Tag Archives: Sissy Training

Humiliation POV Goddess Valora: Goddess Valora’s Degrading Sissy Test (October 22nd 2017)

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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)

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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)

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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]

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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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Humiliation POV Princess Kaelin:Confused, Broken Little Clitty Sissies Have To Finger Their Man Pussies

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Princess Kaelin

Hello my little sissy bitch, I know how much you long to please me. I know that deep down in that little sissy heart of yours you desperately want to make me happy. And all you have to do to make me happy is to be the sluttiest little sissy you can be. LOL! Do you think you can do that for me?

I know that you rub that sissy clitty all the time. You’ve accepted that little thing will never be a cock. You were just born with a little clitty. There may have been a time when you were disillusioned and thought you were a man, but now you’re completely broken for me. You’ve accepted your life of being humiliated by me, because you know a little sissy bitch like you would never have a chance with someone like me. And therefore you may as well not be a man at all.

Now I want you to start fingering that man pussy for me. Little sissies have to finger their man pussies. You need anal stimulation along with rubbing your clitty in order to get off. Because that is the only way a little sissy slut like you should ever get off. So rub your little clitty like a good girl, I know what a horny little slut you are. Show me how desperate you are to cum. I want to hear you moaning like the bitch that you are as you are, all dressed up like a slut getting off to femdom internet porn! LOL! How pathetic are you?

Now bend over and spread your man pussy and put a finger inside. Fuck that man pussy, show me what a good little whore you are. The thing that sucks about being a sissy is that you’re not good enough to be a man or a woman. You’re just a pathetic confused fuck. All you have is me, humiliating you. You know that me making you fuck your little man pussy is the best you’re going to get. So you should fucking thank me.

Start fucking that man pussy deeper and harder slut. Show me what a good girl you are for me. Now rub that clitty while you fuck that man pussy. Put another finger in, really stretch yourself out. You like that don’t you? Of course you do because deep down you truly are a little sissy bitch. You Need it in the ass. You need me to help you fulfill your sick, perverted desires. Fuck it harder, hit your prostate. Your little clitty is so hard because you love it in the ass. You love fucking your man pussy you little slut. Now add a third finger. You’re a pathetic little sissy bitch, fucking your ass, rubbing your clitty, it’s so humiliating but you love it. And it’s what you deserve. I’m going to help that little clitty squirt. Get right to the edge, whore, as I bring you to an explosive orgasm.
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Subbyhubby: Paris Trains Her Husband Part 5: Fucked Cuck (September 20th 2017)

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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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Humiliation POV Mandy Flores: My Denied Tiny Dick Crossdressing Sissy Faggot Cuckold (September 13th 2017)

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Mandy Flores

I have all sorts of plans for you in your new life as my sissy bitch! You will serve me, my girlfriends, and my lover. Just get used to being my teased and denied bitch. I’m going to give you nothing in return for all the services that you do for me. Are you peeking up my skirt at my pussy? Get a good look because you’ll never be good enough to touch it or taste it, much less fuck it. Not a chance in the world! Because your dick is so fucking tiny! I’d never let it near my perfect pussy.

You are so pathetic. You don’t need pussy because you are one. And what do pussies need? Cock! Pussies want cock! Just look at my pussy. Isn’t it beautiful? I can get you to do almost anything with it. But you will never get near it. But you like being denied by my pussy. I know you’re jerking your little dick to it. What a fucking waste you are! You need to be locked up in chastity. That’s where sissies belong. You know it’s true loser. If you want to be my sissy and serve me then your cock will be locked and I will decide if and when you cum. You will suffer for me.

So do you want me to lock up your tiny, useless dick? Say it! Good bitch. Now wait here as I go change into another one of the outfits that you bought me. I look so fucking sexy and all you’ll ever get to do is stare and drool with your little dick all locked up. It’s so funny that you want to be my denied sissy. So I bought you a new wig and maid outfit so you can properly serve me. You need to feel completely degraded and humiliated.

And look what else I’ve got, a Huge fucking strapon! You’re going to be sucking it, LOL! And you’re going to flip up your dress to get rammed in the ass with it. I know you want that because you are my bitch, LOL! Just look at my cock. It’s so big and meaty. This is what a real cock looks like. Compare it your little thing. This is the size of my lover’s cock. I crave his dick an so will you. Soon you’re going to need a cock in your ass and your mouth! You’re a fucking whore.

