Category: Sissy phone chat

Sissy girl training teaches you to blow the right way

Sissy girl training, my dear, you want to learn the art of pleasing a hot, fleshy cock. You know the thing you don’t have between your legs, but you’re constantly drooling for them. Mommy knows what her little sluts need.

Hardcore discipline and a cum stained face.Sissy girl training

It all begins with a clear understanding of the orders you receive. Your Mistress dictates every move, and it’s your sacred duty as a sissy to follow my commands without hesitation.

So, the moment those authoritative words leave my mouth, your body should spring into action, like a well-oiled machine.

I do remember the day you came to me, begging me to teach you how to suck cock. And I told you learning how to blow the right way takes dedication, didn’t I?

So don’t be surprised when you have two fat cocks down your throat. See, Mommy is trying to destroy your gag reflex. If I want to pimp you out, I need to get your throat nice and wide for all the black cocks you will taste.

I’ll be there to hold your hair back. I’ll be guiding your head into the perfect position. You’ll try to lift your head, since it will be so hard to breathe with cock in your mouth. But I won’t let you.

Don’t disappoint your Phone dominatrix! Mommy wants to hear you gag and choke on cock, and right before you pass out from lack of oxygen, that’s when I’ll give you a little break.

All my boyfriends love making a bimbo slut like you, crying from choking on dick. That discomfort and shame have to be earned before you truly become one of my sissy sluts. Understand that all of your holes will be met with brutal force so that you can be fucked into a proper bitch.

Phone Domination is The Best For Closet Sissy Girls

Phone Domination for sissy girls to lose all power and control, to me, Addilyn. When you called  me you quickly surrendered all control. During Business hours a CEO of your own company, barking orders at boardrooms full of men who feared you. But the moment you dialed my line, voice shaking as you whispered your secret fantasies. Right away I knew you were just another fragile little boy desperate for Mistress Addilyn’s control.

Phone Domination Under Mistress Addilyn’s Control

First off I laughed softly into the phone, my voice velvet and venom. “Strip, bitch. Right now. I want you naked and on your knees before we even begin.” Of course you obeyed instantly, cock already twitching.

The first lesson was simple: panties. I made you order the sluttiest pink lace thong online while I listened. The whole time mocking how hard you got sliding it up your legs.

As I teased and mocked you “Feel that fabric hugging your pathetic clitty? That’s the closest you’ll ever get to being a real man again.”

Night after night, I wove my web. I trained your walk—hips swaying like a desperate whore in the heels I commanded you to buy. Then I taught you makeup: cherry-red lips perfect for wrapping around cock, smoky eyes that scream “use me.”

My big, bouncy breasts filled your screen during our cam sessions, making you whimper with jealousy as I squeezed them, reminding you you’ll never have anything so perfect.

First, I broke your ego slowly. Next, I forced you to repeat after me: “I am Mistress Addilyn’s sissy slut. And I live to serve cock.” Each confession chipped away at the corporate mask until only the eager cock-whore remained.

The final test came when I brought in my bull—a real man with a thick, throbbing cock. You knelt before us on cam, thong soaked, begging to watch him fuck me first.

Kneel Before Mistress in Sissy Panties

I rode him reverse, my perfect tits bouncing while I stared into your eyes, laughing as you stroked your caged clitty.

Then I gave the order: “Suck him clean, sissy.”

Finally you leaned in, lips trembling, and took your first real cock—gagging, drooling, eyes watering as I praised you. “Good girl. This is what you were born for.

”When he came down your throat, I smiled, my gaze locking onto yours—my ultimate reward.

You swallowed every drop, liberated, intoxicated, finally free under my control.

Welcome to your new reality, my pretty little panty-wearing cock whore. Mistress Addilyn is very, very pleased.

Phone domination

 

Sissy panties stay on when I am plowing your ass

Sissy panties cling to your ass as I ram my thick strap-on deep inside you, my movements brutal and unforgiving. You squirm and moan beneath me, pathetic in your desperation.

Yet, I pity your confusion. You think this is forced, that I’m somehow manipulating you into the submissive sissy whore. But I know better.

