It’s ok to be a sissy little bitch I like it

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This scene evokes some mixed reactions from you. On the one hand you want to be the tranny, but on the other you want to be the hung stud!
It must be pretty confusing, right? I'm bouncing up and down on this dude's cock just the way he likes it and then BAM! We switch positions and I'm fucking him. You know, I can tell that you're the type of sissy slut that just wants to get fucked, so how about you witness this epic sex session from the point of view of getting boned no matter who's doing it?
We're both fully aware that you're not exactly alpha, which is why it's fine to want to be a sissy and get fucked by men that have huge dicks. In fact, what would it say about your masculinity if it were your asshole that was getting destroyed by a tranny? Haha, your feminization is coming along nicely, and I can't believe how pathetic you really are when it comes to sissification.

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

This black tranny has a huge dick just for you

Anal Sissy Training Bedroom Instruction Hardcore Interracial Tranny

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Don't for a second pretend that you're not into being turned into a sissy bitch by a black tranny with a huge ebony dick.

That's it - suck my cock you pathetic white slut. I know how much you love the idea of taking big black cock like a little whore, but I'm going to make you even more feminine by giving you some transsexual meat. Once I'm through with your ass, you'll wish that you were a woman forever. This big black cock is going to put a huge smile on your sissy face.
Suck it like a good girl - that's it - perfect. You sure look great with an ebony cock in your mouth, but I think it's going to look better in your feminine asshole. How about we bust that tight hole of yours open so I can dump a huge load of my cum deep in your ass? Yeah - this is the best sissy introduction you could have hoped for. Enjoy it you girly bitch!

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

Think your sissy ass can take 2 cocks?

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Your friend says that he has a very special surprise for you. That sissy ass of yours is going to be fucked by two guys.

It feels so good to be grinding on top of this stud - I can feel his cock grinding against my asshole and it feels incredible. The other dude in the corner jerking off is really hot too. Just knowing that he can appreciate and love me like a woman enough to get his dick hard is super erotic. These guys better fuck me hard together and show me how much of a sissy whore I am.
Being treated like this is so incredible. They're going to town on my body and making sure that my holes are fully ready for entrance. Believe me - getting slammed from behind while I'm sucking a cock is just about as feminine as it gets. I feel like a really hot whore getting spit roasted by two big dudes and I can't wait for the next chance to have a sissy threesome with them.

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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

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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!

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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.

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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?

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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!

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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.

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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!

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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.

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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.