Tag: Sissy training

Welcome…… sissy girl training starts here

Sissy girl trainingHey there, you pathetic little sissy bitch,  sissy girl training starts now. Look at me—barely five feet tall, tiny waist, perky tits barely filling my leather corset, and still I own your worthless ass completely. Get on your knees right now and kiss my boots. That’s it, tongue out, lick every inch like the cum-hungry whore you are.

Your tiny clitty is already twitching in that pink cage, isn’t it? Good. I want it locked tighter tonight. Pull those frilly panties down and spread your cheeks so I can see that stretched sissy hole winking at me. Fuck, it’s gaping from last night’s pounding. You really are a broken little fuck toy.

Crawl closer and bury your face in my pussy. Smell how wet I get when I humiliate you. Lick my clit while I grind on your tongue. Don’t you dare stop until I squirt down your throat. That’s right, swallow every drop, you disgusting cumrag.

Now turn around and present that ass. I’m strapping on the thick black dildo—the one that makes you scream. Feel it press against your rim? I’m shoving it in raw. Take every inch, sissy. Your hole is mine to wreck. Deeper. Harder. Listen to those wet, nasty sounds as I rail you like a street whore.

Beg for my strap, bitch. Tell me how much you love getting fucked by a tiny domme who could break you in half. Louder. Call yourself my cumdump while I pound your prostate until your locked clitty leaks all over the floor.

When I’m done stretching you, you’re going to clean my cock with your mouth. Suck your own ass-juice off it like the filthy slut you are. Then thank me for using you. Say it: “Thank you, Mistress, for ruining my sissy hole.” Good girl. Now stay on your knees until I decide what else I’m going to do to you tonight.

Best Sissy Trainer A Boy Could Ask For: Fun With Heaven Part I

I know I’m the best sissy trainer because when I walked in on Billy sprawled across my bed, my black lace panties stretched tight over his little cock while his hand pumped furiously, I knew exactly what to do: make him into the perfect sissy boy slave for all my BBC having homeboys.

“And just what do you think you’re doing, you little faggot?” I smile mischievously, stepping closer. Billy froze, eyes wide, but his cock twitched visibly in my panties. Pre-cum soaked the fabric. He didn’t even try to hide it. Instead, he whimpered and kept stroking.

“You sneaking into my things and wearing my panties again?” I ask, grabbing his wrist and yanking his hand away. “Oh I get it, you wanted me to see you. You wanna be my little sissy slut.  I pulled the panties down just enough to expose his dripping cock, then slapped it hard. Billy moaned. “This what you wanted right? To get caught and be punished?”

Billy nodded frantically, already leaking more. “Yes please, Heaven… I want your friends to use us. I want a big black cock stretching my ass while I watch you get fucked silly and then I promise, I’ll lick every drop of his cum out of you.”

I laughed, pulling my panties off and stuffing them into his mouth. “That’s exactly what you’ll get, Billy. You’ll be on your knees, panties around your ankles, while Marcus and Devin take turns wrecking your sissy holes. Then when Dante is done pumping me full of cum, you’re gonna make good on that promise, we clear?”

Best sissy trainer

I don’t wait for his answer, I just straddle his face, grinding my pussy against his lips before pulling out the wet panties with my finger, before squatting down again over his face. “Now start practicing little faggot. Suck my clit like you’ll be sucking their cum out of me later.”

Billy’s tongue worked desperately as I rode his face, already planning which friends to call first.

tbc…

Best sissy trainer gets a new toy

Best sissy trainerI dragged that pathetic sissy into my room and shoved him face-first onto the floor I am the best sissy trainer around. “Get those knees under you and open wide, you useless cumrag,” I snapped while peeling off my panties. My slick pussy hovered right over his mouth. I gripped his hair and mashed my dripping cunt against his lips. “Suck it, bitch. Lap up every drop like the desperate whore you are.”

Face Sitting and Ass Eating

I spun around and planted my ass on his face, smothering him completely. “Shove that tongue straight up my shithole and clean it, toilet boy.” His muffled whimpers vibrated against my rim while I reached back and flicked his locked clitty. “That tiny thing stays caged. You only get to leak when I allow it, and you’ll thank me by swallowing every bit.”

