Mistress Madita needed to trample this lazy bastard and she did it with her high heels because she did not care what he felt. He had to know that she did not appreciate his laziness and if he did not change, he would have himself to blame for what would happen to him. He cried but she did not care about what he felt. She was only interested in his change.
Mistress Iside did not want to be the only one who knew how to trample with high heels. So she taught her friend how to do it so that they would do it and enjoy it together and so that she could also teach someone and it would spread that way. So she came with a loser who she trampled and also gave her friend a chance to trample as well.
Madame Marissa had never punished her slave and he thought she was powerless and would never do it. So he dared her to punish him when she warned him that he was treading on thin ice. She did not hesitate to trample him with her high heels when he dared her because she did not want him to even do that again and for him to know she was not one to mess with.
These two mistresses have been good friends since they were little girls. They always hang out together and when this guy saw this, he wanted to create a wedge between them and then use that chance to fuck both of them. The two mistresses found out his intentions to create enmity between them and they could not tolerate it. They used high heel trampling to deal with him cruelly and painfully.