Category: Sissy maid training

Christmas git of big black cock for my favorite sissy

I gave a Christmas gift of a big black cock to one of my favorite sissy sluts. He obeys so when and he will always clean up any mess I have. He never lets me down when it comes to his Sissy maid training. Even when I show him, he needs improvement he will take every spank with pride and begs for more while thanking me. I called over my favorite bull with a big 10 Inc monster black cock that I can’t even wrap my fingers around it. After some time, he arrived. I had my sissy bitch greet him with his ass in the air on all fours like a dog bitch. It is what I like, and my sissy slut knows it. I pulled my bull friend’s heavy flaccid cock out and laid it on my sissy whore’s face. Like a dog bitch she sniffed it and tried to lick it with her sissy tongue. I could tell she was being so teased that her little dicky was leaking through her sissy panties. I looked at her and told her to not let me down. That is when she opened her mouth and went to town sucking on that big fat dick until my sissy bitch got a mouth full of semen. I know my sissy enjoyed his gift.

Sissy maid training

I needed to remind my sissy about all her Sissy maid training she needs

I needed to show my old sissy bitch who was in charge she had not come over for a while and she was overdue for some Sissy maid training. As soon as she came in, I got her on her knees. My shoes all needed cleaning and I wanted her to use her tongue. She did so good and cleaned every pair, she just needed to clean the ones on my feet. When she opened her mouth, I shoved my heel down her throat making her choke like a sissy bitch does on a dick. I told my sissy bitch to suck it like she was trying to get a nut out and that is what she did to my heels. When they were clean, I bent my sissy over my knee and gave her some hard spankings with my paddle. She thanked me and begged me for more. I liked hearing her beg it told me she knew what she was missing. I stood up and told her to bend over as I was putting my biggest strap-on on. i knew my sissy could hear what i was doing and I saw her clitty twitch in her panties. I moved her Sissy panties to the side and rammed my cock deep in my sissy bitch’s pussy. I fucked her hard and raw making sure I was going to leave this sissy slut sore. When I was done, I saw all the gooey mess on the ground from my sissy enjoying the pounding I gave her. I made sure the cum mess from her sissy clit was cleaned up before I sent her home.

sissy maid training

Online sissy training is open I’m looking for the best sissy

Online sissy trainingOnline sissy training is open and I’m looking for the perfect sissy slut to add. Have you been craving being treated like the tiny pathetic pansy girl that you are? Imagine being able to live out your deepest fantasies with a beautiful dominating, sexy, goddess like myself, I mean look at me! You wish you could look even a quarter as good as I do in my panties and bra. You know you don’t deserve me, my attention, or my fucking time!  Does it make that little, tiny thing you call a cock jump at the thought? Well trust me baby that’s nothing compared to the plans I have for you!

I will have a pretty set of sexy panties and a matching bra that I know will not only make you look so fucking cute but will also make you feel like the pretty like slutty girl you are! I’ll let you enjoy the fabric rubbing against your tiny little clitty. Then I’ll have you prance around and do a few twirls before I force you on your knees and make you crawl around the room shaking that pretty, little, fat ass as I tell you how worthless you are

We will then take out my biggest dildo and I will sit back and watch as you forcefully rape your tight little boy pussy at my direction. I will make you be rough, stretching out that tiny tight hole nice and wide. What?! You can’t think your alpha daddy is going to be gentle, do you?!HAHA! Silly stupid sissy whore! Well, don’t just sit there you whore! Go ahead; show me what you can do! you know this is all you were made for, and all that you are good for! now impress me and if you are a good little sissy slut, I may allow you little clitty to cream. besides, that is a perfect segway to our second level of training. How else am I going to force you to love that warm creamy cum coating your mouth if I don’t make you eat your own?!

Sissy Slut Maids Don’t Just Clean

Sissy maid training

One of the biggest benefits of my super slutty sissy maid training is that my apartment is always spotless!  I have so many femboy maids under my thumb that I never have to worry about dusty shelves or cobwebs in the corners and having an unpleased, dry pussy while my housework gets done is a thing of the past.  All of the household chores that I don’t want to do, which is all of them, get delegated down to my caged dick queenies and if they want me to allow their little clitties to cream, they know exactly what they need to do.  Satisfy Mistress K in every way.