I love that you keep my closet stocked with new sexy outfits. I’m going to put another one on for my lover. I love that you buy me the outfits that I fuck other men in. And in return, I’ll buy you some slutty outfits for you to get fucked in the ass in. This is your new life. I will be in total control of you. Tell me how much you want to be my live in cuckold sissy. With that tiny dick it’s the only sex life you could hope for. It’s a privilege you have to earn, watching my man fuck me. We’re both going to laugh at you and your tiny locked up dick as you’re dressed like a girl. And if you’re a good bitch, after I get fucked, I’ll squat over your face and squeeze my lover’s cum in your mouth. Or you can clean his cock after he’s fucked me. That’s the only way you’ll ever taste my pussy. You’re my bitch now. You’re completely worthless. Soon I’m going to have you sucking cock for me to earn money. And you will suck and fuck and give me all the money. So you better learn to love cum. This is the only life for you.
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Brat Princess 2: BP – Dannis Little Sister Given Authority Over Him Part 2 (1080 HD)

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Putting a boy into chastity for the first time is a very exciting time in a young woman’s life. Brianna and family counselor, Lola, have gathered Brianna’s daughter, Natalya, and her friend, Chloe, for the girls’ first talk about chastity devices. Brianna and Lola are excited to introduce the girls to the world of Keyholding. Natalya has had some experience seeing her father in chastity, but is just now ready to start holding keys of her own. It will be great to start her off with her disobedient brother, danni, as the first boy she locks into chastity. Both Chloe and Natalya are very excited to start Keyholding. Both young ladies are so lovely, they will soon have many, many boys in chastity. Lola introduces the girls to a state of the art chastity called The Vice. It’s a product she highly recommends to the families who come in for counseling. Lola explains some special design features that make The Vice a good choice. After hearing about the unique anti-erection, anti-pull out mechanism, Brianna is enthusiastic to get her husband into a The Vice as well! Danni is then called into the room. Natalya reveals to her brother that she is ready to start Keyholding, and he is going to be her first boy in chastity. Danni does not want to go into chastity, and he does not want his little sister to hold his key. He’s rushed off into the bathroom anyway, and told to get into The Vice. When Danni re-emerges from the bathroom, wearing his new chastity in the color his sister has chosen, the women all gather round and gush. Everyone is very excited to see Natalya close her first lock and collect her first key! As Natalya collects her brother’s key, the women applaud. Danni looks hopeless. Danni is once again sent out to bring the car around. Once danni is out of the room, Lola recommends that danni be castrated. Chastity is a good start, but it’s just a start. Step one is getting danni into chastity. Step two is adding the locking mechanism of The Vice to punish unwanted erections with physical discomfort. Step three is removing the testicles altogether. Danni’s mother and sister start to plan his castration. Chloe can’t wait to attend, and Natalya wants to cut the cord herself. Brianna and Lola are all smiles at the girls’ enthusiasm. The clinic is booked up far in advance for castrations, but in the meantime, the women can start doing some family pegging training at home with danni. It will help get him used to his new life as a gelding and a sissy. Brianna plans a weekly schedule for her son’s peggings. Natalya is excited to help her mom train her brother, and Chloe can’t wait to humiliate him by coming over to watch.
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Brat Princess 2: BP – Dannis Little Sister Given Authority Over Him Part 1 (1080 HD)

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1080 HD Danni’s mother, Brianna, and sister, Natalya, have been having problems with his behavior at home. They take danni to a behavioral counselor. Natalya’s friend, Chloe, comes along. Danni is made to stand in the corner while the women discuss what to do about him. Natalya explains to the counselor that danni has been very disrespectful to the women in the household, he even called her a “bitch.” The counselor observes that danni is having a hard time coming to terms with the fact that he is a beta male, and therefore inferior to the beautiful women in his family. He has been acting out. The counselor recommends that Natalya be given greater authority over her brother, so that he understands that throughout life he will always be subservient to beautiful young women. She recommends that Natalya begin to discipline her brother for the disrespect he has shown. Natalya immediately grounds her brother. The counselor thinks that grounding is a good start, but she encourages Natalya to punish him further. Natalya makes her brother get on his knees and kiss her shoes. Danni resists, but all the women insist that danni respect the authority given to his younger sister. The four women overpower danni. They make him go around the room and kiss all their shoes. Danni is embarrassed to lick the counselor’s shoes in front of Chloe. Danni has a crush on Chloe and does not like to appear submissive in front of her. The women make danni do it anyway. While danni is licking shoes, the women decide to sell danni’s beloved comic book collection to teach him to be more selfless. The money can go towards new items for his sister’s wardrobe. Danni objects. The frequent objections on danni’s part cause the counselor to recommend that danni begin to see her for hypnotherapy. The hypnotherapy will help danni let go of his own feelings, and make danni more compliant. The counselor also recommends that Natalya formally collar her brother. The collar is a symbol that he is in submission to his younger sister. Natalya eagerly puts the collar on danni. Then, danni is sent out to bring the car around. After danni has left, the counselor recommends a total gender transformation for danni. The gender transformation will be a multi-step process. First, they will put danni into a new, state of the art chastity device called The Vice. Then, they will begin cross-dressing and gender re-training him. Danni will never be a real man, anyway. He will make a much better sissy.
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Subbyhubby: Rikki Rumor’s Cuckold 4: Blowing The BBC

