This loser needed to be punished and that is what these mistresses did to him. He had to be taught a lesson and that was done as the mistresses chose to trample the shit out of him. The mistresses did it slowly and took their time doing it so that he learned his lesson the hard way and that it was more painful for him at the end of it all.
Lady Johanna did not know where this guy got the balls to spank him from. She liked his cajones but she knew she had to punish him because what he had done was wrong and if he was not stopped, he would do it again and again. So she used her boots to crush his dick after she had lured him to her house. He thought he was going to fuck but he had gone to be punished.
Mistress Anastasia had to find out what this guy's pain threshold was because she felt that he was too proud for her and she was not going to let him continue down that road. He also bragged of how tough he was and how he could not feel pain. But he regretted it when she used her high heels to trample him and made him regret bragging about being macho.
Goddess Nika was not happy at the way in which this slave was doing things. She felt that he needed to do better and that is why she forced him to endure the pain of her high heel trampling. She even showed off her hot ass in a thong as she trampled him and he had never seen an ass so fine before and he was turned on despite being trampled. He was chased away shortly thereafter and it was double humiliation for him.
This mistress had tried her best to warn this guy not to piss her off by stalking her but he did not listen to her. She felt like he was doing it on purpose and so she had to punish him which she did using her boots. The mistress brutally trampled and crushed him until he cried and peed himself. That was when she let him go as she felt he had learned his lesson.
This mistress did not want to have an unruly slave. She felt that it was up to her to deal with him as he did not seem to have a moral compass to guide him. She went ahead to trample him with her high heels and she dominated him like never before. He tried to get her to forgive him but she did not. She even slapped and kneed him.
Goddess Andova had sex with this guy but he was so lousy in bed that she could not cum. She was so disappointed in him that she felt that the best way to deal with him was to trample him with her high heels and teach him a lesson. The guy had to find a way to learn to please a lady and not think that only his pleasure mattered.
This guy misled mistress Claudia to make a mistake she was not supposed to make. She knew better but she opted to trust the guy but he was wrong and she had to do something about it. The mistress was so pissed at him that she trampled and crushed him painfully so that he would correct the mistake which had been made as a result of him misleading her. He had no choice.
Lady Asmodina was not going to negotiate with her slave about him being obedient. It was something she expected to be automatic and when she realized that it was not going to be so, she had to make her slave learn to do it her way. So she used her high heels to ballbust and dick kick him besides trampling him. All of this was done in the woods where no one would come to his aid.
This guy thought it was fun to spank girls and he did it to mistress Lea thinking that she would find it naughty and he would get to fuck her. She was pissed but she played along and she took him to her place and he was shocked as she turned on him and she crushed and trampled him cruelly while he was naked. She taught him never to do that to random people again.