This is fate, you dumb slut, your true purpose as a feminized sex toy. I am merely the instrument of your destiny.Sissy panties

Before I pound into your desperate hole, I’ll rip off your man costume that hides your proper form. Beneath it, I’ll find a trembling, needy sissy, aching to be dressed in frilly lingerie and made into a proper fucktoy. And so I strip you bare, exposing the soft, feminine skin and curves that were always meant to be displayed for my pleasure.

I fill you with my giant strap-on, the thick rubber stretching your ass open as I ride you hard and fast. Your moans of ecstasy are music to my ears, confirming that you were always meant to be a slut for strap-ons like mine. I’ll use them all on you, each one a reminder of your place as a feminized sissy whore at my mercy.

Your panties might stay on, as I claim your hole, but they do nothing to hide the truth – you’re a filthy slut, and you love it. I’ll dress you in more of those flimsy panties, along with pigtails, garters, and a tight silk corset, until you’re unrecognizable as anything but a professionally trained sissy fucktoy.

And when I’m done with you, you’ll know without a doubt that it was always meant to be this way. Your slutty sissy hole will be drenched in thick cum, and the irreversible Forced feminization will define you forever. Thanks to me you drown in cum!

Femboy Training gets Twinks Fucked in their Stinks

Femboy TrainingFemboy Training is what you need! A Sissy Faggot Like you would be perfect for me to dress and prance around all my Thick Cocked Boytoys. I think Ill start By Having you Give Hand and Suck Jobs on Fleshy Fuck Knuckles. You are To Serve these Cock and Sacks your tongue and holes at every command.

Silly Faggot, Dicks are for Tricks- so Do Some!

Lubing your shit hole cunt up with this creamy vasoline, it sticks and lasts. Goes a long way for all the rod you are gonna ride, and buss it open for. Faggot Flamer. Let your Freak Flag fly little fem fuck. I want you to beg for the dick, show it what a good girl looks like when she will do naughty things to get her fuck holes gaped. First, slide your hand up and down that dick. Your Pathetic ass has to start off somewhere. Wacking off  Willies and sloppy suck jobs are your new beginnings.

I want your face fucked like a cunt, and slobber and snot pouring from your nose. Better learn to choke like the cock sucking slut you were always meant to be. Blow that shit out and suck like a psychopath! Gurgle and gobble the dick like you are possessed, all the way down to the Full Ballsack. C’mon Baby I got Faith in Fag bags Like you!

Then we going to throw dat ass in a circle, and do tricks on the dick! Slam your fart box all the way back on that big shaft. Show them you can take a big ole piece of man meat. Dirty Little fem Fux like you are a big Ole Burly Bears Dream. Wanna be a cubby? Get taken care of by that cock, using your sweet candy ass to make him cream deep inside your shit schute?

Do it for Miss Bri Baby, Nothing makes my pussy wetter!

Click to Bring out the freak!

 

 

 

 

Sissy Phone Chat Gets Dark With A Sadistic Teen!

Sissy Phone Chat

Sissy phone chat with a mean humiliation sissy trainer like me is always fun. I made my boyfriend dress like a sissy whore. He had thigh-high stockings on and garters, paired with pink lace panties. He also wore a schoolgirl skirt and a sexy white collared shirt. I made him put on a wig, put it in ponytails, and do his makeup. Now he looks like a proper slut. I take his pictures and tell him how I’ll send them to his friends and family. I laughed and told him to lick my pussy and drink all my pussy juices as they pour out of my slutty cunt. He licked my bald cunt like it was his favorite treat.

I had a surprise for him, though, three BBC’s ready to break in his sissy slut hole!

 

Sissy Girl Training

He screamed like a virgin being manhandled for the first time. I giggled and told them to be gentle. This bitch was a delicate flower after all. They laughed with me and pinned him down, and the first one penetrated that tight hole fast and rough. My boyfriend screamed as his virgin ass was fucked brutally and without mercy. He couldn’t move or push away, and his ass was stretched so wide you could see deep into his intestines. He screamed and cried as they all took turns on him using his fuckhole like he was a good fuck doll. They each filled him with cum, and it leaked out of his gaping hole like a creamy white river. Then I knelt and kissed him, and said this was his only purpose now because he was a useless sissy bitch.  I just loved sissy phone sex humiliation games.