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Rikki Rumor wants that big black cock, and she is going to show her husband just how much she wants it by sucking it right in front of him. He has to watch even though he doesn’t want to, and feels such emotional anguish as she has someone else’s cock in her mouth that she enjoys more than his. She makes him get up very close to watch. Just when he thinks it might be over, she makes him beg the stud to fuck her. "P-P-Please fuck my wife" he mumbles to the stud. Of course, Rikki has to continuously compare his small cock to the stud’s giant black cock, making him feel even more pathetic and inadequate
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Subbyhubby: Rikki Rumor’s Cuckold: Cuck’s New Life (September 4st 2017)

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Rikki Rumor is masturbating in her room while her boyfriend is in the shower. He catches her and he gets upset that she is masturbating with her vibrator and she isn’t having sex with him. She tells him it’s because he lasts 20 seconds. They attempt sex anyway and he can’t get his tiny pecker hard for her. She sarcastically tells him how satisfied she was. Before he leaves for work, he tells her that a man named Jack he knows is coming over to fix the A/C. She goes back to masturbating. A few hours later, Jack comes by and Rikki seems to take a liking to him. He is a very sexy black man with a very large cock. Rikki has him in her bedroom within minutes and she is sucking him off. She decides to make a video of it to send it to her husband while he is at work. She decides to show her husband what is satisfying her. Toby gets the video of her blowing Jack and is very angry and decides to head right home. When Toby gets home, Rikki decides to stand up to her pathetic husband and tells him she wants a divorce. He begs her to please not get a divorce, and she decides to take advantage of this and turns him into a cuckold. She shows him the maid outfit she wants to put on him, with the high heels and everything. This is what he is going to have to go through if he wants to be with her. He cries like a bitch and she doesn’t care and makes him go and clean the house. The most important part, is that Rikki will now be allowed to fuck whoever she wants. Toby is now cleaning and sobbing while Rikki threatens him. The house is to be spotless as they have guests coming over
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Mistress – T – Fetish Fuckery: Sissy Training Cock Loving

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It’s time for your training sissy! I’ve picked out some nice stockings for you to put on. I know you love the feeling of hosiery. It’s all a part of your feminization. To be a proper sissy you’re going to have to love to suck cock. Today I want you to just watch me stroke that beautiful cock while I tell you the things I’ll eventually have you do. I’ll ask you to imagine sucking my cunt juices off that gorgeous cock…soon you’ll be salivating & begging to have that cock in your slut mouth…
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Humiliation POV Kelle Martina: Little Panty Boner Boy

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Kelle Martina

Oh look, it’s a little panty boner boy. You love wearing panties, don’t you? But most of all you love seeing girls in their cute panties while you wear yours and touch yourself. Looking at me in my panties makes your panty boner all stiff. I’m wearing a little, black cotton thong, what kind of panties are you wearing? How did you get like this little sissy boy? How did it start? Your little panty obsession.

I’ll bet you’d love to sniff my panties while you rub yourself in your own little panties. I like you wearing girly panties, that way it shows exactly what kind of little sissy you are. You are a little sissy boner boy! LOL! You only wear panties any more under you boy clothes. And every day you rub your little boner in your panties. So rub that boner in your little sissy panties. Rub it little boner boy as I tease you in my panties.

I know you want to wear my panties, you little panty freak. That thought gets you so excited, doesn’t it you little panty boner boy? Right now you’re rubbing yourself just like a girl through your little panties. And that’s exactly what I want. Rub yourself for me little panty boner boy! LOL! Rub it and stare at my ass. I’m going to make you cum right in those panties. Nothing else excites you more. It feels good to have a pair of nice, soft, girly panties against your cock. You hate boy underwear, they’re so ugly and uncomfortable. Panties are pretty and soft and make you feel like a little sissy panty boner boy. And that’s what you want. You want to be a good little panty boner boy for me.

