Category: Phone domination

You’re My Bitch in Sissy Panties

Sissy pantiesI dragged you in your Sissy panties, a pathetic little bitch, into my room and shoved you face-first onto the floor. “Get those knees under you and open your mouth wide, you useless cumrag,” I ordered while taking off my panties. My dripping wet pussy hovered right over your mouth. I grabbed a handful of your hair and shoved my dripping cunt against your lips. “Suck it, bitch. Lick up every drop like the desperate cum whore you are.”
Face Sitting and Ass Eating
I turn around and put my ass right on your face, smothering you completely. “Shove that tongue straight up my ass hole and clean it, toilet boy.” Your muffled whimpers vibrated against my rim while I reached back and flicked your 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.”
Pissing and More Oral
I shifted forward and let a hot stream of piss flood your open mouth. “Swallow it all, urinal. You’re my personal toilet now.” Once you gulped it down, I shoved my soaked cunt back onto your 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 up in front of you, kicked you onto your knees, and made you bend over so you were on all fours, and I buckled on my thick strap-on. “Beg me to wreck that sissy hole,” I ordered, spitting on your winking puckered ass hole. You whimpered and pushed back, so I rammed the dildo balls-deep in your tight ass in one thrust. “Take it, fuck toy. I’m stretching you until you’re gaping and ruined.” I pounded you harder, slapping your ass bright red and twisting your nipples while you cried out. “Scream louder, bitch. Let everyone know a teen owns your worthless ass.”
Cleanup and Degradation
I fucked you until your legs shuddered, then I bucked the strap-on free of your wrecked ass and scooped the mess from your gaping hole. “Open up and eat this, cumdump. Every fucking drop goes down your fucking throat Bitch!”
Final Domination
“On your back, sissy. I’m riding your face until I cream all over you.” I crawled on top of you and my clit against your tongue. “Lick faster, you broken fuck toy. Make your mistress cum while you choke on my cunt.”

Femboy Training is easy when you are a Sissy Bitch!

Femboy Training

Femboy Training is easy when you are a Sissy Bitch!

You come to me as a weak, pathetic man begging to be turned into my little girl.

You are a sad excuse of a man with that small ass cock, and you’d be better off as a girl anyway!

Your pathetic faggot ass has been yearning for cock.

Mouthwatering at the thought of a man with a big black cock bending you over and fucking you.

I’ll be treating your ass like the tight little hole that’s never been stretched before.

I know how bad you want it, just admit it!

Youd love to be treated like a streetwalking whore getting fucked by any man that walks by!

Your small dick is leaking at the thought of being used!

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Sissy Phone Chat is Where You Best Surrender to Mistress

Sissy Phone Chat is where desperate Sissy faggots come to surrender to a Goddess. So, I am Mistress Addilyn, and this is my lair.  And this is where you arrive already broken and ready to surrender.
Consequently, you stand before me wearing nothing but those thin nylon panties that cling to your pathetic leaking clitty. Since you crave my expertise and commanding ways, I will begin your conditioning immediately.
First, I introduce you to your new best friend, a big black dildo. And this is a tool to train you well. So, part your pretty lips and start sucking. That’s right, sissy, start to show Mistress your skills.
Therefore, the sheer girth of the BBC dildo makes you struggle to take it in your dick-sucking lips. When I feel satisfied with you taking the dildo in your lips, I move on to the next step.
Now, I position the big black dildo in my strap-on harness. And I command you to kneel. That’s it kneel before Mistress like a good sissy slave. Now we will practice you making eye contact as you start to worship my BBC.
Meanwhile, the friction of the sissy panties against your sensitive skin intensifies the pleasure of your clitty. As a result, your body reacts instinctively, and you begin to leak precum that soaks into the fabric.
Now, it’s time that I train that man pussy. So, I direct you to my training bench. Here I will cuff you and spread your legs as you are bent over. That’s it, thrust that sissy ass out for Mistress’s big black dildo.