I shifted forward and let a hot stream of piss flood his open mouth. “Swallow it all, urinal. You’re my personal toilet now.” Once he gulped it down I slammed my soaked cunt back onto his tongue. “Fuck my hole deeper, slut. Get that tongue working while I figure out how I’m going to destroy your boy pussy.”

Strap-On Fucking

I stood, kicked him onto all fours, and buckled on my thick strap-on. “Beg me to wreck that sissy hole,” I ordered, spitting on his puckered rim. He whimpered and pushed back, so I rammed the dildo balls-deep in one thrust. “Take it, fuck toy. I’m stretching you until you’re gaping and ruined.” I pounded him hard, slapping his ass red and twisting his nipples while he cried out. “Scream louder, bitch. Let everyone know an 18-year-old girl owns your worthless ass.”

Cleanup and Degradation

I fucked him until his legs shook, then yanked the strap-on free and scooped the mess from his wrecked hole. “Open up and eat this, cumdump. Every drop goes down your throat.”

Final Domination

“On your back, sissy. I’m riding your face until I squirt.” I climbed on and ground my clit against his tongue. “Lick faster, you broken fuck toy. Make your mistress cum while you choke on my juices.”

Sissy training with Mistress Dakota

Sissy trainingI am Mistress Dakota, and I get off hard on ramming thick plugs deep into sissy asses for sissy training while their cocks throb and leak in tight cages, forcing them to send close-up photos of their stretched holes and denied shafts right away. I love making those pathetic sluts bend over and spread their cheeks wide for my inspection, their puckered holes winking as they beg for more. Assignments drive my entire process. I might command a sissy to slide into lace panties and stockings before work, then demand immediate proof through messages while they describe how the fabric rides up their crack and rubs their balls raw. I examine every report closely and require updates on how the fabric brushes their skin all day long, especially when their caged cock drips precum onto the lace.

Another standard order has them locking their cock in a tight cage while pushing a plug deep into their ass for hours, twisting it in and out to stretch that tight hole until it gapes. I study the photos and logs they send to confirm nothing comes off early, making them finger their own leaking slit and taste the mess for proof. I extend this control into daily habits like perfecting makeup until it looks flawless or striding in high heels without any wobble, forcing them to practice sucking on dildos while they walk to build that whore mouth. Sissies must describe their attempts in full, noting any leaks or the ache from denied releases, how their balls ache and swell with backed-up cum.

Missed steps bring added chores such as repeated edging or carefully planned public risks under my direction, like flashing their caged dick in a restroom stall. This steady checking keeps them accountable and pulls them deeper into submission. My consistent oversight produces real transformation. Sissies begin to hunger for the structure I provide, reporting completed tasks with eagerness and begging for fresh instructions like getting fucked by bigger toys or swallowing their own loads. The loop of command and obedience tightens their bond to my dominance. Those ready to start can reach out to me for their own set of tailored tasks built to create lasting devotion.

Peace Takes Her Sissy Girl Training Sex To Zoom

Alright, it’s time for a special sissy girl training treat. I get to watch you on Zoom, you don’t watch me but I need to see your pathetic sissy slut selves. It goes something like this..

As each one of my pathetic slaves obeys and exposes their chests for inspection, I can’t help but feel a rush of power course through my veins. None of them have developed anything worthwhile; they are all just as flat-chested as ever. Disgusted by their lackluster attempts at being women, I continue with the next part of today’s lesson – dressing up in lingerie like the good little sluts they are meant to be.

“Now then,” I say while watching on screen as each one struggles into lacy bras and panties that barely cover their tiny cocks or plump asses “make sure those stockings aren’t too tight around your dicks.” My eyes roll back in amusement when one tries desperately not to reveal his hard-on underneath his silky garments – such weaklings these men truly are! But it only makes me want more from them…and myself too because damn does this turn me on knowing how much control i hold over these pitiful creatures who crave nothing more than becoming submissive females beneath my command..