Now I want you to rub yourself faster and say, “I’m a little panty boner boy”. LOL! Say it over and over as you rub that dick in your panties. I want you to say it until you cum and stain those girly sissy panties. I want to make sure you don’t forget what you are! Cum in your panties you little panty boner boy!
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Subbyhubby: Cuckolding The Perverted Stepfather MiniMovie

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Cameron is a super hot woman with a problem – her stepfather is totally perving out on her, watching her all the time, especially when she is with her boyfriend. When she actually catches him jacking off to her, Cameron confronts him and tells him that if he doesn’t do exactly what she wants, she is going to tell her mother, who will kick the perverted stepdad to the curb. Cameron knows she has the upper hand, so she slaps her new bitch in the face again and again, then puts him in a scissor just to hurt him. But what Cameron really wants to do is have fun with his perversions. Little does stepdad know that Cameron is actually a Dominatrix and that her “boyfriend” is actually a sissy bitch in training, and now stepdad will be too! Cameron puts her stepdad to work cleaning her ass with his tongue while the lowly sissy boyfriend has to worship her feet. Cameron then puts the bitches to work cleaning the house until she gets back from partying. Unable to find the stud cock she wanted, Cameron decides to fuck her stepdad instead – all while making her “boyfriend” watch and clean up after them. Cameron just laughs as her sissy bitch boyfriend has to clean up the huge cum load off her pussy and the stepdad’s cock. Since he seems so revolted by cleaning the stepdad’s cock, Cameron orders her sissy boyfriend to make love to it with his tongue, sucking the cock and licking the balls until stepdad blows another load of cum, this time all over the boyfriend’s face! Cameron realizes the boyfriend needs more sissy training, so it is back to walking in heels and learning to show off his body like a proper sissy slut. Cameron plans on whoring both of these bitches out and wants to make sure they can really take cock in their ass, so she orders both of them to fuck themselves in the ass with a dildo while she watches, masturbating to their humiliation. But these bitches can’t even fuck themselves right, so Cameron has to take over and fuck each of them herself. She truly enjoys turning the men in her life into pathetic little bitches. Now she won’t have to worry about her stepdad perving out on her anymore. Cameron has her stepfather and her boyfriend both kneel before her, naked and in chastity, so she can gloat about her power over them. Cameron orders her stepdad to lick her ass while her boyfriend worships her feet. As her slaves do her bidding, Cameron humiliates and degrades them both, laughing at how pathetic they are. She leaves them to do her housework while she goes off to find a real man to fuck. Cameron returns from partying and is upset to see that her stepfather has performed his housework duties poorly. She wonders why her mother even keeps him around; maybe he is a good fuck? Cameron decides to find out for herself, telling her stepdad to fuck her – and her boyfriend to lick his feet! The cuck boyfriend is disgusted, but obeys Cameron’s orders. Cameron really gets into fucking her stepdad, making him perform from several different positions, all while making her bitch of a boyfriend first clean their feet, then lick his cock and balls and her pussy while they fuck. After her stepdad blows a huge load all over her pussy, Cameron orders her cuck boyfriend to lick the cum off of the stepdad’s dick, then off of her pussy. Cameron asks her cuck bitch boyfriend if he would like to taste her pussy; of course he says yes. But Cameron has a surprise for him; he has to taste it off of her stepfather’s dick! She just loves humiliating the bitch, ramming his face down on the cock again and again. Cameron grabs her bitch of a stepfather and orders him to blow a big load all over her boyfriend’s face. Cameron laughs hysterically at all the cum on his face, then orders him to eat it just for her amusement. Cameron tells her boyfriend that, since she has trained him to suck cock, he is now nothing but a sissy bitch and needs to learn how to look and act like one. Cameron applies some makeup to her sissy, then orders him to show her how sexy he can walk. After a few tries, he does it to her satisfaction, then has to demonstrate his humping skills. Cameron just laughs at what a bitch she has turned her boyfriend into. Cameron plans to whore both of her bitches out and wants to make sure they can take cock properly so she orders them to fuck themselves in their own asses with a dildo while she supervises. As her bitches shove dildos in and out of their asses, Cameron masturbates her pussy, excited to see what levels of humiliation her men are willing to take for her. Cameron decides that the bitches are not fucking themselves well enough so she decides to take over, bending her bitches over and ramming the dildos up their asses. But their training is not over, as Cameron orders each of them to clean up their ass juices off their dildos – after all, a whore should never leave a customer’s cock dirty.
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Humiliation POV Princess Kendi Olsen:With Every Load You Swallow, My Bank Account Will Grow

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Princess Kendi Olsen

I’m tired of hearing that you can’t afford to serve me. THat’s fucking stupid. I know you work hard for me, you’ve cut back on spending for me, and you’ve even stopped dating. You’ve really worked hard to make more money but it’s still not enough to serve me. And I know that’s all you want. You need to serve me. So since what you’re making isn’t cutting it and it’s taking too much time and effort, I’ve come up with a solution, a way you can serve me without working as much yet still making more money.

