This mistress and her daughter did not like how this guy tried to seduce them both. They look alike and he thought they were sisters. He was perverted and he had always wanted to try fucking sisters so he thought he could try them. The mistress and her daughter played along and took him home where they tortured him with their dirty feet and their dirty shoes. He regretted why he had approached them.
Princess Serena wanted to see what her slave was capable of doing. She did not threaten him because she knew if she threatened him, he would do anything she wanted but it would be out of fear. So she just told him casually to see if he could do it. He licked her boots and especially the soles as she wanted and she was surprised at how obedient he was.
Lady Karame and her friend wanted to try humiliating an elderly guy. They got this guy and set him up for failure. Then they used it as a scapegoat to humiliate him. The mistresses descended on him with canes and whips besides making him lick their sweaty and smelly feet. He could do nothing about it and was in a lot of pain while the mistresses enjoyed themselves at his expense.