Madame Marissa did not want to tolerate her lazy slave. She felt that he needed to be humiliated and she did so using her riding boots. At first, she had him lick the soles of her riding boots but then she felt that it was not enough and that is why she opted to trample him with the same boots. That was painful and she felt it had given him something to think about.
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.
Madame Marissa and lady Nora had both been victims of this businessman's unethical practices and they did not want to keep quiet. They did not want to sue him as it could turn out to be costly. So they had to punish him and they did it by trampling and kicking him with riding boots. The pain did the work for them and he stopped as he knew there were people who would make him pay for it.
Mistress Courtney was shocked to find out that she had an ailment that her physician had not picked up. She felt it was negligence on his part and she wondered how many others had unnoticed issues that he had not picked up. So she trampled him with her riding boots and made sure that he did his best to improve his detection of issues his patients might be having without knowing.
Mistress Gaia had turned her slave into a human horse. As he carried her all over, she noticed that his stamina had improved and it was not as painful or as humiliating for him as it usually was. She was shocked by that and she wanted to find a way to deal with him that was painful. So she trampled and stomped him with her riding boots and that did the trick.
Mistress Nica needed to dominate as well as humiliate this guy and she did it in a way that this guy had never experienced. She went ahead to force the guy to lick her riding boots as she whipped him. He did not think it was that serious but he learned that he had taken too much for granted. He tried to get her to stop but she did not.
Mistress Clarissa wore her riding boots but she was not going to ride anything. All she wanted to do was to trample her slave using the boots so that he would feel a lot of pain. The mistress did not want to want to let her untidy slave think it was ok to continue being untidy and so she unleashed a punishment she knew would not only work but work quickly.
Mistress Nica felt that her slave needed to be tamed. She did not want to take a lot of time to get that done and so she used her riding boots to trample him while he was naked. She did not spare his dick and his balls as she trampled him. He cried and she knew that her punishment was achieving the desired effects and this was confirmed when he changed.
Mistress Roxi was mad that this girl had stolen her man. For avoidance of doubt, she did not want him back. She did not want someone who could be stolen from her. But that did not mean that she would not punish her. She did it by trampling him in the snow with her riding boots. And to make it worse, the mistress spat on her and she had her lick her spit.
Madame Marissa and her roommate lady Nora had an issue with this guy and they wanted to dominate him. He had been given a contract to paint their house but he confused the color scheme and he ended up messing it. And so the two mistresses punished him for it. They did it by kicking him as well as trampling and crushing him with their riding boots then made him do the right thing.