This guy was a sissy and he wanted to hang out with these mistresses. The mistresses worked in the army and they were tough as nails but he was a sissy and they felt that they had to toughen him up if he was to hang out with them. So the mistresses head trampled him in a bid to toughen him up and slowly, he started to increase his pain threshold and to toughen up.
When mistress Aurelia realized that she was dealing with a lazy roommate, she knew it was time for her to do what she had never done before which was to head trample him. She did not hesitate to do it and she made sure that he was in pain so that he learned to be a productive roommate and contributed to the house the way he was supposed to do.
Mistress Lena and her friend were on a mission to head crush this loser and they did it in a way he had never experienced before. The poor guy was forced to lie down and endure the pain and humiliation of being trampled using high heels as well as being made to cry and lick the soles of the high heels being used to trample and inflict pain on him.
Mistress Aqua was disappointed after this slave lied to her. She had to show him what she did to people like him. That is why she immediately used her head trampling to crush and punish him. She did so in order to pump some sense into his head and force him to change and he had no choice but to change after what she did to him. The mistress was sure the message was home.
When this mistress noticed that this guy was pretentious, she was disappointed as she did not know where she did not know where she stood with him. She did not want him to tell her what she wanted to hear but rather she wanted to know the truth from him. That is why she forced him to lie down and she head trampled him so as to get the truth.
Mistress Suzanna and mistress Mera were shocked to discover that this guy had been snitching on them. They were shocked because they had trusted him with sensitive information and now that he had betrayed them, they had to punish him. And so they head crushed him and made him pay for his sins before they not only revoked his access to the sensitive information, but they also made him pay financially for his snitching.
Madame Marissa has no time for lazy assholes and when she noticed that one of her employees was lazy, she knew it was time to step in with her big boots and do the conversion of the guy from a lazy to a hard working person. So she used her head trampling fetish to do it and after he was trampled, the guy suddenly shed off his laziness and they never had any issue going forward.
Mistress Niki and her friends had to punish these cons because of what they had done. They had tried to con them of their hard earned cash and the mistresses felt that that was not going to go unpunished. So they head trampled the cons and made sure they felt a lot of pain and that they were also humiliated. They were sure that that combination would work for them.
When mistress Isil noticed that this guy was malicious, she alerted her friend mistress Roxi and that is how both of them resorted to punishing the guy as cruelly as they were able to. The guy felt pain he had never felt before and that is how he knew he would never be malicious again as he did not want to feel what the mistresses had made him feel that day.
Mistress Kira had put her assistant in charge of a project but he was so slow on it that it became delayed. She was so pissed at him for it and she had to do something to make sure it was completed as quickly as possible. That is why she had to head trample him so as to get it into his head that he had to do it faster.