I’m going to turn you into my hooker cum dumpster slut. Now you can actually have a sex life instead of jerking all day like a loser. Not only are you going to have a sex life, but you’re going to have a high paying sex life. You can put ads up on craigslist as my loser cum dumpster and you can give blow jobs for twenty dollars. And since it’s so cheap you’ll have so many guys. Then you can come to me on your hands and knees like the sissy bitch that you are and offer me all the money. I will make you tell me about all the cocks you sucked to get it, LOL!

And it doesn’t have to stop there. You can be an anal whore for me and make even more money. You can even make videos of you humiliating yourself or fucking and sucking other guys as a sissy cum whore and sell them online. Tons of faggots will eat them up and the proceeds can go to me. You’ll be a real life And an internet whore. You just wanna make more money for me. You’re going to be slurping down so much cum for me. I know you want to be a faggot just for me. You want to make me happy.

Being a sissy faggot and making money for me will make you so fucking horny. And since this will take up less of your time than working all the time, you’ll have more time for me. So you can be a little cock slut for me, can’t you? You want to be my cum guzzling whore. You want to make me so very happy. This will be so exciting. I’m going to get rich off of you as you choke on cock, as you get gang banged like the sissy whore that you are. You’re my gay for pay faggot. You can drink cum to make me richer. With every load you swallow my bank account will grow.
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Cruelgf: Apply To Be Our Dreamhouse Sissy Maid

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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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Goddess Alexandra Snow – Feminine Fancy Trance

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This is a very special trance journey for the sissy, cross-dresser, or tranny in you– a slow progressive descent into the mind to find the feminine presence deep within. I will let you shed the layers of your masculinity and touch the sweet, sensual female that you know is lurking behind the scenes. I will assist you in transforming into her, experincing pleasure like a woman, dressing and preparing yourself, and finally culinating in an explosive climax. You owe it to yourself to delve deep within..
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Sissy Smoking Conversion 4 (Hypnosis Mindfuck)

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My fourth installment in seizure-inducing smoking sissy mind-fuckery. Hope you enjoy!
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Humiliation POV Goddess Sahrye: Sissy Damsel In Distress Self Bondage

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Goddess Sahrye

So I hear that I’m the bondage queen of your dreams. That’s right, in case you didn’t know, I’ve done many bondage scenes. With real men of course. But you don’t want to see me in bondage, you want to be just like me, don’t you? You want to be a bondage princess. So I’m going to teach you all of the self bondage techniques that I know. Do you have all of the items you need to be a damsel in distress? LOL! Do you have your high heels and your pantyhose? Do you have your gags? All the fundamentals of a bondage girl. Because you know boys don’t get tied up in bondage, only girls. And that’s what you are, isn’t that right?

So in order to play the role, you have to look the part. Rule number one of a bondage queen is that her heels never ever come off. So I’m going to teach you how to lock your heels on. Good girl. Next I’m going to teach you how to tie up your legs, we have to make sure you can’t run away. Doesn’t that feel good? You love the sensation of being bound. You’re a pretty girl with your legs all taped up. But you’re not a real damsel if your hands are free. So I’m going to show you how to put your handcuffs on and make sure your arms are secured tightly behind your back.

Doesn’t it feel good to be my little bondage princess. Now that your hands are behind your back and your legs are nice and secure and your heels aren’t going anywhere in your tight little mini skirt with those pink panties peeking through, I want to see you struggle.

You know what comes next don’t you? Take those cuffed hands behind your back (I’ll show you how), grab a pair of panties and shove them in your mouth. Gag yourself sissy. Good girl. Now I don’t want you to spit that out so we’re going to make sure it’s nice and secure with a ball gag. How do those panties taste? Well aren’t you the perfect damsel princess? Look at you, you’re a faggot little sissy loser who’s trying to impress me by being in bondage for me, the internet’s most popular bondage queen. You must feel so pathetic. You’re my bitch. I’m going to leave you here just like this, gagged and bound. Struggling and drooling in your high heels and your pantyhose and your sissy girl clothes. I’ll bet you’d love it if I took pictures and posted it all over my social media accounts.
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Humiliation POV Queen Sahara: Every Man You Suck And Fuck Will Know That You’re My Sissy Bitch

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Queen Sahara

You love being my little sissy bitch, you love wearing panties for me, makeup, bras, and wigs for me. You would do anything I say. When it comes to your sexuality, I control your clit, I own it. And if I want you to be my prissy sissy, then that’s how things are going to be. And you love it so much because it turns you on so much. It makes you so hard to feel like a woman. You get so turned on just from putting on a pair of panties.

