" Now Gertrude, I felt sorry for you because they had you slaving too long and you were dying in there. Don't make me regret taking you. You have many...choices. They would have pulled you out of school as soon as I left, right? You can go back to school, I did it and Alison did it. We will support you as long as you live with us. If you decide to leave us, you are on your own, and if you go back to slavery, we will laugh at you and wave as you go." You haven't been allowed to do what you have. Chapter Six: The fourth day. On this day of punishment, she is caned... by a robot, or more accurately, by a computer-driven mechanical spanking machine. Before her caning, James Madison demonstrates his company’s machines. This chapter focuses on mechanical flogging, paddling, and caning. It also delves into self-bondage and pain-pleasure.Chapter Seven: The fifth day. Slave missy is punished by water combined with heat, cold, and electricity. This chapter focuses on various types of water. Elaine had a moment of remorse as she realized what she had allowed to happen. However, the memory of the best climax she had had in years overcame that feeling. She smiled back at him weakly and dropped her head in embarrassment. When she did, her eyes fell on his crotch. In spite of her recent climax she felt a rush of excitement. There was a very large bulge down the leg of his shorts. Without looking up at him, she reached down and gently ran a fingernail across the material covering his. She looked at me with tears in her beautiful eyes."Now is my turn" The Master said as he threw down the whip. He turned her over until she was on was on all fours. He kneeled behind her and entered her pussy with such violent motion that she cried out. But soon my loving Ana enjoyed every minute of it. Jerome went over to the table and picked up a spiked metal paddle. He began to spank my sweet wife’s ass cheeks, her Master fucked her cunt. She cried out in pain. Soon her arse was reddish. They.