Category: Phone dominatrix

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

Sissy Training Requires a Woman Who is Equal Parts Sissy Trainer and Dominatrix

sissy trainingI enjoy sissy training. And a lot more than I ever thought I would. Before I started doing online training and phone sex calls, I worked as a professional dominatrix. And I made thousands of dollars a week putting losers in their place. But my sissy callers seem similar to my submissive, beta boys. They share many characteristics.

And a sissy trainer is still a dominatrix. She may be a mommy, or she may be a coed, but any woman who trains sissy boys remains in control and superior to her clients. Men who seek out a sissy trainer, or dominatrix are submissive men.

Sometimes I combine my skills when I’m dealing with a submissive sissy boy. Most sissies seek a sweet loving mommy who understands they want to wear panties instead of boxer shorts. Or who understands that they think about servicing cock sometimes too.

Yet, some men want not only a sissy trainer, but a phone dominatrix too. When Lewis called me, he explained what a bad disobedient little boy he’d been. The man got caught shoplifting panties. He’s a wealthy man who could afford thousands of panties, but he stole them because he seemed too embarrassed to buy them.

So, I called him a dumbass. Men buy their women panties all the time. In fact, I think more men buy lingerie than women do. So, anybody working in Victoria’s Secret will not think twice about a man buying panties unless he’s asking to try them on.

Most Sissy Boys Need Equal Parts Dominatrix and Sissy Trainer

So, Lewis seems like a masochist. He wanted punishment for bringing shame to his family. I googled him. Sure enough, he made the paper. An investment banker who gets arrested at the local mall for stealing six pairs of panties will make news in a small town. Although I know he won’t do any jail time, his family now knows he likes panties. I wanted to punish him just for being a dumbass.

Honestly, I wouldn’t have minded being a fly on the wall, listening to him explain to his wife why he shoplifted six pairs of silky panties. She thought he stole them for another woman. He would rather his wife think that he cheated on her than admit that he wants to wear panties. Once again, dumbass. I made him put on a pair of sissy panties and whip himself with a belt.

As he whipped himself, I made him call himself a dumbass repeatedly. Plus, I made him send me some pictures of what his body looked like with the welts from the leather belt. I know that sound. He really did flog himself with a belt.

Lewis is an interesting client. Wealthy. Fallen from grace. A sissy. And a submissive man. Oh, and a complete masochist too. But he called the right woman. I knew how to punish him for being a dumbass and imploding his world over panties. Plus, I knew how to dress him and train him to be a good sissy. Our relationship just started. But I’m equal parts, sissy trainer, and dominatrix and for some of you, that’s exactly what you need.

Dressed Up In Dirty Sissy Panties

Sissy pantiesMy good boy Joey loves to play with me in his Sissy panties, everytime we chat he gets all dressed up in his mommy and sisters dirty panties for me, I have him dump out their hamper, finding the dirtiest panties, filled with cum stains, some shit stains too, I always get him to smell and taste them before he slides them on his tight ass, his big long cock cant fit in the thongs, its too long and fat, we normally tuck his meaty memeber into a sweaty gym sock.

Joey stuffs his bra with dirty panties and cum stained stockings. I make him crawl to his mommy’s room like a good boy to put on his makeup and find something sexy to wear; today he dressed in a mini skirt and cum stained thigh high stockings.

Once all dressed and pretty, I sent him to find his mom and sister’s cum covered dildos, the biggest one for his tight asshole. My good boy puts on a good show every time to please me. I tell him how to ram his ass with his sister’s dildo covered in her juices; he really gets turned on when I tell him how his mom and sister are watching him on camera as he is dressed up in their stinky underwear. He shoots a huge cum shot in his sister’s sweaty thong like a good boy.

Best Sissy Humiliation training

sissy humiliation trainingI slap his cheeks, leaving bright red prints that make his lips tremble sissy humiliation training starts now. “Open wide, toilet.” I shove two fingers past his gagging lips, feeling his tongue sputter as I pump them in and out, mixing my spit with the drool dripping from his chin. “Suck it clean, you cum‑guzzling whore.” He obeys, cheeks hollowing, eyes rolling back as he gags on my fingers, his useless clit throbbing against the tight pink cage.

