Madame Marissa was fed up with this girl slave because she kept messing up even when she gave her many second chances. She was so pissed and felt that her approach was encouraging him to mess up. So she used riding boots femdom to humiliate her. As she was made to lick her boots, she realized that the mistress would not tolerate her mistakes again so she made an effort to change.
Madame Marissa and her friend did not want to be lied to anymore. This guy had done more than enough lying and it was now time for them to get the truth from him. That is why the mistresses chose to teach him a lesson so that he would appreciate that fact. He was cruelly trampled and crushed with their riding boots to the extent that he begged them to stop and he agreed to never lie again.
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 felt that her slave was too dirty for her and she took him to the stable where she had him lie on straw and lick her riding boots. She told him that if he did not improve his hygiene, she would have no option but to let him sleep in the stable. The slave had to change drastically as he knew that she was dead serious about it.
Mistress Krush and mistress Tiffany did not like the fact that this guy was unreliable. They had engaged him to do some work for them but he did not do things the way they wanted. And so the mistresses had to use their riding boots to torture and humiliate the guy. He was forced to lick their boots in addition to being tortured by the same boots. He stopped being unreliable after that.
This errant slave thought that he could not be punished by these mistresses. He saw them as young, meek and weak. So he felt that he could do anything he wanted and get away with it. But he was wrong as the mistresses whipped and trampled him with their riding boots after tricking him to go with them for a picnic. He was in the pain of his life and he regretted his assumptions and his actions.
Mistress Gaia loves to trample and her friend wanted to learn how to do it. So she agreed to show her friend how it was done and since it had to be a practical lesson, she came with a loser who they trampled. Mistress Gaia took the lead in doing it then she asked her friend to do what she had seen her do. And it was great fun for them.
Madame Marissa felt that this guy needed to be punished so that he stopped bothering him. So she lied to him that she wanted to massage his balls and suck them and he bought the lie. She instead used her riding boots to trample them instead of massaging them and he was in pain and he begged her to stop but she did not until she felt that he had gotten the message.
Goddess Lena was pissed that her driver had gotten them lost. She had thought he knew where they were going but it turned out that he did not and she was angry that they would get late. But she stayed calm until they got to the picnic site and she punished him using her boots and told him never to do that again as she would not be so lenient with him again.