This guy was hired by mistress Gaia and her friend to do some work for them but he did not meet the terms of their agreement. He did not impress them and he had to be punished. The mistresses did so by trampling him with their riding boots. He was in pain as the mistresses crushed and trampled him from head to toe. But he learned his lesson the hard way.
Goddess Serena wanted to dominate this guy because he was not worth her time. She had given him a little time but she did not like it. So the mistress chose to make him go but he did not want to. So she had no choice but to punish the guy. The mistress wore her riding boots and she used them to trample the shit out of him while he was naked.
Madame Marissa had to teach her slave not to think that he could do whatever he wanted. That was wrong and he had to know that there were rules and regulations he had to follow. That is why she used her riding boots to trample him. He had to lick the soles of her muddy riding boots before the mistress felt that that was enough time for him to learn his lesson.
When this slave became disobedient, he did not count on the mistress punishing him. The mistress had to punish the guy and she did it with her riding boots. The guy could not believe what was happening to him as things did not go according to script. He was used to disobeying and she did not do anything about it. That is why she was shocked by what the mistress did.
Mistress Jessica was fed up with her whiny slave and she decided to dominate him in a way that would make him change once and for all. The mistress cruelly used her riding boots to do so and she made sure that he was humiliated, dominated and in pain. He never whined again after that as he knew that the mistress would not stomach any of that nonsense from him.
When this guy missed his targets, mistress Gaia and her friend had to deal with him. They had to do it in a cruel manner so that he learned never to piss them off. They considered him lazy and lacking seriousness so they had to punish him as painfully as possible. That is why the mistresses used riding boots to trample the shit out of him. It worked and he never missed his targets gain.
Princess Serena wanted her slave to know the kind of person she was. He did not understand her at all and he assumed that she was someone he could control however he wanted. So she did the best she could and used riding boots to dominate the guy. The slave was in pain and she used that pain to send a message to him as well as to control him.
Lady Scarlet needed to jerk off her slave and she did it with her boots because she did not care what the guy felt. She was doing it for her fun and so she recorded it all. She was at her study working while she did it. It was a challenge to also see if she could multitask and she managed to do so. He was humiliated but at least he came.
Mistress Anna had to make her slave stop being lazy. She had tolerated him enough and it was now time for her to punish and dominate him for him to stop that habit. That is why she opted to use riding boots to punish him and make it as painful and cruel as she could possibly do. It was painful as she did it and he instantly regretted his actions and promised immediate change.
This guy had played a nasty prank on mistress Gia and her friend. But they did not like it and they had to revenge. They did not want to prank him as it was a waste of their time. That is why they chose to trample the shit out of him and they did this by trampling him hard with their riding boots. He could not believe that they were capable of what they did to him.