Madame Marissa was out to boot torture this guy and she knew that she had to do it like a pro because she had to make sure that he learned his lesson from that one lesson. There was no going back and he had to do all that she said from then on. That is why she brought out her big guns and used the hiking boots to do it.
Lady Scarlet did not want to let this guy go without being punished. He had done things which she did not like and she felt that if she did not punish him, he would get used to messing up and not expecting punishment. That is why she chose to make him lick her dirty hiking boots and she also used the same boots to trample him. He cried but she did not care.