I caught you and now you’re gonna be taught a lesson sissy. Caught in girl’s panties – how embarrassing for you! I’m going to make you pay for your sissy fetish. You’re gonna get exactly what you deserve sissy – and that’s a 24-7 panty punishment. That’s what sissies like you get when you’re caught wearing emasculating panties by bitchy girls like me. I’ve got the most humiliating panty-punishment planned for you sissy – you’re going to be paraded in front of my girlfriends, spanked in your panties and then we’re going to blackmail you into wearing your panties ALL day EVERY day!

Your first humiliation will be modelling your panties in front of all my snarky, bratty girlfriends. You have no idea how bitchy they’ll be to you. We are experts at cutting sissies like you down to size and know all the right words to totally destroy your ego. Everyone is gonna get to make fun of you and make you prance around and wiggle you pansy-pantied bottom. And then – when your face is burning red from the shame of being humiliated by a room full of hot girls – we’re all going to spank you – in your panties – we’re not even going to let you take them off!

Your spanked bottom is going to be glowing just as much as the embarrassment on your face sissy! But we’re not done sissy – you’re on 24-7 panty punishment from now on so as well as destroying your pride – we’re going to destroy all your boy underwear too. All you get to wear is girly panties 24-7. Let’s see how you like that sissy – flimsy pink panties to the gym, to work, when you’re jerking off to CruelGirlfriend clips. All the time – no exceptions. This rule will be totally enforceable through all the humiliating evidence we’ll blackmail you with – you got that sissy?
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Natalie Mars is in a deep slumber dreaming of having her holes fucked and filled by her two favorite Goddesses. Her fantasy as always been to be double teamed but Lexi Sindel and Mz Berlin while her cock is locked tightly away in chastity. Using their giant strap-on cocks Berlin and Lexi tag team the slut as they stretch out her hungry holes making her their bitch. When Natalie wakes up from her fantasy-filled dream her holes are very sore as she wonders was it really all in her head?!?
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The Transformation of Sasha de Sade is almost complete but a few final procedures must take place in order to be a true sissy. Mistress Lexi wants her to have a pair of nice big tits and uses the pump machine to stretch her titties to a perfectly ripe size. A sissy needs to have a nice pair of tits for all the men to grab onto and fondle while they have their way with the slut. Sasha`s tits aren`t the only piece of her body that needs stretching as Mistress Lexi whips out her strap-on cock to hollow out her fuck-holes. No sissy is complete until they have properly stretched holes so all the giant dicks can slide in and out with ease. Only then will Sasha be the perfect sissy to be sold to the highest bidder.
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Mistress Skin humiliates and punishes her rubber sissy for not completing her chores quickly enough. Skin bitch slaps sissy and tells her to get on her knees to lick the bottoms of her heels clean, sissy needs to be broken of any pride and clean and serve her mistress at any price. Mistress Skin then opens a can of food then dips her heel in. Mistress Skin laughs as sissy pathetically licks the -chow form her heels. Then Mistress Skin dips her strap-on dildo into the mystery meat and fucks her face with the gross food. Mistress Skin teaches her bitch to obey orders at any cost.
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A sissy should practice being a submissive cum-dump every day – no exceptions. A sissy needs to prepare herself for the real humiliation of kneeling in front of a real man or a group of horny guys to be sprayed with their cum. So, every day I want you to make yourself girly an pretty. Pick out a favourite sissy dress-up uniform – your dainty French maids uniform, your cute schoolgirl outfit, a naughty cheerleader costume or some slutty streetwalking whore clothes. Get dressed, fill your bra, fix your makeup, put on your long blonde wig and strap yourself into some high heels. Look at yourself in the mirror sissy – this is the effeminate, defeated sissy real men will see when they use you for real. Now lie on your back, pull your frilly panties down to your knees and contort yourself into the sissy facial position. Throw your legs up into the air and over your head – get that pathetic beta dick pointing straight into your own face. Bend yourself so that it’s as close to your face as possible and then start jerking yourself off. Does it feel humiliating sissy? You’re all feminized, staring at cock and waiting for a face full of cum. This is EXACTLY what a sissy is made for – and someday it’s not going to be your own cock inches from your painted face but another guys! Jerk your cock – imagine there’s a big alpha stud using you as his personal cumdump at the other end of it. I’m going to count you down from 10 and then you’re going to cover your own face with sissy cum.
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Oh, now it’s no good crying about it sissy – that’s not going to change my mind and besides, you can’t expect to stay in the hotel room with me and my real man surely? No – you’re going to be locked out all night! and that’s an end to it! As soon as I’ve secured the padlocks to the collar of your pink frilly maids’ uniform and snapped the locks closed on your pink platform heels, you’ll be ready to go. You’re completely feminized and locked into every humiliating piece of girly clothing. Your dress and heels – padlocked to your body, your tight corset – locked in place – even your panties cannot be removed. You have no way of removing any of your effeminate sissy outfit which is going to make your night of public humiliation one you’ll NEVER forget.

