Mistress Jessica was fed up with her whiny slave and she decided to dominate him in a way that would make him change once and for all. The mistress cruelly used her riding boots to do so and she made sure that he was humiliated, dominated and in pain. He never whined again after that as he knew that the mistress would not stomach any of that nonsense from him.

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When this guy missed his targets, mistress Gaia and her friend had to deal with him. They had to do it in a cruel manner so that he learned never to piss them off. They considered him lazy and lacking seriousness so they had to punish him as painfully as possible. That is why the mistresses used riding boots to trample the shit out of him. It worked and he never missed his targets gain.

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