Mistress Martina wanted to show her slave who she really was. He had been with her for a while but she had never punished him. She had warned him but he did not take her seriously as she did not do anything about what he told him. Today was different. She surprised him as she undressed him and used her heels to trample and crush his dick cruelly and painfully.
Lady Johanna was not amused by the things that her slave had said about her. She had to teach him who was the boss and that he had to respect her. She used her high heels to trample him and she made him regret what he had done. She was so pissed that she did not care how painful what she was doing to him was. She felt he deserved it.
Mistress Anna and her friend Roxy had a bet with this guy. Whoever lost the bet had to endure humiliation from the other. The mistresses won the bet and they redeemed it by trampling the loser. They had him lie down on the bed and they trampled him as hard as they could. They made him cry like a baby as they trampled and crushed and stomped on his body.
Madame Marissa caught her slave watching porn in her house and she did not like it. She had to make sure it never happened again so she punished him as he was just in his boxers. She came into the house in her muddy boots and she crushed him with the same boots. She trampled his groin and ball busted him. When she was done, she made him lick the mud.
Princess Serena did not like how lazy her slave was. She did not need the most hardworking slave in the world as she did not have a lot of work to be done by a slave, but at least she felt like she needed someone who could do a few chores here and there. To punish this slave and make him improve, she crushed his hands using her high heel boots to make him change. He did.
When this mistress realized that her slave was not quick to understand her instructions, she did not know what to do. She wanted to chase him away but decided to give him a second chance. She however crushed his head and trampled him painfully so as to give him an incentive to try and understand her better and put more effort towards it. The punishment worked and he never failed to understand her.
Goddess Miss Mache, mistress Irina and mistress Katarina are cruel Russian mistresses. Whenever they are pissed, they like to show whoever pissed them that they are not to be messed with. That is what happened in this instance when they all ganged up on this guy and trampled him cruelly. The mistresses enjoyed jumping on him and crushing him as hard as they could and enjoyed hearing him cry like a baby.
Mistress Natalia does not like her slave going to her bedroom. She was pissed when she found him there. She had to make sure he never did that again. So the punishment had to be severe but before she punished him, she first of all told him of his mistake and what he should do next time to avoid being punished. She then trampled him using her shoes and with her bare feet before she let him go.
Madame Marissa cares about cleanliness. When she realized that her slave was not as clean as she had hoped for, she was pissed and had to punish him. She punished him by trampling his hands using her high heels. She made him cry and scream but she did not relent. She told him that was the price he had to pay for being dirty and it was to teach him a lesson.
This mistress and her friend found that this guy was not as clean as they expected of their employee. He was answerable to them and when they sought to find out why he had done it, they were pissed and they taught him a lesson. They forced him to lie down and they used their high heels to trample him. Not even his cries of pain were enough to save him from their painful trampling.