Tag: Sissy Training


Brat Princess 2: Isabella Nice – Pegs Step Brother for Not Doing Her Homework Right (1080 HD)


1080 HD Bratty 18-year-old, Isabella, has tied her step-brother, fluffy, to a coffee table. She fucks him in the ass with her strap-on while fluffy grunts and groans. It’s fluffy’s fault this is happening to him. Isabella giggles as fluffy’s chastity key bounces between her perky young breasts. Fluffy really hates the pegging. Isabella does not care, this is what he gets! Fluffy got one question wrong on Isabella’s math homework. That’s not ok. This is why fluffy needs a punishment fuck from his little step-sister. She expects 100 percent on all homework assignments. Isabella wants to get into the best colleges, ivy league, the most expensive ones. She deserves it. Fluffy got the answer wrong because he is too honest. Isabella doesn’t care if fluffy has to google search to get the answer right for her. He doesn’t have to actually do the math when he cheats on assignments for her. God, he’s dumb! All that matters is that Isabella gets a 100 percent grade so that she can be top of her class. Duh! Isabella fucks her idiot step-brother’s ass hard. One way or another he will learn to cheat better for her.
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Subbyhubby: Alissa Dominates The Family Part 5: Fucked StepBrother


Alissa Avni is dominating her family and she isn’t through. Her StepBrother now has to feel the humiliation of taking her cock in his mouth and his ass. Alissa puts a gag on him with large lips, making him look like a cock-sucking whore. She makes him blow her cock and then she stuffs it in his tight virgin ass. The cock is barely going into his virgin ass but that doesn’t stop Alissa from being determined to stretch him out and fuck him properly like the bitch stepbrother that he is.
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Humiliation POV Alix Lynx: Be My Sissy Maid Of Honor


Porn Star Alix Lynx is so girly and she will make you feel so girly as she turns you from her boyfriend into her sissy maid of honor!

Hey there honey, well I guess you aren’t my honey any more, are you? You see the reason that I cheated on you is you’re simply not man enough for me. I could never be with a man like you. I need a real man and I hate to break this to you, but I’m getting married! To the guy I cheated on you with. Why don’t you let that sink in? Awww poor baby. LOL I’m not sorry, it’s your own fault, you simply were not man enough for me.

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Brat Princess 2: Chloe and Sasha – Slave Fed Cigarette Ash (1080 HD)


Chloe and Sasha enjoy a beautiful sunset while Sasha smokes a cigarette. The girls have a very pathetic sissy slave in service to them. They have humiliated her by dressing her in a ridiculous outfit. The ridiculous sissy must allow Sasha to use its mouth as Her ashtray. Chloe spits in the sissy’s mouth. The girls plan a night out together. The sissy will have to follow them around all night in her ridiculous garb and serve as Sasha’s ashtray whenever. Sasha puts her red-hot cigarette out right on the sissy’s tongue. Chloe and Sasha are very disgusted by the pathetic sissy and can’t wait to take her out and humiliate her in public.
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Subbyhubby: Vanessa’s Sissy Part 3: Sissy Time [CUCKOLDING, HUMILIATION, FEMDOM]




Vanessa dresses her sissy as a maid and puts a wig and lipstick on him. He has never felt so feminine and submissive before. She gives him a feather duster and makes him courtesy. He is to clean the house nice before she gets home. She is going to be out with her friends getting fucked by better men. She shows him the key to his chastity device reminding him that he needs to clean very well or else!

Category: SISSY TRAINING
Related Categories: SISSY SLUTS, CHASTITY, CUCKOLDING, HUMILIATION, FEMDOM
Keywords: sissy slut, sissy training, bdsm, femdom, female domination, vanessa cage, clubdom, subby hubby, chastity
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Humiliation POV : Mind Wipe For Slut Brained Porn Addicted Sissy Cock Slut Bimbos


Brain Pop. Your brain will go floating out the door. Thinking is too hard for you. Stop thinking, get dumber and dumber. We’re going to pop your brain and make you dumb. You’re nothing but a silly whore. A slut is all you’ll ever be. You’ll be sucking cock and begging for more. You’re going to become a mindless blowjob machine. Sucking cock will be your only purpose. You are a cock sucking puppet. You’ll be licking cum up off the floor as cum dangles off of your chin.
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Subbyhubby: Vanessa’s Sissy Part 4: Cum Dumpster




Vanessa is home from her long night out. She makes him guess how many guys she fucked. 5 condoms she has from 5 different men. She saved each and every one of them just for him. She puts these large plastic dick-sucking-lips onto him which force his mouth open for her. She then proceeds to dump each and every condom on his face and makes a nice cum dumpster out of him.

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Meana Wolf: Suck it Like a Man



**Top 50 Hottest Clips on C4S!**

Do you like riddles? Mysteries? Brain teaser? Here’s a mystery for you…are you gay? Hmm well let’s see. Do you dream about dick all day long? Do you you secretly fantasize about your friends dicks? What do you think Sherlock? Are you a dick loving little faggot? I think we both know that you are. I think you fall asleep every night dreaming about dick. And every morning you wake up with drool on your pillow and cum stuck to your leg. But just in case you weren’t completely convinced… why don’t you look at these big fat cocks right here. Can you feel your dick respond to these beautiful, juicy thick cocks parading in front of your face? Get down on you knees and suck it like a man. I’ll show you how.

Xoxo Meana Wolf
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Mistress – T – Fetish Fuckery: Turning You Into My Cheap Whore



Custom vid, the name "Peter" used throughout.
I humiliate you because I have finally succeeded in turning you into a dumb sissy whore. I have used p0pprs and hormones to make you impotent. Your penis has shrunk and it does not even get hard. You will never be able to satisfy a woman.

