Mistress Dula and her friends ganged up on this guy because he was a con and they needed to make him stop his con game. He had to find a way to make money and not by conning people of their hard earned cash. So they trampled him with high heels and did it together at the same time so that it could be as painful as it needed to be.
Lady Milana did not like how this slave acted. He was unruly and she did not want to deal with such a person. That is why she had to dominate him and teach him a lesson he had never been taught before. The mistress took him to the woods where she trampled him painfully while whipping him at the same time. That is how he learned his lesson and never messed up again.
Princess Kira had seen her boyfriend hitting on her cousin and she did not need to be told by anyone what she had seen. She had to make sure her man never did shit like that so she trampled him painfully when they got home after the event they were attending was over. He tried to explain himself but she did not want to hear anything he had to say.
This BBW mistress knew that this guy and his small dick would not do anything for her. She only messes around with big dicks and that was her expectation of him. She had even told him that but he told her he was everything she was looking for and then some. But when she saw his erect penis, she was disappointed and she trampled him for getting her hopes up for nothing.
Lady Zora wanted to hand trample her employee and she did it in a cruel way. That is because she did not like how he was behaving and she did not want him to repeat what he did and how he behaved. So she used her high heels to trample his hands and his fingers. Long story short, the slave learned his lesson and he never messed up after that.
Goddess Lilith had hired this guy to shoot a video for her but he did such a poor job of it. She had already paid him and she punished him to make sure he took his clients seriously. He was crushed in public and kicked. She crushed his balls and she made him regret what he had done. She then forced him to redo the work and do it perfectly this time.
Mistress Mina and mistress Celeste are cruel people. They have a fetish for torturing and humiliating people. For them, there is nothing better than crushing and trampling guys for fun. They like to see guys cry and they like it even more when they are the ones making guys cry and beg them for mercy. So today they used their shoes to trample this loser and had fun with how he cried like a baby.
Miss Lou has her stupid slave on the floor and she's going to give him pain that he's never thought imaginable with her hard wedge shoes and full weight. She get righ up on top of him without taking them off and starts marching up and down his body. He begs for mercy, but she has none to give. He has to learn that his place is always under her feet.
Madame Marissa wanted to find out what level of pain her slave could withstand. So she forced him to lie down as she jumped on him. She did it repeatedly and when she felt it was enough, she also crushed and trampled him. She did it a few times as well before she let him go. He was beginning to cry like a little baby and she felt pity for him.
Mistress Lea caught her slave masturbating and she had to punish him. She wanted to teach him to stop doing it and she had to make it painful for him to drop the habit. She threw him down on the ground and she jumped on him and stomped on his balls and his cock and trampled them using her boots. She crushed them and made him cry like a little kid.