Mistress BlackDiamoond felt that this guy was not being a good money slave. He was broke and that meant that he was not working hard enough and making sound decisions hence could not be of much value to the mistress. She had to deal with him in a way he had never been dealt with before. And that was by whipping him while he was naked. He was never broke again.
Lady Chanel and her friends wanted to dominate this guy and to teach him a lesson because he was nosy. The mistresses had asked him not to mess with them but he did not listen to them. He was given a warning about his nosiness but he ignored it. And when the mistresses whipped him as punishment, they asked him to keep quiet and take the punishment as he had brought it all on himself.
Mistress BlackDiamoond wanted to whip this loser mercilessly because he had shoplifted. She did not want to hand him over to the authorities. She felt that it would be prudent to punish him and not only make him change, but also make him an example to the others who had similar plans. He was whipped while he was naked and she degraded him while ignoring his cries and pleas for mercy.
Mistress BlackDiamoond was so mad at her boyfriend for cheating. It was worse because he had cheated with her friend. She planned to deal with her friend at a later time but now she was dealing with her boyfriend for what he had done to her. The mistress stripped him naked and she whipped him brutally all over and she did not care how much pain he was in. That was the price of betrayal.
Mistress BlackDiamoond likes hardworking students. These students were so far behind others that she had to give them extra remedial classes when the others had gone home. But she did not want to waste her time and theirs so she accelerated their learning by whipping their naked butts. It was painful and sent them a message that she would not tolerate any nonsense from them. They studied harder than they normally did.
Mistress BlackDiamoond wanted to show these guys what she does to people who mess with her. She wanted to give them a highly classified assignment, but she wanted to know she could trust them. So she chose to take them to a forest and tied them up while naked then she whipped them cruelly. They understood what kind of person she was and she knew she could trust them after that.
Mistress BlackDiamoond wanted to explore torturing this loser. She had no prior torturing experience and when she asked her friend to show her, she told her that she too did not have it. So the two of them decided to gain experience by torturing these losers. They whipped them while they made them do manual labor. They were doing it while naked and the whipping was brutal because it was directly on their skin.