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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The post Cruelgirlfriend – Reprogrammed At The Gloryhole first appeared on World BDSM.

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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DivaIvyCG549HD.wmv

The post Cruel Girlfriend: Sissy Shopper (HD WMV) first appeared on World BDSM.

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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The post Cruelgf: Apply To Be Our Dreamhouse Sissy Maid first appeared on World BDSM.

Natalie Mars keeps violating dress code at school, she keeps hiking up her skirt in order to get the boys attention. She walks around with her panties showing looking like a total slut! The normal punishment for dress code violation is detention but Head Mistress Lexi Sindel decides to take discipline to the next level. If Natalie wants to dress like a slut, she will get treated like one! Lexi gives her a few firm swats to her ass with the yardstick, when Natali mocks the old fashioned Mistress it provokes further discipline. Lexi throat fucks Natalie with a pointer making her gasp for air while gagging on cock. Natalie’s panties are removed and she is made to wear a giant butt plug. If she is going to be a slut may as well speed up the process. Natalie is put in giant high heels and made to parade her body in front of the Mistress with her tits and caged cock exposed. The next lesson is taking a cock. Mistress Lexi straps on a giant dildo and rides her ass like the slut she was meant to be.

Format: MP4
Duration: 54 Min
Size: 5879 Mb
Resolution: 1920×1080

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PART 1
PART 2
PART 3
PART 4
PART 5
PART 6

The post FEMINIZED: Slut School first appeared on World BDSM.

Miss Rikki keeps her sissy bitch locked away in a pink chastity cage because she only likes big cock and his cock is of no use to her. Mistress Rikki dresses her bitch in a pink nighty and orders her to lick her pussy. The sissy will be serving her sexually now as a woman, only allowed to use her tongue while sissies cock is locked away in chastity.

Format: MP4
Duration: 7 Min
Size: 348 Mb
Resolution: 1920×1080

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The post FEMINIZED: Rikki’s Chastised Sissy first appeared on World BDSM.

Time for a sissy milking What time is it, Sissy? It’s time for your sissy milking. After sucking off many men for Lexi, this sissy slave gets her own special reward… she gets a milking from her lovely Mistress Lexi Sindel. That entails getting out of her chastity device for the first time in weeks. But soon, that useless clitty is going to get hard and need to ejaculate. Rewarding a sissy to cum is the greatest gift a Dominatrix can allow her slave. Soon that sissy slut is shooting loads of cum on to a plate… guess what’s the best part, sissy? You’re gonna eat it all up. Prove your devotion to your mistress… ingest your cum. starring the super beautiful Lexi Sindel

Format: MP4
Duration: 11 Min
Size: 574 Mb
Resolution: 1920×1080

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The post FEMINIZED: Time for a sissy milking first appeared on World BDSM.

Mistress Lexi has captured a new pet, Aubrie Scarlette. Aubrie will make the perfect pet once she has a few enhancements to make her extra sexy. Lexi puts her in the breast enhancement chamber to turn those A-cup mosquito bites into big bouncing DD’s. Aubrie is locked into the enhancement chamber, it fills with smoke. Aubrie struggles as the DNA altering gas enters her lungs and penetrates her flesh. After a few hours of marinating Lexi returns to collect her newly enhanced TS slave girl. Mistress is very happy with the outcome and decides to give the new boobs a test drive. Lexi puts on a giant strap-on and fucks Aubrie silly.

Format: MP4
Duration: 38 Min
Size: 4133 Mb
Resolution: 1280×720

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The post FEMINIZED: The Boob Box first appeared on World BDSM.

Nothing will ever clean a dirty sissy. Many times a sissy will need heavy anal just to get up in the morning… then it would need at least 2 or 3 loads to the face before it can even get up properly. This sissy has been working for days and nothing will get this sissy clean. Might as well fuck it under the hot water of a shower. Must get that dirty sissy clean. With her strap on and her feet, the beautiful latin Mistress pounds the hell out of her sissy, but it needs more. In and out of that already worn in asshole, The sissy demands more, harder. Harder, eh? Then over and over in and out of that sissypussy. The warm water might wash away the sissy’s tea

Format: MP4
Duration: 9 Min
Size: 488 Mb
Resolution: 1920×1080

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The post FEMINIZED: Shower Fuck/dirty sissy gets pegged in the shower to get clean first appeared on World BDSM.

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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MaxieCG543HD.part1.rar
MaxieCG543HD.part2.rar

The post Cruel Girlfriend: Makeup Assignment For Sissy Sluts first appeared on World BDSM.

You know what cucky? I’ve been keeping you locked in chastity and chained up in my shoe closet for 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’m finding myself a new cuckold slave – a new victim who drools over the very thought of me who I can crush with emasculation and 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 for you and you’ve actually been sold! Oh, but the sale does come with some conditions! The problem for you 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 to pick you up you need a makeover! He’s 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 for life! Oh, here he is, I’ll just hand the keys to your chastity over, after all he’ll need to give those to the surgeons before they remove that little dick! Haha, bye bye bitch!
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The post Cruelgf: Feminized And Sold first appeared on World BDSM.

You know what cucky? I’ve been keeping you locked in chastity and chained up in my shoe closet for 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’m finding myself a new cuckold slave – a new victim who drools over the very thought of me who I can crush with emasculation and 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 for you and you’ve actually been sold! Oh, but the sale does come with some conditions! The problem for you 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 to pick you up you need a makeover! He’s 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 for life! Oh, here he is, I’ll just hand the keys to your chastity over, after all he’ll need to give those to the surgeons before they remove that little dick! Haha, bye bye bitch!
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Download or WATCH ONLINE – 589.2 MB

The post Cruelgf: Feminized And Sold first appeared on World BDSM.