I don’t just want a man maid that just dusts the room in a sexy maid outfit, any guy can dress up and do that.  My sissy slut maids need to jam a feather duster up their asses and clear off all the dust with their buttholes.  Same goes for sweeping and mopping or anything with a handle remotely cock shaped, really.  The vacuum too, it’ll even vibrate on their prostates and milk out some cum as they’re cleaning the carpets.  I love the sight of a woman wannabe with a Kirby handle jammed deep up her craphole, the faces they make are priceless!

Clean my commode and you better stick that brush up your butt and swirl your ass around to do it.  Wash my dishes and find the fattest pot handle to push as far into your tight little pooper as possible.  See what I mean?  If you just clean my stuff, you’re only a crossdressing man wearing a maid’s uniform helping me out, a little. Use everything you get your hands on to ram into your rectum and stretch out that ass pussy of yours, then you’re on your way to being a real sissy slut maid.  You’ll know if I like the job you’re doing by how much I let you touch my cunt.  If I’m happy with your work then you’ll have my permission to bring me to orgasm, just remember to clean all the pussy juice off of me when I’m finished.

 

Mistress Raine’s New Strap-on

Best Sissy Trainer

Being a luxurious Mistress like myself means that sometimes I treat myself to some new toys and lingerie! I need a tight sissy pussy to slide my new strap-on into, I’m dying to see what this 10-inch pink vibrating strap-on can do! I can’t wait to dominate some of my cum thirsty sluts with my new toy, I want to make this powerful piece disappear in a faggot whore’s juicy ass. I just know there is a sissy waiting to get stretched out by my long pink dong. I bet I can get my sissies to deep throat this thick vibrator until they gag and slobber all over it, I wonder who will be my first sissy faggot slut to try to take all these inches…

Forced sissy training for drunk brother

My brother has always acted like a big shot. So, when he came over to my house drunk as a kite, I was going to take full advantage of it. I was going to do some Forced sissy training on him. I told him how I always hated how he thought he was better than little sis when little sis gets more pussy than he does. He laughed and I grabbed his tongue and got him on his knees. My BBC sissy trainer friend came out of the room and clapped at the view of his tongue squeezed in between my fingers and him on his knees like a little bitch. I pulled my brother’s cock out and stepped on it with my heels when he opened his mouth and yelped. I had my bbc friend stick his cock in his mouth. He got faced fucked hard as I told him from now on, he would crawl around and clean up my messes when he came over.

Forced sissy training

If I wanted him to milk a cock he would, I rubbed his cock as my fellow sissy trainer was filling up my brother’s mouth. Then my brother came all over my hand. That is when he learned Sissy maid training meant he had to clean up all the cummy mess around, even his. 

Cum-pulsory Sissy Training

Forced sissy training

It’s called forced sissy training, you fucks!  This isn’t your run of the mill, pick and choose, pussy footing pansy producing school for sometimes sluts.  Your slutty slave training with me is cum-pulsory, pretty boy, otherwise you’d never be turned into the pretty girl with the gooiest little clitty around.  If you want to become the femboy that you truly want to be, you do what I tell you, when I tell you.  Let that sink into your stupid clap trap brain, you dumb bimbo!  If you reject any single step of my specialized sissy slutification, you will pay the ass pounding, cum guzzling price.

I dare you to tell me that you aren’t going to wear the pink wig I picked or put on the frilly underwear your mistress laid out for you, I fucking dare you.  Don’t like the slave maid outfit I found to fit your particular body type and refuse to wear it, you won’t like any of the punishments I have planned for stubborn sissies like you, I guarantee it.  Just try me, jizz monkey, you’ll see exactly how humiliating and degrading being an obstinate sissy slut can be.  I promise you, you’re going to want all of the pussified protection you can get.

