Mistress Martina wanted this slave to respect her and to be diligent in his duties. But he did not do so and she was pissed as she had talked to him about the need to change many times. Since he was ignoring her, she had to punish him which she did using her high heels. He was in pain and he regretted why he had done so but it was too late.
Lady Despina knows that this guy needed to be punished and she punished him as cruelly as possible. The mistress invited her friend and the two of them took turns to torture him. He was stripped naked and forced to endure pain. He tried to sweet them and get them to let him go but they did not let him go and continued to trample and humiliate him until they got tired.
Mistress Jennyfer noticed that this guy was full of spite and she did not want him anywhere near where she was. She did not want him to get involved in anything she did. And that is why she chose to punish him. She went out of her way to trample him and smother him painfully so that it would serve as a lesson for him never to mess with her.
Goddess Amanda was not going to sit back and watch as this guy talked shit about her business. She knew that if she let him continue doing so, he would ruin her business's good reputation so she cruelly trampled her using muddy boots and she even went on to make him lick the mud off the boots. That taught him never to be malicious and he got the message and stopped.
This mistress left her stuff under the care of this guy but the guy lost them. The mistress was so pissed at him that she felt that it was appropriate to punish him. He was crushed and trampled by the mistress who was smoking. He was even turned into a human ashtray and he got the incentive to go and look for the stuff. He found them after searching far and wide.
Lady Johanna did not know where this guy got the balls to spank him from. She liked his cajones but she knew she had to punish him because what he had done was wrong and if he was not stopped, he would do it again and again. So she used her boots to crush his dick after she had lured him to her house. He thought he was going to fuck but he had gone to be punished.
Mistress Simona found out that her husband had made expensive purchases in an expensive club and she wondered what he had gone there to do. She was so angry at him because he knew that they were saving for a house but he had spent that money on alcohol and probably women. So she trampled him with her high heels and made him take a second job and get that money back.
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.
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.