Tag: sissy slave training

I love when the Sissy training pays off & you finally get it

Sissy trainingSissy training has finally paid off, hasn’t it? I mean, there were a few times I thought I would have to give up on you. Like every time I would make you suck a cock you could barely fit it in your mouth.

Now you can ride cock like a real girl!

After months of meticulous training, endless teasing, and transformative lingerie, my little fucktoy has taken your very first real cock. A real, raw, uncut dick buried deep inside your greedy, wet bussy.

As I recall the countless hours spent building your confidence and dressing you in dainty panties and frilly gowns, I always thought you would make me proud. I could see the cock hunger in your eyes; it just took you longer. But that’s ok because your butt cherry has finally been popped!

How did it feel when his load filled up your hole? Now there is no turning back, babe. You are growing into the girl you always dreamed of. But get your Sissy panties on and get yourself ready because you still have a lot of work to do.

Listen, I am proud of you; you finally did it, but you stopped at one? Just one cock in a night? What do you think this is, some romantic play? You are a fucking whore, you understand? That means you don’t stop after one; you keep going for more and more cock.

Forced Sissy Training Ends With A Bang

 

forced sissy training

The finale was a blur of leather, sweat, and cum. I had him draped over a bench, his ass high in the air, trembling. I didn’t use a toy; I used myself. I climbed on top of him, my leather skirt riding up to reveal my soaking wet pussy. I guided his cock—now leaking pre-cum and desperate—right to the edge of my heat. But I didn’t let him in. Not yet.

 

I spent ten minutes teasing him, grinding my clit against his shaft while I used my heels to pinch and pull at his nipples. I wanted him on the absolute brink of explosion. “Please, Rosemary… please let me cum,” he begged, his voice high and broken. I laughed, a cruel, melodic sound, and finally slammed down onto him, taking every inch of him in one wet, sliding motion.

 

I rode him with a violent intensity, my leather corset creaking with every thrust. I wasn’t looking for intimacy; I was claiming ownership. I watched his face as I pushed him past the point of no return. As he finally erupted, spraying hot cum deep inside me, I leaned forward and whispered in his ear, “You’re mine now. My sissy, my toy, my slave.” I climbed off him, leaving him shaking and spent on the floor. I stepped over him, the clack of my heels signaling the end of the session. He didn’t even try to move; he just lay there, completely broken and utterly mine

Forced Sissy training for the weak…..fuck slaves

Forced sissy training

Forced sissy training starts now, I start by shove your face into the bed, yanking your sissy panties down over your girly ass. A string of pre-cum dripping from the tip of your caged pathetic dick, soaking the frilly fabric. “Look at this,” I sneer, grabbing a fistful of your hair to twist your head around. “Your clitty is so desperate it’s crying, and all I did was look at it.”

I roll you onto your back. Your legs open. The metal cage is taut around your useless cock. I grabbed the giant bottle of lube. “You know the rules, cock whore. Sissies slaves don’t get hard. Sissy slaves get fucked.”

Sissy Fucking

I slick up the biggest strap-on cock I have, a huge, thick, veiny dildo. I slap it against your cheek. “Open up!.” You obey; mouth stretches around the head. I fuck your face with it, slow at first, then pounding your throat. Gagging. Tears. Mascara rivers. “That’s it. Choke on it.  the taste. This is all, your throat is good for now.”

I pull out, spit and lube coating your lips. I spread your legs wide and press the huge head against your tight hole. You flinched. “Don’t you dare flinch on me.” I slap your ass cheek so hard it echoes. “Relax that hole for your Mistress. You’re a fuck whore now. Whores take it in the ass.”

I push inside. You screamed, muffled by the pillow. I don’t stop. I sink my hips against your ass, burying the whole length. “This is your cunt. This fuck hole is your pussy now. This is where I fuck you. I own you.”

I start pummeling into you. My thighs slap your ass. “Who owns this hole?”

“You do, Mistress!”

“And what are you?”

“Your sissy fuck slave!”

I reach around, grabbing your throat from behind, pressing down as I fuck you harder. “Louder. Tell the whole fucking house what you are.”

“I’m your fuck slave! Your fuck hole! Your personal cum-dumpster!”

Breeding your pussy

My clit grinds against the strap-On’s base, my own pleasure climbing with your humiliation. “I am breeding this pussy. I am training it to take cock like the perfect little cunt it was always meant to be. Now cum. Cum from having your pussy wrecked, you pathetic bitch.”

Your body convulses. A dry, shuddering orgasm wracks your caged cock. You drooled on the sheets.

I pulled out. A gush of lube drips out of your gaping hole. I shove the dripping strap-on in your face. “Clean it. Lick it clean. Every drop. Then I’m going to break that mouth again. You aren’t a man anymore. You’re a meat-puppet. My meat puppet. Got it?”

“Yes, Mistress.”

I lean down and bite your neck. “Good sissy slave.”

Best Sissy Trainer Throws Down Sissy Humiliation Training

best sissy trainer

The training intensified. I had him strapped into a leather harness, his arms pulled back, exposing his chest and cock to my whims. I spent the next hour teaching him the true meaning of pain and pleasure. I used my heels as weapons, stepping on his thighs, leaving red imprints in his skin that matched the rhythm of my demands. Every time he tried to maintain a shred of masculinity, I silenced him with a sharp slap or a crushing press of my heel into his balls.

