Lady Victoria wanted this guy to taste her boots and she dominated him as cruelly as she was able to. She knew that he had no choice but to do what she wanted and that is why she opted to cruelly trample him as well as have him lick the boots. The mistress instructed him that she wanted to make him lick the soles of her boots until they were clean.
Mistress Amy felt that this guy was not supposed to give her the silent treatment and that is why she chose to punish him for all he had done. He was humiliated and degraded by the mistress until he learned his lesson the hard way and he never messed with her again. That is how he learned his lesson the hard way and he never messed with her again after that.
Lady Ayse needed to get all the info she could on this guy and she made sure that he did it after she had choked him and forced him to lick her boots. The mistress told him that it was his problem since she had asked him to give her the info without him being humiliated and choked but he did not and she had to get it whichever way she could.
Lady Cary needed to trample this guy and she did it at the expense of this guy despite the fact that he had not done anything to her. He had to be dominated as well as humiliated and she did it from the way that she teased him with her see through pants. He took the bait and he was humiliated in a way he never thought he would ever be.
Mistress Jacky had to dominate this guy and she wanted to use her leather fetish to do it. The mistress felt that the best thing to do in the circumstances was to use her cigarette as a backup for the leather torture she had in store for him. It worked as she wanted it to and she enjoyed it immensely. He, on the other hand, was humiliated like never before.
Mistress Van Licks and her friends needed to teach this guy to be independent and self reliant. That is why they made sure that he was in pain and that he had the humiliation of a lifetime. The mistresses had fun doing it and they were not bothered by the things he said as he tried to convince them to stop. They instead doubled down and made sure he was humiliated and dominated.
This mistress needed to dominate her boyfriend and that is why she chose to turn him into a sissy. She made sure that he learned his lesson and he stopped bothering her. She had felt that it was important for him to know what to do and how to do it so that they would not have any issues between them. He learned to fear and obey her at all times.
As their principal assistant, lady Sonya, madame Carla and mistress Daisy had to punish him because he was lazy. They could not afford for him to be lazy and that is why he had to be punished cruelly as well as painfully. The mistresses made sure that he was stripped naked and whipped as painfully as they were able to in order to teach him a lesson he would not forget.
Mistress Kim gave this guy jerk off instructions and he had no choice but to follow them to the letter. The mistress made sure that he checked out her ass for him to get the motivation to jerk off. Once he was done jerking off, she made him lick the cum for her fun and entertainment. He tried to protest but she warned him of crushing his balls with her leather gloves. He did it.
Goddess Gabriella wanted this guy to stop misleading her and others and she used her dirty boots to punish him. She made sure that he was in pain and that he was humiliated by what she did. He had to lick her boots and she had them all over his shirt and trouser, all of which were white. He also had to lick the dirt which was on the floor.