Mistress Tiffany and her friends did not like how this guy had tried to seduce all of them even though he knew they were friends. He had to be punished for being too much. He had to learn to look for one girl and stick with her and the mistresses felt chastity humiliation was the best way to punish him. So the mistresses bought chastity devices and made him wear them for some time.
Mistress BlackDiamoond was fed up with how this loser behaved. The mistress was not pleased with him and she resorted to use her chastity humiliation to punish him and get him to do crazy things for her. The mistress cruelly forced him to wear a chastity device and when he was done, the mistress turned him on and she jerked him off to make him feel excruciating pain. In addition, he had to lick her boots and be her human ashtray.
This mistress has amazing tits. She is also naughty and kinky. She wanted to try something new today and she used her tits to achieve it. She knew it would be tricky to get a guy to wear a chastity device without being teased so she teased him and after she had turned him on, the rest was easy as she got him to do what she wanted. The guy agreed to wear the device and she gave him jerk off instructions that hurt him as he was wearing the device.
This mistress was worried about her man cheating so she chose to make him wear a chastity device. She also wanted to use that chance for some chastity humiliation. She wanted to use it to send a message to him. She knew by the time she was done with him, he would not mess with her or cheat on her. After she had made him wear it, she teased him and he got hurt as he got a hard-on.
Mistress Theodora was insecure and feared that her hot husband would be snatched by other girls. She did not want to share his dick with anyone so she put a chastity device on it and she hid the key. She would only open it when they were together. When he left the house, he had to wear it. She monitored him for a while before she decided to take it off of him.
This mistress had caught her boyfriend chatting with other girls suggestively and she knew it was only a matter of time before he slipped. She did not want that to happen so she made him wear a chastity device. Whenever he was not having fun with her he was wearing it. She made sure that she was the only one who knew where the key to the device was kept.
Princess Serena was given this loser to punish. He had cheated on his wife and she had to teach him a lesson he would not forget in a hurry. She took his dick and inserted a chastity device. She then teased him and the more she did and the naughtier she got, the more pain he felt as he got an erection. She was the only with the key so he could not do anything about it.
This mistress is great at chastity fetish and she was teaching her students how to become chastity queens as well. She showed them how to tease and deny the slave and how to make his blood boil. She also showed them the best chastity devices for different situations and how long to have them on. She also showed her students how to reward them when they have become good boys.
This guy had misbehaved and Princess Kate had to punish him. She tied a chastity device on his dick and made him do all she wanted. She would flirt with him and then leave him to try and cool himself off. Sometimes his erections would be painful because of the tight chastity device. But today she wanted to reward him and she did so by allowing his dick to be free and for him to wax his carrot.
This mistress wanted to try a lot of things. She started with a foot fetish. She had gone out and gotten herself a guy and she made him lick her feet and pamper them the way she wanted. She first of all made sure he had a chastity device on him before that. She then used him to try all the things she had in mind and his only prize was being made to jerk off.