 

“Do you like being my bitch?” I sneered, stepping onto his chest and putting my full weight on him. I could hear the air leave his lungs, his face flushing a deep red. I reached down and gripped his cock, squeezing it tight while my heel ground into his pelvic bone. The contrast was electric—the crushing weight of the leather and steel above and the tight grip of my hand below.

 

I forced him to lick the soles of my heels, making him taste the street grime and the scent of my sweat. He was sobbing now, not from pain, but from the sheer intensity of the sensory overload. I watched his will crumble in real-time. The more I degraded him, the harder his cock grew. He was addicted to the humiliation. I leaned down, grinding my leather-clad thigh against his cheek. “That’s it, baby. Let go. Stop fighting it and just be the pathetic little slut I know you are.”

Sissy phone slaves are dying to be real girls

Ah, my sweet Sissy phone slaves, so desperate to be real girls. And now you’re far too invested to turn back. No, you need to go all the way and be the sluttiest girl you can be.

I’ve got just the treatment for you, my loves. It’s time to transform you into the most vapid doll girls I can create. I am going to dress you up like the pathetic bimbo whores you are.

Pink is the color of your life, sweetheart. Those satin frilly panties are like a perpetual brand on your ass. You will only be wearing slutty panties from now on! And the top? Lacy and tight enough to accentuate your brand new tits. Oh, that E-cup wonder is staying put, little one. You’ll be enjoying the added cleavage 24/7!

Your natural hair is not up to the proper standards, but don’t worry, girl, I have a luscious blonde wig. Those long blonde locks will definitely bump up the bimbo factor.

You are going to look so pretty, my submissive doll.Sissy phone

The men will love you, thanks to my talented hands smearing on an elaborate makeup job. Think classic pin-up style, but with a nasty twist. That bright red lipstick will let your new Daddys know where to aim their cocks.

I have some tasteful jewelry in store for you, as well. A choker collar and matching leash that I’ll be tugging on relentlessly as you’re led to your new Daddys.

You’ll be trained to associate that initial tug with immediate obedience, forever conditioned to drop to your knees and open wide upon command.

And when you are on your knees, you will suck them all off. I think we can start with four at a time, but when they get worked up, they will rip those Sissy panties off and pound your hole into a sloppy wet cunt. You will be the girl you’ve always dreamed of.

Sissy girl training while breaking that sissy hole

sissy girl trainingLook at you, trembling in those cheap nylon panties. You thought you were a man when you walked in here, but Mistress knows better its going to be sissy girl training for you. I see the way your clitty strains against lace, leaking like a desperate little whore.

Tonight, I’m not just training you, sweetie. I’m breaking in that tight sissy hole until you forget you ever had a name besides Dakota’s pet.

I shove you onto the bed, yank those panties down to your knees, and spit right on your puckered cunt. No gentle lube, no kindness. You don’t get kindness until you earn it. “Spread it for Mistress,” I growl. You whimper, pushing your ass back, presenting yourself like the cock-hungry bitch you are. Good girl.

My strap slides against your wet slit, teasing that needy entrance. You try to push back and take it, but I grab your hair and yank you still. “Did I say you could fuck yourself on my cock?”

I slam into you in one brutal stroke, stretching that virgin sissy pussy around my girth. You scream into the pillow, legs shaking, clitty dripping a wet spot on the sheets. “Take it, pet. Take every inch like the greedy slut you were born to be.”

I pound your hole, rough and deep, making your ass clap against my thighs. Each thrust knocks another pathetic moan out of you. Your clitty bounces useless between your legs, leaking precum like a broken faucet.

I lean down, biting your shoulder, my voice hot in your ear. “This is what you are. Not a man. Not a boy. Just a wet, empty hole desperate to be filled and used.” You nod frantically, pushing back harder, begging with your body.

I grip your throat and fuck you harder, ruining that tight cunt until you’re a drooling, panting mess. “Mistress is going to make you cum untouched, just from getting your sissy pussy wrecked. Show me what a good girl you are.”

Your body convulses, clitty spurting pathetic little ropes as your hole clamps down on my strap, milking it like the trained whore I’ve made you. I keep fucking you through it, using your sloppy, stretched cunt until you’re a whimpering, panty-wearing wreck.

That’s it, sweetie. Welcome to your new life. Kisses. 💋

Sissy Phone Boys Love if I Watch Them Take Their First Big Black Cock

sissy phone I love talking to sissy phone boys. And I talk to a variety of sissies. Some I call closet sissies. Nobody knows but us, but they like to dress up in women’s lingerie and fantasize about sucking cock. And I talk to the down low sissies. The sissies who suck cock and even get fucked while dressed like girls behind their wives backs. And I even talk to some sissies who have a full-time mistress in their life. For some it’s their wife. But for others it’s a paid arrangement. Regardless of your sissy status, I enjoy phone calls with all sissy boys.

