Category: Sissy slave training

Ms. Jackie trains young sissy fuck boys too

 

Forced sissy training

Yummy, Ms. Jackie loves her barely legal sissy boy faggot babies. Their so easy to train, dress up, and always down to get their man pussy’s stretched to the max, and always cum crawling back, even after I’ve tortured, tied, abused, and violated their worthless cocks. Like all of you, their hungry for that pathetic feeling.

I love dressing them up, applying their makeup, young boys have such beautiful soft skin, looking so feminine in their panties, hose and heels. I expect all my little fucks to really feel what’s it like to get cucked and live the whore life they long for.

So flip up that dress honey, pull down those pantihose, pull your thong to the side and let that big juicy cock slide through. Stretching you, making you bleed and cum out of your tight little man pussy. Lick it up with your finger baby and taste how worthless you are and spread them more. Put your face in another man’s lap and take two at once. My creamy cooter leaks watching these young sissy faggots getting rocked. Whining and crying turns me on.

This is part of my succle and sweet sissy training. Fuck boys growing into proud sissy super fuck whores, always letting Ms. Jackie cum back to review.

I’ll Make You My BBC sucking Sissy Whore!

Femboy Training

I know inside there’s a sissy waiting to come out. I’ll bring her out one way or another. After all, that is why you’re here. You know you’re not good at being a man. You’re too pathetic for that. Your cock only gets hard when I tell you to get dressed like a sissy faggot so you can get on your knees and suck a BBC.  It’s really the only thing you’re good at. I’ll be mean and degrade you even make you show your friends what a sissy whore you are. I’ll take pictures and videos so you can never leave. I have leverage against you now. I own your faggot ass.

You want me to be nice? Maybe I’ll let you keep your secret from your family? You’re my sissy fuck slave and you’ll do whatever I tell you to do. You’ll be my fluffer and watch me get fucked by all those big cocks knowing you’ll clean me out and that I’ll be using your ass later. As my sex slave nothing you say matters. You belong to me, and I can give you to whomever I please. Don’t try to resist me, I’ll win in the end. I always do.

Top Tier Phone Domination

Phone domination

You got your toys and dildos ready for my top tier phone domination? If not, get a wooden spoon and be prepared to punish yourself. I want the real sissy and good dommes that’s ready to bark on command. I want you to take one of your vibrating toys and put it right on your asshole. Tickle that tight little hole until I say stop. Grab the small cock and start pushing it in your asshole. I want you to slowly open that hole until the biggest one is able to just slide in. So push that cock in that tight ass and keep that vibrator right there, that’s a good boy just like that baby. Once it’s all the way in there give yourself two strokes and yank it out. Don’t move that vibrator off that asshole. Now take the 8 incher and start pushing it in that plump ass. No complaining or I will force it in there without taking it slow. So be a good boy, shut up and push it in there. Now remove the vibrator and yank that cock out now. Take the big 13 inch cock and put the tip in your mouth getting it all wett. Now push it up that hole, I don’t care if it’s not open enough. Push it up in that tight little fucking hole. Yes baby push it all the way up there feel every inch and stretch it open. Now leave it there until I say otherwise, do you understand?

Ms Jackie’s gotta prize for the best pathetic femboy

Sissy slave training

Let Master Ms. Jackie make you feel more like the the pitiful, pathetic fuck you are. I’ve got all kinds of tricks in my closet that I’ll use against you after you get on your god damn knees and do what the fuck I say.

I’m dressed in leather, holes open for my precious bald juicy pussy, and my poppin tit’s, nipples beaming so bright I can blind you if you continue to be the worthless cuck you begged me to be.

Now stick out that slobbery tongue, swirl and take a nice long lick from my ass, tickle my tiny tootsie taint, all the way up to my lucious swollen kitty lips. Give her a good bite and tell me how fucking amazing my dripping, leaking, almost to a down poor of squirt in your face tastes. Run your finger across, stick in my mouth, mmmmmm!

Open that closet door and let that big boy BBC banging body out, get your ass on your stomach and let him have a smack, spank, and whip till your bright red. Spread your thick hairy legs and push your man pussy into his nubby cock and let him cook you till your raw.

Forced feminization with Dakota will make you extra pretty

Forced feminization Forced feminization with Dakota lets a sissy shine so bright. The dedication we show to you filthy little sissies is unparalleled. Together we can take such great care in feminizing you, dressing you up in frilly panties and stockings, teaching you how to walk and talk like a proper lady. It’s truly a sight to behold, and it never fails to make my pussy squirt.
We pick out the perfect sissy for the job, someone we know will work extra hard for us once the cock comes out. We start slow, easing one fat cock down your throat and once you slobber all over it, we’ll both guide it into your bussy hole. I love everything about these sessions. The way the sissy squirms and whimpers with multiple cocks penetrating all those holes. Us Sissy Training Mistresses love to stuff a sissy up as much as possible.
In my line of work, I’ve seen all sorts of sissies. The eager ones, the reluctant ones, the ones who think they can resist. But in the end, they all submit to our will. They all become our perfect little sluts, grateful for the chance to serve us. It’s because we Doms, use honey to catch you desperate little cock hungry flies and once you are in our trap, you can never go back.

