Category: Sissy humiliation training

Mistress Phone Sex for The Vulnerable Guy with Secrets

Mistress Phone Sex with Addilyn, is essentially for vulnerable men that crave to serve BBC. Therefore allow me to be the Goddess and trainer of your new life. Now, bow to Mistress Addilyn and respect my authority.

This is Mistress Addilyn, and right away I feel you tremble on the other end. So, you’re just another vulnerable white boy who stumbled into my world. Therefore, aching for something bigger, darker, and far more powerful than you could ever be.
“Tell me,” I command softly, “how badly you need to be ruined.” As he stutters out his confession, I guide him down. “Drop to your knees for me, sweetheart. Good boy.” Essentially, letting the words roll over him like warm honey. All while I paint the picture he craves.
So, “Imagine me right behind you, my fingers gliding through your hair. Then, tilting your head back so you can feel my breath on your ear. Therefore, whispering, “you’re going to become my perfect little sissy. No more pretending to be a man. From now on, your only purpose is to serve BBC.” Now, I hear his breathing quicken.
Slowly, teasingly, I describe the transformation. “First I’ll dress you in pretty pink panties that barely contain how hard you’re getting just thinking about it. Then I’ll lock that useless little clit away so the only thing that matters is the thick, veiny black cock you’re about to worship.”

Mistress Phone Sex with Goddess Addilyn Has You Leaking and Ruined

Next, my voice drops lower, smoother. “You’ll stretch those pretty lips around it while I whisper how much better it feels than anything you’ve ever known.”
Before he can catch his breath, I push him deeper. “Now push that ass up for me, just like a good girl. Feel me pressing you down while a real man steps behind you. Now, understand this, he’s going to ruin you, stretch you open, and claim you.Therefore, you’ll beg for every inch, won’t you?”
Now, a broken moan answers me. I smile, letting the heat build until he’s shaking. “That’s it, pet. Give yourself to Mistress Addilyn. Let me train you, break you, and rebuild you as the eager BBC slut you were born to be.”
By the time he spills, he’s no longer the man who called. Undeniably, he’s mine—completely, deliciously ruined.
Now bow to Mistress Addilyn and respect my authority. Your new life starts the moment you dial my number. I’m waiting.
Mistress Phone Sex

Femboy Training – The Beginning of A Sissy Transformation

femboy trainingFemboy training calls with new sissy’s is so exciting! There is something about calls that makes me feel so powerful when I’m degrading a pathetic sissy slut. I mean they are paying me to tell them how pathetic and worthless they are, how much better can life get?  I get off on the fact that I am in charge of their little clitty’s or their little boy pussy’s.

But the foreplay part of it all is when they let me dress them up, sometimes they have no choice.  Picking out panties and bras to start. A nice matching slutty set. Black or red is my go to because nothing says “fuck me, I’m your bitch” better in my expert opinion.  But that’s far from all.. we need a garter attached to some hot slutty over the knee stockings. The kind that go over your knee and end right under your ass.  Because it highlights my favorite part of you so well.

The heels can make the final finishing touches on an outfit perfectly slutty. I truly love seeing how slutty I can make a sissy. It’s like I’m fulfilling my own personal fantasies dressing y’all up like complete whores knowing my plans for you are to be used like a sissy fuck doll.  Thats all you are pretty much to these men. Just as they see women as sex objects, they see you more as sex things.  Yes there is a diffrerence. They don’t give much thought to where they are putting their cocks with you.  You are just someone they are using, a true cum dumpster.

This is only the beginning.  We go from here and make you practice the lifestyle of a true sissy slut. More to cummm.. stay tuned.

Pimping Out My New Femboy’s Shiny Hole

 

sissy girl training

I strut into the gay bar with my little sissy on a leash. His tiny pink crop top barely covers his nipples, the word “SLUT” stretched across his chest in glitter letters. Micro denim shorts ride so high his shaved balls peek out the bottom, and thigh-high white stockings end in pink platform heels that make his ass sway. A thick black collar reads “CUM DUMP” in silver studs.

