Tag: Sissy training

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 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.”

Peace Loves Being a Hot BBC Sissy Trainer

Being a BBC Sissy trainer who loves making sissy’s dress up as hot sissy women is my passion.  Going all out of course because that is what makes those BBCs get hard and ready to fuck.  They love a hot sissy dressed to the 9s.  The panties to start off, nice and silky. The kind that show off that ass and make it fuckable.  A bra to make you look more feminine. The sexy lingerie that make those BBCs get all worked up.  A wig? Sure. Makes you look more slutty.  The makeup.  The high heels and of course the stockings.

It all adds up to make you primed and ready to go.  I want that big black cock to see you and instantly know they are going to use your sissy fuck holes for their own cocks to get hard. For their balls to tingle knowing they are going to drain their balls into those sissy fuck holes.

The minute you bend over and put that ass in the air, those superior big black cocks that use little sissy holes like yours with no regard. They call you a little faggot as they fuck your little boy pussy (your ass). The way that black chocolate bar stretches out your tight little ass and makes you just a little fuck doll at that point. Pounding away and makeing that sissy faggot ass theirs.

Those BBCs officially own you!

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.