I know you already have a large collection of lingerie and it continues to grow. Soon you’ll have more sissy clothes than man clothes as you become more and more girly. You get so hard when you act like a sissy girl for me. And I want to take things to the extreme, I want to put an ad up on craigslist and have you get gangbanged like the slut that you are. I want your mouth and ass constantly filled with cocks until you’re a brainless fuck toy. And that’s what you want to, I know it is.

I want you to be another man’s bitch. And I want you to do it for me. You’re going to be such a good cocksucker, just for me. Every man you suck and fuck will know that you’re my sissy bitch. You’ll know that you’re my sissy bitch. I’m going to help you dress up so that you’re the sluttiest sissy that there is. And you’re going to love it. You’re so hard right now thinking about being my little bitch and that gives me so much control over you. You wanna be my bitch.

Are you ready for the sissy lifestyle? Are you truly ready to embrace it? Once you do there’s no turning back. There’s nothing you can do. Even if you could stop it you wouldn’t want to. This is your life. You’re my little girl and you love that so fucking much. I’m going to keep that little clit dick locked up in your panties because that’s where it belongs.

From now on you will be my little bitch. This is the lifestyle that you want. And this is going to make us so close, and you want that so badly. I’m going to teach you so much sissy and you’re going to thank me! Deep down inside you feel feminine and I’m going to make sure you feel so girly because you’re not a man.
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Divine Goddess Jessica: Faggy’s First Fuck

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I finally talked my little slut, faggy, into taking on a real live cock! She found some old horny dude on craigslist, dressed up in some skanky outfit and sucked him off in a motel room. Watch my reaction video and see what it’s like to be critiqued on your dick sucking skills. Watch me laugh at her when she squirms away and wimps out of taking a cock in the ass.
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Subbyhubby: My Stepbrother is a Sissy Bitch (FULL MOVIE) (July 11th 2017)

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Vanessa is tired of her stepbrother Cody being such a jerk to her. Even when her step-dad orders his son to let her watch TV, he hogs the remote to watch a ball-game. Vanessa knows that for all his macho exterior, he is secretly a panty bitch who wants to smell and wear her panties. Vanessa comes up with a plan. She sets the webcam on her computer to record, then catches her stepbrother sniffing her panties and cross-dressing in her clothes. Vanessa catches him in the act and tells him she has him recorded in her clothes. Unless he wants his father to find out about his panty fetish, he had better start doing everything she says. Shamed by the prospect of his dad finding out his secret, he quickly agrees. After busting her step-brother Cody wearing her clothes, Vanessa teases him by showing off her beautiful pussy. She laughs as she tells him that she knows how much he wishes he had a vagina rather than his small useless penis, but that is why his place is worshiping a real woman. Vanessa sits back and enjoys an orgasm as her stepbrother humbly worships her pussy, terrified that Vanessa will tell his father his shameful secret. Having already introduced her step-brother Cody to the taste of her vagina, Vanessa now orders him to taste her ass. Vanessa enjoys herself as Cody’s tongue licks and cleans her asshole all under the threat that she will tell her stepfather what a pervert Cody is. Cody’s punishment has just started, Vanessa has invited his best friend, James over to see his humiliation. She tells James that Cody wants to be a girl so she is going to show him how to be one, starting with sucking James’s dick! Of course Cody does not do it correctly so Vanessa shows him how to properly suck a cock and make it cum. When James shoots his load in her mouth, Vanessa spits it into Cody’s mouth, then makes him gargle his best friend’s cum – how humiliating! Vanessa decides to show Cody how a real woman fucks a man. While she is fucking James, she while orders Cody to lick James’s dick and balls like a woman would. Vanessa then has Cody worship her feet while the fucking continues. When James is ready to cum, he pulls out and shoots his load all over Vanessa’s belly. Cody has to lick up James’s cum yet again while Vanessa laughs at what a bitch her “macho” stepbrother really is. While Vanessa and James cuddle after intercourse, then Cody worships their feet as an obedient cuckold as they make fun of him. Then Vanessa decides to give Cody a “reward” for being such a good stepbrother, letting him jerk off on the panties he was wearing. Once Cody shoots his load on the panties, Vanessa orders him to put the cum soaked panties on while she and James laugh at what a pathetic bitch he has become. Cody may have ignored his dad and mistreated Vanessa, but she has more than paid him back for acting like such a jerk
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Divine Goddess Jessica: Faggy’s First Fuck

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I finally talked my little slut, faggy, into taking on a real live cock! She found some old horny dude on craigslist, dressed up in some skanky outfit and sucked him off in a motel room. Watch my reaction video and see what it’s like to be critiqued on your dick sucking skills. Watch me laugh at her when she squirms away and wimps out of taking a cock in the ass.
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Humiliation POV Princess Lacey:Your Boyfriend Is A Sissy Faggot, Lock Him Up And Cuckold Him

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Princess Lacey

This clip is meant to be viewed by you and your girlfriend, buy it for her!

