Mistress Joss had a problem with her boyfriend and since she is a girl of few words, she decided to punish him. She used actions to send a message to him. She even called one of her friends and they punished the boyfriend together. They trampled him painfully and he was in a lot of pain. She made him by them expensive lunch before they forgave him and let him go.
Mistress Natalia does not like being stood up. This guy she had a date with did and she went to his house the following day and she punished him for it his apologies notwithstanding. She stomped on him and crushed him using her boots and enjoyed as he cried. She was not interested in him anymore and she punished him so that he would never do it to anyone else again.
Lady Artemis found out that this guy was stalking her. She was pissed and had to punish him for it. She did not want a slave who did that sort of thing. She punished him by luring him to her house and making him feel like his interest in her had won her over. When he got to her house, she was in lingerie and he believed her. But she turned on him and punished him cruelly.
Miss Diana had not authorized her slave to eat her expensive chocolate and drink her expensive wine but he did. She punished him in an effort to teach him to respect boundaries and to always ask for permission before doing certain things. She crushed his hands with her boots for picking other people's things and she extended the trampling to the rest of his body including his balls and his cock.
Miss Elise learned about trampling and was dying to try it. She looked for a loser and pretended that he had done something to her. She then used it as an excuse to drag him to her house where she trampled him. She crushed his balls and even jumped on them. She turned him over and crushed his ass as well as his back. It was a lot of fun and she did not notice time fly.