How will the little lady in caption #9 respond when she discovers that the person doing the milking is a friend of the family who is a much older gay male? Will Step Mother give the key to her ward's chastity cage to the admirer ? Donna Young
It will likely be quite shameful to be "Milked" by the elderly homosexual in front of a crowd of Stepmother's friends. I'm certain Step Mummy might be collecting a large dowry for her Ward's hand in marriage?
The sissy looks like she is attending her Quinceanera. There are probably several admirers in attendance that will compete for her hand in marriage. Donna Young
So much variety to admire. I especially enjoyed #8. I am sure he had some idea that his Mother was taking is seriously. Now she can break the news of her promotion and their move to another city where he will be enrolled as his new girly self.
The top caption, for me, was #2. I love the idea of a sissy being made to appear ridiculous but getting assured that he looks fine. I can imagine him spending time with his stepsister and her friends, who play along with the charade. When they reveal how comical his outfit is, accompanied by howls of laughter and cutting remarks, he will experience waves of shame.
I agree. The time spent as one of the girls will eventually strip away any toxic masculinity. The Sissy will be subjected to an unrelenting feminization process that will leave her in tears. Family and friends will slowly stop calling. Her new "friends" will make sure that she has a man in her life. Donna Young
How will the little lady in caption #9 respond when she discovers that the person doing the milking is a friend of the family who is a much older gay male? Will Step Mother give the key to her ward's chastity cage to the admirer ?
ReplyDeleteDonna Young
It will likely be quite shameful to be "Milked" by the elderly homosexual in front of a crowd of Stepmother's friends. I'm certain Step Mummy might be collecting a large dowry for her Ward's hand in marriage?
ReplyDeleteThe sissy looks like she is attending her Quinceanera. There are probably several admirers in attendance that will compete for her hand in marriage.
DeleteDonna Young
In number 7, it's very thoughtful of Mummy to have Princesses removed testes made into pretty earrings to show off to all of Mummy's closest friends.
ReplyDeleteSo much variety to admire. I especially enjoyed #8. I am sure he had some idea that his Mother was taking is seriously. Now she can break the news of her promotion and their move to another city where he will be enrolled as his new girly self.
ReplyDeleteThe top caption, for me, was #2. I love the idea of a sissy being made to appear ridiculous but getting assured that he looks fine. I can imagine him spending time with his stepsister and her friends, who play along with the charade. When they reveal how comical his outfit is, accompanied by howls of laughter and cutting remarks, he will experience waves of shame.
ReplyDeleteYes. Shame is what it is all about. Intense shamefulness and abject humiliation.
DeleteI agree. The time spent as one of the girls will eventually strip away any toxic masculinity. The Sissy will be subjected to an unrelenting feminization process that will leave her in tears. Family and friends will slowly stop calling. Her new "friends" will make sure that she has a man in her life.
ReplyDeleteDonna Young