I know your kind, you’re a sick, perverted, faggot sissy bitch, just dying to be locked up in chastity and fucked in the ass. But you’ve somehow managed to convince some poor girl to be your girlfriend. And that’s exciting for me because I’m about to have a lot of fun with that. And the whole dynamic of your relationship is about to change forever. I want you to press pause right now and go and get your girlfriend, she’s going to watch the rest of this clip with you. I’m going to mainly be talking to her, with you on your knees by her side, as she watches this. I’m going to tell her exactly what kind of freak you really are, and exactly what she can do with it. She might take my advice and have a lot of fun with you, or she might just leave your pathetic ass and you’ll be alone with your perversions.

Press play for her now.

So you must be the girlfriend. Is your pathetic boyfriend on his knees next to you? This may come as quite a shock to you, but your boyfriend is a sick, perverted freak. He’s been stealing your panties and wearing them while he jerks off to videos where sexy girls tell little freaks like him exactly what to do, and he obediently listens because he’s just a pathetic loser. And I have some valuable advice for you. You might first be shocked and turned off by this information, and you may want to leave him right now, and I wouldn’t blame you. Look at him right now, and you loser, look at your girlfriend and tell her you’re a fucking freak. I’ll bet he listened, didn’t he?

I think you should turn him into the little faggot sissy that he is. Get yourself a chastity device and lock his pathetic cock up. You won’t be needing it any more and I don’t think you want it any more. From now on you can fuck whoever you want because not only will you be turning him into a sissy, but you’ll be cuckolding him. And he’s going to fucking love it! Aren’t you bitch?

You should start humiliating this loser you call a boyfriend. You can make him wear panties and shove a big dildo up his ass. He’ll like that. And while he’s busy with himself you can go to a bar and pick a real man and bring him home and fuck his brains out while your little loser bitch is locked up in chastity, watching from a closet. Take full advantage of the situation. Don’t be so quick to up and leave him, you could get a lot out of this. You can make him buy you clothes for your dates, he’ll even pay for your dates. He’s nothing but a little sissy faggot.

Oh and another thing, he doesn’t want sex any more, he’s not turned on by you. He likes cock, lol! I’m sure you’re not even that turned on by him, I mean look at him. So what you should do is get a strap on and fuck that little faggot’s ass. I have so many things I’m going to explain to you in this clip. You’re really going to thank me. He’s not your boyfriend anymore, he’s your cuckold sissy faggot bitch to do whatever you want with. So have fun with him or leave him, either way, now you know the truth.
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Mistress – T – Fetish Fuckery: Big Kinky Ass Fuck

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Watch this bound sissy slut take my big black cock.
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Humiliation POV Kelle Martina: Sissy Jerkbot Brainwashing

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Kelle Martina

You crave to be a jerking sissy zombie. Im going to manipulate and mold your mind as I guide you, allowing you to sink into hyp n0 t!c trance. Im going to transform you into the little sissy cock sucking bimbo youve always wanted to be. With my guidance you will begin to see yourself as a sexy bimbo. Now wrap one hand around your sissy clitty, the rest of you will remain completely frozen in place as your hand starts to move up and down, up and down. Slowly becoming a little sissy jerkbot. Jerk, eyes wide open, mouth gaping, ready to accept a cock at any time and you are a jerkbot. You cannot stop jerking while the rest of you lies there frozen as I begin the sissy bimbo transformation process in your mind.

Picture yourself, feel yourself turning into that sexy sissy bimbo that youve always dreamed of becoming. Let go of all of your inhibitions as you continue to transform as you continue to stroke like a good little sissy jerkbot. You are a sissy, you are a bimbo. You love cock. You love feeling girly, sexy and slutty. Feeling slutty turns you on so much. I am your creator and you are my sissy bimbo jerkbot. Jerk, jerk, jerk, unable to stop.

Now repeat after me, I am a sissy jerkbot. I love cock. I am a bimbo. I love to be your jerkbot. And thats all you are, a mindless stroking zombie being brainwshed into a sissy bimbo jerkbot. Jerk, jerk, jerk Good little sissy jerkbot. Stroke as you think of cock after cock filling your mouth, your ass, becoming a sissy fuckdoll. You are completely blank, your mind is completely blank as I tell you exactly what you are. A sissy jerkbot. Repeat it over and over as you jerk.