Your pretty blonde wig, long eyelashes and perfect makeup might just fool some people but the over-the-top pink uniform with layers and layers of ruffled lace are going to totally give you away as a complete sissy! My real man will be staying with me in the hotel tonight and your services won’t be needed so when he gets here – you’ll be locked out. You’re going to have no money, no phone and nowhere to go! Every second you’re locked out will be excruciatingly humiliating for you. Starting with the elevator ride from the 23rd floor to the lobby – can you imagine the giggles you’re going to attract sissy? Then where are you going to go? You can’t stay in the hotel bar dressed like that. Where on earth can you hide in your bright pink sissy uniform huh? I can’t wait for you to tell me and my real man all about your humiliating adventure in the morning.
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Lexi’s sissy maid has been acting up, and sometimes sissy slaves need the firm hand of a man to set a sissy straight. Lexi informs her boyfriend of their misbehaving sissy slut, sissy is ordered onto her hands and knees to act as a footrest for her masters while they negotiate a punishment. The couple decides sissy will need to be physically disciplined for her actions. While chained to the floor sissy is ordered to bend oven and pull up her skirt exposing her pale unmarked ass. Lexi starts off the punishment with a riding crop, it is not long before sadistic Daddy wants in on punishing the slut with his leather strap. Sissy is ball gagged but still squeals in horrible pain while enduring the dominant couples punishment. When the sissies ass is red and marked Lexi and Daddy go in for some firm hand spanking. They take turns smacking sissy until she cries out in defeat. Daddy unzips his pants, there is only one way to make up for misbehavior…………..
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The film explores the relationship between a dominant woman and her submissive TS secretary.
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Mistress Lexi puts on her strap on and tries out her new pets ass. Natalie’s legs are suspended from the ceiling, she feels helpless as Lexi violates her ass with the large member. This is just the beginning of Natalie’s rubber maid training.. stay tuned for her journey.
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Tony is back at the therapists office, once again he has reverted to his old “boy” ways. Peeing all over the toilet, playing video games all day, and jerking off too much. His girlfriend requested he see Dr Kendra James for Feminization therapy. Dr Kendra helps break men of their bad habits… She puts the video and sound machine on Tony to help wipe his mind of bad behaviors. When she removes the machine he is apologetic for his ways, but she prescribes more punishment with a firm paddling. Dr Kendra thinks Tony should be completely transformed into a woman. Kendra teaches him the make-up ritual. She applies each layer making him as feminine as possible. Next she dresses him in a bra, panties, garter belt and stocking. Dr Kendra teaches him feminine mannerisms before placing him in a pink sissy dress. Once he is completely feminized it it time to get on his knees and deep throat cock. She fucks his mouth and tells him what is in store for him next….
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You know what cucky? I’ve been keeping you locked in chastity and chained up in my shoe closet 4 years now and it’s just not much fun anymore! All my REAL MEN know about you and it just seems that you no longer find it as humiliating as you used to! So I’ve decided I need a fresh start! That’s right I am finding myself a new cuckold slave – a new victim who drools over the very thought of me who I can crush with emasculation & shame. Aw look at you all excited about being set free. I wouldn’t if I were you. This certainly doesn’t mean you get your freedom! No cucky, I’ve decided to make some money off of you. I held an auction on my twitter feed 4 you and you’ve actually been sold! Oh, but the sale does come with some conditions! The problem for u is that the buyer wants a slave to do all HIS chores and service HIM, but he doesn’t want some ugly pathetic wimpy guy serving him! So, before he arrives 2 pick u up you need a makeover! He is provided me his specifications, so long blonde hair, slutty makeup, huge fake tits and bimbo lips, tight short micro-dress and sky-high heels! Don’t worry about how it all looks either – your new owner says he’s planning on paying for several operations – before long you’ll look like a Barbie bimbo 4 life! Oh, here he is, I’ll just hand the keys 2 your chastity over, after all he’ll need to give those the surgeons before they remove that little dick! Haha, bye bye bitch!
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Whether a sissy like you can learn to enjoy being made to suck cock or getting fucked like a real girl isn’t actually important. What is important is that you accept that these are the services sissies are expected to perform. Whether you enjoy it or not is of no concern to me or the men who will use you and eventually it’ll be of no concern to you too. The sooner you learn to accept how you’re to be used the easier it will be for you. We all have our ways of getting our sissies to their lowest point of emasculation but my preferred way of breaking a sissy down is by taking her to a glory hole, for an extreme reprogramming course. You’ll be taken completely feminized in the most degrading whorish outfit and you’ll be forced down onto your stockinged knees, with your hands cuffed behind your back and your steel sissy collar shackled to an anchor point just below the hole in the wall. Your helpless, painted mouth will be held in place less than an inch away from the hole that men will push their anonymous cocks through. You’ll have literally no hope of escape from the endless stream of cocks that push through the glory-hole and into your poor untrained sissy mouth. This is how you learn to accept your sissy-status. This is the lesson a sissy needs to understand you’re nothing more than an object for other men’s sexual pleasure. You’ll gag and fight it at first – but eventually you’ll submit to the forced-fag shame you’re being subjected to. You’ll be left like this hour hours – maybe days but eventually you’ll be freed – with cum filling your belly and splashed all over your face.
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