Lady Cary has a thing for sissies and she had to deal with this one in a way he deserved to be dealt with. The mistress teased him first and as he fell for it, she slowly used her hypnosis fetish to turn him into a sissy. But she felt that that was not the correct way to do it so next time she forced him to be a sissy while he was aware of what was going on.
This sissy was trying to act tough and he was punished by lady Pascal and madame Charlotte as they did not want to continue putting up with their nonsense. The mistresses wore their strapons and one fucked him in the ass and the other in the mouth. It was painful double penetration but he could not do anything about it other than to endure what they did to him and beg them to stop.
This guy was a sissy and this mistress did not want anything to do with him. She felt that he was useless to her and was about to chase him away when she realized that she could actually make him learn to suck cocks. That would entertain her and humiliate him which was a perfect combo for her. So she got a guy and had the sissy suck his dick as per her instructions.
Lady Betty is a naughty girl but today she was bored and she had nothing better to do. She had to find a way to have fun especially at the expense of this sissy and she did it. The mistress had fun humiliating the guy and she had a great time at his expense. He did not see it coming. He was given tutorials and training on how to give hot blowjobs and then made to try on dildo.
Princess Nicole felt that this guy was taking too long to back her debt. She had given him more than enough time to pay her back and that is why she had to punish him for all he had done. She used her strapon to deepthroat him and she warned him that she could do worse things to him if he did not learn to do things the right way.
This guy was hanging out with queen Hanna and mistress Jane but he was boring and the mistresses did not enjoy his company at all. They felt that he had to try and learn how to entertain and be better company. And that is why they made him wear wigs, wear female clothing and even trained him on blowjobs and humiliated him like never before. He knew he had to be entertaining as he did not want to undergo that again.
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.
Lady Victoria wanted to harden this sissy so she asked her friend to help her do it. The two of them settled on making the sissy endure being ass fucked. He had no choice but to do what the mistresses wanted him to do. He cried and begged them to stop as the pain was out of this world but they did not stop. They had fun at his expense.
Mistress Nica had an issue with this guy and she thought that the best way to punish and humiliate him was to deepthroat him with her strapon. She did so but she felt that it was not enough and that she had to do something else to him. Something worse and definitely more painful. That is why she used her strapon to fuck him in the ass and that was indeed painful.
This guy needed to be punished and princess Isabella did not hesitate to do it. She had to teach him to man up and that was her main motivation of punishing him. She had fun watching him beg her not to humiliate or torture him. And by the time she was done with him, he had been made to do things he had never believed a man could do. It was painful and it was humiliating but he did them all.