These mistresses had tried to use the services of this guy but they realized he was incompetent. They felt he would excel if he was well trained in being a sissy so they did not hesitate to do so. He was cruelly turned into a sissy and he could not do anything about it. He was in pain and he was humiliated as well as degraded but none of it was optional for him.
Lady Stefanie is one of the best mistresses when it comes to training sissies. She was asked to train this sissy and she was paid handsomely. She did not disappoint as she took the slave and she turned him into an obedient and well experienced sissy. Lady Stefanie wore a strapon which she used to teach him what she wanted him to know and everything worked out as well as she wanted.
Mistress Madison was bored in the house so she went online and searched for interesting things to watch. She came across blowjob sissy training videos and she loved them. She was so into them that she chose to try them out. She did not have a slave but she had a dildo so she pretended that she had a slave and she used her dildo to dominate and humiliate the imaginary loser while preparing to do the same to a real one.
Mistress Annabel is a hot girl. She is naughty, kinky and seductive. She is also playful and likes to try out different things. Today she wanted to sissy train a guy and she was excited about it since she had never done it before. She used her charm to seduce him and to get him to suck a dildo and do it to her instructions. She played with his mind and made him believe that he was turning her on.
Lady Shay knows how to give great punishments. She did not want to inflict pain on this loser as she punished him. She wanted an effective method as she knew he could get used to pain. So she made him wear female clothing including a bra. She then had him suck a dildo. She used a machine to fuck his mouth and to train him how to suck the dildo properly. It was humiliating and degrading.
Mistress Gaia and her friends caught their mortal enemy and they sissy trained him brutally. They all had strap-ons which they had him wear. The mistresses then forced fucked him in the ass after they had blowjob sissy trained him. He had to know how to suck a dick and how to get deepthroated. The mistresses then used 3 strapons at a time to fuck him with 2 in the ass and one in the mouth.
When this mistress found out that this guy was dying to fuck her, she took advantage of it and she humiliated him for fun. She pretended that she was a kinky girl and she got him to do all the kinky sissy things she wanted to try. She made him doll up and she got him to try blowjobs as well as other kinds of sissy training. He did it all thinking it was turning her on.
When bored, this mistress likes to discover new ways of having fun. That is what she did today as she was bored. She chose to try a dildo today. She bought one online and when it was delivered, she had fun trying out all the things she could do with it and she found it was the perfect way to punish or torture anyone who pissed her off by using it on his or her ass.
This mistress used a dildo and a strapon to have fun. She wanted to have fun at the expense of this loser and that is what she did. She chose to torture him and humiliate him by fucking him in the butt as well as making him lick the dildo that had fucked him in the ass. So he ended up licking his own shit. Then she let him go.
Goddess Antonella was not sure what to do to this loser. She was pissed with him and she had to teach him a lesson. She used her pee. She took a piss while he watched and she forced the poor guy to drink her pee. He had no choice but to do it as she had threatened dire consequences in the event that he did not do as she had instructed him.