Next comes makeup application which most fail miserably at doing correctly due mainly because none possess even an ounce talent when it comes beauty regimens designed Alright, you little sissy boys. It’s time for our weekly Zoom call where I get to see how well you’ve been practicing your feminine skills! First things first, let me check if any of you have grown some tits yet. Strip down and show them off!

As each one of my pathetic slaves obeys and exposes their chests for inspection, I can’t help but feel a rush of power course through my veins. None of them have developed anything worthwhile; they are all just as flat-chested as ever. Disgusted by their lackluster attempts at being women, I continue with the next part of today’s lesson – dressing up in lingerie like the good little sluts they are meant to be.

sissy girl trainingI have plenty of time to teach them how pathetic they truly are when it comes down doing something right without any guidance from me whatsoever!

Sissy maid training whore now is my own Cinderella

Sissy maid training Sissy maid training sluts have to work extra hard for what they want. I am not going to be easy on you at all.

You’re here to serve me, you understand? If you ever want to pass and be desired by a man, then you must listen to me.

You are my Cinderella, and you will clean me up!

I have a lot of boyfriends, and they all cum so much. I know you are hungry, probably frothing at the mouth and clitty.

Get that fetching maid costume on. You must look the part to play the role. Once you are dressed, get on your knees. You are not allowed eye contact; you don’t deserve it.

Lick my fucking feet, you stupid fucking faggot. I know you feel so good at the bottom of the barrel; it’s where you belong. Slide that tongue up into my cunt. It’s filthy and needs a good tongue cleaning. Cinderella, how does it taste?

I bet it tastes like pure jealousy because you know you will never be a beautiful woman like me. However, if you do a good job licking me clean, I will allow you to be fucked like a girl, even though you are a faggot. My boyfriend’s ten-inch cock will fuck you through your soaking wet Sissy panties and destroy you completely.

 

 

 

 

 

 

 

 

 

 

 

Sissy Training Will Fix it All!

sissy training

 

I slam the door, locking the pathetic worm in my studio. He’s shaking, eyes wide, staring at the swinging pendulum I’ve set up. “Look at it, you useless piece of shit,” I bark, grabbing his hair and yanking his head forward. “Focus. Now.”

 

I start the cadence, my voice dropping into a commanding, rhythmic drone. I don’t ask; I order. “Your mind is mine. Your will is gone. You aren’t a man; you’re a blank slate for me to write on.” I watch his pupils dilate, his gaze glazing over as the hypnosis takes hold. He’s a vegetable now, completely open.

 

“You love being my toy,” I hiss, leaning close to his ear. “You crave the shame. You want to be a sissy.” I slap him hard across the face, the crack echoing. He doesn’t flinch; he just drools slightly, his mind trapped in the loop I’ve created. I force him onto his knees, stripping his clothes off with violent tugs. He’s nothing but a shivering heap of meat waiting for my command.

The Best Sissy Trainer Knows You Want That BBC

best sissy trainerThe best sissy trainer understands that no two sissies are the same. Some sissies just like to dress up and service their mistress. Other sissies desire black cock faggot training. Some sissies want to experience any cock in their ass. And there’s lots of other variances too. But anytime I meet a new sissy we sit down and have a conversation first. I need to know my sissy before I can recommend a training plan.

My new sissy told me big black cocks seem to be all she thinks about. She wants them cumming in and on her. And she fantasizes about them just taking her back door cherry by force. Sometimes she even envisions a bunch of black men gang banging her. So, I would categorize her as a black cock sissy with a masochistic streak. She wants it to hurt. And I never judge. If you want your back door sissy hole ripped apart, who am I to tell you no.

Although I prefer more sensual sissy training, I am a dominatrix too. So, if this sissy wanted her back door sissy hole obliterated, I knew just the black stud to do it. Brian is a 38-year-old black man with a 13-inch big black cock. Super thick cock too. One of my lovers. But I don’t let him fuck my ass because I know what would happen. I wouldn’t shit straight for a month. And I’m too dominant for that. But he can stretch my pussy out all he wants.

A Sissy Follows My Orders and My Training Plan

So, I invited my new sissy over after Bryan arrived. Perfect time to make my sissy’s dreams come true. She arrived in a little pink dress. Barrettes in her hair and wearing those cute little ankle socks with the lace trim. She even did her hair and makeup. My sissy looked more trans than anything. Something for her to consider because of her natural feminine features.

