurse ever. And lube yourself really good! Get it all on your body. You also will need an apron since you must have it if you are going to be a sissy servant of any kind.

During this examination, we are definitely going to play with my strap-on cock. I just want to put it on to intimidate you before I get into my malicious latex doctor outfit. I am going to put you on that gynecological table and give you an exam. I have a whole bag of toys for your hole.

- Samantha Grace

This is my special treat for your sissy ass

Sexy mistress in a video by SissyInstruction

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Bailey Paige has a special treat in store for you and it's really fucking long. This feisty bitch plans to train you to take her 12-inch dildo all the way to the balls.
 
I know that you don't like the idea of this big dick being stuffed into both of your holes, but the reality is that you don't get a say in what happens. As your dominatrix, it is my duty to make sure that you're educated and prepared for anything. I figure that one day I'll get a dude to fuck you, so the sooner you learn to be a sissy, the better!
 
Everyone knows that a good slut can take a dick without a problem. The issue here is that I don't think your ass or mouth are ready for that kind of punishment. Thankfully, after a few sessions with me, we'll make sure your holes are as prepared as possible for any dude that wants to come along and treat you as a hot sissy slave.
 
- Bailey Paige
 

Nikki Daniels makes sure her slave looks great for a night out

Femdom video with Nikki Daniels

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Nikki Daniels loves dolling up her friend who cannot wait to go out to a club and get himself a massive dick to suck on. Fortunately, the brilliant brunette mistress has all sorts of beauty products to turn this guy into a cute babe.
 
We are going out to the club tonight! I knew you were going to be excited but I cant let you wheat that, no. I have to get you ready. I picked out these nice black panties for you so you have to wear them. I also got you a matching bra. It looks so good on you. You think that you are going to have a good time tonight, don't you? I know that you like to suck cock when you want to have a great time.
 
If you want to get a man, I will have to put on some makeup on you. I need you to look your best since we are going to a very nice club and we will find some hot stallions to ravish your mouth with their boners. I need to put on some lipstick on those cock craving lips as well. Actually, let's exchange that lingerie for something more feminine. Purple is your color!
 
- Nikki Daniels
 




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