Be a good sissy slut and follow me on X, formerly known as Twitter.

 

Femboy training opens you up to big fat cock

Femboy training Femboy training time bitch! You sissies better get ready to have your panties ruined, because I, your dominatrix Emerson, am going to stuff those delicate little things with thick, meaty cock so big it’ll make your eyes water.

Your sissy mind will be lost in a haze of submission, entirely consumed by the desire to please your mistress and satisfy her insatiable hunger for sissy cock worship.

 

Sissy training is all about bringing out your inner slut, and I intend to be the one delivering the payload. You are not a man, give into your sissy self and get down on your knees and surrender to the fat cock.

Let’s get one thing straight: I’m in charge here, and I won’t tolerate any whining or backtalk. You will submit to my every command, no matter how degrading or humiliating it might be. Because that’s what being a good little sissy slut is all about – being a masterfully crafted instrument for your mistress’s pleasure. And oh, do I have some pleasure in store for you.

Your training is about to get real. Get ready to have your world rocked, your sense of self destroyed, and your body remade in the image of a sissy cum receptacle. Because by the time I’m done with you, you won’t even remember what it’s like to be a man. All you’ll know is the sweet, degrading taste of a true sissy’s submission to a dominant mistress and the pleasure of serving a big, fat cock.

Those Sissy panties better be made of a durable material. ‘Cause by the time I’m done with you, they’ll be nothing more than a shredded, cum-soaked mess clutched in your trembling hands as a healthy reminder of the brutal cock ravaging your sissy body. I’ll slide that monstrous meat between your legs and then slam into you, your tender tissues stretched to the breaking point as I claim you as my own personal cocksleeve.

Once I’ve broken you in and you’ve been thoroughly trained to be the perfect cumrag, I’ll start pimping you out to my friends and acquaintances. You’ll be a sissy slut on call, ready to service any man who wants to use your body for their pleasure. And trust me, they’ll all want a piece of the hot, sissy pie that is you.

Wanna be my trick bitch? Don’t clench your man pussy

Best sissy trainer

I’ve been watching you for a while now. Your desire to be a sparkling princess shemale with a gaping wide man pussy. I’d love to turn you into  my little pet. Someone I can play with. Dress up like a slut, prettiest in pink. Also the weakest. Let me take advantage of you. Take my personal problems out on you while I glitter you all up. I need someone to flip like a little bitch and turn into a nasty trick, you down for the pound?

Take off those slacks and that damn dress shirt you’ve gotta wear everyday. Pretending to be a business man while day dreaming about being Ms. Jackie’s slave. I wanna dress you up to be the lady of the night you so desire. Taking those calls, sitting in meetings while your pre cum drips just dreaming of what’s to cum as soon as that clock hits 5.

I’ve got pretty pink panties all set aside. My whips and chains and doggie color you so love! I stepped it up to a shock since you been such a naughty little fuck. I wanna bend you over, spread those thick man legs and reach my fingers straight up that bunghole. I need to hear you scream, feeling that goey thick pre cum jizz dripping on my hand. Your now all mine.

I think you look best in a little dress. Knee high hose, red bra with pretty red lips. My 15 incher BBC big boy loves a tight lady ass just like yours.

Bending you over my lap like a little young lady who’s been told the rules too many times. Whipping and spanking that nasty bare bottom of yours with my big brown leather belt. Awww don’t cry as I pull those tight little panty’s further up your ass, spitting on this bad boy mushroom tip. Rocked and ready I thrust it in, not even giving you a moment to scream I’ve got your cheeks bouncing.

Domination phone sex

I love humiliating the fuck outa you!

That’a boy, you little fuck bitch. I’m gonna keep this mother fucker in till you repeat yourself and tell me “I’m a secret slave, pathetic and uselelss.” till you jizz all over your pretty self.

Laughing and giggling as your moaning, huffing and puffing. Your sweating so much, dripping down your face. Thanking me over and over for the humiliation. Your ridiculous but perfect for my faggot fucking fun.  Your ass was thumping and Ms. Jackie’s pretty proud. Good boy femboy your officially my toy…

Sissy Training is The Best Way To Start Dressing

Sissy training is certainly a great way to introduce yourself to wearing panties and lingerie. Every sissy girl learns to suck dick and be good little BBC cum whores soon enough. But some of the greatest mood setters are the pretty panties.

