Lady Milana had the expectation that this guy would satisfy her sexually but he did not and now she had to find someone who could. She was pissed at him and before she allowed him to leave, she whipped him to make sure he did not waste another girl's time and not make her cum. He had to be ashamed of himself and he had to be punished so she did it.
Lady Fenja wanted this guy but she wanted him to change. He was out of shape and it was not good for their sex life and it was not good for his own health. She had tried to talk to him but when he did not change and he suffered a scare and was advised by doctors to maintain a healthy lifestyle, she had to step in and make him workout. And she did this by whipping him painfully while naked so that working out seemed like the easier option.
Mistress Nica hates snitches and this guy was one. She had to teach him never to snitch again and that is why she had to strip him naked and whip him until he became numb. He cried but no one could hear him. He had to lie on the bed he had made and she did not care what he felt as she punished him because she was looking for behavioral change.
Mistress Gaia had asked this slave to give her answers as to why things in her house had not gotten done but he did not like it and he did not do anything about it. So the mistress chose to use her whip to dominate as well as to humiliate him. The mistress whipped the slave after she had stripped him naked and tied him up. She got all the answers she wanted.
Mistress April did not want to have an affair with her landlord. He tried dangling the rent carrot by telling her that she could live in his house rent free if he dated her but the mistress did not agree. He tried to pressure her into doing that but she got pissed and she used her whipping fetish to punish and to torture him. The mistress tied him up so that she would have an easy time whipping her.
Mistress Gaia is a brutal person when she is angry. She chose to torture this guy and she did it with a whip. The whip had to land on his naked body for maximum impact and it was painful. But that was not all. The mistress also kicked him in the nuts and she also crushed his nuts. As if that was not enough, she also fucked him the ass with a strapon.
Mistress BlackDiamoond was tired of always being the one to try and sort out her friend's messes. She had to teach him to do things for herself and that is how she got the mistress to do what she asked her to do. They whipped this guy her friend wanted to be punished and she showed her friend how to further torture him by fucking him in the ass using a strapon.
Mistress Luciana knew this guy was desperate for money so she asked him to do some crazy things for money and he had no choice but to do so. She asked him to strip naked and she whipped him as brutally as she could. She even got her friend to help her do it and it was the worst thing he had ever had to go through in his entire life.
These mistresses were so angry at this guy that the punishment they meted out on him was cruel. He was stripped naked before they trampled and crushed him with high heels. As if that was not enough, the mistresses whipped him and did so cruelly. Lastly, they ballbusted him and forced him to jerk off when they were done. He had no choice but to obey the orders they gave him.
Mistress Regina hates con men and this guy was one. She did not like how he had conned her and he had to learn his lesson the hard way. The mistress did not want him to ever do that again so she stripped him naked before she used her whip on him. He was tied up and could not even help himself as she did so. He cried and begged for mercy but she did not stop beating him.