Slave Endures Sissy Training from his Mistress

Filed under: Bondage, Cross Dressing, StrapOn Fucking

This guy has been aching to bang this babe but she is a pretty hard one to catch. In the end she hooked up with him but she warned him about her wanting to do sissy training with him before they actually have sex. As he was more than willing to bang her, he went to her place and let her dress him up like a girl and so the forced sissification began where he was banged, tortured and put to sissy forced feminization but he managed to drill her cunt.

picture of a male slave chained up in a dress and feminized by his mistress
Watch This Sissy Boy Get Dildo Fucked HARD by his Mistress

Man Slave Forced into Sissy Feminization

Filed under: Bondage, Cross Dressing, Two Mistresses

For quite a while this guy has been trying to talk two of his female friends into a threesome and now they finally agreed to do it if he lets them do a sissy forced feminization on him. Thinking that he can endure through anything to get into their panties, he let them do it but he almost regretted it. The sissy training was pretty rough with him in women’s clothes and them in kinky outfits, doing all sorts of rough and weird things to perform a forced sissification on him.

picture of a cross dressing man slave tied up and trained by his mistresses
More Bondage and Forced CrossDressing for Sissy Boys

Husband Gets Forced Sissification Lessons

Filed under: Bondage, Cross Dressing

To get their love life a bit spicy, the wife suggested that they start playing rough games with each other and since she wanted to try first, she prepared a nice sissy forced feminization session for her hubby. As he really wanted to get more fire in bed, he agreed but when the sissy training began, he realized that he might not like it that much. Forced feminization meant that he had to dress up like a girl, get in bondage and let her bang him in the ass and mouth.

picture of a man in a maid uniform being sissified and feminized
See This Mistress Training Her Man Slave in a Maid Uniform

Hot Forced Sissification in the Bathroom

Filed under: Bondage, Forced Dildo Sucking

It might not seem like a perfect place for forced sissification but this hot girl decided to bring her boyfriend there and wash the traces of him being a man. She was in her gentleman costume with all the kinky tools she needed and he was wearing an evening dress that signified that his sissy training has begun. And when she took the chains and tied him helpless he knew that this sissy forced feminization will be quite rough on him, especially with all the dildos she brought there to fuck him.

picture of a sissy boy being trained in the shower room
Watch This Sissy Fem Boy Receive His Proper Training