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.
Goddess Vivienne was fed up with this slave. She had caged him thinking that he would change but he did not and she was confronted with either letting go or punishing him. She decided to punish him and she had to use another tactic as caging him did not work. So the mistress used her riding boots to trample his hands and fingers to make him learn from the pain he felt.
This equestrian was disappointing as mistress Amrita, mistress Patricia and mistress Youko had bet on him. He lost them money and they had to humiliate him so that he performed better in the next round. The mistresses used their riding boots to ball crush him and have him feel pain. He remembered what they had in store for him and he performed well and they loved that as they got their money back.
Mistress Nica did not want her stable boy to learn the hard way. So she made him learn before he made a mistake. She had him know what she was capable of doing to him if he did not care for her horses as well as she expected. The mistress explained in detail and he was scared to the point that he did not want to disappoint her. He ensured his grooming was perfect.