Kendra enjoys making her slaves go through her sissification process. She knows that they will be humiliated and she will have fun and that is what makes her like this process of punishing and humiliating them
Kendra knows that she's sexy and the loser has a small cock. So she does not want to waste time getting freaky with him. Because he finances her so she teased him and made him jerk off before making him wear female panties
Stephanie knows how to humiliate slaves with her heels. She wanted her slave to feel humiliated and degraded and the best way for her was not to trample him but to make him wear the heels
Mistress BlackDiamoond wanted to humiliate her slave in a different way from the usual. So she decided to have the slave wear make up alongside her. And it was all kinds of make up from lipstick to eyepencils
Madam Louise does not joke around when it comes to punishing her slaves. She punishes them however she wants. She made her girl slave suck her strap-on and then fucked her in the ass with it
Mistress Deeane loves nothing better than humiliating and mistreating her slaves. She gets a kick out of it and does it whenever she can. She likes to use her sexiness to force her slaves to do humiliating things that he did not want to do
Stephanie always comes up with weird ways to humiliate and degrade her slaves. Having had sex with her boyfriend the night before and used up several condoms, she brought a slave and ordered the slave to clean it up. But the cleaning entailed having the contents of the condoms emptied into the face and mouth of the slave. After which, the slave could not clean the room properly with a mop.
This sissy wanted a favour from his master. He promised to do anything he wanted in order to get that favour. So his master decided to test his resolve and sought to humiliate him a little bit. He gave the slave a pipe to put in his mouth and then used a funnel to direct his pee into it and into the slave's mouth. The slave had to drink it to get his favour.
Mistress BlackDiamoond does not like sissies. She hates them and whenever she finds any, she punishes the hell out of them. She does not want to see any of them in front of her. She likes to crush their small cocks, which she treats as fake cocks. Sometimes she takes two sissies and makes them humiliate each other while she watches. That satisfies her and she can let them go.
When Miss Deeane puts on a sexy outfit, she is going to showcase her body. However, she also has motives to why she is showing off her body. Miss Deeane has a way of getting what she wants, and she tends to always do just that. She can get her slaves to do whatever she wants no matter how humiliating everything might be. She is so sexy.