Mistress Gaia liked the fact that this guy was proud. She knew she would use that fact to humiliate him and have fun at his expense. She baited him and he took the bait. She had fun humiliating him and she forced him to endure the pain that she inflicted on him. She cruelly tortured him and made sure that he cried like a little girl as she used her heels to trample him.
Mistress Rosie and mistress Dorothy do not like to be disturbed. This guy and he learned a lesson. The mistresses took him to a deserted place and the punished him cruelly. They had him lie down on the ground and they trampled and jumped on his body using their boots. He was in a lot of pain but he could not do anything about it. He pleaded for mercy before the mistresses let him go.
Mistress Martina wanted to show her slave who she really was. He had been with her for a while but she had never punished him. She had warned him but he did not take her seriously as she did not do anything about what he told him. Today was different. She surprised him as she undressed him and used her heels to trample and crush his dick cruelly and painfully.
Lady Johanna was not amused by the things that her slave had said about her. She had to teach him who was the boss and that he had to respect her. She used her high heels to trample him and she made him regret what he had done. She was so pissed that she did not care how painful what she was doing to him was. She felt he deserved it.
Princess Serena did not like how lazy her slave was. She did not need the most hardworking slave in the world as she did not have a lot of work to be done by a slave, but at least she felt like she needed someone who could do a few chores here and there. To punish this slave and make him improve, she crushed his hands using her high heel boots to make him change. He did.
Whenever this mistress is pissed, she has to make sure that the punishment she prefers against the person who offended her is as cruel as it can be. When this loser called her names, he did not know the trouble he had brought upon himself. She trampled him and crushed his balls. She used her bare feet to do it but it was still painful and he had never felt such kind of pain before.
Mistress Natalia does not like her slave going to her bedroom. She was pissed when she found him there. She had to make sure he never did that again. So the punishment had to be severe but before she punished him, she first of all told him of his mistake and what he should do next time to avoid being punished. She then trampled him using her shoes and with her bare feet before she let him go.
This mistress and her friend found that this guy was not as clean as they expected of their employee. He was answerable to them and when they sought to find out why he had done it, they were pissed and they taught him a lesson. They forced him to lie down and they used their high heels to trample him. Not even his cries of pain were enough to save him from their painful trampling.
Princess Serena smiled to herself when this guy tried to please her. He did not know what he had gotten himself into. She teased him and asked him if he was a tough guy and he wanted to prove to her that he was. She lured him till he agreed to have her trample him. She did so with her high heels as well as with her bare feet and he had no choice but to endure it.
Dishonest people have to be dealt with and this mistress does not shy away from it. She always does her best to teach them a lesson like she did today. She crushed this loser's balls, his face and his chest when she learned he was a dishonest guy and was trying to swindle her. She taught him a lesson so painful that he never tried to swindle anyone ever again.