When this mistress noticed that her boyfriend was easily scared and he was easily pained, she wondered what sort of a man he was. She wanted a macho guy and someone who was tough. And that is what she set out to make him into. She trampled and stomped on him to make him have a high pain threshold. And by the time she was done with him after a month, he had increased his pain threshold.
This mistress caught her slave jerking off and she was pissed. She did not want a perverted slave in her house and she gave him one last chance but after she had punished him. The mistress made him jerk off while she crushed his head and that was an almost impossible task for him but he did it and he had to do it the way she wanted before she let him go.
This mistress felt that her slave was too much of a sissy and he needed to be toughened up a little. And that is what she did as she forced him to do things her way. The mistress gagged the loser using her foot as she stuck it in his mouth. Next she trampled his face and she crushed his head and he nearly screamed as she did her thing but she told him not to make a sound.
Lady Scarlet knows how to read people and from her reading of this guy, she knew she had to dominate him and do things to him that he had never had done to him before. One of those things was trampling him. She could tell he had never been trampled before and since he was gullible, she teased him before she dominated him and made him think that it was a fun thing for both of them.
Lady Karame wanted to crush this guy so that he learned to obey her. The mistress felt that he did not give her the respect she so wanted and that is why she felt it was important for him to be taught a painful lesson. So the mistress used her sneakers to do it and she concentrated on the head and the face so that he learned his lesson the hard way.
Lady Milana made her husband think that they were going to have sex in the bush but in reality she wanted to punish him. He was shocked as she turned on him and he learned that it was because she had found out he had cheated on her. She whipped him and she trampled him with her boots as he cried for mercy and he promised that he would never repeat it.
This guy thought it would be funny to play a prank on mistress Lana and mistress Joanne. So he did it but they did not find it as funny as he had intended it to be. The mistresses were pissed and they chose to teach him a lesson and it was one that he had never been taught before. He was in pain as they trampled him and did it as cruelly as possible.
This guy trespassed on this mistress' property and she had to teach him never to do it again. The mistress used her boots to do it and it was very painful for him. He had never felt such pain before and he had to learn his lesson the hard way. The mistress did not stop until she was sure he had learned that what he did was wrong and would never do it again.
Mistress Enola knew that her husband was a deep sleeper. He was also drunk which made it worse. He had an important meeting in the morning and she had to make sure he got up in time to prepare for it. So she crushed and trampled his head to wake him up as he did not respond to her taps. The mistress finally succeeded and her husband finally woke up.
Lady Despina had a new farmhand but she quickly realized that he was not adding any value to her and so she made a point of humiliating as well as dominating him. The mistress used her high heel boots and she did this so that she could inflict a lot of pain on him. And that is exactly what she did so which led to him learning his lesson painfully.