Tag: Sissy Training


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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Humiliation POV Bratty Ashley Sinclair: You Want To Be Girly And Suck BBC Just Like Me


Bratty Ashley Sinclair

I love big black cock and so do you. I think I’ll teach you how to suck one. You’d like that, wouldn’t you? Because you want to be really good at sucking bbc. I know you do. I’ll bet you wish this big black cock was in your mouth right now. I wonder what’s turning you on more, watching me suck it or picturing yourself sucking it? LOL!
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Clubdom: Jean’s Punished Sissy Part 5




Jean Bardot continues to slut-train her sissy and today she is wearing the biggest cock of all of them. The slut BETTER take her cock! Jean makes the slut suck her cock and lube it up good with her spit. Then Jean bends the slut over but decides the slut needs a good paddling first. She gets out the paddle and gets to work scolding her sissy and paddling her slutty ass! Jean then fucks the brains out of her sissy good and hard like the sissy slut deserves.
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Humiliation POV Goddess Dylan: If You Can’t Walk In Heels, You Can’t Call Yourself A Sissy


Goddess Dylan

Most of you are foreign to walking in heels like a girl because you’re a clunky guy. You don’t know how to be dainty like a girl and how to sway your hips and walk sexy in a pair of heels. But luckily for you, you have me, Goddess Dylan, the most feminine Goddess of all, to show you how to walk in heels, sissy. You don’t want to walk like a man but you also don’t want to walk like some wobbly bambi who doesn’t know how to walk in heels. You don’t want to break your ankles and look like a fool now do you?

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Clubdom: Jean Bardot’s Sissy Training Part 2: Take Cock!




Jean Bardot is here to plow her slut with her cock so the slut learns what it means to be a real whore. Jean is excited to stretch out both the sissy’s mouth and ass so the sissy can take any sized cock Mistress Jean desires her sissy to take! The sissy struggles but eagerly accepts Jean’s enormous femdom cock in her slut-holes, wanting so badly to please Mistress Jean.
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Clubdom: Jean Bardot’s Sissy Training Part 3: Stretching For Sluts




Jean Bardot is on a mission to turn her sissy into a total whore for her. She is continuing his training with even larger cocks for the bitch to take. Jean knows its just as important to work the mouth as it is for her to work the male pussy hole. She relentlessly fucks him, training him to take it, showing him that she means business when it comes to slut-training him.
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Mistress Kandy – Sweaty little slut flogged and ordered to eat ass


Mistress Kandy has her slave secured by the wrists to the ceiling. She tells you that her sissy has done a good job today, sucking cocks and making her a lot of money, she cleaned the house and licked her ass after a workout. “There is always room for improvement though” she adds as she slides the panties to the side to reveal the slaves already marked ass. She gives her slut some solid slaps with her hand across her ass and then explains that during this beating she wants the slave to focus on the need to show the most enthusiasm possible when sucking cock. The man should see that the slave is happy to be between his legs, sucking him deep and hungering for the taste of his hot cum.
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Humiliation POV Goddess Carissa Montgomery: Lose Your Former Self And Reawaken As A Reprogrammed Cock Brained Sissy Faggot (Effects)


This is a really powerful sissy fag hyp n0 s!s video. So if you don’t want to be a sissy faggot, I suggest turning this off right now, as I will completely reprogram your brain, turning you into a sissy fag. I’m going to reprogram your mind so that you think and act like a sissy faggot. So if you don’t want this, press stop right now because you’re so fucked if you don’t. And once you’re under, all the words that I utter, will begin reprogramming your vulnerable brain. From now on, everything you do will be that of a sissy fag. From the way you treat yourself to the way you treat others, even your thoughts will be that of a sissy faggot. You’re going to be a brainwashed sissy faggot with no thought other than dressing up girly and being a complete fucking slut for cock. Don’t say you weren’t warned. You’ll lose your former self and reawaken as a reprogrammed sissy faggot. You’ll find yourself doing things you’ve only ever fantasized about. Isn’t that what you want? To have your walls taken down, your barriers broken? Of course it is. Cock, cock, cock faggot. I’m going to turn you into a cock brained sissy faggot.
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Mistress Nikita/Obeynikita: Barbi, Fuck My Heels




Barbi is such a slut for shoes, especially my 6 inch stiletto heels. I like to have them licked before I go to bed each night. This time I decide to allow my bimbo sissy sex doll some release since she’s been such a good gurl. I unlock my cock and let the bitch fuck my nylons and heels until she cums all over them. As you might have already guessed, she has to lick up every last drop and suck her cum out of my sheer black stockings.
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Humiliation POV : Cock Sucking Cum Slut Sissy Faggot Airheaded Bimbo Brainwashing Program




Imagine you’re lead into a dark room, and in the center of the room is a chair. You’re strapped down to the chair except for one hand which is left for your cock, to keep you horny and stupid. The door closes and a screen appears before you. Your brainwashing program is about to begin. It is a sissy faggot cumslut cock dumb braindead airheaded bimbo brainwashing program. You have no idea how long you will be there, and when you’re done, you’ll have no idea how long you were there. You begin to see the images on the screen, and you hear the programming voices of two sexy fembot brainwashing voices, one in each ear. This is that video… So put yourself in a chair, set the video to run on loop, turn off the lights, put on headphones, and jerk. I wonder how long you’ll be there…. You Will be turned into an obedient sissy girly cumslut faggot with no memory of your previous life…
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Brat Princess 2: Chloe and Sasha – Slave Whipped while Frightened Sissy Dances to Entertain Princesses (1080 HD)


