Sissy Maid Slave

Sissy maid slave disciplining and training is a responsible task. For best results, it takes to have proper women in charge. Otherwise, just as with everything else in life, results will be disappointing. So what would be a good address to look for proper sissy maid training?

The answer is simple and almost obvious for anyone into the femdom lifestyle and with at least basic knowledge about best femdom sites. I am talking about the English Mansion. Well-hidden and surrounded by beautiful nature, there is no better place to discipline slutty sissy slaves than here.

Sissy maid slave punishment

The best part is that sissy maid slave humiliation and torture you are about to see wasn’t planned at all. This is a typical example of a spontaneous experience often seen with women living a genuine femdom lifestyle. So before checking out more details about the femdom sissy slut scene, let’s say who are the sexy Mistresses in charge.

On the left side of the first maid service photo below, you will easily recognize the proud and self-confident attitude of world-famous Sidonia Von Bork. Mature and experienced, there is no femdom scenario where she is not an expert. I mean, just one look toward her mean eyes will tell you enough, without a word spoken.

The other divine blonde lady in a black nylon stocking on the right is Miss Suzanna Maxwell. You can enjoy some more of her top-rated femdom photos. She managed to balance nudity, BDSM, and Instagram requirements very well so you will find some almost explicit pics there. So let’s get back to the scene and see what is going on here.

The beautiful, empowered femdom Goddesses are appreciating an afternoon on the Mansion grounds and waiting for their favorite drink (tea), which is finally served by a maid servant, Popette. These two dommes love that everything is perfect and there is nothing that will ruin the tea they are having on a regular basis. You will notice that every detail is perfect, even a sissy femdom sub is wearing a well-chosen beautiful satin sissy dress.

What you won’t see in the maid service photos is that the maid sissy made a huge mistake. He spilled tea into the saucer, probably because of fear and all that tension that is always present when serving cruel ladies. There is a high-quality slave sissy available inside the member zone of the English Mansion where you can see that moment. As you know, because of copyrights, I can’t publish it here so you will have to use your imagination at this moment. That shouldn’t be too hard because you already have free sissy boy pics representing this brutal and realistic maid training. 

The main advantage of having sissy training in a such special place as the English Mansion is the fact that there are all necessary femdom torture tools at the disposal of the Mistresses. It is completely up to them to decide which one they will use, or to be more precise, will corporal punishment be conducted outdoors or inside their BDSM dungeon. 

Luckily for a slave, Dommes agreed that he doesn’t deserve to waste a lot of their time so he will get his punishment right on the spot. I can bet that he thought that he will get away with a simple femdom caning punishment that would be the easiest for a sissy boi. Guess what? He is wrong, again. 

After merciless and harsh ass caning and after the slave’s ass is ruined and covered in red bruises, the sexy sissy maid is about to experience something very special. And I am not talking about sissy bondage but about the other thing coming once the slave is tied and placed into a suitable position.

The time has come to experience how it feels to be in the role of a strapon slave. The best part of sissy humiliation is about to start right now. But what is interesting is that Dommes won’t get their hands dirty, especially when they are dressed so well. For that purpose, they already have a solution and it is called a strapon fuck machine.

If you are unfamiliar with how it works, I will suggest taking a look at this strapon machine slave fucking footage. It is one of the best videos in this category and one of my favorite femdom torture methods. The main advantage of this device is that pegging strapon slave sessions can last much longer than the regular anal domination ones. Also, a sissy faggot can be placed in a variety of positions with the purpose of getting the deepest possible butthole penetration.

I want to share a small tip with you that most of the Dommes already know. Take a look at the slave maid’s picture where he is lying and waiting for a plastic dick to enter his butthole. As you will see slave’s cock is tiny. Strange, considering that two hot women in high heels are standing right above him while his genitals are exposed. Theoretically, he should be sexually aroused up to that level where it is impossible to hide an erection. But when a male is placed into a state of great fear and uncertainty, one of the first things that will stop working normally is his cock.

This is how an experienced femdom Mistress will know if is she doing a good job. A great indicator, much better than the sounds and screams slaves tend to make because every person has a different level of pain tolerance. On top of that, some of them will beg and scream because they believe Mistress is expecting to hear it. So next time when you see a maid in PVC with a tiny cock, then you will know how to interpret it.

If you are into the mistress and her sissy fetish niche, here are two more maid slave femdom from before. Check out and enjoy domestic maid slave crossdresser training photos where two kinky goddesses are teaching a slave how to behave in the role of a nasty slut maid. But also do not skip group French maid bondage and forced maid training featuring four sissy slaves and two hot Dominatrixes.