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

share gif:

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

share gif:

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

Put these panties on you sissy bitch

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

share gif:

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

share gif:

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

I can’t wait to see the new feminine you

Chi Chi Medina Bedroom Sissy Instruction Brunette Tube Lingerie Video Porn

share gif:

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

I have a cute little outfit for your sissy ass to wear

Jean Bardot Anal Sissy Training Bedroom Instruction Brunette Video Lingerie Tube POV Porn

share gif:

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

I have some sexy lingerie for you to wear

Mistress Selena Sissy Instruction Brunette Porn Bedroom Video Lingerie Tube Sissy Training

share gif:

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

All the network sites you'll get access to

sissy instruction fem training crossdressing

Your sissy transformation is coming along well. You are just so cute! Before you know it, that ass of yours is going to be out on the streets and looking for some hot cock to fuck

femdom sissification feminization trainer video network

You're such a fucking pitiful loser. It should be so obvious that a woman as good as this can do a hell of a lot better than a pathetic maggot like you. You are only useful as my slave!

bisexual training videos femdom pov

You're my bisexual slave, and so long as you're still doing exactly what I tell you, I'm more than happy for that ass of yours to be fucked nice and hard. I bet that feels absolutely incredible.

permanent chastity humiliation femdom pov

You know what I should do? I should just lock you up in the biggest strongest chastity device I can find and throw away the key. Permanent chastity forever... How does that sound?

strapon pegging hardcore porn

We are going to put your loyalty to your mistresses to the test. You see these two big strapon dildos? We are going to double team your ass and mouth for hours on end!

cei cum eating instruction femdom videos

Give yourself a gentle tug to begin with. When you're done with blowing your load, you're going to take that condom and eat all of the jizz out of it like a good little cum eater.

cuckolding humiliation femdom instruction

I'm going to have a big cock come over here and fuck me. You'll sit in the corner like a little naughty cuckold and watch it happen too. I will let you clean up afterwards if you are lucky!

black cock worshiping cuckold femdom

You need to be taught about worshipping big black cock, because one day your mouth and ass is going to be met by one BBC that is destined to pound the absolute shit out of you.

first time gay fantasy femdom pov

Look, I don't care what excuse you come up with - you've been chatting up men on the Internet and I love the fact that you're hungry for cock, I just wish you told me sooner.