All articles tagged with "Cruel"
Lady Milana did not want a sissy in her house. That is why she punished this one hard. She used her whip to do it and she did it in the woods where no one would come to his aids even if he screamed all he wanted. She stripped him naked and she whipped his naked butt and wore a strapon to fuck him in the ass as well as deepthroat him.
Lady Stefanie felt that this guy was behaving like a girl and he had to be treated like one. She made him wear stockings, female shoes, a bra, a blouse, and a weave. She was forced to do what the mistresses asked him to do. She was tied up and humiliated him using sissy training. The sissy was not only in pain, but he was also humiliated like never before.
Mistress Coco is not the kind of person to mess with and get away with it. She is the kind of person who will punish you and forget about it. She was bored today so she used a different type of punishment for the loser. She turned him into a sissy and she got him to do sissy things. She sissy trained him and enjoyed as he did what she ordered.
Mistress Ava summoned this loser and she told him since he was not a hard worker, she had another less stressful role for him. She felt that he had to be made a sissy for her entertainment so she got him a dress, a thong and a weave. She also had stockings for him and once he had worn all of them, the mistress made him ballet dance for her.
Lady Stefanie is not your average mistress. She is the kind that will do anything she feels like and that comes to her mind when pissed. When her neighbor pissed her off, she did not just make noise about it. She went to his house and she made him a sissy. She got him to lick her strapon and suck it too. Lady Stefanie also made him wear a thong.
Lady Meli was minding her own business when this guy came to disturb her. She did not like it and she chose to punish and torture him. The mistress dominated him as cruelly as she could and chose sissy girl training as her method of choice. She enjoyed seeing how humiliated he was while wearing female clothes and underwear. She took photos and a video of him before she let him go.
Mistress BlackDiamoond and lady Chanel wanted this guy to keep his distance from them. They told him so politely but he did not listen to them. They were left with no choice but to humiliate him and they did it as cruelly as they could. He was turned into a sissy and trained on the same. He was made to wear female clothing complete with a weave. They made him wear a chastity device and made him lick the soles of their heels.
