Mistress BlackDiamoond is wearing a black corset and boots over her red latex outfit. She finds that her blonde crossdressing maid is being lazy and sitting on her throne. He is wearing red panties under his short black dress. She hits her sissy slave down to the ground. The cruel Mistress then puts him deep in the basement. This is only the beginning of his punishment and you have to watch the video to find out what happens next.
Bratty Jamie is wearing a hot pink bikini top in this tell all POV video. She confesses about the weird sissy sluts that she deals with in her life. The spoiled brat tells how she turned a real macho man into a helpless feminine whore that will do anything she tells him to do. She goes into detail about the crossdresser that likes to dress up and go shopping for lingerie with her.
Lady Jessica looks stunning in her black elbow-length gloves and stockings. She studies Freddy and starts training him to be her new sissy. The bizarre blonde puts a black wig on him and dresses him in sexy black lingerie and stockings. She gives the slender crossdresser the new name of Chantal. He makes a pretty good transvestite but he must pass the ultimate test of walking in white high-heeled shoes.
Lady CherieNoir remains fully clothed as she puts on her big black strapon. She wears black gloves as she makes her masked sissy slave suck the dildo. Her hot pink long-sleeved blouse matches the color of his mask. She tells him to be a good sissy and take the sex toy deeper into his mouth like a good little bitch. The blonde Mistress then ass fucks his tight man pussy hard and deep as a reward.
Princess Tori is the new college intern that specializes in humiliation. She has a lot of sexy panties for you to wear when beginning your sissification. The cute redhead also a butt plug for beginners. She will make you her new submissive sissy bitch in this POV video. You are no longer in charge and you better do what she says. Princess Tori may look sweet and innocent but she can be a mean Mistress if you don't put on your sissy panties.
Lady Vampira gives her chubby sissy slave a make over when she catches him putting it on the wrong way. She puts lipstick and mascara on him while she is wearing a sexy blue dress and black high-heeled shoes. The long-legged tattooed brunette Mistress then pinches his nipples before putting a black wig on him. Her other sissyfied slave helps humiliate him even more just by there in the same room.
Annabel Fatale is a ridiculously cute blonde mistress who walks you through you feminization. That's right. She is going to make you her sissy. She manipulates you and tells you how good you will look in panties. You are going to like your new role as her personal sissy. Your humiliation is what she craves and she wants to control you because she knows she is hot enough to do it.
Sit down slave. Smoking hot brunette Jenny is going to make you a sissy. She has just the right make-up that will look good on your face. Once you are all dolled up, she's going to make you tape up your cock and walk around in a dress like a good sissy. She doesn't care if you are humiliated. She just wants to see you walk around looking like a sissy.
Kendra knows that she's sexy and the loser has a small cock. So she does not want to waste time getting freaky with him. Because he finances her so she teased him and made him jerk off before making him wear female panties
Sarah is as hot as they come. And that is why she's good at being a dominatrix. She has a hot ass and breasts to die for. When you watch her, you are forced to jerk off
Miss Austin wanted to humiliate her cuckold husband so she called her lover and made out with him infront of her husband. To make it interesting, she made the husband lick her feet and dirty socks while they made out
Miss Deeane knows how to use her hot and sexy self to mentally manipulate slaves. She wanted to feminise this slave but first of all she had to make him agree that he was a sissy and wanted to be sissified
Mistress Deeane loves nothing better than humiliating and mistreating her slaves. She gets a kick out of it and does it whenever she can. She likes to use her sexiness to force her slaves to do humiliating things that he did not want to do
Mandy caught her boyfriend talking ill of ladies and calling them bitches. She decided to teach him a lesson that he will never forget. She went and wore a strapon and then made him sit down and give her strapon a BJ. He was humiliated and begged her to stop it and that he had learned her lesson, but she just turned a deaf ear to all his please.
Herrin Amy likes to get easy money. And she does not want to work for it herself. The best way she knows to make money is to give her sissies female clothes like g-strings and lingeries and makes them undergo her special feminization process. She then releases them to the market to make money for her. All she has to do is sit pretty and wait for her sissies to bring her the money.
Miss Annalieza is a gorgeous mistress and she knows it. She gets a lot of attention but most of the time she ignores it. She knows what she wants and what she likes, and that is what she goes after. On this day, she was left home all alone and she took a glass of water and then with her camera, made a very nice chastity POV video which she wanted to share.
When Miss Deeane puts on a sexy outfit, she is going to showcase her body. However, she also has motives to why she is showing off her body. Miss Deeane has a way of getting what she wants, and she tends to always do just that. She can get her slaves to do whatever she wants no matter how humiliating everything might be. She is so sexy.