I shove him onto a barstool and bark, “Spread those legs, whore. Show these men what a cheap hole you are.” Guys turn. I slap his face. “Tell them you’re my rented fuck-pig.”

He mumbles the words. I yank his shorts down, exposing his locked pink cage and smooth hole. “Look at this useless clitty. Who wants first dibs on stretching his cunt? Twenty bucks a load, cash up front.”

A burly bear steps up, already unzipping. I bend my sissy over the stool, spit on his hole, and guide the stranger’s cock inside. “Take it, bitch. Don’t you dare cum. Your only job is milking dick.”

Another man grabs his hair and shoves his cock down the sissy’s throat. I laugh. “Choke on it, cum-rag. These men paid, so you swallow every drop.”

By midnight his face and ass are glazed, shorts soaked, crop top torn. I count the cash and slap his raw cheek. “Good little money hole. Next round starts now.”

Forced Feminization – Your Body, My Choice!

sissy training

Listen up, you pathetic excuse for a man. If you’re reading this, it means you’ve finally admitted that your cock is useless and your only purpose is to be my little dress-up doll. Welcome to the grind.

In my house, your masculinity is a disease, and I am the cure. Training starts with total submission. You will strip naked, crawl to my feet, and beg for the privilege of wearing lace. I don’t want to hear your voice unless you’re whimpering “Yes, Mistress.”

The regimen is simple: extreme feminization through pain. You’ll be shoved into a corset tightened until you can’t breathe, and your balls will be locked away in a steel cage where they belong. While you’re shaking in those five-inch heels, I’m going to treat your hole like a waste disposal.

I don’t do romance. I do breaking. I will fuck you raw with a strap-on until you forget how to stand, screaming while I call you the worthless sissy slut you are. You aren’t a man anymore; you’re just a hole for my amusement and a canvas for my makeup.

Now, get on your knees and start scrubbing the floors with your tongue. The training has just begun, and I’m not stopping until you’re completely broken.

Sissy Slave Training is so easy on my newest Sissy, Bradley.

Sissy Slave Training

Sissy Slave Training is so easy on my newest Sissy, Bradley.

My precious little fag calls me up and begs to be mommy’s little sissy bitch.

And who am I to ignore what a sissy bitch wants!

But I made it very clear that if he wanted to be owned by me, he’d have to obey my every command.

You need to be a filthy, nasty, filthy whore for me.

I demand you start working the streets, and I will be your pimp.

I know your loose pathetic holes will bring me in a lot of money!

It’s not like you have a choice anyway!

The way you beg to be a sissy whore for me is so sad and pathetic.

You better be ready to make me proud, I can’t have one of my fags out there embarrassing me! 

Now go and make mommy a lot of money!

 

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Sissy Slave Training Is the Best Way to Serve

I’m Mistress Addilyn, and you’ve just stepped into my Sissy slave training ground. This is where soft boys become proper sissies. As well as the place where your old identity melts away.
First lesson: submission starts with what you wear.
So, peel off those boring boxers. Now toss them aside—you won’t need them ever again.
Therefore, I’ve selected a pair of sheer lace panties for you. So, delicate and feminine, just like the sissy you’re becoming.
Go ahead, slide them up your legs, over your thighs, and pull them snug against your clit.
Now, feel the fabric silky and textured against that clit. See the way it hugs your ass and frames your little clitty.
Ultimately, this is your new uniform, your badge of devotion.
Now stand up straight. Let me see you in them. Run your hands over the lace, appreciate how pretty you look.
Of course, your cock should be straining against the fabric, trapped and aching—that’s the point. In fact, every twitch reminds you who owns you now.

