Lady Johanna did not know where this guy got the balls to spank him from. She liked his cajones but she knew she had to punish him because what he had done was wrong and if he was not stopped, he would do it again and again. So she used her boots to crush his dick after she had lured him to her house. He thought he was going to fuck but he had gone to be punished.
Mistress Simona found out that her husband had made expensive purchases in an expensive club and she wondered what he had gone there to do. She was so angry at him because he knew that they were saving for a house but he had spent that money on alcohol and probably women. So she trampled him with her high heels and made him take a second job and get that money back.
Goddess Kiffa was pissed off by the actions of this guy and she had to do what she had to do which in this instance was to punish him as she did not want him to get used to pissing her off. So she used her trampling fetish to do so and she made him feel a lot of pain. The mistress laughed at him but she told him he was lucky she did not use her heels to trample him.
Mistress Zephy knew how proud this guy was and she had to take his pride down a notch. She did it with her feet as she trampled him. She made fun of him as she trampled him and he nearly cried. He was, however, lucky that she did not choose to use her high heels to trample him and instead she used her bare feet. He would have been in even more pain.
This guy was a backbiter and mistress MD and goddess Aveena did not like that. They prefer someone being straight with them and since he knew that but chose to go behind their backs, he had to be punished and he was in a cruel and humiliating way. The mistresses used their high heels to trample him while he was naked. He wished he had never messed with them as he was now paying for it.
Mistress Anastasia had to find out what this guy's pain threshold was because she felt that he was too proud for her and she was not going to let him continue down that road. He also bragged of how tough he was and how he could not feel pain. But he regretted it when she used her high heels to trample him and made him regret bragging about being macho.
Goddess Nika was not happy at the way in which this slave was doing things. She felt that he needed to do better and that is why she forced him to endure the pain of her high heel trampling. She even showed off her hot ass in a thong as she trampled him and he had never seen an ass so fine before and he was turned on despite being trampled. He was chased away shortly thereafter and it was double humiliation for him.
Goddess Harley does not like boring people and this guy was the poster child for boring. She had never been bored with anyone the way she was with her so she trampled him as a way to make sure she had fun at his expense. And it was brutal as she did it to his naked body. But he was lucky she did not use her high heels to do it.
This mistress had tried her best to warn this guy not to piss her off by stalking her but he did not listen to her. She felt like he was doing it on purpose and so she had to punish him which she did using her boots. The mistress brutally trampled and crushed him until he cried and peed himself. That was when she let him go as she felt he had learned his lesson.
This mistress did not want to have an unruly slave. She felt that it was up to her to deal with him as he did not seem to have a moral compass to guide him. She went ahead to trample him with her high heels and she dominated him like never before. He tried to get her to forgive him but she did not. She even slapped and kneed him.