Mistress Anna and her friend Roxy were paid to humiliate him but not brutally. The mistresses went to the slave's room and they found him relaxing. They surprised him by trampling him and especially his hands using their feet. They made sure he was in a lot of pain and warned him against doing what he did to deserve the punishment again. He promised never to repeat it so as not to get the same punishment again.
Mistress Celine discovered her slave was taking photos of her while she was in the bathroom. She was pissed off and she had to do something about it. She knew she could not let it go like that. So she went to his room and confronted him. He tried to mumble something but was inaudible. She crushed his face after throwing him down and made sure he was in so much pain that he would never think of doing that again.
Mistress Clarissa forbade her slave from going into her dungeon. But curiosity got the better of him and he went. She was pissed and she punished him for it. She tied him up and she crushed his body with her boots. She jumped on his body to make the pain worse for him. She tortured him badly and made him swear never to do something she had forbidden him from doing.
Madame Marissa and her friend wanted to find out how much pain their slave could withstand. So they made him lie on the kitchen floor, and madame Marissa carried her friend madame Madison while standing on her slave. It was painful since he had to withstand the full weight of the two mistress and it was not even evenly distributed on his body. He screamed out in pain like a kid.
Mistresses Bonny and Maddy were ready to have mud fun with this guy. But as they were getting started on their perfect threesome, they realized this guy had a small dick. They wanted nothing to do with him after that so they made him wear his pants and they trampled him as punishment. They crushed is neck and his chest and other parts of his body for having a tiny wiener.
You can literally do anything when you look sexy. Lady Artemis knows this and she put it into use. She knows because she looks hot and sexy, most guys on her block want to befriend her. She likes to welcome them but instead of them using her, she uses them. She likes to flirt and wear her lingerie and then she tramples them using her high heels and makes them endure a lot of pain.
Madame Madison wanted to find out how much pain this guy could take. She wanted to fuck him but she does not like to fuck sissies. She likes hardcore guys. So she trampled him with her high heels, with her stockings and with her bare feet. The guy braved it all knowing what the reward at the end of it all was. The mistress was impressed and he promptly got his reward.
Lady Cruella does not like lazy employees. Her company has to make money and this loser is not pulling his weight. She had to do something about it and she did. She tortured the guy by trampling him from the neck to his balls and making him scream out in pain and promise not to slack again. She gave him new and higher targets and told him the torture would be worse if he did not meet them.
Mistress Natasha is a sexy mistress and she knows it. She also likes to use her good looks to humiliate and have fun at the expense of those who fall for her trap. She likes to promise someone a good time but the person who ends up having a good time is her. That is because she tramples and humiliates and sometimes tortures the guy for her own fun and amusement.
Mistress Adalyn and her friend were conned of their hard earned cash by this guy. He tried to disappear but they traced him and when they finally found him, they did not let him have it easy. They punished him and tortured him. They forced him on the ground and used their shoes and bare feet to trample him hard and make him feel all that pain before they made him give them back their money plus interest.