Madame Marissa needed to torture this guy and she did it with her muddy boots. And to make it worse, she did it with the help of a friend. The two of them had a great time but the guy did not enjoy any of it. He had to beg them not to do that but they did not listen to him as they were having a lot of fun at his expense.
Princess Serena came home and she took out her anger and her frustrations on her grumpy slave. He was not without blame as she had always had an issue with his grumpiness but she always found a reason to overlook the issue. But today she did not and she had to make sure she punished him. That is why she turned to her riding boots to punish him and it worked.
Mistress Courtney felt that this guy had to be made to learn his lesson in the worst way possible. She used her riding boots to do it after she had stripped him naked. He tried to sweettalk her but she did not have time for him. He even tried to pay for his freedom but she did not want anything from him other than for him to undergo the trampling and stomping she had subjected him to.
Mistress Gaia is a strict person and she is strict to her slaves because she wanted them to be the best they could be. She used her boots to trample and punish this one because he was unruly and she did not want to condone his behavior. As she had him lick her dirty boots and those of her friend, he learned that his disobedience was only going to get him grief.
Lady B was bored and had nothing better to do. Being a mistress with a fetish for crushing, there was nothing else she was going to do besides crushing things for fun. She had a few balloons left so she inflated them and she had fun crushing them. The mistress enjoyed the sound of them popping and she managed to pass some time before she went to look for something else to do.