When Bryan saw my sissy all dolled up like that, he did a double take. Honestly, it took him a few to realize my sissy was born a genetic man. But I explained the situation and Bryan seemed more than happy to help my sissy finally get her sissy hole destroyed. Even if Bryan went gently on her back door virgin hole, it would still stretch it. My sissy took that hardcore ass fucking like a champ too. I’ve seen more seasoned BBC sissies cry with a cock that size inside of them. But this sissy just moaned in pleasure.

Most of My Sissies Want to Be BBC Sissies

Her little clitty leaked the entire time too. In the moment, I felt like a proud BBC sissy trainer. Although I didn’t really train her much beforehand, I did arrange to get her the biggest black cock I could find to destroy that sissy hole. And when it was all said and done that sissy hole looked battered. Gaped open with cum just oozing out of it. My sissy appeared exhausted, but excited that she finally got used the way she always fantasized.

As a sissy trainer, it’s my job to listen to you and discover what kind of sissy you are. And as a sissy, it’s your job to listen to me when I give you exactly what you want. I listen to my sissies, but I’m always in control. I work with my sissies, but I never let them dominate me or take over our training.

4th of July Weekend Means Extra Days For Femboy Training

femboy trainingHoliday weekends are used to schedule more Femboy training with my sissy’s who are ready to take the next step into becoming feminized. The way they deserve to be.  I don’t know about you but I get sick of men who are bitches even looking at my with any masculinity when I know how hard I am working to strip every ounce of it away from them, along with their dignity.

So we start off the weekends with panty try ons. Silky, girly, slutty. That’s really the only requirements. Sometimes I ask sluts I know to donate their used old ones for my panty boys to have as backup. They always end up cumming in the clean ones anyway so not sure if it matters if it has cum from the last sluts cunt that dripped out. Crusty cum from multiple strange men dried up on a whores pink satin boy short panties is exactly what we need to start training off right.

Next I dress them up like whores. They already are whores so usually the vision comes to me.  Sometimes I just dress them with an anal plug in their ass pussy. It’s whatever vibe is I’m feeling. Really it’s what my cunt feels at the time. Sometimes I like them greeting everyone naked to really embarass them with their little clittys.

One staple I find that is needed is bright red or pink lipstick. Overly done to make those cock sucking sissy lips look appealing to the cocks that will inevitable be grazing those sissy whore lips in the near future.

Speaking of being a sissy cock sucking whore, next up is lesson time. We get our pink and black cocks out (dildos) and have some cock sucking proactice.  I watch as my sissys gag until they are pretty much sick on these dildos.  Then I give them the first surprise of the training and bring in a real life big black cock for their sissy lips and throat to get used by.

The fun has only begun!

 

Sissy slave training makes you into your true form

Sissy slave trainingFrom the moment you pleaded for my special Sissy slave training, I knew we were gonna have an absolute blast transforming you into a cock-hungry, cunt-worshipping girlie.

First, I need to make sure that clit cage is nice and tight.

I mean, we wouldn’t want your clitty to explode too fast. Even when it’s all locked up, it’s just dribbling sissy cum. I can’t wait to watch it shrink down to a cute little clit as you get your hole wrecked.

Once I sink my claws into a bussy, it’s like a magic spell – they’ll be skipping around in Mary Janes and pigtails, eager to please my every whim.

I order you to take Daddy’s lollipop all the way down. I want to see gagging, I want to see drooling. I want you to struggle to fit it down your throat, and you’d better get it that way.

If not, I will expose you. Maybe that would be the best thing for you anyway. I can burn your life down, and we can start anew! You know you don’t want to live the way you are now. You are not a man. You are my girl, and I feed you cock.

Including deepthroating my boyfriend’s huge, fat cock. Don’t you want to be a good sissy cumslut for me? Then you’d better get to sucking his big black cock and thank me for letting you get a taste. I see by the way you are sucking it, you are going to need a lot of Sissy training, you silly bitch. Good thing my boyfriend has friends with big dicks just like his.