Last night I talked to a down low sissy. This sissy ‘s wife went out of town recently on a business trip. She returns home Friday. I convinced the sissy now would be the perfect time to finally get some cock. For almost a year I’ve worked with this sissy. She even owns a few of her own butt plugs and dildos. Weekly phone calls for almost a year provided my sissy with the proper sissy training she needed to pop that cherry.

The funny thing is as submissive as this sissy appears for me and big black cock she still wears the pants in her family. The wife seems clueless that she’s married to a pretend man. I’m sorry if you like to wear women’s clothes and suck cock, you’re not an alpha man. You can pretend to be one all you want, but you and I both know you’re a bottom bitch.

Nothing Hotter for a Trainer Than Hearing or Seeing a Sissy Lose Their Virginity to a BBC

This sissy invited somebody over that she met on a gay hookup site. And she wanted me there to hear it all. So, I acted as my sissy’s cheerleader, dominatrix and protector. You can never be too safe on those apps. But nothing went wrong with this sissy encounter.

I even spoke briefly to the black stud who popped my sissy ‘s cherry. Can I tell you how hot it is to hear a sissy scream from pleasure while getting a big black cock up her sissy hole for the first time. That never happens. Now I witness it sometimes with my real-time sissies but most of the sissies who call me live in fantasy land.

But not this sissy. Not anymore. Now that my sissy took her first big black cock in her mouth and her back door pussy, she wants more. This appears how a closet sissy becomes a down low sissy. The wife goes away or the sissy travels and he has a chance to finally get that BBC. And as a BBC sissy trainer, I love all my sissies equally. But I will add that I enjoyed hearing my sissy take her first big black cock. Once you go black, sissy, you never go back.

Sissy Training Starts With Tears

sissy training

 

I don’t do introductions; I do submissions. My new toy was already shaking, stripped bare and kneeling on the cold floor of my studio. I stepped into his line of sight, the sharp clack of my six-inch stiletto heels echoing like a gunshot. I was poured into a skin-tight black leather corset that pushed my breasts up and a mini-skirt that barely covered my ass. I looked down at him, my eyes cold, while he stared up at my towering heels with a mix of terror and hunger.

 

“Look at them,” I commanded, my voice a low growl. I pressed the pointed tip of my heel right into the center of his chest, pushing him back until he hit the wall. I could feel his heart hammering against the leather sole. I didn’t give him a second to breathe before I slid the heel down, dragging the sharp point across his ribs and stopping right at the waistband of his dignity.

 

I reached down, grabbing his chin and forcing him to look at me. “You aren’t a man in here. You’re just a piece of meat for me to mold.” I shifted my weight, grinding the heel of my shoe directly into his soft groin. He let out a choked gasp, his eyes rolling back. I didn’t stop; I twisted the heel, applying just enough pressure to make him whimper. I loved that sound—the sound of a man realizing he no longer owned his own body. I leaned in, the scent of my leather gear filling his nostrils, and whispered, “By the time I’m done, you’ll beg to be my little sissy.”

Dakota trains two sissies to be whores

Best sissy trainerBe My Fucking Cum Whore

I storm into the room wearing only a slutty micro skirt that rides up my bare ass and a tight crop top “Best sissy trainer” across the front clinging to my perky tits, nipples poking out hard. My two pathetic sissy boys kneel naked, their tiny clits already stiff and leaking. “Strip faster, you worthless cum-dump whores,” I snap, watching them yank everything off until their useless clitties bounce free. I grab one by the hair and smash his face into my dripping teen cunt, grinding hard on his tongue. “Lick my fucking pussy, you desperate sissy slut,” I growl, riding his mouth while I ram two fingers deep into the other sissy’s tight asshole, pumping until he squeals.

Their little dickie clits twitch and drip as I force the first one to suck my swollen clit, then slap the second one’s ass raw with my other hand. “You pathetic bitches live to worship my holes,” I laugh, spreading wider so they both tongue my wet cunt and puckered shithole at once. Their faces get soaked in my juices as I order them to tongue-fuck each other’s stretched asses, moaning and begging while they lick deep. I shove one down on all fours and make the other line up to fuck his gaping hole with his clitty, thrusting and whimpering until I squirt hard into their open mouths, making them gulp every drop. I keep them going, grinding on faces, spanking asses red, and fingering holes until they’re both leaking, gaping, and crying for more of my control.

Forced Sissy Training Melts Your Brain And Your Resolve

forced sissy training

I pull out the syringe, the clear hormone oil shimmering under the light. He flinches, the trance flickering, but I slap him back into submission. “Stay still, you fucking slut. This is where the real change happens.”

I grab his thigh, digging my fingers into the flesh. I plunge the needle deep into the muscle without hesitation. He lets out a muffled scream, but I lean my weight on him, pinning him down. “Take it. Feel it flooding your system. Your cock is going to shrink, your tits are going to grow, and you’re going to love every second of it.”

I withdraw the needle and shove him toward the corner. “Get on all fours. Now.” He obeys instantly, the hormones and the hypnosis fusing into a permanent leash. I look down at my new pet, a broken, feminized shell of a man. “You’re mine now, sissy. Forever.”