Lady Victoria knows how cruel and humiliating nipple torture can be and that is why she had to use it to torture as well as humiliate this guy because he had messed with her. At the heart of it, she had to scare him and ensure that he would never want to piss her off. He had not counted on her doing that but now that she did, he was shocked and scared and he had to do it.
Mistress Iveta was pissed by the fact that this guy was a petty thief. She felt that he had to learn to do things differently and that is why she used her nipple crush fetish to punish him. He was tied up before the mistress had an easy time crushing and torturing his nipples. He cried but his tears did not work on her. She continued doing her thing as if he did not feel anything.