Princess Serena could not believe what this loser had done to him. She was so angry at him that she had to use her high heels to trample him. But she did not let him know she was angry at him. She teased him and since he had always wanted to fuck her, he took the bait. Within a few minutes, he was screaming and begging for mercy from her.
Lady Milana did not want a sissy in her house. That is why she punished this one hard. She used her whip to do it and she did it in the woods where no one would come to his aids even if he screamed all he wanted. She stripped him naked and she whipped his naked butt and wore a strapon to fuck him in the ass as well as deepthroat him.
Mistress BlackDiamoond loves to smoke. She also loves to use her cigarette as a tool for the punishment of errant slaves. This slave had erred and she slapped him but that was not enough. She lit her cigarette and after blowing smoke in his face and nearly choking him, she used him as her human ashtray. He was naked and in pain. But he learned his lesson and never pissed her off again.
Mistress X wanted to humiliate this guy without him realizing it. She was having fun at his expense as well as trying out her new skills. She used her seductive charm to turn him on. She then used her hypnosis skills to take control of him and then she got him to suck a dildo as she trained him how to suck a dick. She made him believe that he was having fun with her and he did it all.
Lady Shay makes money punishing guys. She had been paid to punish these two guys and since they were straight, she came up with the perfect punishment for the two of them. She got them to such each other's dicks and then she used a machine to fuck both of them in the ass. It was degrading and humiliating. By the time she was done with them, she was sure they would never do it again.
Goddess Jordan had a new recruit and she wanted to sissy train him. She used her dildo to do it. She got him to learn how to give a good blowjob. She did not care how he felt. All she wanted was to humiliate him and she managed to do it. By the time she was through with him, he had learned how to do it like a pro. She warned him not to mess with her as she would make him suck a real one.
Mistress Ginger is turned on by guys who are easily sissy trained. She wanted to fuck this guy but without sissy training, she did not find him attractive. So she sat him down and she explained to him the things she wanted him to do for her. She sat back and she enjoyed how he learned blowjob skills, dolled up and did all manner of humiliating things to please her.
Mistress Madison noticed this guy behaving like a girl and she used her sissy girl training fetish to humiliate him and to make him style up. The mistress forced him to lick and play with a dildo she gave him. She watched out for what he did and she made sure he did things the way she wanted. The mistress warned him that if he did not do as she ordered, she would be forced to make him stick it up his ass.
Mistress Isabella is a cruel girl. She loves to sissy train guys for fun and when this guy messed with her today, she had fun blowjob sissy training him. She made him doll up and she had him lick her feet as well as her shoes as she would have a dick. This brutal mistress got him to suck a dildo too and she made him wear a wig as she humiliated him.
Lady Stefanie felt that this guy was behaving like a girl and he had to be treated like one. She made him wear stockings, female shoes, a bra, a blouse, and a weave. She was forced to do what the mistresses asked him to do. She was tied up and humiliated him using sissy training. The sissy was not only in pain, but he was also humiliated like never before.