When my sissy girls come around I always like to dress them first. Then we will focus on the cock sucking. First thing I do is watch and critique their skills as they practice for me on various sized dildos. In fact I always make sure to use the most realistic dildos with balls included.

One essential thing is for a good sissy girl to learn is to warm up those balls and build that load up in that sack. Then the lips working on the shaft. Obviously it is very important for those lips to be moist and that mouth nice and eager.

Once I get an idea of the skill level of my little sissy then I can gauge her readiness for sucking dick.

Sissy training

Sissy Training with Zuri Leading The Way to Obedience

Sissy Training

Sissy Training starts the second Zuri steps in.

She doesn’t speak…  she just looks at them with that bored, unimpressed stare that makes grown men feel like idiots.

Three trainees.

Three wannabe tough guys.

Three egos she’s about to snap in half.

Her whip taps against her thigh as she walks past them like they’re furniture she’s already tired of.

Then the cocky one opens his mouth.

“You’re really doing the whole ‘strict act’ tonight, huh”

CRACK.

The whip slices across his back before he finishes the sentence.

He jerks. The others freeze.

Zuri rolls her eyes like she’s annoyed he even exists.

“You barely breathed and you already irritated me,” she says flatly. “Impressive.”

He tries to straighten up. “I wasn’t…”

CRACK.

She doesn’t even aim hard this time… she aims to humble them.

“Don’t explain,” she snaps. “I don’t care.”

She steps right in front of him, grips his chin so tight he winces.

“You think I need your commentary? You think I asked for your opinion? No. I asked you to stand there and shut up, and somehow that’s already too advanced for you.”

She shoves his face away like she’s wiping dirt off her hands.

The other two stand perfectly still, terrified of even thinking too loudly.

Zuri turns to them slowly.

“What?” she asks, eyebrow raised. “You confused? Want to try your luck too?”

They shake their heads immediately.

“Smart,” she mutters. “At least someone here has a brain cell.”

She starts pacing again, the whip dragging lightly behind her.

“You’re all here because you need structure. Correction. Someone to fix whatever disaster you call a personality. And lucky you—” she smiles without warmth, “I’m in the mood to break things down tonight.”

Her gaze slides back to the cocky one.

“You. Front of the line. If you’re going to waste my time, do it where I can see you.”

He moves instantly.

“Took you long enough,” she says under her breath.

She circles all three, every step slow and cruelly deliberate.

“Here’s how this works,” she says. “You breathe when I allow it. You speak only when spoken to. You hold your head up unless I decide you don’t deserve to.”

She stops behind them.

Let the silence choke them.

“And if any of you get brave” she flicks the whip so fast it whistles, “I will knock that little confidence spark out of you so hard you’ll forget what standing up straight feels like.”

No one even swallows.

Zuri smiles, mean and satisfied.

“That’s better,” she says. “Now let’s get started.”

She steps forward, voice razor‑sharp:

“Welcome to obedience training. Don’t embarrass yourselves tonight.”

 

Femboy Training With Zuri Leading Sissy Boys Into Surrender

Femboy Training

When I step into the room, every boy straightens up. They always do. I don’t raise my voice, and I don’t snap my fingers. I simply don’t have to. My presence does the work for me.

“You,” I say, pointing at the one already shaking. “Stand up.” He tries, but his knees wobble. “Zuri… I’m trying,” he whispers.

I shake my head slowly. “Trying is what people say when they’re failing. I don’t accept failure.” I circle him once, watching him shrink under my stare. “Straighten your back. Lift your chin. Stop looking like a scared puppy.”

He swallows hard, cheeks going pink, and the rest of the room tries not to laugh. I let the silence stretch. “See? This is exactly why you’re here. This is why you need me.”

Halfway through the session, I remind them, “Femboy Training isn’t cute practice time. It’s discipline. Precision. Control. And if you can’t hold yourself together in front of me, how do you expect to handle anything else?” He shifts again, flustered. “Zuri… I’m sorry,” he mutters. I smile. “Good. You should be. Now do better. All eyes are on you — especially mine.”