Tag: sissy humiliation


Goddes Sangelina/Goddess Angelina: Sissy Forever


You’ve always wanted to be a pretty girl. Dressing up in cute clothes and wearing cute makeup. Your dream has finally come true and there’s no one you’d rather look like than me, isn’t that right little sissy slut? ♡GOOD BOYS WILL USE♡: angelinasbitch goodboyspay1 addicted2angelina adoreangelina
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Humiliatrix – Princess Ashleigh Transforms You into Her Perfect Panty Sissy


“I’ve decided to strip you of the last your masculinity and transform you into something for my amusement: my perfect panty sissy. I’m curious to see how far I can break your boy-boundaries: lipstick, long nails… Maybe I’ll even set you up with a boyfriend. It all begins when I seduce you into these sissy panties…”
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Cruelgirlfriend – Reprogrammed At The Gloryhole


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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Humiliatrix – Goddess Vika Uses Panties to Weaken You into Submission to Her


“I know a secret about you. A very embarrassing secret. Panties make you helplessly weak. Goddess Vika is going to use your panty weakness to humiliate you into total submission. To me. So, come on. Time to slide your panites over your tiny little cock for Goddess Vika…” 10 minutes … Includes a real-life humiliation assignment
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Cruelgf: Apply To Be Our Dreamhouse Sissy Maid


We’re recruiting sissy maids to keep the CruelGirlfriend Dreamhouse clean and tidy at all times. I’m gonna take you on a tour of the whole dreamhouse – where the girls live and hang out with their real men and what we expect from our feminized missy-maids. We’ll start in the hall where we leave our dirty heels and sweaty sneakers for cleaning. Sissy maids will be expected to keep our shoes totally IMMACULATE! I’ll show you the little sissy-prison you’ll be allowed to sleep and prepare yourself in and the rooms the girls bedrooms that you’ll be expected to keep tidy. We’re all pretty lazy when it comes to cleaning up after ourselves which is why pansy sissies like you have an actual purpose in life. You’ll pick our panties and clothes off the floor for washing, and go around clearing up used condoms and sex-toys after we’ve had our boyfriends over. I’ll show you the kitchen where you’ll spend much of your day washing up, preparing our meals, fetching drinks for us and doing the laundry and chores and then I’ll take you out into the Dreamhouse gardens. This is where all your sissy-maid training will be put to the test when we have our famous CruelGirlfriend garden parties. You’ll be made to wait on all of our guests and provide a whole lot of entertainment for everyone! Finally, I’ll take you down to where you’ll end up if you fail to complete your duties to our satisfaction – the stables. This is where sissies are punished for their laziness. All applicants for the position of Dreamhouse sissy-maid will need to reply to the email address at the end of the video.
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Humiliatrix – Princess Luna Breaks You and Turns You into Her Sissy Cuck Slave


“I have always loved the idea of turning a would-be boyfriend into my unwitting but defenseless sissy slave. It turns me on to keep pushing and breaking your limits, until you find yourself wearing panties all the time and swallowing my bull’s cumloads, just because I want you to; because it amuses me to degrade you….”

INTRODUCING Princess Luna Lain, cuckold blackmail, sissy humiliation…
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Cruel Girlfriend: Sissy Shopper (HD WMV)


OMG look at all this sissy porn on your PC. Guys in panties and maid uniforms getting humiliated – this is fucked up! I don’t know whether to laugh or vomit! I need to call Charlotte right now – she’s gonna find this fucking hilarious! So y’know Charlotte works at the swanky department store? Well she’s found the BEST way to punish you for all that sissy porn I found on your PC. I called her and told her all about your fucked up fetishes and after we’d finished laughing about what a total faggot you must be, she came up with an awesome punishment just for you missy! So this is what’s gonna happen sissy-missy. We’re going to take you to the salon for the works. Hair, nails, makeup. You’re going to look so so pretty by the time they’ve finished. I know it’s going to be humiliating for you – perched up high on that stool while all the store girls giggle at you and the shoppers walk by, laughing and pointing at you but that’s too bad sissy because after you’ve been made to look like a flawless girl we’re going to dress you like one to. We’ll find the perfect outfit for you to grab attention in. It’s going to be the most humiliating day of your life and you’ll get to relive it over and over again because it’s all going to be recorded! And the best thing is – it’s going to be used in the stores ad campaign – IF WE CAN MAKE A GUY LOOK THIS GOOD – IMAGINE WHAT WE CAN DO FOR YOU GIRLS! Your sissy makeover will be everywhere. Online, maybe even TV! Aw boo-hoo for the poor exposed sissy!
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Cruel Girlfriend: Makeup Assignment For Sissy Sluts


