Category: Sissy maid training

wear those sissy panties

sissy panties

 

Time to show me those sissy panties. You think you can be a great sissy, so it’s time to show me what you’re working with. After all, a great sissy won’t be too shy to show off their little lacey panties. If you’re craving to become the absolute best sissy, you must feel very comfortable strutting around in those intimate panties. Let me see what you’re working with and see if it is worth my time. Ready to show me exactly how dedicated you are to put in that work. I want to see the best sissy ever. The make of the outfits everything has to be amazing. I want to see what you can do to earn the rights to suck and fuck cock. The craving you have for a nice cock deep in your mouth is so hot. I’m sure you will bend right over for a massive gangbang, and I want to make sure you can take cock after cock, and I want those sissy cute panties drenched.

 

Humiliation Phone Sex Master

humiliation phone sex

There are a lot of reasons that you could be calling me for humiliation phone sex, but I’m pretty sure then it’s because you have a tiny micro penis. No woman in her right mind would want anything to do with you, so the best thing to do with people like you is turn you into a sissy. Or at the very least, you should be turned into a pegging slut. Have you ever had a strap on cock buried balls deep in your ass hole? You will if you call me. But I don’t think we should call your ass hole anymore. That whole will be referred to you from now on as your pussy. 

Please don’t try to fight me on this or tell me that you could fuck me with your tiny dick. I just don’t wanna hear it. I’m a size queen and I know for a fact that the useless piece of meat between my legs would do nothing for me. Well, unless you count all of the laughter that I will get from it. Laughter is the best medicine, but I need more than that in the bedroom. Are you ready to bend over and get that pussy plowed? Don’t keep me waiting. 

Earn Your Sissy Panties

A good sissy is a sissy that is trained well. Well trained sissy girls earn their status. They earn the opportunity to wear sissy panties. Of course you can always wear any panties you wish. But the roles of some sissy girls is them doing good to earn their special girly tokens.
My sissy in training recently earned her pretty girly panties. The very ones this sissy fantasied about earning. She earned them by being a good little cunt licker. She licked the creampies of twenty hung guys from my pussy. This was how she earned her panties. In fact not only was it the panties, it’s about what cums with the panties. That’s right, 20 loads of cum ejaculating in her panties as she puts them on and wriggles around at the glory hole.

She earned her panties and all the cum loads of a line of horny men. Horny hairy cocks and balls unloading against sissy jens asshole. Her pretty sissy boy pussy was not penetrated it was just coated with the jizz loads to fill her panties up.

Sissy panties

The Sissy Olympics

Sissy Training

I love my little troublemakers; they surely help me fund my high society events. I hold the Sissy Olympics every single year, and this year I’m hopeful to see one of my own personal fuck slaves win a Gold medal in the Cum Guzzling Competition. All the renown Sissy Trainers travel from far and wide to force their feminized little fuck boys to participate in my sexy fantasy games. One might wonder what winning a Gold does for the slave; the answer? He gets one night tucked up in my bed.

Yes, that’s right. I’ll allow whatever small cocked little loser that wins the Gum Guzzling Competition to play with my pretty pussy for a whole night. I know how badly you sluts want to truly be able to pleasure me. These other trainers might allow their boys to touch them, but my whores only get that royal privilege when they’re slurping sticky cum loads from my cunt. I suggest you start practicing now if you’re thinking of trying out for the team. My sissy girls Penny, Rosie, and Ginny are sure to cum in first.
I will be, in the meantime, being worshiped by sexy BBC Alpha Bulls. Extra cum for you sluts later!

Think you can beat my own little toys? Give it a shot, you beta bitch, small balled, cuck worthy loser. See if you’re worthy of Queen Presley’s cunt.

Sissy Humiliation Training

Sissy Girl Training With Jackie

sissy girl training

You’ve been doing your sissy girl training for a little bit now and I think you are just about ready to graduate from my sissy training academy. You prepared your body and shaved, manicured, and dolled up that face. You have been wearing your lingerie and dressing up in skirts and heels. You’re quite good at walking in those stilettos now and I’m very proud of you. And yes, you’ve been doing such a good job at sucking my strap-on dick and getting fucked by it. But there are just a few things left you need to do before you’re a graduate. You need to suck and get fucked by a real cock. 

You have nothing to be nervous about. I know you’re going to be a really great cock sucking bitch. I’ve seen what you can do to a strap-on and that doesn’t taste nearly as good as a real one. It doesn’t throb in your mouth and it certainly doesn’t leak pre-cum when it gets really excited. Are you ready for your final exam? When you feel like you can pass with flying colors, I will be ready and waiting to get you ready for your graduation day.

Sissy Maid Training Sessions

sissy maid trainingI smiled over the crowd, taking note of all the well-known sissy trainers present all looking for that perfect one for sissy maid training! “Welcome to Princess Z’s Sissy Slut Auction!”
I myself was looking for new sissy sluts to train as housemaids. This is where I would get to find real prized slaves trained by other mistresses and Madams of the craft! Mistresses to those femboy little queers who had been training well. Money talked here, and I would have my prized possession.