Chloe and Sasha survey the damage they have done to their slave with a previous beating. His back is already heavily marked by the girls. But it isn’t enough to satisfy the sadistic Princesses. They want the slave to suffer more for their amusement. The slave complains that he is too sore to take another beating, but the Princesses do not care. They string him up anyway. Sissy helga attends Chloe. Helga does not like to witness the cruel beatings of the slaves from the stables. It frightens her. Chloe likes to keep helga in fear, so she makes the sissy watch. Soon, just having helga in attendance is not enough to satisfy Chloe’s cruelty. Chloe makes the sissy humiliate itself by dancing for her amusement while she and Sasha continue to beat the tethered slave. Unsatisfied by helga’s pathetic attempt to entertain, Chloe and Sasha decide to string her up and whip her next. Perhaps the sissy’s screams will be more amusing than her ridiculous dancing.
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Goddess Harley – Sissigasm Seminar


Ok listen up slave, I’m booking accommodations at the next porn convention and I need a couple slaves to go with me. Specifically, I need a loser that I can use at the 2 hour seminar I’m giving at the banquet room in the afternoon. If I choose you I’m gonna be passing you off as a sissy orgasm expert. I’m gonna dress you up like a ridiculous whore and shove you out on stage as the authority on sissy orgasms like a sissy faggot. Your gonna have to give them all the pointers on the two finger jerk off as well as all the super gay mannerisms. Ya know, like limp wristing in the throws of ecstasy… licking your lips like a hungry whore… batting your eyes while begging daddy for his alpha cock. All that stuff. Let’s practice!

Get your limp wrist goin on… or do you want me to put you in a metal brace and make your arms and wrists bent like a pansy for the next week. That’s what I thought now tousle your hair and show off that limp wrist as you tell the Audience what a pansy masturbater you are. Tell them how you masturbate like a sissy while staring at my pictures. Tell them… you say “I’m a sissy fag that likes to play with my sissy clit!” I love my pink panties.
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Humiliation POV Goddess Valora: Goddess Valora’s Degrading Sissy Test (October 22nd 2017)


So you think you have what it takes to be a sissy, do you even know what that entails? It’s a lot more than what you probably think. So I’m going to put you through a sissy test to see if you truly are a sissy. For this test you’re going to need a plate. I want you to pause the video and jerk off onto a plate. And then come back to see if you pass the test, lol.
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Subbyhubby: Paris Trains Her Husband Part 5: Fucked Cuck (October 20th 2017)




Paris Knight isn’t done training her husband to be the little submissive cuckold bitch she wants him to be. She knows the way to really get him to feel completely submissive to her, is to fuck him with a strap-on. At least, that is what some of the women at the gym told her, so she is going to be putting it to the test. Paris makes her submissive husband suck her big cock and get fucked by her until she is satisfied. She doesn’t just fuck him for a short time, she really makes it go on and on and makes it count. Every minute that goes by, he feels more and more owned by her and like her little bitch.
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Brat Princess 2: Brianna – Mother Uses Sissy Sons Face to Get Off while Thinking About Lover (1080 HD)


1080 HD Brianna has been thinking about her lover all day. She is very turned on fantasizing about his chiseled Alpha male body. Unfortunately, her Alpha male isn’t available to come over and pleasure her like she needs. But her son, danni, is home. Danni is being trained by his mother to serve her every need as a sissy. Danni’s body looks nothing like his mother’s lover’s, but since he’s the only available option, his face will have to do. Brianna rides her son’s face while picturing her superior male lover. Danni wears a tight corset, garters and stockings as part of his training. He is locked tightly into chastity, so that the pleasure is all for his mother. Brianna uses a vibrator to ensure that she has a nice orgasm. Danni, acting like a disobedient girl, objects to helping his mother. Mother sets her sissy son straight and tells her to hum into her pussy so she can get off. If danni fails to make his Mother cum, he will be left in chastity indefinitely. Brianna rocks her hips until she climaxes. When she’s finished, Brianna puts her stockinged feet on danni’s face. Danni must kiss his mother’s feet and thank her for the opportunity to be useful. When Brianna’s Alpha comes over, danni must answer the door. As a good sissy, he must be submissive to both his mother and her Alpha. Danni worships his mother’s stockings until there is a knock at the door. Hearing the knock, he knows what he must do…
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Mistress Stella – Patreon Rip – Affirmations and Assignments [EMP EXCLUSIVE]


Mistress Stella is a pretty famous mistress that focus mainly in feminization/sissyfication. Their files are probably the best regarding audio production quality.
In mid 2016 she started a patreon campaign. For the 5$ tier, she does 2 categories of files, Afirmations and Assignments.
Clips range from 3 to 10 minutes and do what the name says. Every 2 weeks she puts up something new for the patreons.

This is a $5 Tier rip of Mistress Stella Short files til date.
The list follows as such:
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