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 needed to sissy train her slave and she did so using her strapon. She wore it and used it to fuck him in the ass. It was painful but she did not care what he felt. He had to obey all of her instructions and he had to put up with everything that she wanted to do to him. He felt pain and he was even more degraded but she did not care.
When this mistress realized that she did not have anything better to do, she had to come up with something worth her while. That is why she opted to turn the guy into a sissy. She had fun seeing him humiliated and doing all that she asked of him. He was scared shitless and that is what prompted him to obey her and do all that she asked him to do.
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.
Mistress Medea did not like this guy's bullshit. He was a bully and she told him to stop it. He did not and in fact tried to bully her. She called her friend goddess Kita and the two of them turned the heat on him and they made him a sissy. They had him wear lipstick and female clothes as well as made him lick their toilet and drink toilet water. He never bullied anyone again.
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.
Mistress Evgenia was pissed by this sissy and she wanted him to get humiliated. She felt that that was what he deserved. So she used her strapon to ass fuck him. He had to feel the pain and beg her for mercy. So she made him remove the lingerie he had worn and she went to town on his ass. He felt pain he had not felt before in his life.
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.
Princess Nikki and princess Smiley did not want this guy to go on cheating on people and being a player. That is why they had to punish him and they did so using their sissy girl training fetish. The mistresses turned the guy into a sissy and ass fucked him in the ass. He felt untold pain and wished that he had never been a player. But he had no choice other than to take the punishment.
