Princess Serena had given her slave too many chances to change but he did not. That pissed her off and she had to punish him for all the things that he had done. She did this with her riding boots and she made sure that he was in pain and that he learned his lesson the hard way. He was in pain but she did not care about it. He had to change and he did.
This guy was a loser and so these mistresses did not care what he felt as they dominated him. They had nothing to lose and they knew that he would not do anything about it. So they went out of their way to teach him a lesson no one had ever taught him. That is why they ensured that he felt the pain and humiliation that he needed to feel.
This guy was supposed to do some work for this mistress but he kept lying to her and postponing whatever he was supposed to do. That pissed the mistress off and she used her riding boots to punish him. He was in pain and he regretted what happened to him. But she did not care and she wanted action so she made sure he knew what she would do if he did not do his part.
These mistresses had a colleague who was a pain in the ass. They felt that the best thing to do to him was to use their riding boots to trample the shit out of him. He never saw it coming. He thought he was about to have fun with them but that was not it. He had to endure the pain and humiliation of it a and they laughed at him.
Madame Marissa had to make this guy cry and she had to do it in a way that he would never forget. She chose to use her riding boots to torture as well as to degrade. It was super important for her and she loved every bit of it. He cried but she did not care what happened to him. She laughed at him and made sure that he never messed up again.
When it comes to teaching people what to do and how to do it, this mistress is one of the best. She needed to find a way to deal with this guy and she had to do it in a way he would not forget. So she settled on using her riding boots to do it and it was super humiliating for him as she did it. He was in pain and he cried but she did not care.
Princess Serena had problems getting to her slave and she chose to use her riding boots to do it. She knew that it was important for her to do so and she did it with her riding boots as other methods had failed. The mistress enjoyed all that she did to the guy and she laughed at him as he cried and begged her to stop what she was doing to him.
Lady Scarlet wanted to use her riding boots to scare this loser and she chose to use her boots to teach him a lesson. It had to be a lesson no one had ever taught him and that is why she used her riding boots to do it. She was sure that the boots would make it all painful and humiliating and that is exactly what happened. He never messed with her again.
Goddess Gabriella wanted to go out but her riding boots were not clean. Since it was her slave's job to clean them and he had not, she had to have them cleaned while she wore them. Further, as punishment, she chose to make the poor guy lick them clean. She did not care how humiliating it was as he had to remember that he had to have them clean at all times.
Mistress Liza could tell that this guy had not had an orgasm in a while. She wanted to make him cum and get him out of his dry spell. She did not have to do much to get the guy to climax. All she did was use her riding boots to rub his dick and the guy was so horny and turned on that he came in no time at all.