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.
A drunk spectator makes his way backstage after a burlesque show, and Lady Victoria decides to have a good time. She turns him into her own personal pin up girl, making him a proper sissy slave in make up and purty clothes.
Lady Nina Leigh has just fucked her boyfriend, and her panties are all wet and dirty with her and his juices. She shows them off for you and gives you directions on where you can get a pair to smush all over your loser face.
You wake up in a hospital bed to find out your wife doesn't want you anymore, and you're going to be turned into a transexual slave and brainwashed into compliance. You're already being feminized, turning your body into that of a woman, and getting you obsessed with feet.
Mistress Amyleen Moore has been having a lot of sexy fun. Not with you of course, but you can't help listening to the sounds she makes when she's not with you. Well, she's found your stash of gay porn, and decided to show you just what you're good for: sucking on a big dildo for her amusement.
Mistress is resting in her office and wants to have some fun. So of course she brings you in to humiliate for a while. After making sure you know just how much superior she is, she gets in the mood for a good laugh. That's when she tells you to take out your cock
... for you. Because you are a pathetic loser and she's not going to go out to a date without bringing her friend over to make sure you do as you're told, and humiliate you like a loser sissy body. While your hot wife is out on a date, getting fucked by a well hung dude, you get turned into a little girl.
Mistress drags you outside so she can have a lot of fun putting you in your place. She's wearing a pair of sexy black heels and an even sexier fishnet top. While making sure you are completely humiliated, she gets out her strappon to make you feel like the real sissy boy that you are.
You are not worthy of Mistress Ivy Summers, but she likes to humiliate pathetic losers like you, so she's going to take some time to tell you just what she thinks of you, and your tiny little cock. Then she's going to make you hump a little girly pillow while she makes fun of you.
Auburn Mistress Sarah Black has you sit down while working you into a trance with her hipnotic words and pendulous breasts. She's going to turn you into a right proper sissy boy, and make your mouth water for sucking a fat cock.
Mistress gets her slave dressed up like a little sissy girl and stuffs him in the trunk of the car to take him out to a walkpath in the woods. Then she gets him up real pretty and makes him hitchhike so everyone can see what a pathetic loser girl he is.
This is a tutorial from a smoking hot blonde mistress who is going to show you how to dress as her total complete slut with hooker makeup. She's going to give you instructions while you watch how it's done and learn to be a perfect sissy.
Paige Turnah is a gangster, and she knows how to weild her power. She drags you into her office while she's relaxing in some sexy lingerie. But don't worry, the clothes are for you... to wear. She explains how she wants you to dress like a little girl, because she likes that. And she knows you'll do it, otherwise she'll set her goons on you.
Mistress Lisa Jordan is going to give you a treat, since it's a special day. She's going to make you into her perfect little girl. You'd better have the right things on hand, like red lipstick, eye shadow, blush, liner, bra,panties, pantyhose, socks, mini skirt, short top, heels, paper and a marker. Then Mistress will have a lot of fun humiliating you.