If you think it’s embarrassing to be dressed up like a trollop and forced to take load after frothy load from a room full of horny sissy lovers, just imagine how mortifying it would be without the girly getup.  If you were made to please every man around in the nude, wearing nothing but your birthday suit and a spider gag with your hands and feet bound so you can’t move.  Just think about every Joe, Jack and Johnny holding you down, looking you right in your eyes and violating your faggot fuckholes, no protection afforded to you by either your sissy alter-ego or any form of prophylactic.  You’ll be begging for that pink wig after your gross man ass has been hammered out and gaped wide, hopefully I can understand you while your mouth is held open and filled with cum.

 

Taboo phone chat is where i got a new sissy trained with Sissy panties

Taboo phone chat is where I met my new sissy. He played like he didn’t like someone to tell him what to do and put him in his place. I knew he was; I could smell a sissy a mile away. I gave him a look and told him to kiss mistress feet and dropped like the proper hoe he is.

Taboo phone chat

I gave him some pink Sissy panties and told him to put on what a bitch like him deserves to wear. I had just gotten fucked by a big black cock, so i had a pussy full of creamy load. I grabbed his face, and I told my new sissy bitch that his job for mistress was to be a Sissy maid and needed to clean all my cummy messes. I grabbed my sissy bitch by the hair and rubbed her mouth all over my cunt. She opened her mouth, and I squeezed some left-over nut right in her mouth. After she swallowed it she went to lickin! She licked mistress’s cunt so good I came inside her mouth before I was all the way clean. Mistress gypsy will give this sissy the best training.

Sissy gets punishment for fucking a BBC sissy trainer without

BBC sissy trainer

My sissy bitch has been naughty and let a new BBC sissy trainer fuck him without asking mistress for permission. So, I decided to show her what dirty disobedient slut gets. I have planned a gangbang. My sissy came over in her slutiest dress and her clitty cage on nice and tight. When she walks in, she sees all the big black bulls, she gets on her knees and starts to thank mistress. I told my sissy bitch to not thank me, yet I was going to use her little hole until she couldn’t take it anymore. I pushed my sissy down on the ground and pulled her panties down and spread her ass. His little clitty in his chastity was so cute but I loved how it looked when I aimed the first dick towards his asshole. Right away the BBC bull started pounding him and like a wave the rest came. My sissy bitch slut was getting gangbang. She was going to get her Sissy panties soaked with cum. My sissy whore kept getting pounded and filled up until she fell flat on her belly. I know my bitch was getting tired but i wanted her to know she gets fucked when i say so only. When we finished my sissy bitch knew from her Sissy maid training to clean up all the cummy mess.

My Perfect Wife

Forced Feminization

 

 

I love a forced feminization roleplay. I want you to dress up for me in your best corset and panties, garter, stocking and heels. Wear that red lipstick that I like and put your hair in curls. Have a stiff drink waiting for me when I get home. I want to walk through that door and take a sip of scotch while you go tend to dinner in the kitchen. That meal should’ve been plated and ready for me to dive into, but I’m in a good mood today so I’ll let you slide. You go back into the kitchen, your heels clicking on the floor. I take another sip of my drink and look at you standing at the stove. Your ass looks amazing in that thong and your corset is laced up expertly. I take off my pants and whip out my lady dick. Daddy wants some right now. I come up behind you while you’re at the sink and run my hands down the front of your thighs. I nuzzle your neck and give you light kisses as my strap-on pokes into you. Like the obedient bitch you are, you part your legs and bend over for me. I pull your thong to the side, spit on your asshole and insert myself into you. It’s been a long, hard day and I need to fuck my frustrations out. I don’t go slow, I don’t care about your gasps of pain…in fact, I like them. They make me fuck you harder. Your ass is all mine and I’m punishing it. I press you down deeper into the counter, lifting my leg to really get deep inside you, and dunk your head into the sudsy water. Your flailing turns me on and I pound that ass harder and faster, cumming when your movements start to slow down, right before you lose consciousness. I pull my dick out and as you’re sputtering I shove my cock into your mouth so you can clean all the shit and blood off of it like my good little whore. Once I’m clean, I leave you a heaping, wet mess on the floor, sit at the table and demand my dinner. You are the perfect housewife.