Mistress Iside flirted with this guy and teased him and when he tried to ask her out and to have sex with her, she told him that she would only agree if he was a macho man. And the way for her to find out about that was to test him. She did so using her high heels. And that is how he was tricked and agreed to be trampled for the mistress' fun and entertainment.
Lady Scarlet found out that her slave was throwing out good food and she felt that he was wasting a lot of things as well. She was so pissed as he did not buy anything in her house but he was wasting a lot of things. She did not want that to continue so she punished him cruelly for it. The mistress cruelly trampled him and she made him learn not to do it.
Mistress Electra found out that the plumber she had hired was not good at his job and she felt that she had to punish him. The mistress did it in a way he would never forget and that is why she crushed his head and made him feel a lot of pain before she asked him to redo his work and this time make sure he did everything right. He did.
When angry, lady G is the sort of person who loves to humiliate and dominate people for her own fun. This guy messed up with her and he had to be taught that she was not the type of person to let things go just like that and since she id not fear anyone, she was not going to sit back and let anyone mess with her. So she trampled the guy with her high heels and made him cry like a baby as he begged for mercy.
Madame Marissa felt that this guy had to be punished for revealing her secrets. She did not hesitate to use her high heels to trample him because he had to be tamed. She did not want to pass on the responsibility of punishing him to someone else and so she did it herself. The mistress enjoyed how she was able to trample him and make him regret ever revealing her secrets.
This mistress did not want to deal with a guy who was irresponsible so she had to find a way to deal with this guy. She felt that he was too irresponsible for her and she had to find a way to deal with him. He was forced to endure high heel trampling and that is how he learned never to mess with her which meant for him to stop being irresponsible.
Princess Serena was this guy's student but she did not like how he acted towards her. She felt that he was biased towards her and she had to punish him. She wanted him to do things differently this semester and that is why she used her high heels to dominate him. He was in a lot of pain as she did her thing on him. He regretted what he had done and changed.
Mistress Elizabeth felt that the best way to dominate this guy was to use her high heels and she did it despite the fact that it was very painful. The mistress did it because she wanted to teach him a lesson as he had been making fun of her. She did not like how he belittled other people and so she took one for the team and punished him painfully.
Mistress Natasha felt that this guy was too slow for her and for that reason, she chose to use her trampling fetish to torture and degrade him. The mistress made him lie on her couch and in the process, she trampled him from head to toe. She laughed at him as he cried and begged her for mercy but she did not stop her punishment. She continued torturing him for fun.
Mistress Maria and mistress Alice felt that they had to put this loser in his place and they did not hesitate to do it. The mistresses felt that the best way to do it was to use their high heels to trample as well as crush him and that made him feel a lot of pain and in the process, he realized what he was being taught and that is how he changed.