Sarah Blake is used to getting what she wants. When she takes the time to make her slave's obey her, she really does. Sarah will get out her chastity keys, because when she is done, her slaves won't even own their own cocks. Sarah Blake will own every bit of the slaves, and she is going to totally humiliate the fuck out of them, because they are losers.
Princess Tiffani is one of the cutest girls ever, so when she puts on her pink lingerie outfit, she is going to really turn on her slaves. Once she is wearing her pink outfit, she will be able to make her slaves do almost anything for her. She will demand her slaves do very humiliating things, because Princess Tiffani is used to getting whatever she wants all the time.
Princess Jenny can get anything she wants, even one of her slave's girlfriends. A slave will test Princess Jenny's patience, therefore the only way that Jenny can take charge of the situation is to demand his girlfriend. The slave of course will refuse, but that just makes Princess Jenny demand even more from the loser slave. She plans on taking everything from the slave.
Kimmy and her boyfriend love to spend time together, but sometimes the fun can be at the expense of a loser slave. Kimmy and her boyfriend could care less, because they are laughing at the slave being so fucking pathetic as Kimmy humiliates him. They are going to crack up as the slave cleans the bottom of Kimmy's dirty shoes. The slave is so fucking pathetic.
Amyleen Moore can be one of the most brutal mistresses around when it comes time to have some fun with her slaves. She loves to tease her slave's with all of her hot lingerie. She will make her slaves do things they never though of, because they can't say no to her. She even will tease her slaves with her firm tits and cleavage to die for.
Jasmine is a mistress that knows just how to tease her slave. She is going to take off her panties in front of the slave, because she knows that he will go nuts. Jasmine also knows that if he gets a whiff of her panties, it might send him through the roof begging her for more. Jasmine can make her slaves look like total bitches.
Mistress Petra will do some of the most fucked up things to her slaves. She doesn't even care if the slave is about to cry. Miss Petra will pull out a condom that is used. From there she will take the condom and empty the condom out into her slaves mouth. The condom contains the sperm from the night before, and it's so sticky.
Mistress Black Diamond always gets what she wants no matter who is humiliated. Her slaves all know that she does things much differently than other mistresses. She will force her slave to cum into a cup, but she also will have her slave drink all of the cum from the cup. She loves to humiliate her slave to the fullest extent, and she is laughing the whole time.
Some mistresses are happy with just humiliating, but some are more interested in getting money out of their slaves. A mistress is going to demand that her slave give her all of his money no matter what. She could care less if he can't pay his bills, because she is the most important thing. The mistress will demand the money and get every last bit of it.
Miss Annalieza is a very powerful mistress, because she is able to make her slave do things that are so humiliating to her slave. She is going to make her slave get dressed up like a pig and have him answer the door when her pizza arrives. The slave will be totally humiliated as he opens the door to pay for the pizza. She is going to be laughing.
Goddess Kim is nothing short of perfection. The one thing this sexy mistress knows is how to get every request completed by her slaves. When she says to a slave that he must get a nice load of cum deposited on him, then the slave must do just that. Goddess Kim always makes sure everything is done her way, and she will never take no for an answer.
Selena can be so demanding when she is in the mood. Mistress Selena demands everything her way, and she doesn't care what her slaves think. She is going to have her slaves do what she wants, because the only thing that matters to Selena is her requests. She will even put on sexy outfits to help motivate her slaves into making sure all of her instructions are filled.
Adadahy's sexy outfits are one of the main attractions when it comes to training all of her slaves. She knows just how to drive her slaves wild with all of her sex appeal. She also loves to show off her body, because the goal is to get her slaves to do what she wants. There is nothing better than a super sexy mistress that knows how to get what she wants.
Sarah Blake is a kick in the pants, because she laughs when she is making fun of her slaves. Sarah will not only rub on her thighs, but she is going to talk about her slave's tiny cock. Sarah thinks her slaves are limp dick fuckers, therefore making fun of them is only natural. She is going to humiliate all of her slaves by teasing them hardcore.
The diva Dior makes fun of you all day for your pathetic small dick that you never get laid with. She laughs at your miniscule member and tells you what a loser you are for walking around with a small thing like that between your legs. It is a small penis humiliation as you get put down and degraded by this hot brunette who makes fun of your small issues
Do you want to be the best sissy boy that you can possibly be? Well, if so, this sexy woman is going to show you how to change a pad while you are sitting down on the toilet. She is an ebony beauty and you will learn great tricks from her. Watch as she changes a pad while she takes a nice shit on the toilet and tries to let you see.