Mistress Rosalina was heartbroken by this guy but she did not want to let him go on enjoying himself and his life while she cried and was heartbroken. She forced him to endure her ass smothering as she choked him and had fun torturing him. He cried and told her he would make it up to her but the heartbroken mistress did not want to hear anything from him anymore.
Mistress Rea and mistress Roberta had a paypig who was broke at the time they needed him to pay for their vacation. He had disappointed them and he had to be dealt with so that it did not happen again. He was made to endure choking as they facesat on him. And he learned not to use or spend all of his money as the mistresses could need some at any moment. So he became good at saving.
Lady Sylvia and lady Jessie wanted to use breathplay to get info so they turned it into an interrogation technique. They did not care what the guy felt and they made sure he was both humiliated and in pain. And they showed him that they were not in a hurry so that he realized they had much longer to punish and torture him. When he realized that, he told them all they wanted to know.