Mistress Yolanta did not want to lose her independence to a clingy boyfriend. She warned him not to be over possessive but he did not listen. She had no choice but to teach him a lesson. She did it by head trampling him. She wanted him to learn that if he became too clingy and needy, she would leave his ass. He struggled to adjust so as not to lose her.
These mistresses lured this guy with promises of a threesome but he ended up being their guinea pig as they experimented with head trampling. He was made to endure the pain of their combined full weight as well as being trampled and crushed on the head and on the balls by the mistresses. He did not know what he did to deserve it and he asked them but no one answered him.
Mistress Serena caught this loser doing what she had warned him about. She was so mad because it meant he never listened to her or he listened but ignored. So she punished him badly. She did it with her sneakers. She crushed and stomped on his head with her sneakers and made sure he felt pain like he had never felt before. She then waited to see if he would change.
Mistress Gwen bought new boots and she wanted to find out whether they were good enough to use in trampling a slave. She knew they looked great on her but she had also bought them for use in punishing her slave. So she called her slave and when he came, she crushed his head using the boots and she confirmed that indeed they were good for all the reasons she had bought them.
Lady Dalin was mesmerized by how incompetent this guy was. She felt like he was not applying himself enough and he was not trying hard enough. She passed him that message by crushing his head and his cock using her heels. She head trampled him and she ballbusted him and when she was done with him, she knew he had learned his lesson and would change by trying harder than he previously did.
This mistress was not amused by what she learned about this loser. She was pissed that he had a con artist and made a living by being dishonest. She ganged up with her friend and together, they punished him and ensured he would never have to do that again. They head trampled him using heels and they jumped on his body to send a message that he had to live a straight life.
Madame Marissa likes to punish the part of a slave that messes up. She figured out today that it was his head so she crushed his face to send a message to his brain. She used her boots as well as a trampling box to do it and it was brutal. She painfully humiliated him and she had fun making sure he would never piss her off again because of what she was capable of doing to him if he did.
Madame Marissa was focused on doing her job when this guy kept distracting her. She had a tight schedule and she had a deadline. She could not take his distractions anymore so she descended on him using her boots. She cruelly trampled him using her boots and she kicked him too. She head trampled him and made sure he would never do what he had done again as he had learned his lesson.
Madame Marissa was not amused with this loser and she sought to teach him the lesson of a lifetime. She was mad that he had broken her expensive stuff and she knew he did not have the money to replace them. She cruelly head trampled him and she made sure he felt the pain he had never felt before. She cruelly used her high heels to head trample him.
Madame Marissa facesat on this loser for fun. She wanted to humiliate him for her own enjoyment as she did not have anything better to do. She called him to her house and she teased him. He did not notice the transition from the teasing to the humiliation. He thought it was all for their enjoyment till he realized it was all meant for her enjoyment as she trampled and facesat on him.