Best Sissy Trainer

Best Sissy Trainer

Listen here, I want all my naughty boys and untrained sissies to come and meet the Best Sissy Trainer. I love to punish and there’s no limits to what I’ll do to teach you a lesson. I won’t hesitate to put you in your place and let you know who’s the boss. I run you and you don’t do anything without mistress permission. If I find out you were being a bad boy, you will be punished. Don’t think you can get away with anything. I Am very stern and have a nice 12 inch strap that’s ready to penetrate some tight little holes. You worship the ground I walk on and only mine. When you greet me you kiss my leather black thigh boots. You don’t speak until I’ve spoken to you. You don’t cum unless I tell you too. That’s the biggest mistake you can make. I will cuckold you so bad you are going to be begging for mercy. 

Ms. Jackie’s hardcore punishment for a pathetic sissy bitch

Humiliation phone sex

You’ve been such a terrible, sucky pathetic loser lately and Ms. Jackie isn’t happy about your behavior. I’ve got jobs for my sissy’s whore’s and lately you’ve been slacking. Not swallowing a full mouth full of jizz when I’ve told you too, and not sucking hard enough on the fat hairy dingleberries of all the men I dominate while their deep down inside my princess kitty.

I’ve discussed this with all you sissy’s that call me and now it’s time to be degraded like you’ve never been. Your inverted cocks gonna blow, causing more pathetic pain because thats what a worthless POS like yourself deserves. Your also gonna get down on all fours, chained, clothed like a young little sissy bitch, and lick the floors, like a bad doggie.

Dried up spooge, leaky jizz, and left over balls sweat cover the bedding, bed and especially the ground we’ve fucked on. We’re all gonna laugh and humiliate you while you suck down every crispy drop and tell Ms. Jackie how fucking delicious I taste, even if my sweet, oozy, white blood filled fluids aren’t fresh like the squirt sauce you usually feed on.

You’re such a joke, and Ms. Jackie’s gonna make sure that you never disrespect my desires again!

Sissy training is what I filmed with my sissy hoe

I needed to make a Sissy training video, and I decided to use my oldest sissy bitch in my stable. She started her training late. But she learned quickly what her place is. Every sissy is made to worship her mistress and milk any cock she wants. That’s what she learned, and she learned it well. Therefore, I used my favorite bbc bull for a training video. I start to film and my sissy walks in. “Undress and put these on, time to greet your mistress properly” I instruct as I hand over a pair of panties.

She takes her training very seriously and loves her mistress. So, she gets dressed and gets on all fours. “That’s right crawl around like a bitch in heat and kiss my feet” I instruct my sissy whore to do. This was being filmed, and I wanted everyone to see what an obedient sissy slut looks like. As you kiss my feet and wiggly your ass in the air, my bbc partner walks in. He was already naked with a long black anaconda swinging between his legs as he walked in.

Sissy training

Your eyes got big when you saw his big black cock coming your way. “Now greet my guest like you have been trained to do” I instruct with a big smile on my face. This was the beginning of the fun, and I was going to record it all. Your mouth opens up and you start to slurp his big dick. That sissy mouth swallows every inch and you don’t stop until all his cock disappears.

“This is what good training does for a sissy bitch” I say ad I zoom the camera in on you sucking cock. After a bit I zoomed onto your Sissy panties, and they were leaking. ” Bend over time to give the money shot” I say laughing. I move your panties to the side, and you start getting fucked. By the end of my video his big black balls were drained, and you were full of cum. That’s what every sissy is made for and that’s why I make this video. 

New Mistress in Town


sissy slave training

Bow when I walk through, I’m the new mistress in town and I did not come to play. I need all sissy and femboys front and center. Line up and kiss my lovely toes when I approach you. Hold that position. I want to see what nice tight ass you have, so face down and ass up. Yes good boy, I can’t wait to see what it looks like in some panties. Maybe, put some heels on you or some leather thigh highs heels. Then come pick from my collection of straps, so I can stretch you out. The training I have in store for you is going to have you begging for more.

Oh don’t think I forgot about my Dominatrix lovers. I’m a top Domme mistress but I also can be a bottom. I love a good boy ready to worship the ground I walk on. A good submissive slave with all eyes on me and obeys on command. Mmm yes, I love a good humiliation especially if you have a small cock. Controlling how, when, and where you can get your load off. Makes me so hot. I need you ready to serve me and only me. So once I dominate you. That cock is mine.

Mistress phone sex

Sissy maid training teaches you how to be a proper slut

Surrender to Sissy maid training! Oh, look at that little clitty throbbing with a desire to worship me. It’s time for your Goddess to lock that filthy dingy up. Your maid’s dress looks nice and tight. You wore the proper fishnets, too, crotchless. Sissy maid training
That’s my good slut. I am almost very proud of you, sweetie. Your red lipstick is the perfect shade of cock sucker. I hope you aren’t too afraid of my divine strap-on. It’s a hard 12 inches, and I think you’re ready for it, even if you don’t. You better get on your knees and suck it. Make sure you deepthroat it and get it sloppy because it’s going to be the only lube I use for your bussy hole!
I’ll slide it in, and you know your little clitty is going to leak all over the place, and when I get balls deep, I’m going to pump deep into you. I have to fuck you as hard as possible, cutie. You need to get ready for the real ones. Because when those man cocks get your hole, you are past Sissy training. There is no going back from that slut. And I expect you to bend over and obey. You are going to take whatever cock I want you to.
After I am done fucking you, I still expect you to serve. My little slave can prepare me a gourmet meal while wearing nothing but an apron and heels. Then you’ll suck off my dinner guests under the table. After entertaining every one of them, you may sit at my feet and jerk your clitty, begging for permission to cum. If I allow it, you’ll thank me in tears for this honor. If I don’t, you’ll whimper in frustration all night long.