This guy was too much of a sissy in the way he acted and miss Van Licks felt that the best way to deal with him was to make him one. She had to make sure he did not just act like a sissy but was rather transformed into one. So she got the help of her friends and lady BlackDiamoond and lady Kim to ass fuck him and make him a proper sissy.
This mistress does not care what people do. In the event that she does not like something, she has to let you know about it. That is why the mistress had to make sure that she had warned this guy before she acted. Her warnings fell on deaf ears and she had to punish him. The mistress felt that the best thing to do to him was to turn him into a sissy and she did with her strapon.
Mistress CatDeluxe had chose to punish this sissy and she did so using her strapon. The mistress was not concerned about what the guy felt. He was ass fucked by the mistress who did not care what he felt. And when her friends came to visit her, she also let them have a go at the guy. They laughed at him as he cried and that was when he realized that he needed to avoid them.
Mistress Jardena needed this sissy to know that she was the boss and that she was not to be questioned. The mistress cruelly wore a strapon and she used it to torture the guy. He was shocked that she was going to use it on him and he had to beg her not to. He cried like a baby before she agreed not to dominate him with the huge strapon.
This sissy was a failure and madame Ellen did not want to deal with him or associate with him. So she asked her friend to come and help her punish him. That way, he would know better than to be a failure again. So the mistresses fucked him in the ass and deepthroated him. One was on the ass and the other deepthroated him. It was cruel but the message got home.
Lady Scarlet could not believe how rude her sissy slave was. She had asked him to stop those behaviors but he did not and she was pissed at him. It was something he had to change and she made sure he did. She did not go easy on him as she knew he was not going to change. So she spanked his ass painfully to send a message to him.
This mistress had beef with this guy and she wanted to have fun at his expense. That is because she did not have any other use for him. And since she did not have anything better to do to him, she felt that it was easier for her to turn him into a sissy and humiliate him. That is what she did as she had him wear female clothes and do the crazy things she ordered him to.
This sissy thought that lady Cary was harmless and he messed with her. He was shocked when she turned on him and she tortured him for it. He had to learn that she would not tolerate such nonsense from him and she trampled him. The mistress ensured that she caught it all on camera so that she would remind him next time he tried such nonsense. He never did it again.
This investment banker's advice had backfired so badly that these mistresses lost a lot of money. They were so angered at what he had done and they had to punish him so that he would be careful with his advice next time. That is why the mistresses had to make sure that the punishment would be the kind that he would never forget. So they used strapons to ass fuck him and turn him into a sissy.
This mistress had a landlord who was into all kinds of fetishes and he wanted to explore them with her. She found it weird and she told him off a couple of times. But he kept asking her for it and she got tired and she turned him into a sissy and she did it so that he would never have to ask her about any kinky or naughty thing.