I yank my hand free, leaving a glistening strand of saliva stretching from his mouth to my knuckles. “Time for the main course.” I flip him onto his back, legs spread wide, his hole already gaping from the earlier abuse. I spit a thick glob directly onto his pucker, watching it sink in before I slam my strap‑on home dry, balls deep. His scream tears from his throat, raw and broken, as I begin to pound—fast, brutal, relentless—each thrust driving the air from his lungs in wet, choking gasps.

“Feel that plastic cock stretching your worthless ass?” I growl, leaning over him, my tits swinging inches from his face. “You’re nothing but a fucking urinal with a hole that loves to be filled.” I slap his thigh hard enough to bruise, then grab his hair, forcing his gaze to the filthy floor beneath us. “Lick it up, slut. Every drop of spit, piss, and precum you’ve been leaking.”

Good Fucking sissy bitch

His tongue darts out, lapping at the viscous mixture, shuddering as he swallows his own shame. I grind harder, feeling his walls clench around me, his cock jumping uselessly in its cage. “You love this, don’t you? You love being treated like a piece of fucking meat.” I bite his nipple, leaving a crescent mark, and whisper, “Say it. Beg for more.”

His voice is a wrecked whimper: “Please, Mistress… fuck me harder… use me…”

Final Fuck

I grin, slamming in one last time, grinding as I flood his ass with hot spurts, holding him pinned as he chokes on another denied orgasm, his body trembling, his soaked panties darkening further with fresh leaks. I pull out, wipe my cock on his tongue, and stand. “Clean the floor. Then thank me for not making you eat the shit off my boot.” He scrambles, tongue dragging across the grime, moaning degraded bliss as I watch my human mop do exactly what I told him to.

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 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.”

Phone dominatrix shows no fucking mercy slut

The way the Phone dominatrix walks, talks, looks, and acts makes your little clitty drool with envy. You wish for her to be your bestie. To make you feel like the girl you are deep inside.

In her voice, you feel the revolution coming, the change of all changes.

When you submit to her orders and choke down real cock. You’ll get to taste her lips, so sweet, it will make you melt and beg her to be your best friend.Phone dominatrix
She’s got the hottest ass in town, and maybe one day you’ll come close to having one just like hers.

But you have to complete the process and follow her orders so you can be more than just a cock sucker.

Think how sweet it will feel when you are dazzled all pretty in pink, taking it from both ends.

Your clitty is shrinking inside of you, and your tits are getting bigger. If you follow her Sissy girl training, you might even become a breeding whore.

You are so desirable, just like a real girl! All filled up with Daddy juice, you feel like you can pop out a whole family for him. Just follow her words; she’s the Queen and will lead you to a sissy victory.

The Best Sissy Trainer Sucks Cock Too

best sissy trainer The Best sissy trainer treats her pets like royalty. I sometimes make my potential sissies feel like royalty before I pimp them out, turning them into sissy cum holes, bathing them, washing them from head to toe, dressing them up in sexy slutty thongs, making them feel super sexy, lips covered in red lipstick, long blonde wigs, and sexy heels.

I am dressed sexy as fuck, wearing a satin one-piece crotchless outfit with heels and a garter belt to match, my big black strap-on already in place.

Grabbing my sissy by the cock, pulling his thong to the side, sucking that clitty, licking his balls softly, making my way down to his taint with my warm wet tongue, his asshole licked and sucked, my two fingers in his asshole, stroking his clit. 

Once I get him all stretched out, I shove my fat dildo in his asshole. When I am balls deep inside his ass, my big black bull slides his nigger cock in his ass, both of us balls deep in his sissy asshole, giving him every inch of cock we have.

When my bull fills his asshole with cum, I keep fucking his hole as the bull shoves that big nigger dick down his throat, making him clean every inch of his dick with his sissy mouth.

Domination Phone Sex bring Sissy boys to their knees!

Domination Phone Sex

Domination Phone Sex bring Sissy boys to their knees.

The only way to cum is to dominate these men myself!

If I want to squirt and moan, I have to do all the work myself.

I will straddle your lap and hold you down forcibly.

Guess someone has to show you how to fuck a pussy properly.

I’ll be riding that cock, up and down, squeezing my pussy tight, milking the cum out of you!

You can finally feel what it’s like to make a woman cum.

Finally, man enough to have that pathetic, useless cock be used.

Looking at the stupid face you make once I get you cum everywhere.

That’s all you are good for: being used for your cock.

It’s not even a big or thick cock, but it’s mine to control! 

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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!