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
 

You’ve been hiding your sissy desires for too long boy

Penny Barber Bedroom Sissy Instruction Brunette Porn Video POV Tube Sissy Training

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Penny Barber is a little concerned that you might be a sissy slut. In order to find out for sure, she's got a special treat that will put a smile on your face.
 
So what we're going to do today is a little bit of roleplay. For some crazy reason, I think you might be a sissy that secretly hides their desires. I got you this pair of panties because I think it's likely to let me know. So, do me a favor and get naked - I want you to try these on and to turn around. I wonder if your sissy ass will look as good as I think it will.
 
Oh yes, those panties really do suit you! Now we're going to apply a little makeup. I think you would look fantastic with this shade of lipstick. Come over here, girlfriend. We're going to doll you up nice and proper. The whole world will look at you in a few minutes and truly believe you're the sissy girl you've always dreamed of being!
 
- Penny Barber
 

Think you have what it takes to be a woman?

Alexis grace Anal Sissy Training Bedroom Porn Video Brunette Tube Instruction POV Strap On

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Are you ready to embrace your sissy nature and devote yourself to the cause of femininity? Alexis Grace is here to help you transition.
 
Hey there my little slave. I'm going to be giving you some instructions on how to be a sissy today, so why don't you take a seat and listen to what I have to say? I know that you've been thinking about becoming a woman lately, so I think it's only fair for us to fully embrace that desire and try it out. You're about to become my sissy, so get ready!
 
The best thing about me helping you through this transition is the fact that I know what it takes to be a woman. I'll dress you up real pretty, get you the best makeup money can buy and finally, help you hunt for a guy that's going to fuck you like the hot slut you are. You'd absolutely love to get your ass pounded like a bitch, wouldn't you?
 
- Alexis Grace
 

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
 

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
 

We are going to do whatever it takes to get you some cock

Jasmine Mendez Anal Sissy Training Brunette Porn Video POV Instruction

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Jasmine Mendez is not the type of mistress that you want to let down. She means serious business and is going to do whatever it takes to make a woman out of you.
 
Look, I think we need to have a little talk about the way you've been acting lately. All of this obsession with women - from my point of view - is less to do with an attraction to them and more to do with an envy toward them. Look, there's nothing wrong with wanting to be a sissy. We are going to make sure that you know what it's like though, so let's get started.
 
First of all, how about we get that ass if yours into some nice female clothing? I want to see you dressed up like a hot little slut. Then, we're going to try and find you a nice hunk of a man to come on in and fuck the hell out of that hot little asshole for you. Nothing will make you a sissy quite like getting pumped in the rear by a big fat dick.
 
- Jasmine Mendez
 

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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