This guy found himself being trampled not because he had done anything to these mistresses, but because they felt like it. He was at the wrong place at the wrong time which happened to be when the mistresses wanted to trample and humiliate someone so they did it to him. And he did not have any means to stop them so he endured it until they were done trampling him from head to toe.
Lady Asmodina wanted to dominate her stalker as she had asked him to stop stalking her but he did not seem to get the message. She did not need to do a lot to catch him as he followed her to the woods. She turned on him and she caught him after hiding from him for a few minutes and that was when she stripped him naked and she trampled him with her boots to make him stop stalking.
Mistress Ryan had a lazy slave and she ended up doing most of the chores in the house and that was not how she had envisioned his role in her house. So she had to turn things around and she did so using her trampling fetish. He was facesat on and trampled painfully to make him realize that it was time to stop his laziness and he stopped to avoid further punishment.
Mistress Iside wanted this guy to stop stalking her. She told her boyfriend about it and since the guy did not want to stop stalking her even after she had told him to stop, they laid a trap for him and when they caught him, he was trampled by the couple and he had to beg for mercy. But they ignored him just the way he had also ignored her advice not to stalk her.
When they got married, this mistress knew that her husband's dick was hers only and exclusively. And that was why she had to punish him and remind him of that fact when he cheated on her. She did it cruelly by using her high heels to trample and crush his dick. He cried but she was not moved as he was not crying when he was cheating on her and did not imagine how much it hurt her.
Madame Carla was disrespected by her husband and she was so offended that she had to do something about it. Since it was happening for the first time, she had to make sure it never happened again. She knew that how she handled it would determine how things happened from then going forward. So she trampled his head and made him realize he would never do that to her again.
Lady Milana found out that her assistant was planning to screw her and she was so pissed about it that she had to teach him a lesson. The angry mistress took him to the woods where she used her high heels to trample and cruelly torture him. The mistress laughed at him as he cried and she warned him never to try any of that nonsense again. He never did.
When mistress Enola caught this guy trying to steal from her and she had to punish him. After laying a trap for him, she crushed his balls using her sneakers. The mistress made it as painful as possible as she knew that if he did not feel painful, he would never stop being a thief. And she did not want to turn him over to the authorities. So she had to be the one to teach him a lesson.
Mistress Tiffany had tried her best to avoid overreacting when this guy tested her. But she could not take it anymore and she had to react. She did it in a way he never expected. The mistress crushed his head and his back as well as his chest. She made him cry and beg her for mercy while promising that he would never do what he had done again. She believed him.
Mistress Krush wanted to motivate this employee but she did not know how especially because she had tried it many times. And she did not know what else to do to him. She either had to try something or fire him. And she chose to trample the shit out of him and make him feel pain because she had never done that to him. The mistress knew, from his reaction, that he would change.