Mistress Jenny and her friend lady Stefanie wanted a threesome with this guy. But he did not satisfy them. They were pissed off at how he had raised their hopes for nothing. The mistresses had to punish him so that he never did that again. They chose to use a chastity key to make sure he did not have sex for a few months. They made him wear the device but they kept the key.
Princess Serena wanted to ride her slave like a human pony. She practised so that when she finally did it, she would be perfect. She watched videos of how to ride a horse since she had never done it before. And when she was sure she could do it as well as it is supposed to be done, she called her slave and she rode him. When he was slow or got tired, she used her whip to get him going.
Lady B and mistress Christin are into foot fetish. They wanted to make sure this guy got the punishment he deserved for trying to sabotage their deal. They do not allow anyone to come between them and their money, so the guy had to be punished. They used their boots to crush his favorite things in his house including a model house he wanted to finally construct. They did not have problems with him after that.
Mistress Cat enjoys smoking. And she loves to do it all the time. Today she smoked as she tried to come up with a proper punishment for her slave. She wanted something that was equal to the mistake he had done. She did not want a punishment that was too much or too little. She wanted it to be just right for the mistake made. When she found what she felt was suitable, she put out her cigarette and went to punish him.
Madame Marissa was pissed at this loser for wanting her to show him some skin. She was angry at him because she felt that he did not understand and realize that she was not in his league. So she made him realize that by humiliating him. She choked him and degraded him as cruelly as she could and by the end of it, he told her he had learned his lesson.
Princess Kitty was not pleased with what she had seen from her slave. He cleaned only where the eye could see but left the hidden places dirty. She was so angry about it and she punished him for it. She called him and showed him what he had done. He had no explanation for it and she punished him in peace knowing it was the right thing to do. He never repeated the mistake.
Princess Serena wanted something from this guy. She knew he would be suspicious if she brought up the subject. So she went another route. She used it to get the info. She used her gorgeous curvy ass and her sexy body to turn him on. She flirted with him and teased him until he was like putty in her hands. She controlled him and got him to give her all the info she wanted.
Lady Titziana did not feel like fucking her boyfriend. She wanted him to jerk off. He tried to convince her but she was not in the mood. So she wore her bikini and she showed off her crotch and she made him jerk off by looking at her crotch. She also gave him jerk off instructions and she got him to cum. He had a great orgasm and stopped bothering her.
Mistress Gaia and her friend found out this guy was playing them. The mistresses got pissed and they whipped him painfully for it. Mistress Gaia lured him to her house where he met both of them. He was shocked and as he tried to mumble something, the mistresses undressed him, had him lick their boots and whipped him painfully. He could not do anything about it and learned never to be a player. Of course, he lost both of them.
This guy was given an assignment but he was not allowed to fail. He messed up and he failed. He did not think it would be a big deal so he was surprised when he was punished cruelly. He was forced to lie down and he was kicked and trampled painfully. He tried to beg for mercy but none of it was shown to him. He had to endure the pain and humiliation.