Mistress Electra was not sexually satisfied by this guy and she had to punish him for it. He wasted her time and she felt used by him as he fucked her but she did not cum. He also came too early for her and she had to head crush and head trample him to make sure he learned never to do that again. He had to learn to fuck properly.
Lady Scarlet had to torture this guy and she did it with her boots. She wanted him to feel a lot of pain so she started by boot crushing his fingers and his hands before she worked her way to his head and she gave it a cruel and painful trampling. It was to pump sense into his head and she managed to do it by the time she was done.
Mistress Jezebel did not like how her ex acted and she had to step in and control him and his actions. She had to do it in a painful way for him so that he understood how serious she was. That is why the mistress chose to trample the guy's head and crush it as painfully as she could. That is how he learned never to mess with her again.
When madame Marissa found out that this guy was hiding info from her, she had to punish him and she had to ensure he stopped that vice. She used her head trampling fetish to do so and after trampling him a few times, she was sure that he had dominated him and that he would never mess with her again. So she made sure that he felt the pain of a lifetime.
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 Enola felt that her slave was forgetful because he did not take any interest in the things he did and so he easily forgot everything. So the mistress had to make him change and that is why she used her head trampling fetish to teach him that he had to remember all that she wanted him to remember. And if he did not, he would have himself to blame.
These mistresses were after getting info from this guy and so they did what they felt would get them the results quicker than anything else. The mistresses debated amongst themselves and agreed that trampling his head was the best way to do it. And they went ahead and they trampled him to get him to feel pain and get scared. He then did what they wanted and gave them the info.
Mistress Kira found out that her boyfriend had kissed another girl and she felt that it was cheating. And she was so angry about it that she head trampled him so that he would get some sense into his head. She did not want him to do it again and she was sure after what she had done to him that he would never try that again. He already knew what the consequences were.
Mistress Leehanna wanted to head trample her slave and she was prepared to do it with her high heels but she felt pity on him and she chose to do it with her bare feet. He had thought for a minute that she was going to stop it altogether but he was wrong and he had to endure the pain she inflicted on him. The mistress laughed at him as he cried.
This contractor had lied to mistress Flora that he would do a quick job. But he was very slow in renovating her house and it looked bad. She was not going to let him waste her time and money with his slow progress. She did not care what the reason was and he had to honor his commitment. So she stomped on him and head trampled him using her boots to make him realize she would not extend the time she had given him even by a day.