This guy was used to begging from these mistresses and they felt he had become too much. He was able-bodied and he was young. They felt he was supposed to go and look for a job for himself. Now that he was not, he had to be punished and that is what the mistresses did. They used nipple clamps to dominate him and force him to stop begging and get a job.
When lady Milana found out that she was not getting a consistent yield from her farm, she started to do her own investigations and when she realized that this farmhand was behind it, she had to torture him. The mistress used her boots and a whip to inflict a lot of pain on him. He cried and begged her not to but she made sure he paid for all he had done to her.
Lady Milana did not like how her slave made her uncomfortable in her own house. She had tried to talk to him to stop doing the things that she did not like but he seemed to be liking the fact that he was getting under her skin. What he did not know was that he had pissed her off to the extent that she had to do something about it. She used her high heels, her cigarette and her shit to punish him and he instantly regretted taking the joke too far.
Lady Milana did not like how this guy exposed himself to her. He thought that just because she was in the forest, he could do whatever he wanted. She proved him wrong by stripping him naked and teaching a lesson he had never been taught before. She kicked him in the nuts an she made him scream like he had never screamed before. She used her boots to do it.