Sissy Phone Chat With Mistress Addilyn Will Break You

At last you are about to get opened up and take my dick. And I begin to slide inside that sissy cunt. Therefore, you begin to whimper a little like a little bitch.
Subsequently, I increase the pace of the thrusts, forcing the BBC deeper into your tight hole. That’s a good sissy; just push against it and leak more in those panties. After all, I keep them on you and just shove them aside.
Furthermore, I grip your hips firmly, pulling you back onto the shaft with each stroke. Ultimately, the best sissy trainer is really introducing you to the BBC. Soon, you will enjoy the real thing.
Additionally, the constant rubbing of the nylon against your clitty sends waves of pleasure through your entire body.
Moreover, I vary the angle of penetration, hitting new sensitive spots inside you with every thrust. In addition, I reach around and press my fingers against the wet spot forming on your panties.
Consequently, the pressure on your leaking clitty drives you closer to the edge. Nevertheless, I do not allow you to cum yet. Instead, I slow the pace and edge you repeatedly.
Thereafter, I resume the relentless pounding, stretching you completely through the thin fabric.
Ultimately, the constant stimulation and denial leave you trembling. And you are leaking uncontrollably through your panties as you surrender fully to my training.
Finally, I have molded you into the perfect leaking sissy, desperate for more.
Sissy Phone Chat

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.

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.

Sissy Hypno Training is The Best Way to Surrender to Urges

Firstly, I am Addilyn, the ultimate Mistress. And I offer up Sissy hypno training. Now, I specialize in the exquisite art of breaking men from their mundane forms. Accordingly, to make you a pretty doll.
Therefore,  this Hypno training is designed to strip away your masculinity. And to replace it with a craving for submission.
Consequently, the process begins by dismantling your ego. And forcing you to surrender every ounce of control to my guiding voice.
Furthermore, I believe that true liberation comes from embracing the forbidden urges. Ultimately, the desires you’ve suppressed for years.
As you sink deeper into my hypnotic trance, you will find that resisting is futile. And giving in is the only way to find peace.
Accordingly, the first step in your new life is simple: strip off those drab men’s clothes. Now slide into a pair of frilly, lace sissy panties.

Sissy Hypno Training is the Ultimate Adventure

Once that silk touches your skin, the transition becomes inevitable.
Ultimately, you will learn to love the feeling of being my plaything. And trading your pride for the blissful emptiness of a sissy.
One who exists only to serve my whims and satisfy my desires. So, let’s start.
First, I press play on the screen behind me. Immediately a soft pink light fills the room as the video begins. Simultaneously, spirals start to spin slowly.
Then, my recorded voice layers over a low, pulsing beat. “Now listen carefully, sissy. Nevertheless, your eyes grow heavy. And your thoughts grow soft. Now, you want to obey. You need to obey.”
Then, I stroke your hair with one painted nail while the video works. “That’s it. Sink for Mistress Addilyn. Now, every word I speak digs deeper. And every image rewires you. Naturally, your cock is no longer yours. Therefore, it belongs to me now… locked, ignored, and shrinking while your mind softens into pink silk.”
Next, the video shifts. Soft images of lace, lipstick, and kneeling sissies fill the screen. So, my voice continues, warm and relentless. “You crave the training. And you crave the hypnosis. Each time you watch, you become more feminine, more helpless, more eager to please.
So, you will beg to wear panties. And you will beg to suck. You will thank me for every command.”
Now, I lean down, lips brushing your ear. “When I snap my fingers, you will open your eyes as my perfect little sissy. And you will feel the need to obey burning in your empty mind. You will say, ‘Thank you, Mistress Addilyn, for hypnotizing me.’”Snap.
Sissy Hypno Training

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.”

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.

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.

Mistress Phone Sex fun with a Pathetic Sissy boy!

Mistress Phone Sex

Mistress Phone Sex fun with a Sissy boy!

I love nothing more than getting a call from some pathetic little excuse for a man.

A man who wants nothing more than to be a good little sissy bitch for me.

I love the obedient little fags; I have the most fun with them.

Why don’t I turn you into a full sissy for me?

Become a good little sissy whore for me.

I have plenty of men waiting with big black cocks, looking for some cute little ass to fuck.

And I think a little sissy fag would suck them off the best, don’t you think?

I can tell you love the big black ones the most!

Your mouth and pussy are watering just thinking about them.

Thinking about how full and feminine you feel with a big fat cock filling up your insides.

I think you’d be a perfect little sissy slut, I can’t wait to pimp out your ass!

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