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.
Goddess Seira was not ok with the things that this guy had been doing and for that, he had to be punished. The mistress felt that the best way to deal with him was for her to use her boots to trample him. So she had him lie down with only his boxer on and she crushed him from head to toe and inflicted a lot of pain on him.
Mistress Jen needed to dominate this guy but he was so disobedient to her that she had to teach him a lesson he had never been taught before. The mistress threw him down and she used her gumboots to trample the shit out of him. That was when he knew her true colors. He tried to beg for mercy but she ignored him and continued humiliating him like she wanted.
Lady Scarlet did not mind having a slave who was a little proud. Some measure of pride was good for everyone. But when she realized that her slave was too proud, she had to dominate as well as degrade him and she did so using her boots. He was in pain as she did her thing and it was humiliating for him. He cried and begged her to stop it but she did not.
Lady Scarlet did not think it was a good idea for this guy to be as shameless as he was. She felt that it was up to her to make him realize that he had to learn to give a damn because he clearly did not. So the mistress face trampled him and head trampled him as well. He was humiliated and he was in pain from it all but he learned his lesson.
This guy wanted to date mistress Lith. She found him ok but she had to make sure he passed the test. She did not want a boyfriend who was a coward or who could not handle a little pain. So she trampled him with her boots to test him but she did not tell him why she was doing it. She was impressed with how he handled the pain and she agreed to go out with him.
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.
When this farmhand showed unreliable traits, mistress Krush had to show him what she did to people like him. She did not want to let him get away without any punishment and that is why she chose to head trample him and also torture him like never before. The mistress head trampled him and crushed his head and face to make it painful for him and to make him realize she was not joking.
Mistress Patricia and her friend lady Valeska had to punish this guy because he was inconsiderate. He did not have regard for others and that had to change. So the mistresses used their head trampling fetish to teach him a lesson. He was stomped on and head trampled until he cried and wished he had never angered them. But it was too late and there was no escaping the punishment.
Goddess Vivienne was not going to let anyone get away with pissing her off. That is why she had to use her trampling fetish to pass a message to this guy who had tried to piss her off. The mistress cruelly crushed the guy with her boots and he wished he had never pissed her off as he was in a lot of pain and she did not care about what he felt.