You see, My last purchase said s/he was already trained. I realized she was a stupid whore liar after she was permitted the honor of cleaning my office. First and foremost, her clothing was too modest. While dusting, the bitch had no form, and seemed terrified of the vacuum. This would not do! I needed the full experience and would not have my guest looking at this trashy whore! No breeding, no background. Just a pathetic fag in a costume! I grabbed her by the hair, threw her over my desk, and beat her black and blue for lying about her training. A few days later, I had the bitch in a proper uniform; pretty little trousers, a garter and stockings, and 7-inch stiletto heels. Yes, & inches, you wish your cock was as large as the heels you stand in! Titter, Totter Little faggot girl! She then put on a cute little maid dress. Her feather duster handle was a dildo, the vacuum had all sorts of special attachments for her pathetic clit. She was in for a world of Hell; a world of Sissy training.

On second thought, breaking a sissy is always good for a Sweet little Mistresses confidence!sissy maid training

I Love Sissy Phone Sex Callers

sissy phone sexI love sissy phone sex calls. Sissies are the best. Every woman should be so lucky to have a sissy in her life. I have many. I have phone sissies. I have real-life sissies. And I have 2 sissy sons. My sissy sons will be shemales one day. And they will have my full support too. I can make any sissy pretty. I can turn any sissy into a shemale too. I love feminizing sissies. How can you be a sissy in man clothes, right? It is just not a look that goes well together. The first thing I do with all sissies, including my sissy boys, is put them in panties. I will not say that all sissies have small dicks, but most too. I think the lack of testosterone makes dicks smaller and lends folks to be sissies. I have met a few sissies with big dicks, but they were just sort of occasional sissies. Either they just needed something taboo to push them over the edge or they were partying. Most sissies, however, have clits. Tiny little things that no woman would want or could feel. I like to make fun of small willies as I put them in appropriate under garments. Once I have panties on a sissy, I need to find matching items like a bra and garter belt. I also enjoy a dress too. Femboy training means learning to dress like a sissy, act like a sissy and living life like a sissy. Once a sissy looks the part, she can act the part. I train all sissies how to suck cock. There are a few sissies who do not suck cock, but they are few and far between. Once you feel and look girly, you want to do girly things like suck cock. I am great at training sissies to swallow cock. My little future shemales are great cock suckers.  Sissies are like dolls to me that I can dress up and play with. Think you are ready to play?

Sissy Maid Training Sessions

sissy maid training

Hello to all of your feminized cutie pies! You have been calling me for sissy maid training for a while now and I think it’s time for you to go out and find your first job. It’ll be so much fun and I’ll help you through the process. I’ll go with you on your interviews and let the gentlemen know that you’re a first-class sissy maid. If one of them offers to hire you and he’s not the right fit for you, I will tell you to turn him down. We only want guys who are going to treat you like a lady while you clean and a whore at night.

I cannot wait to be there while you tell these potential employers about all of your night-time skills. Maybe you’ll even give them a sample of what you can do. I’ve taught you to be a perfect cock sucking sissy slut, so they will be in for a treat every single day if we pick them. I wonder if your cheeks will turn red when you’re telling them what you can do with your mouth and your sissy cunt? I guess we’ll find out soon enough, my dirty little girlie slut.

Nude Pantyhose and Heels Forced Feminization

My newest sissy slut came to me in Nude pantyhose and red leather heels. He wasn’t 100% ready to be a sissy but loved the Nude pantyhose and the look of the red leather heels with them. He needed the forced feminization from his new Mistress. I have known many men that enjoyed wearing sheer pantyhose.

They claimed it kept them warm under their man suits. I once had a lover that slept in nude pantyhose. He said they felt nice and warm. He shaved everything, had long gorgeous hair and was buff. He was a swimmer and also was on the wrestling team in school. These sports helped him into this role. 

So I was not very surprised that this man came to me wearing jeans, red heels and pantyhose. He wore a masculine button up shirt. The jeans and shirt were immediately removed. I dressed him in a nude bra with inserts, and a sexy black dress. I added on some red lipstick, rouge and did his eyes. Some clip on earrings and she was good to go.  

If you ever had a curiosity in being feminized I am the perfect woman to assist you. My sissy was reluctant in the feminization. I introduced a cock cage to keep her from fondling the very thing she needs to lose. I won’t have my sissy getting erections or cumming like a man. If you are restrained enough from ejaculating and getting erections you start to lose the testosterone. That is part of our training for now. 

Forced Feminization

Sissy Maid Training For a Cock Sucker

sissy maid training

Hey there, sissy slut. You’ve mastered being feminine, but now it’s time for your sissy maid training. I’m planning on starting a cleaning service and you’ll be one of my sissies that goes out to clean the houses of hot older men who love dominating weak little sluts like you.  We’re going to get you custom made maid outfits with short little skirts and of course, no panties. Well, maybe a little thong, but it has to be something that’s easy to slide over to the side. You know, for when our client wants to bend you over and fuck you.

Maybe he will fuck you while you do the dishes. I think that would be super fun! You’ll feel so used up and while you might think that’s a bad feeling, you’ll soon find out that it’ll make you feel fulfilled in ways that you never even thought possible. I bet you’ll be so excited that you’ll even cum and make a mess. And when it drips down onto the floor, you’ll get down there and clean it up with your tongue. But fair warning – when your ass is up in the air, you might find that cock back in it again!