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.
Madame Marissa loves riding boots because she can use them to ride her horses and at the same time to punish whoever needs to be punished. That is why she chose to make this guy who had pissed her off to lie down. After that, the mistress had him endure being trampled using her riding boots until he peed himself. That was when she was sure he had learned his lesson.
Lady Scarlet likes things done well. When she wore her riding boots today, she realized that her slave had not cleaned them to the standard she had expected him to. She showed him and he acknowledged that he had not cleaned them as well as he needed to. So she was pissed at him and had to punish him which she did using the same riding boots. He was trampled until he cried.
Lady Nora found this guy awkward and he did not do anything to try to make the awkwardness any less so. She therefore had to humiliate him so that he tried to be a little relatable. She was not chasing him away but she wanted him to get out of his comfort zone. That is why she ,made him lick her riding boots until they were as clean as she wanted.
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.
Mistress Scarlet found out that this slave was not taking instructions well. She had to find a way to do it and so she used her riding boots to torture and punish him so that he learned his lesson. The mistress forced him to endure the pain she inflicted on him with her boots and then instructed him on what to do. He understood and did what she asked him to do.
Mistress Gaia had to teach this guy never to mess with her again and she did it with her ballbusting fetish using riding boots. She ensured that he was in a lot of pain and she did it repeatedly so that it got more painful. The mistress laughed at him and she knew that he would never mess with her again after that s he would not want to risk feeling such pain again.
This mistress had a score with this guy and she wanted to make sure that she dealt with it using her riding boots. She made sure they were muddy before she used them on him. He was not only in pain, but he was humiliated and dominated as well. It was a rude shock for him and he regretted why he had beefed with her as the punishment was cruel.
Madame Marissa was angry at her driver for absconding duty. She was so mad at him that she had to punish him and do it in a way he would never forget. The mistress used her boots to trample and stomp him all over his body and that is when he realized that she could be cruel. He had done it thinking she would brush it aside and let him get away with it.