This is a tutorial to help you prepare for your first cocksucking experience where I show you how to achieve the perfect look for your real man to blow his alpha load all over. It’s important for a real man to have something pretty to look at when he’s jerking off or getting his cock sucked so as a sissy it’s your responsibility to make sure he has that perfect view. We’ll start with your eyes because to enhance the humiliation of sucking on a real-man’s cock a sissy needs to maintain eye contact. When a defeated sissy is kneeling in front of a real man, with a huge alpha cock forcing its way into her throat she must look up at her master through her thick false eyelashes into the eyes of the stud who is emasculating her. Your eyes need to look pretty for him so let’s make sure they sparkle for him. Next, we need to give your real man something nice to put his cock into – a perfectly painted cock-sucking mouth. Your lips should look bright and glossy with thick layers of the prettiest shade of lip-gloss. Your real man wants to have the evidence of his conquest over you smeared all over his thick stud cock and balls so you’re going to make sure you have plenty of lipstick on your lips for him. Finally, he wants to see the shame and humiliation of your predicament written all over your face so we’re going to add some extra blush to your cheeks. You’re going to look totally ashamed of yourself as his cock pushes into your sissy mouth.
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Humiliatrix – Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani


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“What do we with to a whiny naughty little sissy bitch? You’re about to experience it — before we do it to YOU. Princess Tiffani assumes the position of the naughty sissy who gets spanked, trained to suck, pegged and finished off with a facial by Mean Girl Becky, as you get pointed at and laughed at all the way…”

Becky and Tiffani, sissy humiliation, spanking, cocksucking, pegging, sissy facial…
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Humiliatrix – Princess Remi Puts You Through Two Degrading Humiliation Tasks


“Get down on your hands and knees and crawl into my bathroom NOW. You’re going to lick my toilet clean, from the base of the bowl all the way to the inside, until it is spotless to my satisfaction. Then you’re going to take that disgusting sewer of a mouth of yours and practice sucking on this big nasty cock…”

Princess Remi, dominatrix, sissy humiliation, toilet slave, cocksucking…
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Humiliatrix – Your Dominant Wife Koby Punishes You with Panties & Cum Eating


“I invited your boss over here today to save your job. The good news? He agreed not to fire you. The bad news? He and I decided that you’re going to be wearing sissy panties to work, from now on. The even worse news (for you)? Your boss gave me a good hard fucking — and now you are going to swallow his bossload…”

Cruel Wife Koby, cuckolding, alpha boss, petticoating, sissy humiliation, CEI…
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Humiliatrix – Bondage Diva Kobe Makes You Cum Like a Feminine Girly-Girl


Humiliatrix - Bondage Diva Kobe Makes You Cum Like a Feminine Girly-Girl

“If you’ve seen my amazing bondage videos, you know that I can squirm and squeal like a saucy little bitch. And that is exactly what I am going to teach you to do. I’m going to ball-gag you, restrain you, and make you use a girly vibrator on your panty crotch until you wiggle and cum like a dirty naughty girl for me…”

Princess Kobe Lee, sissy humiliation, femme cum instructional…
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Humiliatrix – Becky and Tiffani Bully You into Cocksucking and Cum Swallowing


Humiliatrix - Becky and Tiffani Bully You into Cocksucking and Cum Swallowing

“When you finish playacting and faking it as a real man in front of your family and at work, you’re going to strip and put on panties and high heels for your princesses, so we can fuck your face with a big bad cock and then command you to blow your little loser load all over your face as we laugh at you. The real you, sissy…”

Princess Becky, Princess Tiffani, sissy humiliation, cocksucking lesson, sissy facial..
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Humiliatrix – Missy’s Sissy Ultimatum: Man up — or Go Sissy for Her Boyfriend


“My boyfriend’s coming over to beat you up. Unless you crawl to the door in panties and a butt plug, with a mouthful of his cum down your chin. But if you do that? If you sissy yourself to him? I am going to emasculate so bad you’ll wish he beat you. It’s your choice. Man up for Missy or sissy yourself to my boyfriend…”

Princess Missy, sissy humiliation, petticoat punishment, butt plug, cum eating…
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Humiliatrix – Princess Tiffani Makes You Have a Humiliating Sissygasm


Humiliatrix - Princess Tiffani Makes You Have a Humiliating Sissygasm

“I’m going to let you cum — but you have to do it like a squealing, moaning sissy girl. You have to bend over and beg for cock. Whimper when you feel your panties being pulled down. As you feel my big daddy vibrator pushing up against your sissy rosebud. Ready to make a cummie for Princess Tiffani?…”

Princess Tiffani, sissy humiliation, sissygasm, violation, cum commands…
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Humiliatrix – Miss Kendra Humiliates You with Her Boyfriend’s Alpha Male Cum


Humiliatrix - Miss Kendra Humiliates You with Her Boyfriend's Alpha Male Cum

“Here, sissy-sissy! You can come out of the closet now. My boyfriend’s gone. Did you hear me moaning and screaming his name? Did you hear us laughing at you? He left you a few presents. And now I’m to going to unlock you from your chastity cage so that I can humiliate you with his gooey hot bullcock cum…”

Miss Kendra James, sissy humiliation, cuckolding, cum eating, condom jerking…
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Humiliatrix – Your Ultimate Sissification Test with Sadistic Brat Princess Katie


Humiliatrix - Your Ultimate Sissification Test with Sadistic Brat Princess Katie

“We’re gonna find out for sure if there’s any tiny trace of a man in you or whether you are 100 percent sissy bitch. I’m gonna strap on a dildo, pin you to the bed and peg your ass good and hard. If you cum when I’m giving you your punishment fucking? There will be no doubt what you are…”

Princess Katie, dominant brat princess, strap-on pegging, sissy humiliation…
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