I will keep you in chastity and you out. You’ll take any dick in ur ass or mouth & be a cum guzzling slut. You will be the cheapest whore in town. I might even decide to let DAWG$ fuck you for my entertainment.
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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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Subbyhubby: Sunny’s Trained Husband Part 1: Making of a Cuckold




Sunny Chase has been working on her husband for a long time now. Her thorough training has turned him into an accepting submissive. He has fully realized that he is a cuckold and now is the time for him to start his new life as one. Sunny always knew he wasn’t just meant to be her submissive husband and today is the day she gives him his new collar and shaves him, and locks him in chastity. This is the day she gets to go out and find a real man and he is going to help her find her stud.
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Mistress Nikita/Obeynikita: Cry For My Dick Whore


It really is funny when you little piglets beg to be my sissy bitch and then find out what that really entails. Maybe this one thought it would be all about pretty frilly girly things and pink lip-gloss. Nope. I strapped a rubber sissy sex doll hood around its head, put a bra and panties on it, locked up its clittly and shoved it in my swing. Legs up, ass open, sweetie… my big black dick is gonna plunge deep in that boi pussy cock socket you used to call an asshole. Cry all you want, whore, it just turns me on. All you can do is lay there and take it with that stupid frozen fuck me harder look on your face. See what I mean? Funny!
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Brat Princess 2: BP – Sister and Friend Turn Brother into Sissy with Help from Mother (1080 HD)




Natalya cinches her brother into a tight corset. She and her friend, Chloe, are turning him into a sissy. Danni, Natalya’s brother, complains about what the girls are doing to him. The girls laugh at him and do it anyway. Danni is almost fully transformed. The girls have made her wear a long wig, and pink garters with a matching collar, in addition to her usual chastity device. But Danni really does not want to be humiliated any longer by being dressed up this way. She puts up a stink, and Natalya responds by calling their Mother into the bedroom. Brianna enters to find her daughters quarreling. Brianna must reinforce to Danni that there are no males allowed in the household. She must go along with Mother’s rules and be a good girl. Brianna makes her son put on the satin panties that started the argument between the siblings in the first place. The females finish dressing Danni to fully-transform the awkward young man into a pretty girl. They complete the transformation with a lesson in poise, and taunt Danni with hints at what will come next for her…
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Humiliation POV Goddess Kyaa: Edge Your Sissy Stick In Your Panties While I Torture Your Sissy Nipples


Goddess Kyaa

Hey there you little sissy bitch, I want to torture those sissy nipples. I know you’re horny and you want to rub yourself in those sissy panties. Well the only way I’m going to let you, is if you agree to torture your sissy nipples. I’ll even tease you with my cleavage to make the experience more enjoyable but you’re going to have to follow my instructions carefully and torture your sensitive sissy nipples.
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Subbyhubby: Vanessa’s Sissy Part 1: Foot Worship




Vanessa is training her man to be a sissy for her. Later she plans on dressing him but for now she wants her feet worshipped while she mostly ignores him and is on the phone with her friends, discussing going out to the club to get laid by real men. He must listen to this while he worships her. He knows he is nothing more than a cuckold.
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Humiliation POV: Extreme Bratty Giggly Humiliating Sissification Of A Loser


A rare find from the vault. A new, exclusive, never seen before clip featuring your favorite Goddesses! This clip features Chloe, Jocelyn, Dylan, Miss Tiffany, and Vina! Watch them degrade, sissify, and laugh at this lucky member!

These gorgeous Brats are going to completely sissify this loser. Isn’t he lucky? First he gets a collar and then he stands up so they can laugh at his little penis. They make him tuck it in between his legs so he looks more girly, lol! Omg there is sooooo much laughter and giggling in this clip!

Next they put makeup on him. He’s going to get a complete make over. Then they put his hair in pigtails. LOL! He looks so stupid and girly. Next he gets a pink wig. You can see from the look in his eyes how humiliated he feels. But the humiliation is only beginning. They dress him up in a bra and panties and heels, laughing at how stupid and pathetic he looks.

Next they make him stroke his little clitty like a girl through his panties! The Brats laugh so fucking hard! Oh my god wait til you see all the humiliating things they do to him. Watch them teach him how to shake his ass! This clip is truly epic! But this is only the first part. Come back tomorrow for part 2 and just Wait until you see what they do to him!
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Clubdom: Beat the Sissy


Nadia White and Goddess Valora are going to teach their sissy how to be an obedient slut for them. They decide he must earn their cocks by taking a nice whipping and paddling. Nothing makes them smile more than seeing the red ass of a sissy slut parading around the house as the sissy cleans and does tasks. Valora whips Gapin Gabriella while Nadia watches on, grinning. Both the women switch off paddling that sissy’s pathetic ass.
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Humiliation POV: Cotton Candy Brain Sissy Bimbo Pleasure Puppet Brainwashing


Brainwashing is the concept that the human mind can be altered or controlled by certain psychological techniques. Brainwashing is said to reduce its subject’s ability to think critically or independently, to allow the introduction of new, unwanted thoughts and ideas into the subject’s mind, as well as to change his attitudes, values, and beliefs.
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Clubdom: Fucked Sissy Whore




Kendra James and Hadley Vascara know that their slut needs a good hard fucking. They stroke their cock and Kendra gets very close and tells the sissy that he must take their cocks GOOD for them. They have the bitch bent over before he knows it, taking cock in both holes, hard and deep. The women show him no mercy as they pound him good and hard. He must take it like the owned whore he is.
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