Doesnt it feel so good to be an obedient little sissy jerkbot for me? I have complete control over your mind, youre helpless, I have you exactly where I want you. You are a sissy bimbo jerkbot who loves cock. You exist simply to be my sissy jerkbot.
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Humiliation POV Princess Lacey:You Can Only Listen To Sissy Cocksucker Music From Now On

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Princess Lacey

The following is a member submitted clip idea. We make your ideas for free on HumiliationPOV. Princess Lacey has done this one to perfection! She will make you feel like such a cock sucking sissy! You’ll be bobbing your head to the beat like the cocksucking sissy that you are! The description is the member’s clip submission in his own words.

I once heard a girl say that Christina Aguilera makes the best cocksucker music. So I asked her what cocksucker music was? She explained that it’s what she calls any music that appeals predominantly to women and gay men, i.e. people who are likely to suck cock. I realized that this applies to pretty much all the music I listen to as a sissy.

So it occurred to me that this might make a good idea for a video, where the Brat in the video tells the viewer that they are only allowed to listen to cocksucker music from now on. She tells them that they must go through all of their music and ask themselves if someone who heard them listening to this would assume that they sucked cock. If the answer is yes, they can keep that song/album, but if the answer is no, they must get rid of it, throw out the CD if physical or delete if digital. They must also apply this same litmus test before buying or streaming any new music from now on. If it would make people think they’re a cocksucker, they can buy it. Otherwise they can’t.

The Brat in the video could give examples of songs or artists that would qualify as ‘cocksucker music’, such as female pop singers, boy bands, etc.

Get ready to enjoy your new music library, the only music will ever listen to from now on.
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Subbyhubby: Poker Face – 3 Chicks 1 Cuck – Mini Movie

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Esmi, Tristen, and Melanie are having fun partying, but with parents coming home soon, they need somewhere else to go. They remember that the local nerd boy, Eugene, is home alone for the weekend. The cruel girls decide to have some fun at his expense; they are going to make him into a chastised sissy bitch for their amusement while they use his house as a place to party! Eugene is so happy that hot girls are actually coming to his house that he quickly agrees to everything they ask – especially when they start flashing their tits, asses, and pussies at him! He agrees to get naked for them, causing them to burst out in laughter at how small his dick is, especially when compared to a real cock! Because his cock is so small, they let Eugene know that the only way he can be around them is to have his sissy dick locked in a cage – while he is dressed like a sissy as well. Of course, the pathetic geek is all too eager to agree to anything for these hot girls. So happy to be around hot girls, Eugene quickly agrees to be dressed in a sissy maid’s outfit and locked in chastity, cleaning house as the girls play poker and drink. The girls have an interesting twist on playing poker; as Eugene soon finds out. After getting the strapon locked on his head, Eugene is told to face fuck the pussy of the winner of the hand. If that girl actually show in any way that she enjoys it, she has to drink! How pathetic it makes Eugene feel, that the girls don’t even want to admit accepting pleasure from a dildo he is wearing on his face! The girls decide to play another game with Eugene: having him smell and lick their dirty asses clean, then guess which girl’s ass he was licking! The girls laugh as they order Eugene to breath in their ass odor, then rub their asses all over his face. Of course, the nerd guesses wrong several times before finally identifying the correct girl. Eugene is all excited, wondering what his prize is for finally winning the game. Knowing what they have planned next for him, the girls just burst out in laughter. The girls decide to order some pizza, ordering Eugene to answer the door in his sissy maids outfit. The girls tell the pizza man they have no money for a tip, but would he like a blowjob instead? He quickly agrees, but then gets told it will be Eugene giving it! Eugene does not want to do it, but the girls tell him it is the only way they will let him out of chastity, so he reluctantly agrees. The girls just laugh as Eugene sucks the pizza man’s cock, giving him directions and even forcing his mouth wider to get more of the cock in. When the pizza man blows a huge load all over Eugene’s face, they laugh at his humiliation, then order him to clean up so that they can use him some more. They leave him alone and sobbing, cum dripping down his face.
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Humiliatrix – Mistress Kendra Convinces Your Woman to Cuckold Humiliate You

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“It was me who encouraged your woman to start having sex with other men. I got her her to admit your many failings as a man, and I have convinced her to begin sexually dominating you, with my help. While she’s out cuckolding you tonight, I’m going to train you to serve her in your new role: as her submissive sissy maid…”
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Humiliatrix – Bimbo Busting: Princess Luna Makes You Jizz Your Own Face

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“You better strip before I smack you, because your fukky holes belongs to me tonite, bimbo boy. I’m gonna peg you with a plug, pinch your tits and fuck you up with my strap-on until you are nothing but a cum-lusting jizz-slut, ready to open those bimbo lips and swallow your own spunk at my command…”
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