Mistress Anastasia had to find out what this guy's pain threshold was because she felt that he was too proud for her and she was not going to let him continue down that road. He also bragged of how tough he was and how he could not feel pain. But he regretted it when she used her high heels to trample him and made him regret bragging about being macho.
Goddess Harley does not like boring people and this guy was the poster child for boring. She had never been bored with anyone the way she was with her so she trampled him as a way to make sure she had fun at his expense. And it was brutal as she did it to his naked body. But he was lucky she did not use her high heels to do it.
This guy was so annoying to the point that this mistress had to punish him and do it in a manner he had never experienced before. The mistress knew that for her to do so, she had to trample him and do it with her high heels so that it would be as painful as she wanted. He wished he had never messed with her as the consequences were too painful for him.
Lady Phoenix does not respond well to disobedience and when this guy was not obedient to her, she knew immediately that he was a good candidate for punishment. And she did not hesitate to punish him. She used her martial arts skills to throw him down and she followed it up with her trampling. And she trampled his head and made sure to go all the way to his balls.
This guy thought that he had such mad game that he could hit on all of them at the same time and yet they were together. The mistresses lured him to their house where he was humiliated and tortured by being trampled by the mistresses at the same time. He was shocked at the turn of events but he took it like a man and he did not cry further impressing them.
Mistress Tiffany was angry at her slave for not doing the dishes. She had instructed him to wash the dishes and then prepare dinner thereafter. But he ignored her instructions and did not do it. She was so pissed at him that she trampled him with her boots while he was naked. He cried but she ignored his cries and went on punishing him as cruelly as she was able to.
This mistress had negotiated for a deal and she let this guy tied down the loose ends and seal it. But he tanked the deal and they lost it. She was so pissed at him and she crushed his head and she trampled him to make sure he got another one and an even better one to replace what he had lost otherwise he would be out of a job in a month. She even let her friends also trample and stomp on his body.
Goddess Andova had sex with this guy but he was so lousy in bed that she could not cum. She was so disappointed in him that she felt that the best way to deal with him was to trample him with her high heels and teach him a lesson. The guy had to find a way to learn to please a lady and not think that only his pleasure mattered.
This guy misled mistress Claudia to make a mistake she was not supposed to make. She knew better but she opted to trust the guy but he was wrong and she had to do something about it. The mistress was so pissed at him that she trampled and crushed him painfully so that he would correct the mistake which had been made as a result of him misleading her. He had no choice.
Mistress Nica found out that this guy was lazy and yet he wanted a job taking care of her horses. She was afraid that her horses would not get the care they deserved if the guy was hired and so she had to make sure he was hardworking enough to be hired. So she dominated him and trampled him in the stable for a couple of days and tested his work ethic again.