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.
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.
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.
Dr Kendra wants to make you a sissy. She has a strap-on and wants you to get naked, bend over and she fucks you in the ass. After she's done with you, you will wish you were never born
Stephanie knows how to humiliate slaves with her heels. She wanted her slave to feel humiliated and degraded and the best way for her was not to trample him but to make him wear the heels
Mistress BlackDiamoond is a sadist and she likes making her slaves experience some pain. She had two slaves and then made them get naked and then insert dildos into each other's butts while she watched and enjoyed
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 BlackDiamoond wanted to humiliate her slave in a different way from the usual. So she decided to have the slave wear make up alongside her. And it was all kinds of make up from lipstick to eyepencils
For being soft and not as macho as this mistress would like, she wanted to make this guy a sissy. So she forced him to lick and suck her dildo and he had to do it in different styles
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.