Sissy Slave Training Is Just What You Need

Therefore, I step closer, as you hear the clicking of my heels as I walk, getting turned on. Next, I reach out and trace a finger along the waistband, watching you shiver. “Good sissy,” I murmur. “You’re ready for your first task.”
So, tonight, you’ll learn to serve cock. First, you’ll kneel before me,  my strap-on waiting between my legs, and you’ll open that throat wide.
But first, you need to prove you can obey. Drop to your knees. Press your forehead to the ground. Show me that pretty ass in those lace panties—it’s mine to train, to fuck, to own.
I’m Mistress Addilyn, your sissy slave trainer. You call me Mistress, and you do exactly what I say. Your panties are on. Your mind is open. Now let’s begin.
Sissy slave training

Sissy training turning you into my obedient little sissy slut

Sissy training, sissy trainingWho’s your favorite Mistress!? My newest cock-hungry sissy slut. This smooth little femboy showed up freshly shaved, already blushing like a bitch. First, I locked his tiny useless dick in a tiny pink cage. “That clit is never cumming again and I snapped that bitch shut! I dressed him up like a cheap whore with sheer black stockings, a slutty pink micro skirt that showed his ass cheeks, a crop top, full makeup, and a long blonde wig. Then I made him strut in sky-high heels while I spanked his ass red. After that little show I shoved my thick 8-inch strap-on down his throat and face-fucked him mercilessly. Spit ran down his chin pathetically onto his fake tits as he gagged and choked like a good cocksucker. Swallow it deeper, sissy, faggot as I was balls-deep in his mouth. Then I bent the little bitch over, yanked her skirt up, and rammed my fat cock straight into her tight virgin sissy hole. I fucked that faggot cunt raw and hard, pounding my sissy whore until she was moaning like a desperate whore. Her little locked clit leaked all over the floor while I destroyed her fag pussy. I flipped my sissy slut on her back, legs spread wide, and drilled her even deeper, slapping her stupid face and calling her my pathetic cumdump. She begged to cum but I just laughed and denied the little faggot. When I finally pulled out, that gaping asshole was twitching and ruined. By the end she was a broken, drooling, mascara ruined mess begging to be my permanent sissy fucktoy!

Humiliation phone sex because you are a pathetic bitch

Humiliation phone sex Humiliation phone sex is fun with pathetic bitches like you! Surprise, surprise you dumb sluts are a dime a dozen.

Crawling on your hands and knees, begging for a taste of the real thing, for a dick to put in your mouth and make you worship it like the cock-hungry slut you are.

You moan and groan, pretending you don’t want it, but we all know better. You’re just a desperate little bitch, craving that sweet, sweet humiliation as much as you crave cock.

And that’s why you need me!

I’m here to turn you into the sissy cock-sucking whore you were meant to be. I’ll take you to the depths of degradation and make you beg for more.

You’ll be on your knees, throat stretched wide, drooling over a thick, veiny cock, and loving every second of it.

I’ll have you servicing my boyfriends, cleaning their balls, licking their assholes, and sucking their cocks until they’re satisfied.

You’ll learn to worship every inch of a real cock thanks to your Phone dominatrix!

Sissy Phone Sex fantasies are so much fun with my sissy boys!

Sissy Phone Sex

Sissy Phone Sex fantasies are so much fun with my sissy boys!

I love talking to a nice, shy sissy who confesses his secret love of cock to me!

Even better if I can get him to admit his love for big black cocks!

And how much he thinks about drinking BBC cum every night before bed!

Even better when I can make that Sissy scream, ‘I’m a sissy fag for BBC!’

It feels so good to hear your pathetic voice finally admit it!

If only everyone in your life knew you give out your sissy hole to any man that asks!

If only they knew how much you love being on all fours, ready to serve big black cocks!

Being a sissy master is so much fun! Sometimes I wonder who the bigger cock slut is here!

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Sissy Phone Chat is my favorite way to talk to my special boys!

Sissy Phone Chat

Sissy Phone Chat is my favorite way to talk to my special boys.

You and I both know you are hiding your secret lifestyle from your wife.

If only she knew where her missing bras and panties were ending up on your pathetic ass, she would laugh so hard at you.

You’re prancing around like a good little fag you are, wearing her lace panties.

Aren’t you the prettiest little fairy fag.

You don’t want her to hear you talking to me, discussing your perverted desires.

How do you dream of being used like you are just a hole, for any fat cock that wants to use you?

How do you think she’d feel knowing her husband is a cock sucking faggot?

I don’t tell your nasty little secret, but I won’t keep it secret forever.

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