Mistress Dula used her chastity device to turn her boyfriend chaste. She was worried about him messing around when she was not around and so she had to do something to make sure that did not happen. The mistress had a chastity device which he wore and whose chastity key she hid. He had no alternative but to do as she wanted. He did not have a say in the matter.
Lady Scarlet needed this guy to wear a chastity device but he tried to refuse. She did not like it and she had to make sure that he did it so she slapped the shit out of him. He was then ordered to wear it after which she teased him using her hot body. When he got a boner, his dick got hurt as it got constricted by the chastity device.
Mistress Adora and her friends wanted this guy to learn to respect other people. He did not know how to do so and it pissed off these mistresses. They plotted how to put him in his place and they used their chastity humiliation to do it. He was in pain as he was forced to wear a chastity device a size too small and he was then teased and turned on for it to hurt him. And the mistresses hid the key for a few days.