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 guy thought he was smarter than mistress BlackDiamoond, lady Alice and mistress Kasha. But he was not and they had to punish him when they caught him trying to con them. The mistresses deepthroated him and also ass fucked him. They did this at the same time and the guy regretted why he had tried to con them. The mistresses did not care about that and made sure that he never conned anyone else 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.
Mistress Antonella needed this sissy to be put in his place and she did so by giving him the sissy training. She made him undress, then she had him wear female underwear. In addition, she had him kneel down for a few lashes of her whip before she got him ready to do all that she wanted him to do including sucking on her dildo and strapon. He knew obedience to her was paramount.
This sissy needed to be dominated and mistress Nica did not hesitate to do so. She had to go out of her way to dominate as well as humiliate him and she did it with her strapon. She wore it and she used it to deepthroat him and make him get used to it. She told him if he did not obey her at all times, she would use it on his ass.
Mistress BlackDiamoond is good at working with sissies and she did so today. She was paid to train this sissy to take it in the ass as well ass to deepthroat. So she wore her dildo, hoisted him up and she tied him before she gave him the strapon deep in his ass and deep in his throat. She loved the outcome of it all and was proud of her work.
Mistress Nica did not like this sissy and she had to express her feelings towards her. She did so using her high heel boots which the sissy had to lick. The mistress told him she would not ask twice and he feared what she would do to him if he did not obey her so he licked her soles and also swallowed her saliva out of fear of mistress Nica.
Mistress Nica and her friend realized that this guy was a sissy and they had to punish him and make sure that he became the sissy he had always wanted to be. He was forced to such their strapons and even made to suck a real dick before the mistresses were done with him. He was lucky he did not get fucked in the ass as they dominated and trained him to be a sissy.
Mistress Evgenia was asked by her friend mistress Sandra how to punish a cheating boyfriend. She told her friend it was a cruel affair but she insisted that she wanted to learn. So mistress Evgenia asked her to come with her man and when they arrived, she taught her how to make him a sissy and to fuck him in the ass and to deepthroat him with a strapon. He never cheated again.