Category: Domination phone sex

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

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.

Adult Phone Chat Lines the sneaky way to explore your kink!

Adult Phone Chat Lines are the sneaky way to get your fantasies out!

Does your wife not know about your dirty little sissy secret?

Adult Phone Chat Lines

Does she know that you steal her dirty undies and bras to parade around the house in?

Like you are a good little whore all dressed up for the part.

Does she know her husband is a sissy fag begging and searching for a cock to suck?

But don’t worry I’ll keep your dirty secret between just us.

She doesn’t have to know that your mouth is watering at the thought of a big black cock face fucking you.

Or even bending you over, spreading your ass cheeks wide open and fucking that tight little virgin bussy hole. 

Would be a shame if she found out about all your faggy little desires. 

See More on Blue Sky & Follow Me!

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.”

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

Mistress phone sex always has my sissy’s obeying

Mistress phone sex, My little sissy bitch dialed me. The second I answered I ordered him to kneel in that ridiculous pink thong, cage locked tight around his useless clitty. I made him Describe the lock. Is it still sealed? Tell me! He confirmed. Metal clicked. Good.  Now open the drawer. Take out the black plug. The thick one. Lube it heavy. Force that fat thing up faggot pussy. I want to hear every sound you make while you push it in. He pressed the tip against his smooth sissy ass and pushed. I made him go slow so I could listen to the wet stretch and the soft whimper as the thickest part forced his tight ring open. When it finally popped inside he gasped. I smiled. Now the lipstick. Red. Make those lips look like the cocksucker you’re training to be. Coat them. Press them together. Blow a kiss into the phone like the dirty slut you are. He obeyed. Like a good sissy! Hand on the cage. Rub the outside only. No touching the tip. Edge that locked clitty until it’s leaking. Tell me when the drool starts running down the bars. He stroked the metal. Pre-cum was dripping. I kept him there rubbing, gasping, almost crying while I told him exactly what he was. You’re a locked, plugged, painted sissy bitch! You exist to take cock and swallow loads when I decide you’ve earned it. Say it. He repeated the words loudly! I kept him edging ordering him to bounce on the plug, to stick his tongue out, to beg. When I finally let him stop, a long shot of pre-cum hung from the cage to the floor. Clean it with your tongue. Then stay plugged and locked until you call again! Good girl!mistress phone sex

Forced Feminization is all your sissy boys want!

Forced feminization

Forced Feminization is all your sissy boys want!

You call me up and BEG me to turn your faggot little ass into my little girl!

Oh, you want to be a sexy whore just like mommy, don’t you?

You want me to dress you up in my lace panties and matching bra.

Force you to shove that pathetic excuse of a cock inside my tiny panties.

If you want to dress like Mommy, you have to act like me too!

You know I go to the streets at night looking for big cocks to suck and fuck.

Well, you will have to be right next to me!

Men pay extra for fag bussy like yours!

These men will eat you up, pounding your ass like a real girl!

And you have to take it with a smile if you want to be just like mommy!

I know your ass will bring in a lot of money! 

See More on BlueSky & Follow Me!

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.”

Forced Sissy Training to Be The Best at Serving BBC

When it comes to serving some hot BBC, Forced Sissy Training may be the way to go. This is at least true for a handful of my “guys”.
I am Addilyn, and I have a special kind of clientele. So, the guys who come to me crave to surrender.
Therefore, it is often through my dominance and control that I break them and make them surrender. And submitting is exactly what they will be doing.
Submitting to the BBC with the guidance of me, Goddess Addilyn. And I am your BBC Sissy Trainer.
First of all, deep inside many men is that inner Sissy that craves to emerge. And one of the greatest triggers of the lustful cravings is to succumb to BBC.
Consequently, I start the transformation by stripping you of your manhood. First, I lock their pathetic little cock in tight pink cages. Therefore, denying you any selfish pleasure.
Next, I force you to your knees before my waiting bulls. And your mouth hovers inches from thick black cocks. Thus watering with desperate anticipation.

Forced Sissy Training is a Deep Need

Then, I command you to worship every heavy inch. So, you gag and slobber, learning the taste of your new purpose.
Afterwards, I bend you over my training bench. With your shaved, tight asshole, you are slick and pink, ready to be ruined.
Now, my bulls line up, stroking their massive shafts. And one by one, they take their turns. First deep thrust always makes my sissy scream. Therefore, that stretching of her hole wide in a brutal claiming.
Meanwhile, my other bull feeds her throat. Thus, filling both ends completely. Every hard pump breaks down another layer of your former identity.
Finally, when my bulls have emptied their thick loads deep inside you, my new sissy. Now, I unlock those cages. And I make my sissies clean the cum from each other.
Then, I whisper that permanent truth into their ears. It’s that they exist to serve BBC. Therefore, you exist to worship your Goddess.
And this is your only purpose now is under the rule of the Best Sissy Trainer, Addilyn.
Forced sissy training

Femboy training with my mini wanna be me

Femboy training, I get so wet knowing my locked-up sissy bitch desperately wants to be me. He doesn’t hide it anymore his eyes glaze over when I spread my legs and show him my glistening, shaved pussy. He wants those puffy lips, that tight pink hole, and my fat clit for himself. His tiny caged clitty leaks constantly just thinking about growing real tits and getting fucked like the whore I am. I’ve turned him into my personal cum-dump project. Every morning he licks my creampied cunt clean from the night before, tongue buried deep while I grind on his face and tell him how much better he’ll look once his ass is plumped up and ready. I force him into my cum-stained lingerie, shoving my dirty thong between his cheeks so he can feel my dried pussy juice against his hungry sissy hole. Then I peg him mercilessly ramming my thick strap on balls deep into his stretched fuck hole while he squeals, Make me just like you, Mistress! I paint his lips whore-red, the same shade I wear when I’m sucking cock, and make him practice gagging on dildos until thick strings of spit run down his chin. He watches me get railed by real men, my tits bouncing as cum drips from my used cunt, and begs to be next dressed identically, holes dripping side by side. Soon I’ll have him with perky tits, a sweet ass, and a smooth, leaking pussy begging to be filled. Nothing hotter than transforming my sissy into my nasty, cock-worshipping duplicate.femboy training