Mistress BlackDiamoond, mistress Kasha and mistress Van Licks wanted these guys to wear chastity devices and so they teased them. They wore sexy lingerie so that they would turn them on easily. And they had also lied to them that they would fuck them if they wore the devices. But the guys wore them and realized that the mistresses controlled them as they had and hid the keys to the devices.
This guy was a serial cheater and a player. He had heartbroken a lot of women and he had to be punished. His punishment was caging his dick and these mistresses did it well. He was made to wear a chastity device and he had to wear it for weeks so that he learned to control his urges and to stop being a player. It was the hardest time of his life.
Mistress Adora and her friends wanted this guy to learn to respect other people. He did not know how to do so and it pissed off these mistresses. They plotted how to put him in his place and they used their chastity humiliation to do it. He was in pain as he was forced to wear a chastity device a size too small and he was then teased and turned on for it to hurt him. And the mistresses hid the key for a few days.
Mistress Jenny had hired a PI but she did not like the kind of work he did for her and she had to get her money back. She forced the guy to give it back by hard trampling him. She made him feel not just humiliated, but he also had to feel pain. And when she was done making him feel that, she laughed at him and then chased him after she had gotten her money.
Lady Naomi had an unruly patient and she did not want to deal with him. She felt that she had to teach him a lesson so that he understood how to deal with her and how not to be a pain in the ass of those who were trying to help him. She used a machine to milk him hard and to also fuck him in the ass with a machine.
Madame Marissa had her slave make a chastity promise but he broke it before the due date. She was so pissed at him as he was the kind of person who was not able to sacrifice and also not able to see something through. She had to dominate him and so she had him wear a chastity device and she teased him to make sure the device hurt him as he got a hardon.
When this guy showed mistress Marilyn that he was not a reliable person, she had to dominate him and she did not hesitate to do so. The mistress cruelly used her feet to put the guy in his place and dominate him the way he needed to be. And that is why she did not hesitate to trample and crush him as well as choke him in the process of the punishment.
Lady Rockabella was not satisfied with making this guy a sissy. She felt that he deserved more and that is why she used chastity humiliation to teach him the lesson that she wanted him to learn. The mistress forced him to do all the things that she wanted and that is how he knew never to piss her off again. He ran away as fast as his feeble legs could carry him.
This girl needed to toughen up and that is why this mistress went out of her way to make it happen. The mistress had the girl lick her bare feet and when she was done, she had to be choked with the mistress' smelly socks. The girl did not have any choice other than to endure all that was thrown at her so that she could finally be a stronger person.
Mistress Zephy wanted to use humiliation as well as pain to pass her message to this loser. She did not hesitate to do it because she was sure that it would bear fruit for her and when she tried it, it did. The mistress used a chastity device to dominate this guy. He had to wear a it and it was so tight that it hurt him. She also trampled him and had him lick her shoes.