Mistress Masha was cheated on by her ex boyfriend and it hurt her to the core and led to their breakup. She was pissed at him and she had to torture him and she felt that the best thing to do to him was to humiliate him and do the kind of things that she wanted to do. She knew that doing that would lead to her having fun at his expense and she did it.
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.
Mistress Reell did not like how this guy tried to con her and she had to train him to be a sissy because that is what he deserved to be. She did not respect cons and this one was stripped naked before she used a strapon to humiliate and deepthroat him. He had never been made to account for his actions but today he was as he was turned into a sissy.
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.
Mistress Nica had to dominate this guy for spoiling her plans. She used her dildo and her strapon to do it. He had to lick and deepthroat the dildo before she forced him to endure the pain of the strapon in his ass. He cried but she did not care about the pain he felt. All she wanted was to torture and dominate him which she did without thinking twice about it.
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 Nica and her friend mistress Kristin wore strapons and used them to dominate this sissy. He was made to learn to suck a dick and when they were done with that, they ass fucked him. Then they did both at the same time as the guy felt not only pain, but he was humiliated and degraded as well. They had fun at his expense and loved it. They even recorded it.
Mistress Gaia was tired of asking for her money back from this guy. She felt that for her to get back the money, she had to do something she had never done before. And that is how she turned to sissy girl training. She used it on the guy and in no time, the guy was doing things that he had never imagined were possible. He regretted why he had not paid her.
Lady Rockabella wanted this guy to learn his lesson and so she used her sissy girl training to dominate him. He was turned into a sissy and he had no choice or say in the matter. He had to follow her instructions to the letter and the mistress made sure that he did things her way. As a result, she not only dominated him, but she also had fun seeing him do what she asked him to do.